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A Siesta Key vacation rental is the perfect choice for travelers who want to enjoy the beauty that has made Florida one of the world's top beach destinations and to have fun in the sun. Siesta Key is an 8-mile long barrier island in the Gulf of Mexico, just off the coast Sarasota. Two bridges connect the key to the mainland, making coming and going to the nearby attractions of Sarasota a breeze. When you rent a house or condo on Siesta Key, you will have the opportunity to enjoy a beach that was once voted the "World's Finest and Whitest." Siesta Beach, which earned this recognition, has picnic areas, restrooms, year round lifeguards, playgrounds, and more convenient amenities for your family to enjoy. Turtle Beach is a much less crowded choice and an excellent spot for finding seashells. The most secluded beach on Siesta Key is Palmer Point Beach. Popular activities enjoyed by visitors to Siesta Key include chartering boats, guided dolphin tours, parasailing, and fishing. There are many opportunities for vacationers to fish on- and off-shore and even more types of fish to catch. Imagine the stories you will be able to share if you hook a barracuda! If you feel like taking a day trip, Bush Gardens in Tampa is a just a little over an hour away. After an exciting day of thrilling roller coasters and up close views of the fascinating wildlife, you can kick back and relax and watch the waves roll in from your Siesta Key vacation home. |
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Condo 2 BR/ 2.00 BA Sleeps 4 |
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Condo 2 BR/ 2.00 BA Sleeps 6 |
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| 6148 Midnight Pass Rd 4S | |
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Condo 2 BR/ 2.00 BA Sleeps 6 |
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| Sort by: | Type | BR/BA/Sleeps | Price | ||
Castaway Cove 3B, on lagoon near beach, pet friendly, Sie...Siesta KeyOverlooking Blind Pass Lagoon just a few blocks to Turtle Beach is our Siesta Key condo, Castaway Co... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 5 |
Online Booking
$95 -
$250
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Aloha Kai 50 Siesta Key Florida with heated pool & beach ...Siesta KeyAloha Kai is a 5 acre Oceanside (Gulfside) vacation retreat tucked away on the powder sand shores of... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$95 -
$250
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Siesta Key Our House at the Beach 222, with Heated Pool, ...Siesta KeyJust steps from a private walkway to the beach, our townhouse overlooking the lake at Siesta Key is ... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 4 |
Online Booking
$114 -
$166
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Our House at the Beach 504, 5th Floor, Gulf Views, with H...Siesta KeyJust steps from a private walkway to the beach, our townhouse overlooking the beach Siesta Key is th... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$114 -
$166
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Standard hotel roomLongboat KeyStandard hotel room Unit Description: Silver Sands Gulf Beach Resort offers hotel-style rooms compl... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 2 |
Online Booking
$115 -
$170
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Standard hotel roomLongboat KeyBeach Access Standard hotel room Unit Description: The Beach on Longboat Key offers a standard hotel room that m... View Details and Book Online Send Inquiry |
Condo | 0 / 1 / 2 |
Online Booking
$115 -
$150
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Siesta Dunes Beach 104, Siesta Key Gulf, Spa, Large Heate...Siesta KeyDecked in tropical style, Siesta Dunes 104 is an ideal choice for families to spend their daytime ho... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$119 -
$350
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Siesta Dunes Beach 38A, Gulf Side 2 BRs, Large Heated Poo...Siesta KeyAn idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dun... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$119 -
$350
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Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, g...Siesta KeyBeach Access The moment you arrive at Gulf & Bay Bayside, you?ll appreciate the beauty, serenity, and charm of th... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$119 -
$350
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Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool...Siesta KeyBeach Access Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for ... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$119 -
$350
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Jamaica Royale 91 Siesta Key Rental, heated pool, beach a...Siesta KeyFeaturing new living room furniture, and tile floors - life at this condo is luxe. Sleeping 6 people... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$119 -
$350
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Studio condoBradentonStudio condo Unit Description: The studio units at The Beach Club are notable for their unique one-... View Details and Book Online Send Inquiry |
Condo | 0 / 1 / 2 |
Online Booking
$120 -
$185
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1 bed/1 bath bayside condoLongboat KeyBeach Access 1 bed/1 bath bayside condo Unit Description: This comfortable 1bed, 1bath condo has a full kitchen ... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 4 |
Online Booking
$123 -
$999
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Palm Bay Club G46 Siesta Key Fl, Heated Pool, Gulf Front,...Siesta KeyBeach Access The Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environm... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 4 |
Online Booking
$125 -
$400
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Siesta Key Palm and Bay Club G88 tower rental, Siesta Key...Siesta KeyBeach Access The Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environm... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 4 |
Online Booking
$125 -
$400
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1 bedroom/1 bathroom garden view condoLongboat Key1 bedroom/1 bathroom garden view condo Unit Description: Silver Sands Gulf Beach Resort offers one-... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 4 |
Online Booking
$125 -
$235
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1 bed/1 bath pool side condoLongboat Key1 bed/1 bath pool side condo Unit Description: This spacious 1 bed, 1bath condo has a full kitchen ... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 4 |
Online Booking
$130 -
$999
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1 bedroom/1 bathroom condoBradenton1 bedroom/1 bathroom condo Unit Description: The Beach Club at Anna Maria offers one-bedroom, one-b... View Details and Book Online Send Inquiry |
Condo | 1 / 1 / 4 |
Online Booking
$145 -
$250
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Studio condoLongboat KeyBeach Access, Ocean View Studio condo Unit Description: The Beach on Longboat Key offers studio-styled rooms with are distin... View Details and Book Online Send Inquiry |
Condo | 0 / 1 / 4 |
Online Booking
$145 -
$195
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House of Sun 307 Siesta Key, Large Heated Pool, Gulf View...Siesta KeyBeach Access, Ocean View Siesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated a... View Details and Book Online Send Inquiry |
Condo | 2 / 2 / 6 |
Online Booking
$146 -
$450
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Apr 17 - Oct 1 20% September rentals excluding Labor Day, enter pr ...
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6150 Midnight Pass Rd V40bSiesta KeyBeach Front Island House Beach Resort! Siesta Key Florida - Crescent Beach. The 2 bedroom, 1 bath villa is 1000 ... View Details Send Inquiry |
Villa | 2 / 1 / 4 |
$146 -
$218
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May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ...
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6150 Midnight Pass Road V4Siesta KeyBeach Front Island House Beach Resort - Siesta Key Florida, Crescent Beach - This lovely 2 bedroom, 1 bath villa... View Details Send Inquiry |
Villa | 2 / 1 / 6 |
$146 -
$218
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Mar 21 - Oct 1 20% September rentals excluding Labor Day, enter pr ...
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6150 Midnight Pass Rd V8Siesta KeyBeach Front Island House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx... View Details Send Inquiry |
Villa | 2 / 2 / 6 |
$152 -
$232
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Apr 7 - Oct 1 20% September rentals excluding Labor Day, enter pr ...
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6150 Midnight Pass Rd V25Siesta KeyIsland House Beach Resort - Siesta key florida, Crescent Beach - This large villa is appox. 1000 sq.... View Details Send Inquiry |
Villa | 2 / 2 / 6 |
$152 -
$232
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Feb 5 - Oct 1 20% September rentals excluding Labor Day, enter pr ...
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6150 Midnight Pass Rd V34Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath vi... View Details Send Inquiry |
Villa | 2 / 2 / 4 |
$152 -
$232
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