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 Siesta Sunset Royale - 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 79 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP Siesta Bayside Bliss Siesta Key, FL 1 Bdrm 2 Baths 4 Guests From $202/night incl. feesnext avail Dec 9–16 · 7-night min 5.0 View Details New Property Siesta Sunset Royale #56 Siesta Key, Florida 3 Bdrms 3 Baths 8 Guests From $760/night incl. feesnext avail Nov 4–6 · 2-night min View Details Featured Property The Beach House Sarasota, Florida 2 Bdrms 2 Baths 6 Guests From $743/night incl. feesnext avail Jan 4 – Feb 1, 2027 · 28-night min View Details Sole Retreat Siesta Key, Florida 2 Bdrms 2 Baths 6 Guests From $310/night incl. feesnext avail Nov 4–11 · 7-night min View Details Imperial Sunsets on Siesta Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $325/night incl. feesnext avail Nov 4 – Jan 1 · 58-night min View Details New Property Siesta Sunset Royale #3 Siesta Key, Florida 1 Bdrm 1 Baths 2 Guests From $363/night incl. feesnext avail Nov 4–6 · 2-night min View Details Salty Soldi Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $187/night incl. feesnext avail Nov 4 – Dec 4 · 30-night min 5.0 View Details Arlington Park Oasis Sarasota, Florida 4 Bdrms 2 Baths 8 Guests Pet Friendly From $476/night incl. feesnext avail Nov 4–7 · 3-night min View Details Sunset Sanctuary Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $200/night incl. feesnext avail Nov 4 – Dec 2 · 28-night min View Details 'Bout Time Siesta Key, Florida 2 Bdrms 2 Baths 7 Guests From $202/night incl. feesnext avail Nov 15–29 · 14-night min View Details Cityscape Retreat Sarasota, Florida 2 Bdrms 3 Baths 6 Guests Pet Friendly From $278/night incl. feesnext avail Nov 4–11 · 7-night min View Details Uptown Luxury on Audubon Sarasota, FL 4 Bdrms 3 Baths 10 Guests Pet Friendly No availability within the next year 5.0 View Details Search while moving Prev12345LastNext