Private Pools Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + Bathrooms 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 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 Condo Cottage House Studio Townhouse 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 0 Pets 1 Pets 2 Pets 3 Pets Search 1-12 of 17 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 New Property Coastal Cottage Sarasota, Florida 2 Bdrms 2 Baths 6 Guests 5.0 View Details Mauna Loa Hideaway Sarasota, FL 3 Bdrms 3 Baths 6 Guests 4.8 View Details Siesta Key Sanctuary Siesta Key, FL 3 Bdrms 2 Baths 8 Guests Pet Friendly 5.0 View Details New Property Sarasota Solitude Sarasota, Florida 3 Bdrms 2 Baths 6 Guests Pet Friendly View Details Sea La Vie Siesta Key, FL 3 Bdrms 2 Baths 9 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 Sarasota Serenity Sarasota, FL 3 Bdrms 2 Baths 10 Guests View Details New Property Sapphire Shores Sarasota, FL 3 Bdrms 2 Baths 7 Guests Pet Friendly 5.0 View Details Featured Property Paradise Found Sarasota, FL 3 Bdrms 3 Baths 6 Guests Pet Friendly View Details New Property Fanta Sea Sarasota, Florida 3 Bdrms 2 Baths 6 Guests Pet Friendly View Details Tee Time on Breezemont Sarasota, Florida 3 Bdrms 2 Baths 6 Guests Pet Friendly View Details New Property Casa de Flores Sarasota, FL 4 Bdrms 3 Baths 9 Guests View Details Search while moving Prev12LastNext