Search Results Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + Bathrooms 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + 13 + 14 + Clear Filters Nightly Price Range: $0 - $10000 Amenities Beach Access Beachfront Concierge - Available Laptop Friendly Workspace Pool Tennis Court - Community View - Beach View - Water Washer - Private Wifi Pet Friendly Type Apartment Bungalow Cabin Chalet Condo Cottage Duplex Estate Guest Suite Guesthouse Hotel Room House Lodge Loft Ranch Studio Townhouse Villa Apply Filters Where SkyRun Sarasota Florida Greater Sarasota Area Downtown Sarasota Lido Key Longboat Key Sarasota Metro Area Siesta Key - People 2+ Guests 3+ Guests 4+ Guests 5+ Guests 6+ Guests 7+ Guests 8+ Guests 9+ Guests 10+ Guests 11+ Guests 12+ Guests 13+ Guests 14+ Guests 15+ Guests 16+ Guests 17+ Guests 18+ Guests 19+ Guests 20+ Guests 21+ Guests 22+ Guests 23+ Guests 24+ Guests 25+ Guests 26+ Guests 27+ Guests 28+ Guests 29+ Guests 30+ Guests 31+ Guests 32+ Guests 33+ Guests 34+ Guests 35+ Guests 36+ Guests 37+ Guests 38+ Guests 39+ Guests 40+ Guests 0 Pets 1 Pets 2 Pets 3 Pets 4 Pets 5 Pets 6 Pets 7 Pets 8 Pets Search 13-24 of 54 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aPrice - Low to HighPrice - High to LowDefault (random) Favorites MAP Featured Property Paradise Found Sarasota, FL 3 Bdrms 3 Baths 6 Guests Pet Friendly View Details Featured Property Crescent Siesta Key Charmer Siesta Key, FL 3 Bdrms 2 Baths 6 Guests 4.9 View Details New Property Sea Esta Siesta Key, Florida 4 Bdrms 4 Baths 9 Guests View Details New Property Turtle Beach Hideaway Siesta Key, FL 2 Bdrms 2 Baths 4 Guests View Details New Property White Sands on Siesta Siesta Key, Florida 1 Bdrm 1 Baths 2 Guests Pet Friendly View Details Uptown Luxury on Audubon Sarasota, FL 4 Bdrms 3 Baths 10 Guests Pet Friendly 5.0 View Details Featured Property The Windward House Siesta Key, FL 3 Bdrms 2 Baths 6 Guests Pet Friendly View Details Featured Property Paradise Palace Sarasota, FL 4 Bdrms 2 Baths 11 Guests Pet Friendly 5.0 View Details New Property Flip Flop Inn Sarasota, Florida 3 Bdrms 2 Baths 8 Guests Pet Friendly View Details Sarasota Serenity Sarasota, FL 3 Bdrms 2 Baths 10 Guests View Details Sea Winds on Siesta Siesta Key, FL 2 Bdrms 2 Baths 4 Guests View Details Tee Time on Breezemont Sarasota, Florida 3 Bdrms 2 Baths 6 Guests Pet Friendly View Details Search while moving Prev12345LastNext