We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Beach Rentals in Siesta Key, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Community
    Select
    Payment
    Select
    Go to map view
    More filters
    All 260 Rentals in Siesta Key
    loading...
    Travellers to Siesta Key are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    Sort by
    From
    $76
    / Night
    View Details
    1 / 6
    4.5 of 5 stars (5) Very good
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    From
    $102
    / Night
    View Details
    1 / 15
    5 of 5 stars (7) Excellent
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (7) Make Enquiry
    From
    $212
    / Night
    Payment Protection
    View Details
    1 / 30
    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (11) Make Enquiry
    From
    $1,087
    / Week
    View Details
    1 / 9
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 May 2015
    Bay Tree is a lovely condo complex. It is well taken care and a convenient location to everything. What a great time we had staying at Bay Tree and the condo of Ellen & Wesley...
    5 of 5 stars Reviewed 20 March 2015
    We stayed here from Feb 13 - Mar 15 and enjoyed it so much. The furnishing are so nice the beds are comfortable and you will find everything you need just like at home. All you...
    See all reviews
    From
    $194
    / Night
    Payment Protection
    View Details
    1 / 23
    4.5 of 5 stars (8) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Gym
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    So what if you don’t have a beach house of your own? When you stay at Our House at the Beach, you’ll feel right at home. Our House at the Beach 504W is located on the barrier island of Siesta Key, home to parrots, pelicans, and a beach that residents and visitors alike say has the finest and... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    Enquire for rates
    1 / 36
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    For a great location and superb community, choose Siesta Key Beach Excelsior 6281. With your private, gated beach just across the street, your vacation here is all about restful seclusion. Enjoy a slower pace of life, bayside at Siesta Key Florida. Your new morning routine will include watching... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $869
    / Week
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 January 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
    See all reviews
    From
    $162
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf & Bay Bayside is irresistible! Relax in the large 11 x 16-foot lanai just off... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 12 October 2014
    The building hosts three condos per unit, however there is no sound from others. All features, furniture and appliances are modern and up to date. The condo was perfectly...
    See all reviews
    Enquire for rates
    1 / 33
    4 of 5 stars (14) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the sunset each night from your private balcony, with the Gulf's view. Palm trees and lush vegetation fill the private beach access between your balcony and the beach, making Siesta Key’s Excelsior 204 a refreshing ‘away-from-it-all’. Ideal for a family of four or two couples traveling with... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $164
    / Night
    View Details
    1 / 34
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    1 bedroom, 1 bath, sleeps 4 Beachfront doesn't get any better than this vacation condo! Located at Turtle Beach on Siesta Key in Sarasota, Florida, this beachfront vacation rental home has the best of both worlds -- the beach in front and the Intercoastal and boat docks in back with a heated... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 17 May 2015
    Excellent condo with a great location. Located on the quiet side of Siesta Key, next to Turtle Beach. The beach in front of the condo isn't very good but a few shorts steps away...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $194
    / Night
    Payment Protection
    View Details
    1 / 23
    4 of 5 stars (18) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Siesta Key’s largest heated pool is begging for all the games and excitement you can give it. Ample pool beds and an adjacent covered area mean you can happily spend all day, every day, lazing around. From your 2 story split level condo, it’s just steps to a perfect white sand beach. This is the... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $4,527
    / Month
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 June 2014
    Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
    4 of 5 stars Reviewed 25 June 2013
    we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
    See all reviews
    From
    $1,132
    / Week
    Payment Protection
    View Details
    1 / 52
    4.5 of 5 stars (8) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Private Indoor Pool
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Roll into the lap of luxury and enjoy a unit that’s still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. Sleeping 6,... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 18 July 2013
    Quite satisfied with our condo unit. Plenty of room for family of 6. Very happy with the condition (cleanness) of the kitchen. All plates, dishes, silverware, coffee maker very...
    4 of 5 stars Reviewed 2 January 2013
    Close to beach, nice and clean place. Found it slightly over- priced though. There are other decent places available at lower rates.
    See all reviews
    From
    $970
    / Week
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Delightful beach bungalow at Ebb Tide , only 2 minute walk to pool and powder white sand of Crescent beach, right across the street from restaurants,shops, bike and boat rentals, marina, 7 Eleven, and more. This darling tropical villa had everything you need for a great vacation. No one above you... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 October 2014
    Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
    See all reviews
    From
    $1,028
    / Week
    View Details
    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    3rd floor, open concept, and clean condo in a beautiful resort style complex faces the Gulf of Mexico and has 3 bedrooms with 3 full baths to accommodate you and your guests. This alluring condo will provide you and your guests with a full kitchen with granite counter tops, a large dinning room... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $147
    / Night
    View Details
    1 / 12
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    *** NEW *** Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept with living room and dining area in the first great room when you enter the unit. There is a full kitchen with breakfast bar... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 29 April 2015
    The property was clean and neat and the pool area was very quite and peaceful. The beach is maybe a 5 minute walk and you can also walk to a few stores, bars, and restaurants by...
    See all reviews
    From
    $129
    / Night
    View Details
    1 / 23
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and step into the large living area of this beach cottage. Bright and sunny seating area, living... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 14 May 2015
    Great location just steps away from beautiful Siesta Beach. Room a little small but fully kitchen and very clean.
    5 of 5 stars Reviewed 15 September 2014
    I came down to Florida with my boyfriend and two friends and we pulled up and from the outside it doesn't look like very much, but when we stepped inside the building it was...
    See all reviews
    From
    $194
    / Night
    Payment Protection
    View Details
    1 / 36
    4 of 5 stars (14) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida’s Gulf Coast, at this luxury 4-person condo that is Gulf Side and next to the beach. Just a quick... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 12 October 2014
    Palm Bay Club is a lovely venue but this particular unit has no ocean view and the furnishings are very "tired". With some major updating the view could be overlooked.
    See all reviews
    From
    $129
    / Night
    Payment Protection
    View Details
    1 / 18
    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Great Summer Rates $100.00 per night for 7 nights!!! $125.00 per night for shorter stays Enjoy the less crowded area and amenities!!! Make my home Your Florida Home. Return year after year !! This is my home- not someone's investment. The TWO (2) BATHROOMS are a SPECIAL FEATURE that... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 18 February 2015
    My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
    5 of 5 stars Reviewed 6 February 2015
    We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper...
    See all reviews
    From
    $904
    / Week
    Payment Protection
    View Details
    1 / 47
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Gulf and Bay 502D will perfectly suit six nice people who deserve a month of total reward and relaxation on Crescent Beach. The resort club is unrivalled for repeat guest satisfaction and its location is smack in the middle of what the Travel Channel insists is the best sand beach in America. If... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    Get the List
    From
    $1,118
    / Week
    Payment Protection
    View Details
    1 / 41
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Private Outdoor...
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the world's finest beaches. Just yards from the... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $256
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 18 May 2015
    Absolutely LOVE this place!!! Gorgeous beach and beautiful sunset with white powdered sand. Enjoyed going on a walk early morning to pick up unique seashells. We stayed at unit...
    See all reviews
    From
    $155
    / Night
    Payment Protection
    View Details
    1 / 16
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 November 2014
    This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
    4 of 5 stars Reviewed 11 August 2014
    The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
    See all reviews
    From
    $97
    / Night
    View Details
    1 / 9
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Walk to the beach from this spacious one bedroom apartment. Located just across the street from Siesta Key beach and a few blocks from Siesta key village. This unit offers a full kitchen with granite counter tops, stainless steel appliances, and 47' flat screen TV with HD programming in the living... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 March 2014
    We were delighted with the high standard of furniture and equipment in the house and the spacious feel. The beach was only about 2 minutes walk across the road. It is possible to...
    5 of 5 stars Reviewed 22 December 2013
    Location is perfect for quick and easy walks to Siesta beach, and easy to walk to the village for dinner or drinks. The condo has all new furnishings, comfortable bed and couches...
    See all reviews
    From
    $120
    / Night
    View Details
    1 / 13
    4 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This 2 bedroom 2 bath unit is located on the intercoastal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this unit you are on the ground floor steps to the parking lot, heated pool, and community facilities. Enjoy beautiful views of the intercoastal... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 21 June 2013
    The house was very clean and in a nice quiet safe feeling community. The pool was very nice and close to the house which was great for the kids. The location is close to...
    See all reviews
    From
    $3,098
    / Week
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 7 April 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed 2 April 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
    See all reviews
    From
    $141
    / Night
    Payment Protection
    View Details
    1 / 46
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Rent 2 nights get third FREE!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 23 May 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
    See all reviews
    From
    $1,164
    / Week
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $1,585
    / Week
    View Details
    1 / 22
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Fabulous 2nd floor gulf front condo overlooking the beautiful Gulf of Mexico! Located in the desirable Island Reef complex on Siesta Key, this spacious condo features extraordinary views of the beach and sunsets from the front room, the lanai, and the master bedroom. Beautifully furnished with... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 7 June 2014
    We stayed here for the month of November last year. Very comfortable and peaceful, set in a nice complex right on the beech. Being very picky one could say that it was a little on...
    See all reviews
    Enquire for rates
    1 / 41
    4.5 of 5 stars (10) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located on the bay side, the benefits of Siesta Key’s Excelsior unit 6271 are two-fold: you get the bay’s great water views and quiet seclusion, with the beach’s action and activity just a short walk away. It’s an arrangement you’ll find hard to top. Ideal for two or three couples traveling... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $216
    / Night
    View Details
    1 / 15
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy million dollar views from this extraordinary 3 bedroom 3 bath luxury condo (must rent for at least one month). Beautifully decorated in Tommy Bahama style, and being offered for rental for the first time, everything inside is new! New furniture, beds, linens, towels, dishes, pots & pans,... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 31 December 2014
    We stayed here for the month of November. This condo is well situated for the beach and the village, only 10 mins walk away. The apartment has everything that you want including a...
    See all reviews
    From
    $1,349
    / Week
    Payment Protection
    View Details
    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 30 December 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed 11 May 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
    See all reviews
    From
    $1,304
    / Week
    View Details
    1 / 12
    4.5 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This high demand condo is the perfect location for your Siesta Key vacation! Everything you need to have a relaxing and memorable experience at Siesta Key is in place. You will be enjoying a spotlessly clean luxury condo that feels like home. 12 floor to ceiling sliding doors open onto huge wrap... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 23 April 2015
    Two halves. Great: amazing position, great views, lovely pool, nice airy space, rental company. Not so great: condo itself is tired, old equipment, a little grimy, needs an...
    4 of 5 stars Reviewed 6 August 2013
    I booked this condo for the tail end of a trip including time in Orlando and Daytona, so most of my comparisons are to the other condo and hotel I stayed at on the other side of...
    See all reviews
    From
    $162
    / Night
    Payment Protection
    View Details
    1 / 35
    4 of 5 stars (15) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Beach, consider that your morning commute - from bed to pool. Enjoy the great convenience of a ground floor unit at Siesta Key’s Jamaica Royale unit 91. Delight in the great value of this garden view... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    1 of 5 stars Reviewed 3 April 2014
    The Jamaica Royale has many beautiful, clean updated units to rent. This unit 91 is not managed by the Jamaica Royale property association because, allegedly, the owners of Unit...
    See all reviews
    Enquire for rates
    1 / 31
    4 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    With views over a sunny, courtyard, a stay at Excelsior Condos’ unit 309 provides great value for a vacation filled with anything and everything you care to do. Will the simplest pleasures be the most memorable? Consider spotting, from the bay just behind your building, all sorts of animals -... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $4,657
    / Week
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 26 March 2014
    We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
    See all reviews
    From
    $221
    / Night
    Payment Protection
    View Details
    1 / 42
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 28 March 2015
    This was my husband's and my first time at Siesta Key. We absolutely loved it!!!! The house was perfect for us and our two dogs. It was very roomy, had a completely fenced...
    5 of 5 stars Reviewed 11 March 2015
    House is beautiful, owners are available and great, location is perfect. This was a great vacation for our entire family. The house is located just a few miles from the Village...
    See all reviews
    From
    $1,779
    / Week
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 8 May 2015
    This house is the ideal beach home, very spacious and clean home. My entire family and I stayed here for a month and enjoyed every minute of it. I especially liked the backyard...
    See all reviews
    From
    $1,423
    / Week
    View Details
    1 / 19
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a king-size bed and one with a queen-size bed. The main living area is open from the living room to the dinning room to the kitchen giving this... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 19 July 2013
    We stayed here in June 2013 for 17 nights. I could not say one bad word about this house. It is exactly as the pictures and video portrays. It was in the 90s for the whole 3 weeks...
    See all reviews
    From
    $978
    / Week
    View Details
    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $129
    / Night
    Payment Protection
    View Details
    1 / 22
    4 of 5 stars (6) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 22 May 2015
    We enjoyed the unit and where the complex is located. The pool was wonderful,and just the right temperature. We enjoyed the convenience of the dock location, and fished in the...
    5 of 5 stars Reviewed 11 April 2015
    Ok, let first say you get what you pay for. If you want to and can afford 2500+ a week to be on the gulf then do it. If you want to save 1000 or more then try this place. We...
    See all reviews
    From
    $194
    / Night
    View Details
    1 / 51
    5 of 5 stars (40) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (40) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Parrot Beach Cottages located at 60 Avenida Veneccia Sarasota, FL 34242 on Siesta Key is literally steps from the water being just behind the Gulf/water front properties and walking distance to Siesta Key Village. A charming, cozy 4-suite beach vacation rental property, Parrot Beach Cottages... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 22 May 2015
    Stayed at the Parrot Beach Cottage #3 with my husband for a week. Perfect location as it is just steps from the beach and very close to the village. The access to the beach...
    5 of 5 stars Reviewed 17 December 2014
    This cottage is a great location with only steps to the best location on the beach to see sunset and enjoy the water. I was in the efficiency room so the entrance is right in...
    See all reviews
    From
    $1,901
    / Week
    View Details
    1 / 17
    5 of 5 stars (38) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (38) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! SIESTA KEY BEACH HAS BEEN RATED THE #1 BEACH IN AMERICA BOTH BY TRIP ADVISOR (2015) AND DR. BEACH in 2011. Our condo is located on this beautiful beach, known as 'The World's Finest, Whitest Sand'. A tropical vacation... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34232
    5 of 5 stars Reviewed 29 April 2015
    Lovely and peaceful! Wonderful week. Great place for families. Thanks to the wonderful owner Jeanne!💛 We will be back next year!
    5 of 5 stars Reviewed 23 April 2015
    We can not say enough about the condo, facilities and location. Walk out your door to a beautiful pool and the best beach in USA. Condo was just as advertised and the...
    See all reviews
    From
    $106
    / Night
    View Details
    1 / 22
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Ground level 2BR/2BA condo, located across from Siesta Key Beach. rated #1 beach in the U.S.A., in 2015. This unit is located on 7 Acres of beautiful landscaped grounds, including a boat cove. There is a large pool heated year around on site, with a nice patio area and gas grill. The beach is... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 September 2014
    Great place, very clean, cozy, very organized, safety very nice pool great location across from the best beach .
    5 of 5 stars Reviewed 1 July 2013
    From the beginning when I booked the property to the end when we left everything about this experience was phenomenal. The property owner e-mailed me and we spoke on the phone...
    See all reviews
    From
    $388
    / Night
    View Details
    1 / 28
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Sophie's Cottage SOPHIE'S COTTAGE: Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6 but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $233
    / Night
    View Details
    1 / 15
    4.5 of 5 stars (20) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Reviews (20) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 23 February 2015
    We stayed in the 2 bedroom unit which is so,spacious. Large eat-in kitchen, very large living area, beautiful hardwood floors throughout and plenty of towels, including beach...
    5 of 5 stars Reviewed 11 December 2014
    I made last minute plans to leave the northeast for some sunshine on my birthday and landed at the Old Man & The Sea. There I found the ideal combination of peace and quiet with...
    See all reviews
    From
    $194
    / Night
    Payment Protection
    View Details
    1 / 28
    4.5 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Take to the water or stick to the shore - the world is your proverbial oyster while staying at Siesta Key’s Palm and Bay Club G88. Enjoy great comfort and value in this gulf-view suite, with all the resort amenities you can imagine. Two pools and a fantastic hot tub, a large fitness center and lit... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $207
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (12) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Welcome to a bit of heaven! Newly udpdated throughout including large flat panel HDTV with PREMIUM CABLE including HBO, DVR and WIRELESS INTERNET FREE! A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 February 2015
    The view is beautiful from the front(ocean) and the back (channel) . Area is very quiet as is the condo. we actually found ourselves whispering the first day! Roar of the ocean...
    5 of 5 stars Reviewed 3 February 2015
    We thoroughly enjoyed our stay at this condo on Turtle Beach! Clean and roomy with a gorgeous view of the water! No long walk to the water here....very close and convenient. A...
    See all reviews
    From
    $194
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 April 2015
    We loved staying in this beautiful and spacious condo. Not only does it look beautiful it smelled really nice too! You also get a nice water view right outside the deck of the...
    5 of 5 stars Reviewed 15 April 2015
    My wife, daughters (ages 14 and 11) and I enjoyed our spring break at Siesta Key. The owner was especially great to work with it. She answered all our questions. She kept...
    See all reviews
    From
    $1,811
    / Week
    View Details
    1 / 24
    3.5 of 5 stars (2) Average
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    ***NEW PROPERTY*** This luxury Siesta Key vacation rental gives easy access to both Siesta Key Beach and a day dock for your boating and fishing needs. With four bedrooms, three full bathrooms, and two half baths this property has plenty of room for up to 10 guests. Its private pool area and out... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    2 of 5 stars Reviewed 14 October 2014
    The property manager/owner of the property was surly and not accommodating! There was a large rug stain on the second floor landing, a closet door was broken and the outdoor...
    5 of 5 stars Reviewed 19 August 2014
    This home was breathtaking. We are a very big family with kids and adults. The house was immaculate and cleaned to perfection. We would recommended this home to any & everybody...
    See all reviews
    Siesta Key Vacation Rentals

    Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

    Lions, Tigers & Circuses

    When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

    Gardens & Aquariums

    Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

    Locomotives & Science

    Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

    History & Baseball

    From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.