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Beach Rentals in Siesta Key, FL

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    Travellers to Siesta Key are booking March dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 15
    5 of 5 stars (7) Excellent
    Studio / 1 Bathroom / Sleeps 4
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    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    1 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    4.5 of 5 stars (5) Very good
    Studio / 1 Bathroom / Sleeps 4
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    About this property
    Terrific beach side studio. The unit has a queen bed, queen sleeper sofa, 32' LED TV w/ HD programming, and kitchen equipped with fridge/freezer, 2 burner cooktop, and countertop oven among other small kitchen appliances. MINIMUM STAY REQUIREMENT: 3 night minimum when booking 30 days or more in... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 12 November 2014
    This place was fantastic! So close to the beach and village! We didn't want to leave! The kitchenette and convection oven were great for cooking and I loved having the full...
    4 of 5 stars Reviewed 5 November 2014
    Good place to stay. Clean. Close to the beach. The only problem was the bathroom sink drain stopper wouldn't open so we couldn't use that sink.
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    1 / 31
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dryer
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    • Gym
    • Hot Tub
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    About this property
    Newer complex with a total of 38 units (two buildings) built in 2003 -Marina Del Sol- offering spacious 2,500 sq ft.- 3 bedroom, 2.5 bathroom luxury condo on the 2nd floor, elevator opening to your private foyer. Large kitchen w/ granite counters, marble master bath, master closet the size of a... View all property information
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    Siesta Key, Florida 34242
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Private Outdoor...
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    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
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    Siesta Key, Florida 34242
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    1 / 30
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Dishwasher
    • Dryer
    • Grill
    • Gym
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key. Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers: * two heated pools * clubhouse with exercise/workout... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 18 May 2014
    Wonderful location. Both close enough and far away enough from the hub bub of life. Quite and more secluded than a high rise condo! Great beaches, great pool, great place!
    5 of 5 stars Reviewed 5 September 2013
    The house was excellent, very clean and kept in very good condition. Everything you could possible need was provided, which made our holiday so much easier. The house was...
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    1 / 9
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Suitable for children
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    • Elder access
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    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
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    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...
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Balcony
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    • Grill
    • Gym
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    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
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    Location Information
    Siesta Key, Florida 34242
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
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    • Washer
    • Waterfront
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    • Pets allowed
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    • x
    • ?
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    About this property
    2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    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
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    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...
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Suitable for children
    • x
    • x
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    About this property
    Island House Beach Resort - Siesta key florida, Crescent Beach - This large 2 bedroom, 1 1/2 villa is non-carpeted and appox. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, screened lanai, covered parking, central ac/heat. Additional amenities... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 February 2012
    If you like a beach vacation this is the place. It is rated one of the 10 best beaches in the WORLD! This is my second stay and you have to experience it yourself to really grasp...
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Private Fishing...
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    • Smoking allowed
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    • x
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    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
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    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...
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    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    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
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    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...
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    1 / 13
    4 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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    • 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
    • ?
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    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
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    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...
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    1 / 51
    5 of 5 stars (39) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (39) Make Enquiry
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    • 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
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
    5 of 5 stars Reviewed 11 November 2014
    We recently stayed a week in unit 1. The cottages are tiny, but the location is perfect! A 30 second walk to the beach, and only a couple minutes walk to the village. I would only...
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    1 / 35
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    We've got everything you need to make this your best vacation ever! The Vista Hermosa complex is very well maintained, quiet and a friendly atmosphere. Beautifully updated well equipped kitchen with granite counter tops and all the comforts of home. 2 queens beds in guest room with new bedding,... View all property information
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    Location Information
    Siesta Key, Florida 34342
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    $158
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    1 / 18
    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Great Summer Rates after May 3rd! 4th of July still Available!!! $125.00 per night for 5 nights or $100.00 per night for 7 nights!!! Enjoy the less crowded area and amenities!!! Make my home Your Florida Home and return year after year !! This is my home- not someone's investment. I... View all property information
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    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...
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    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    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
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    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...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    2BR/2Bath, Full Beachfront, Heated Pool, Free boat docks, Access to Inter-coastal Waterway Gulf-Front Condo... So close to the Gulf that you can fall asleep to the sound of the surf beneath your window!! Throw a pebble from your lanai and hit the surf, that's how close to the turquoise blue waters... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    1 / 25
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • 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
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    Siesta Key, Florida 34242
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • 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
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    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...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
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    • 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
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    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...
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    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed 4 March 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    $1,775
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    3.5 of 5 stars (2) Average
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • 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
    • ?
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    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
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    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...
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
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    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
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    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...
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    1 / 26
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    FREE High Speed Wireless Internet ! - just bring your Laptop. Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key West style town homes all... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accomodate you and your guests. The main living area has large family room with 65' flat screen TV, 6 person dining room, full kitchen, and half bath. Upstairs the large master suite with king-size bed... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 February 2013
    This 3 bedroom, 2 1/2 bath condo was in a superb location on the property and in the Siesta Key area itself. The pool was a very short walk away. The beach was across the...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • 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
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    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...
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    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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    Siesta Key, Florida 34275
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    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 February 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
    5 of 5 stars Reviewed 28 December 2014
    We rented from Michel and Aida in for a month and then again when we needed to return a couple of weeks later. They were easy to contact and responded to emails promptly. Their...
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • 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
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    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...
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    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    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
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    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...
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    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
    5 of 5 stars Reviewed 27 August 2013
    The property was perfect. We received clean house with excellent conditions. Both bedrooms and restrooms organized, supplies and with exquisite decoration that make your vacation...
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    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • 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
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    Siesta Key, Florida 34242
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    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • 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
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    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...
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    4.5 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located directly on world famous Crescent Beach this Siesta Key beachfront condo complex is walking distance to South Village. This vacation condo is located in the South Tower of the Crescent Arms Condo complex. Positioned on the third floor in the northeast corner it has a partial view of the... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 3 January 2015
    Ideally located right on Siesta Key beach. Though inconvenient elevator/electrical fuse issues, ocean wave sounds lulling to sleep and walking (no need to cross street) or...
    4 of 5 stars Reviewed 31 December 2014
    The only thing I can say is the whole time we were there the elevator was being worked on. Thank goodness we are only on the 3rd floor and all heathy adults. It could have been an...
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home... View all property information
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    Siesta Key, Florida 34242
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    $1,254
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Ocean Views
    • Pool Table
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 7 August 2014
    My Husband and I have stayed in this Condo several times. We come back year after year because it is a beautiful condo, clean, comfortable, and the location is perfect. It's...
    5 of 5 stars Reviewed 2 August 2014
    Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps...
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    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    Siesta Key, Florida 34242
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    $761
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    4.5 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Sauna
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 October 2014
    We stayed here for a week (family of 4, kids aged 13 & 11), following on from a fortnight in Orlando. We wanted somewhere to stay where we could walk to a beach. This condo is...
    2 of 5 stars Reviewed 1 September 2014
    Location, location, location! The condo is a few feet from the busiest road on Siesta Key therefore you hear loud road noise in every room. Hard to believe no one mentioned this...
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    4 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
    2 of 5 stars Reviewed 8 January 2015
    This was our fourth rental in Florida during Christmas holidays in the same price range and was by far the lowest standard and the smallest size of all. The condo is probably...
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    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
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    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...
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    5 of 5 stars (6) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated, very clean... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 23 April 2015
    This apartment has a really wonderful set-up for a great vacation at the beach. Everything you need for all ages from beach toys, towels & chairs to DVDs and games are provided...
    5 of 5 stars Reviewed 27 November 2014
    This property was everything and more we could have hoped for booking, sight unseen, through the internet. Loved the property, location to beach and all the things you would need...
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    $214
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    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Grill
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Stay 2 nights: Sunday-Wednesday night and receive your 3rd night FREE. Minorga on the Key Beachside Suites is located steps from the famous white sand beach of Siesta Key. The property includes deluxe one bedroom, one bathroom full furnished suites. Each condo includes a king bed in the living... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    5 of 5 stars (25) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 March 2015
    This is a great vacation spot with a beautiful pool and not too far from a gorgeous beach! Kathy was very helpful and prompt in answering questions we had while we were there...
    5 of 5 stars Reviewed 22 July 2014
    My family's vacation at Siesta Key was wonderful at this residence. It was well appointed with everything you would need for a great vacation. The location was perfect, just close...
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    $1,395
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    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    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
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    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...
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    1 / 40
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $659
    / Week
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    1 / 20
    4.5 of 5 stars (22) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This Siesta Key deluxe townhouse rental is located in the heart of Siesta Village - just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. These Siesta Key townhouses are... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 2 January 2015
    Comfortable and everything needed for a couple with a refreshing private pool and patio. All the beach gear was there for our use along with an ample supply of beach towels and a...
    5 of 5 stars Reviewed 16 July 2014
    Great location. Great place. Clean and well cared for. Bed was comfortable. Pool well kept. Loved having wagon, chairs, coolers, etc to take to beach.
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    $761
    / Week
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    1 / 39
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Location Information
    Siesta Key, Florida 34242
    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.