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Southwest Florida Vacation Rentals: SIESTA KEY

Florida's Siesta Key has one of the top 10 beaches on Earth! This island gem lies between the Bay and the Gulf of Mexico - enjoy beautiful sunsets nightly. No car needed; ride vacationer-friendly trolleys. Choose one of our oceanfront condos steps from the Gulf. Excellent values with full furnishings, amenities.
Florida Vacation Rentals - Siesta Key

SIESTA KEY

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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
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.49/5
71 Guest Reviews
Surfside Manor
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Only $300 to
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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
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
Palm Bay Club G46
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Only $300 to
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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
Only 1 week left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.42/5
45 Guest Reviews
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
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 1 week left in the next 60 days!
• City: Siesta Key
• View: Ocean View
• Sleeps: 4
Guest Rating: 4.3/5
32 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: 4.51/5
45 Guest Reviews
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
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 8
New Property, Be One of Our First Guests!
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, 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 wonderful ... more info
• City: Siesta Key
• View: Ocean View
• Sleeps: 8
Guest Rating: 5/5
2 Guest Reviews
Crescent Street 1138 Unit A
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Only $300 to
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Enjoy the great convenience of Siesta Key’s Crescent Street 1138 Unit A. Delight in the great value of this garden view suite with access to a heated pool – it’s in an unbeatable location close to the beach at Point of Rocks access #13. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
Twin Palms 5
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Only $300 to
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You’ll be just a one-block walk from Siesta Key, the #1 rated beach in the USA, when you stay at Twin Palms #5. This one-story condo was built in 2003 and retains the wonderful Key West style that is the complex’s hallmark. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 16%!
Casa Siesta
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Only $300 to
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Welcome home to your perfect beach get-a-way! This fantastic 2 bedroom, 1 bath condo is the ideal place to enjoy all that Siesta Key has to offer! more info
Only 3 weeks left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
Castaway Cove 3B
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Only $300 to
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With beautiful lagoon views from both the big lanai and the master bedroom, our condo at Castaway Cove is ideal for your Siesta Key vacation. Spacious and well equipped, the condo offers everything from bikes to a boat dock. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 5
Guest Rating: 4.53/5
18 Guest Reviews
Limited-Time Offer: Stay before 7/23/16 and Save Up to 16%!
Beach Place Unit B
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Only $300 to
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Located on what is often described as “the most beautiful beach in America”, Beach Place Unit B is a ground floor condo that is just steps from the access to Siesta Key beach. You won’t find a more beautiful location for your vacation getaway. more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Beach Front
• Sleeps: 4
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
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 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.67/5
36 Guest Reviews
Limited-Time Offer: Stay before 7/23/16 and Save Up to 16%!
Sunset Royale 200
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Only $300 to
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Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this two bedroom, two bathroom condo. Located at Siesta Beach with Siesta Key’s famed “Village” a short walk away. more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Gulf View
• Sleeps: 4
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
Gulf Holidays 15
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Only $300 to
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Siesta Key is one of the premier beach vacation destinations in America. When you stay at Gulf Holidays 15, you can enjoy all that Siesta Key offers while staying in a comfortable, clean garden-level condo that doesn’t eat up all your vacation budget. more info
Only 2 weeks left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 4
New Property, Be One of Our First Guests!
Limited-Time Offer: Stay before 7/23/16 and Save Up to 29%!
Gulf & Bay Club: Bayside
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Only $300 to
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Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf & Bay Bayside is irresistible! more info
Only 1 week left in the next 60 days!
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.67/5
15 Guest Reviews
Palm Bay Club Bayside 328
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Only $300 to
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Guests and media alike rate the Palm Bay Club Bayside #328 as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida’s Gulf Coast, at this 2 bedroom condo with intracoastal water views from your ... more info
• City: Sarasota
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 4.5/5
8 Guest Reviews
Our House at the Beach 504W
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Only $300 to
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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. more info
• City: Siesta Key
• View: Ocean View
• Sleeps: 6
Guest Rating: 4.38/5
9 Guest Reviews
Siesta Dunes Beach 201
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Only $300 to
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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: 4.63/5
19 Guest Reviews
Aloha Kai 50
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Only $300 to
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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. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.35/5
40 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
New Property, Be One of Our First Guests!
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