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SIESTA KEY VACATION RENTALS

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Palm Bay Club G46
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Only $300 to
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With the top-rated beach in the country in your backyard, Palm Bay Club G46 delivers the perfect Gulf-side vacation. Just take an elevator ride down from your fourth-floor condo and you’ll be right at the beach, ready to sink your toes into warm silky ... more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.45/5
44 Guest Reviews
Sara Sea #12
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Only $300 to
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With direct access to the #1 beach in the US, Sara Sea #12 delivers on the promise of an ideal Florida vacation. There are just 12 units in the Sara Sea community, so you never feel overwhelmed with people and activity. more info
• City: Sarasota
• View: Best Value/Garden
• Sleeps: 6
Anchorage 909
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Only $300 to
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AMAZING PANORAMIC VIEWS! End unit, 9th floor, with views of the Intracoastal water way as far as you can see! more info
• City: Sarasota
• View: Bay View
• Sleeps: 6
Gulf and Bay Club 108D
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Only $300 to
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Want to get away from everyday life and enjoy a month alongside the #1 beach in the USA? Gulf and Bay Club 108D is just what you are looking to find. more info
• City: Siesta Key
• View: Beach Front
• Sleeps: 4
Jamaica Royale Tower Unit T24
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Only $300 to
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Fresh ocean breezes, spectacular sunsets, beautiful gulf view, and rolling waves await you at this Gulfside condo! Enjoy all the luxe comforts of an upscale rental plus the convenience of a private walkway to the beach! more info
• City: Siesta Key
• View: Gulf View
• Sleeps: 6
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
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.68/5
37 Guest Reviews
Siesta Shores 13
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Only $300 to
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Situated just steps away from the "world's finest, whitest sand" and all of the enjoyment that Siesta Key has to offer, this lovely 3 bedroom/2 bathroom cottage sleeps 8 guests and is the perfect Floridian escape for your next vacation. ... more info
• City: Sarasota
• View: Best Value/Garden
• Sleeps: 8
Anchorage 904
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Only $300 to
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You’ll be living the high life at Anchorage 904—literally and figuratively. Located on the 9th floor of the Anchorage Yacht & Tennis Club, the 2-bedroom condo offers panoramic views of the Intracoastal Waterway to the east and Sarasota just beyond. more info
• City: Sarasota
• View: Gulf View
• Sleeps: 4
Limited-Time Offer: Stay before 2/10/18 and Save Up to 18%!
Jamaica Royale Tower T23
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Only $300 to
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Welcome to beach living with gulf views from this breezy, comfortable condo on the shores of Siesta Key! Part of a luxe complex, it offers many amenities just a stone's throw from the surf! more info
• City: Siesta Key
• View: Gulf View
• Sleeps: 4
Crescent Street 1138 Unit A
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Only $300 to
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When you stay at Crescent Street 1138A, 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: 6
Excelsior 306
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Only $300 to
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With spectacular views of the beautiful trees, pond, pool and peek a boo view of the Intracoastal, you will be asking yourself why you didn't choose Excelsior 306 sooner. Our 3 bedroom condo sits on a little strip of paradise! more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Polynesian Gardens Villa P6
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Only $300 to
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Looking for a home away from home as you embark upon your upcoming vacation, Polynesian Gardens Villa P6 is an impeccable choice. Located on the tropical border island of Siesta Key, Florida, Polynesian Gardens is an impressive community. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Harbor Towers Yacht & Racquet 324
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Only $300 to
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Discover the power that a change of scenery can have: steal away to this charming pied-a-terre just a stone's throw from the Gulf, with a cozy balcony, heavenly master suite, and resort perks galore. Harbor Towers 324 is located in a tony resort ... more info
• City: Siesta Key
• View: Water View
• Sleeps: 4
Guest Rating: 5/5
1 Guest Reviews
Casa Siesta
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Only $300 to
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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
Guest Rating: 5/5
1 Guest Reviews
Siesta Dunes Beach 201
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Only $300 to
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This unit has been newly renovated in the fall of 2017. Stunning seaside decor, new kitchen, baths, paint, and luxury vinyl plank flooring throughout. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.59/5
22 Guest Reviews
Beachaven 52
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Only $300 to
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Imagine this: You step out your front door, and there, at the end of a walkway flanked by shrubbery on one side and an impeccably manicured lawn on the other, are the twinkling white sands of Crescent Beach and, just beyond, the sparkling Gulf of Mexico. ... more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.33/5
3 Guest Reviews
Inlet 21
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Only $300 to
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Are you ready for a great escape? If so, Inlet 21 is the perfect spot for you. more info
• City: Sarasota
• View: Lagoon View
• Sleeps: 6
 Jamaica Royale 101
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Only $300 to
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A beach holiday doesn’t get any better when you combine good food and a great place to stay in the mix. This is exactly why you must come over to Jamaica Royale 101 the next time you’re visiting Siesta Key. more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Crescent Street 1138 B
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Only $300 to
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Half-hidden by lush tropical foliage, Crescent Street 1138 B is paradise for anyone who longs to relax in time-honored Florida style. Just a few blocks from Siesta Key’s quartz-white beach and the renowned Point of Rocks, the pet-friendly home is a haven ... more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Bay Oaks D-42
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Only $300 to
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With 2 bedrooms and 2.5 bathrooms, Bay Oaks D-42 can accommodate a family of 5 or 2 couples with equal ease. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 5
Siesta Dunes Beach 38A
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Only $300 to
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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? more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.49/5
71 Guest Reviews
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