Made almost entirely from quartz, Siesta Key's beach is soft and floury, and has been judged "The World's Finest and Whitest" beach. Ideal for families, this picturesque beach town offers guests of Siesta Key vacation rentals picnicking, beachside playgrounds and beach volleyball. Guests of Siesta Key rentals love to search for seashells, relax on the soft sands, and scuba dive. Home to some of Florida's best seafood chefs, guests of Siesta Key condos are treated to succulent lobster, raw oysters and blackened fish, among other culinary delights. Siesta Key condo rentals provide vacationers with endless shopping experiences in the quaint village, as well as golf and tennis.
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Siesta Key Vacation Rentals
Siesta Key Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Bay Tree Club - Heaven on the Bay! - Siesta KeyAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:2Bed/2Bath Condo Just renovated/modernized with the latest & best kitchen appliances, furniture, pictures and other decorations, and freshly painted through-out with Full Bay Views !!! Bay Tree Amenities include: -2 Pools (1-Bayside & 1-Oceanside) -Picnic/BBQ Area By each pool -Private Beach Access -Private beachside cabanas with chairs, umbrellas, etc. -New boat docks on Bay which accommodate up to 38' vessel. |
Condo |
2 Beds |
2 Baths |
6 People |
$94 - $171 |
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Excelsior Beach to Bay Condo - Siesta KeyAmenities:Beach, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Excelsior Beach To Bay unit 304 is located on the bay side of Siesta Key. With a beautiful garden / pond view this 2 bedroom 2 bath high-rise condo has a home away from home feeling. Ideal for two weeks or three months. This open condo features: Microwave, Garbage Disposal, Dishwasher, Washing Machine, Dryer, Kitchen Accessories, Oven, Answering Machine, Covered Parking, Screened Lanai, Televisions (3), VCR, With 2 bedrooms (king in master and two twins in guest bedroom), this large unit eas |
Condo |
2 Beds |
2 Baths |
4 People |
$117 - $178 |
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Beach House on Siesta KeyAmenities:Beach, Pool, Hot Tub, Kitchen, Air Conditioning, TV Description:Our charming Beach hideaway on Siesta Key is perfect for your reunion or private getaway. This property is 4 villas which can sleep up to 17 people for a family reunion or rent our two bedroom for just a family retreat. Newly renovated and sparkling clean. You will be impressed with the upgrades and the extras we provide. Lounge in the gardens, soak in the hot tub beneath the stars, or enjoy all the entertainment the village has to offer. |
House |
2 Beds |
1 Baths |
6 People |
$124 - $150 |
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*SAVE 25% to 50%* MidnightCove#532, SiestaKey,FL - Siesta KeyAmenities:Beach, Ski, Golf Course, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Why Pay High Priced Resort Rental Rates''' Will Accommodate Last Minute Rentals!!! Bayside Condo with all Beach Amenities Access at Midnight Cove Resort Condominiums, Siesta Key, Florida |
Condo |
2 Beds |
1.5 Baths |
6 People |
$51 - $130 |
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*SAVE 25% to 50%* SiestaBreakers#603, SiestaKey,FL - Siesta KeyAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Why Pay High Priced Resort Rental Rates''' Beach Condo at Siesta Breakers Resort Condominiums, Siesta Key, Florida |
Condo |
2 Beds |
2 Baths |
6 People |
$71 - $194 |
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Private Villa on Famous Siesta Key BeachAmenities:Beach, Kitchen, Dishwasher, Air Conditioning, TV Description:If you are looking for a vacation condo rental in Siesta Key for your Florida holidays and family beach vacation please consider one of my villa rentals in Siesta Key, FL. They are tastefully furnished and fully equipped villas on Crescent (Siesta Key) Beach famous for its powdery white sand. |
House |
2 Beds |
1 Baths |
6 People |
$90 - $140 |
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Siesta Key, Florida Crescent Beach Condo Rental - Siesta KeyAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Air Conditioning, TV Description:Turn key Ground floor corner apartment with windows on three sides gives the apartment a wonderful open feeling. The unit is one of 45 in a three floor complex. Apt #115 has its assigned covered parking at the front door. Guest parking is available. The property is directly across from the main public beach on Siesta Key's world renowned white powder sand beach. |
Condo |
2 Beds |
2 Baths |
4 People |
$48 - $129 |
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Siesta Key Bayfront Townhouse with Boat Dock - Siesta KeyAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Luxury direct bayfront townhouse in a very friendly 6 unit condo complex. Three bedrooms, 2.5 baths plus ground level bonus room is used as an office. There are two screened lanais off the living room and master bedroom all facing the bay, plus a screened patio on the ground level with a gas grill and direct access to docks and pool. The living, dining room and kitchen are all open and view the water. There is a boat dock plus use of canoe/kayak lift. The spa/pool is heated. |
House |
3 Beds |
2.5 Baths |
6 People |
$143 - $286 |
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Private Paradise on Siesta Key - Siesta KeyAmenities:Beach, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:This three bedroom, three bath Villa which sleeps 8, sits on 1/4 acre private grounds and is within walking distance of Siesta Key Beach and Village. It features a hot tub, huge whirlpool bath, couples' shower, and a 3,000 sq. ft. deck that is ideal for entertaining. It's comfortably turn-key furnished and professionally decorated. |
House |
3 Beds |
3 Baths |
8 People |
$123 - $214 |
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Crescent Beach Luxury Condo directly on gulf - Siesta KeyAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Luxury 2 bedroom 2 bathroom private condominium, Unit 204 at the El Presidente in Siesta Key is directly on the world's most beautiful Crescent Beach. This fully furnished air conditioned unit sleeps 6. The heated pool and jacuzzi are right on the beach. Unit 204 has a garden view. The beachfront is 300 feet deep and wide and is large enough to play a game of football and long enough to walk for at least one hour. The sand is white and baby powder soft and is great for sand sculpting. |
Condo |
2 Beds |
2 Baths |
6 People |
$182 - $182 |
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