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Beach Rentals in Siesta Key, FL

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    All 259 Rentals in Siesta Key
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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 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (18) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    5 of 5 stars (7) Excellent
    Studio / 1 Bathroom / Sleeps 4
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    1 / 16
    4 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    Siesta Key, Florida 34242
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    1 / 25
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 8 April 2014
    There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Sauna
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    • Suitable for children
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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 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Dryer
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    • ?
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    About this property
    Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock. You can fish off the docks at our... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 10 January 2015
    We traveled to Siesta Key in a group of 4 and decided to stay here for the week. Although the booking process took a while and required a lot of back and forth messaging with the...
    5 of 5 stars Reviewed 11 June 2013
    My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
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    • Dryer
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    • Shared Outdoor Pool...
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Located near the South Village of Siesta Key. This newly updated 2 bedroom duplex has it all. A new dipping pool to cool off the hot summer days, along with a BBQ and fire pit for the winter. Lots of space, all new furnishings throughout the home, the large eat in kitchen has plenty of room for... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 7 April 2015
    Very nice accommodations. Gulf side of Midnight Pass. Five minute walk to beach. Quiet Crescent Beach.
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
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    • Dryer
    • 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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    Siesta Key, Florida 34242
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    1 / 25
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
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    • Satellite TV
    • Shared Outdoor Pool...
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    • x
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    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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    Location Information
    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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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
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    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
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    • 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 of 5 stars (18) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • 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
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    Siesta Key, Florida 34242
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    1 / 9
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    • Suitable for children
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    • x
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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 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 / 31
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • 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
    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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    $446
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Suitable for children
    • x
    • ?
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    About this property
    Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it's easy on the wallet while its lovely atmosphere makes it a great home to... View all property information
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    Siesta Key, Florida 34242
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    $856
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • 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
    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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    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 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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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    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
    • Balcony
    • 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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    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Safe
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    • Pets allowed
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    • 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
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    • Gym
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    • Private Outdoor...
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    • Sauna
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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
    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 / 36
    4 of 5 stars (14) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • x
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    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
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    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.
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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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
    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 / 28
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
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    • Elder access
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    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
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 26 August 2014
    Voltamos depois de 19 anos ao Palm Bay e continua o mesmo porque não pode ser melhor. Nosso apartamento na torre era maravilhoso. Muito bem equipado, não tinha defeito...
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    4 of 5 stars (15) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
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    • Pets allowed
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    • x
    • ?
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    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
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    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...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    • Internet Access
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    • x
    • x
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    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 / 28
    4.5 of 5 stars (31) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (31) Make Enquiry
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    • Air Conditioning
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Siesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated and has sensational sunset and Gulf views. Any questions? How about the added weight of the Travel Channel's endorsement, recently voting Siesta Beach as the 'Best Sand Beach' in the country? The... View all property information
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    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 28 June 2014
    The master bath toilet wasn't working correctly and by the end of the week wouldn't flush. The keys or locks for the building are horrible and very frustrating to use when you're...
    5 of 5 stars Reviewed 1 May 2012
    We just returned from Siesta Key's "House of Sun", and are seriously thinking about re-booking for 2013. We rented a Gulf View Front condo, as close to the beach as possible...
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    4 of 5 stars (31) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Do you have children who'll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical flowers? An idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dunes Beach 38A is your perfect... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 14 October 2014
    Nice unit. Loaded. Parking ids a few steps away with storage room with a lot of different stuff. Walking distance to the beach is about 5-7 mins. About 5 mins walking distance to...
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
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    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
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
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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
    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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    3 of 5 stars (1) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • x
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    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
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    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 28 July 2014
    The overall location of the condo is good but it is quite a walk to get to the ocean. I would pick a place that is actually on the beach. This unit needs updating. The mattress in...
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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
    • Dishwasher
    • Grill
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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
    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 (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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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
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    • 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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    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
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    • 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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    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
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    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 / 24
    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
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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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    4.5 of 5 stars (8) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    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
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    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.
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    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
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    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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    4.5 of 5 stars (5) Very good
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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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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    Location Information
    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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    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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    2 Bedrooms / 3 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    If you are looking for a place to unwind and decompress, this is the ideal place for you. Experience Siesta paradise with incredible sunsets and balmy breezes directly on the Gulf of Mexico with its beautiful white sand beaches stretching for miles. And not to brag, but the number one beach in the... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    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 (39) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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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
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    • 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
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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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    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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    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
    • ?
    • 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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    Location Information
    Siesta Key, Florida 34242
    From
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    4 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Located directly on the beautiful white sands of Siesta Beach! 636 on the Key is a 4,000 sq foot luxury gulf front single family home offering our guests unobstructed views of the Gulf of Mexico and the beach as their backyard. Designed and built as a custom private home, 636 has large bedrooms... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $127
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    1 / 23
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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    • 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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    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
    • ?
    • 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
    • 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
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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 (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
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    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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    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    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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    Location Information
    Siesta Key, Florida 34275
    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.