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 37-48 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 Las Hermanas 4 Longboat Key, FL 0 Bdrms 1 Baths 2 Guests 5.0 View Details Siesta Sea Gem Siesta Key, FL 2 Bdrms 1 Baths 4 Guests View Details Beneva Brooke Beauty Sarasota, FL 2 Bdrms 2 Baths 4 Guests View Details Siesta Key Sanctuary Siesta Key, FL 3 Bdrms 2 Baths 8 Guests Pet Friendly 5.0 View Details Just Beachy at Beach Castle #16 Longboat Key, FL 2 Bdrms 2 Baths 6 Guests View Details New Property Salty Soldi Siesta Key, FL 2 Bdrms 2 Baths 4 Guests View Details Kadima Kottage Sarasota, FL 2 Bdrms 2 Baths 8 Guests Pet Friendly 5.0 View Details New Property Gulf View Escape Siesta Key, Florida 3 Bdrms 2 Baths 6 Guests View Details New PropertyFeatured Property Sunset Sanctuary Longboat Key, FL 2 Bdrms 2 Baths 4 Guests View Details Surf and Turf at Cedars East Longboat Key, FL 2 Bdrms 2 Baths 4 Guests View Details Sarasota Seascape Sarasota, FL 4 Bdrms 2 Baths 7 Guests Pet Friendly View Details New Property Beach Haven at Beach Castle #21 Longboat Key, Florida 2 Bdrms 2 Baths 8 Guests View Details Search while moving Prev12345LastNext