Vacation Rentals in Siesta Key, Sarasota
Large selection of Apartment Rentals in Clearwater, book your Rental here and save!
Many properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Clearwater Florida visit the perfect getaway.
Start your vacation here!
Start your vacation here!
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Condo Rental
9.6 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated
Private Home Rental
10.0 Star Review
Siesta Key, Florida
4 Bedrooms
6 Bath(s) Sleeps 8
Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
4th Floor Crescent Beach Condo Offering Full Unobstructed Gulf Views.
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Firethorn 611 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
9.8 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Luxury on Crescent Beach - Great Location!
Condo Rental
9.8 Star Review
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 8
BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
Condo Rental
8.2 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Ground Floor at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81
Private Home Rental
8.8 Star Review
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 6
Newly Refurnished Tropical Townhouse - Watch Dolphin in the Bay, Fish from the Docks! Unit B62
Condo Rental
9.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Sprinkle of Irish charm, beautifully updated, Siesta Dunes 8-205
Private Home Rental
9.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 322 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Apartment Rental
9.0 Star Review
Siesta Key, Florida
3 Bedrooms
3 Bath(s) Sleeps 9
Stunning 3 Bedroom Home with Roof-Top Pool on Siesta Key!
Apartment Rental
8.8 Star Review
Siesta Key, Florida
3 Bedrooms
3 Bath(s) Sleeps 9
Beautiful 3 Bed/2.5 bath With Roof Top Pool on Siesta Key!
Condo Rental
9.6 Star Review
Siesta Key, Florida
3 Bedrooms
3 Bath(s) Sleeps 8
Modern 3 Bed/2.5 bath Gulf Side Condo Steps from Siesta Key Village and Beach!
Condo Rental
9.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 5
Screened Balcony Living | Bayfront Siesta Key | Sunrise Views & Easy Beach Access at Bay Oaks
Condo Rental
8.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
New Listing! Ground floor, easy access to the pool and beach! Siesta Dunes 2-104
Condo Rental
9.6 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key
Private Home Rental
9.6 Star Review
Siesta Key, Florida
7 Bedrooms
8 Bath(s) Sleeps 14
Siesta Key Home, Heated Pool, Spa, near the beach! - Talk To The Sand
Condo Rental
9.8 Star Review
Siesta Key, Florida
1 Bedrooms
1 Bath(s) Sleeps 4
Spectacular Sunset Views-Only 50 Steps to Siesta Key Beach-Cozy Romantic Condo
Private Home Rental
10.0 Star Review
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 8
3 BR house+ heated pool in huge private yard. 12min walk to beach. Pet friendly.
Condo Rental
9.6 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
NEWLY REMODELED! On World Famous Crescent Beach
Condo Rental
9.8 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Stunning Siesta Key Beach Views from 2 Bedroom Condo!
Private Home Rental
7.6 Star Review
Siesta Key, Florida
3 Bedrooms
3 Bath(s) Sleeps 8
Spacious 3 Bedroom Gulf Side Townhome with Rooftop Sun Deck On Siesta Key!
Condo Rental
10.0 Star Review
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Buttonwood 447 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
9.6 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 330 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
6.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 473 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
9.8 Star Review
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Buttonwood 462 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
8.4 Star Review
Siesta Key, Florida
4 Bedrooms
4 Bath(s) Sleeps 12
Beautiful 4 Bedroom/ 4 Bath Beach House-Directly on Beach!
Condo Rental
6.8 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 415 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
7.6 Star Review
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 6
Doveplum 121- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...
Condo Rental
6.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 413 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 311 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 455 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
6.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Firethorn 111 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
9.4 Star Review
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Buttonwood 432 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 6
Doveplum 621- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...
Condo Rental
7.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 310 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 612 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 414 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
8.8 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Firethorn 722 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
7.0 Star Review
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 6
Doveplum 524- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...
Condo Rental
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Buttonwood 950 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
6.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 453 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Po...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 941 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 426 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Chinaberry 475 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Firethorn 712 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Private Home Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 4
Doveplum 120- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...
Private Home Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Firethorn 333 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
8.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 423 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
9.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 331 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Private Home Rental
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 6
Doveplum 624- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...
Private Home Rental
Siesta Key, Florida
2 Bedrooms
3 Bath(s) Sleeps 6
Doveplum 723- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...
Condo Rental
9.2 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Light & bright 3rd floor unit, 2BR/2BA, screened lanai, great Crescent Beach view, Chinaberry 435...
Condo Rental
9.0 Star Review
Siesta Key, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Buttonwood 477 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
9.6 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 320 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Private Home Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 924 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Private Home Rental
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Firethorn 323 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Chinaberry 433 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Chinaberry 443 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
Condo Rental
10.0 Star Review
Siesta Key, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Chinaberry 436 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...