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SIESTA KEY VACATION RENTALS

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FLASH SALE! Left to Save 36% 1/28 - 2/4!
Casa Siesta
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Was $1,100 NOW $699
Casa Siesta makes fun in the sun so easy! The 2-bedroom, ground-floor condo is just a short walk from the powdery white sands of Crescent Beach and the azure waters of the Gulf of Mexico. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Excelsior 107
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Only $300 to
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14 day minimum stay required. With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.6/5
10 Guest Reviews
Gulf and Bay Club 108D
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Only $300 to
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Love sunsets? How about white sand, plush beds, a choice of three pools, swans . more info
• City: Siesta Key
• View: Beach Front
• Sleeps: 4
Crescent Street 1138 B
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Only $300 to
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When you stay at Crescent Street 1138B, you can walk to the east side of Siesta Key in just minutes to catch the sunrise over the Gulf of Mexico. Then later, just before dusk, you can take an equally brief stroll over to the west side of the barrier ... more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
FLASH SALE! Left to Save 36% 1/21 - 1/28 or Save 36% 1/28 - 2/4!
Sunset Royale 200
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Was $1,436 NOW $912
Sunset Royale 200 is literally across the street from Siesta Beach and the Gulf of Mexico. The only way you could be any closer would be to sleep on the sand itself—and that would be far less comfortable and enjoyable than staying in our 2-bedroom, ... more info
• City: Siesta Key
• View: Gulf View
• Sleeps: 4
Limited-Time Offer: Stay before 3/18/17 and Save Up to 38%!
Palm Bay Club Bayside 328
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Only $300 to
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Are you ready for a great escape? If so, Palm Bay Club’s Bayside 328 is the perfect spot for you. more info
Only 1 week left in the next 60 days!
• City: Sarasota
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.5/5
8 Guest Reviews
Limited-Time Offer: Stay before 3/18/17 and Save Up to 35%!
Palm Bay Club G88
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Only $300 to
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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. more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Ocean View
• Sleeps: 4
Guest Rating: 4.33/5
33 Guest Reviews
FLASH SALE! Left to Save 29% 1/21 - 1/28!
Bay Oaks D-42
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Was $1,196 NOW $844
With views over a sunny, courtyard, a stay at Bay Oaks D-42 provides great value for a vacation filled with anything and everything you care to do. Will the simplest pleasures be the most memorable? more info
Only 1 week left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 5
FLASH SALE! Left to Save 36% 1/21 - 1/28 or Save 36% 1/28 - 2/4!
Gulf and Bay Club: Bayside 1226
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Was $1,436 NOW $912
Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf and Bay Bayside is irresistible! more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.67/5
15 Guest Reviews
FLASH SALE! Left to Save 36% 1/28 - 2/4!
Siesta Dunes Beach 201
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Was $1,795 NOW $1,140
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 ... more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.65/5
20 Guest Reviews
Limited-Time Offer: Stay before 3/18/17 and Save Up to 37%!
Casa de Mariposa 5540
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Only $300 to
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Casa de Mariposa is a beautifully designed 3 bedroom, 3 bathroom home with southern exposure, a heated pool and elevator in the coveted location directly across from the beach access to world famous Siesta Key beach and the Gulf of Mexico, boasting ... more info
Only 1 week left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 8
Guest Rating: 4.5/5
2 Guest Reviews
Polynesian Gardens Villa P6
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Only $300 to
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Find yourself in the relaxing comforts of Polynesian Gardens Villa P6. A single-story stand-alone villa, located in the beautiful private community of Polynesian Gardens, on the tropical barrier island of Siesta Key, Fl with a carport and heated pool. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Bay Tree Club 206C
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Only $300 to
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14 day minimum stay required. Imagine waking up in the morning knowing that a quiet Siesta Key beach lies just across the street, promising a day of sun and fun. more info
• City: Siesta Key
• View: Bay View
• Sleeps: 4
Guest Rating: 5/5
1 Guest Reviews
Casa de Mariposa 5542
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Only $300 to
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Casa de Mariposa 5542 is a beautifully designed 3 bedroom, 3 bathroom home with a gulf view, shared heated pool and elevator in the coveted location directly across from the beach access to world famous Siesta Key beach and the Gulf of Mexico, boasting ... more info
• City: Siesta Key
• View: Ocean View
• Sleeps: 8
Guest Rating: 5/5
3 Guest Reviews
FLASH SALE! Left to Save 37% 1/28 - 2/4!
Palm Bay Club G46
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Was $1,295 NOW $822
The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destination for romantic getaways and family vacations. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.45/5
44 Guest Reviews
Vista Hermosa
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Only $300 to
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Beautiful, updated villa in desirable Vista Hermosa – condo on siesta key in sarasota. One of the finest crystal-quart sand beaches in the world, siesta key is definitely a place for you to vacation. more info
• City: Sarasota
• View: Resort View
• Sleeps: 5
Limited-Time Offer: Stay before 3/18/17 and Save Up to 37%!
Our House at the Beach 222
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Only $300 to
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There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! more info
Only 1 week left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.68/5
37 Guest Reviews
Surfside Manor
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Only $300 to
Book Now!
This beautiful paradise includes 3 bedrooms with shared heated pool and elevator overlooking the #1 beach in the USA. If you are looking for a private-feeling beach retreat just steps to the quartz sands of Siesta Beach and the turquoise waters of the ... more info
• City: Siesta Key
• View: Gulf View
• Sleeps: 8
Guest Rating: 5/5
1 Guest Reviews
Jamaica Royale 91
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Only $300 to
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How long does it take you to walk 100 yards? Not very long at all. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.49/5
47 Guest Reviews
Casa de Mariposa Mansion
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Only $300 to
Book Now!
Welcome to your Island getaway at Casa de Mariposa, a beautifully designed 6 bedroom, 6 bathroom mansion with elevator and heated private pool in the coveted location directly across from the beach access to world famous Siesta Key beach and the Gulf of ... more info
• City: Siesta Key
• View: Ocean View
• Sleeps: 16
Gulf and Bay Club 305C
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Only $300 to
Book Now!
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 ... more info
• City: Siesta Key
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.88/5
8 Guest Reviews
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