Search Results Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + Bathrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + Clear Filters Amenities Beach Access Beachfront Concierge - Available Laptop Friendly Workspace Pool Tennis Court - Community View - Beach View - Water Washer - Private Wifi Pet Friendly Type Apartment Condo Duplex House Studio Townhouse Villa Apply Filters Where SkyRun Sarasota Florida Greater Sarasota Area Downtown Sarasota Lido Key Longboat Key Beach Castle Parking 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 0 Pets 1 Pets 2 Pets 3 Pets Search 1-12 of 80 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP Sarasota Solitude Sarasota, Florida 3 Bdrms 2 Baths 6 Guests From $284/night incl. feesnext avail Oct 24–29 · 5-night min View Details Featured Property Paradise Palace Sarasota, FL 4 Bdrms 2 Baths 10 Guests No availability within the next year 5.0 View Details Featured Property Paradise Found Sarasota, FL 3 Bdrms 3 Baths 6 Guests From $393/night incl. feesnext avail Oct 25 – Nov 1 · 7-night min 5.0 View Details Uptown Luxury on Audubon Sarasota, FL 4 Bdrms 3 Baths 10 Guests From $479/night incl. feesnext avail Nov 6–13 · 7-night min 5.0 View Details Las Hermanas 3 Longboat Key, FL 1 Bdrm 1 Baths 4 Guests From $306/night incl. feesnext avail Oct 28–30 · 2-night min 4.5 View Details New Property Siesta Sunset Royale #2 Siesta Key, Florida 2 Bdrms 2 Baths 6 Guests From $475/night incl. feesnext avail Oct 24–26 · 2-night min View Details Siesta Bayside Bliss Siesta Key, FL 1 Bdrm 2 Baths 4 Guests From $200/night incl. feesnext avail Oct 24–31 · 7-night min 5.0 View Details New Property Siesta Sunset Royale #456 Siesta Key, Florida 4 Bdrms 4 Baths 12 Guests From $1,117/night incl. feesnext avail Oct 24–26 · 2-night min View Details Just Beachy at Beach Castle #16 Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $283/night incl. feesnext avail Oct 24–27 · 3-night min 5.0 View Details New PropertyFeatured Property Sunshine Retreat Sarasota, Florida 4 Bdrms 2 Baths 8 Guests From $396/night incl. feesnext avail Oct 25–28 · 3-night min View Details Featured Property The Beach House Sarasota, Florida 2 Bdrms 2 Baths 6 Guests From $710/night incl. feesnext avail Apr 19 – May 17, 2027 · 28-night min View Details New Property Windward Bay Penthouse Escape Longboat Key, Florida 2 Bdrms 2 Baths 4 Guests From $187/night incl. feesnext avail Oct 24 – Nov 21 · 28-night min View Details Search while moving Prev12345LastNext
