Beach Access 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 45 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP Siesta Sea Gem Siesta Key, FL 2 Bdrms 1 Baths 4 Guests From $339/night incl. feesnext avail Nov 4–6 · 2-night min View Details Serenity on Sutton Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $230/night incl. feesnext avail Dec 20 – Jan 17 · 28-night min 5.0 View Details Bayside Hideaway at Beach Castle #27 Longboat Key, FL 3 Bdrms 3 Baths 8 Guests From $624/night incl. feesnext avail Nov 15–17 · 2-night min View Details New Property Siesta Sunset Royale #4 Siesta Key, Florida 1 Bdrm 1 Baths 4 Guests From $417/night incl. feesnext avail Nov 4–6 · 2-night min View Details New Property Siesta Sunset Royale #45 Siesta Key, Florida 3 Bdrms 3 Baths 10 Guests From $815/night incl. feesnext avail Nov 4–6 · 2-night min View Details New Property Siesta Sunset Royale #5 Siesta Key, Florida 2 Bdrms 2 Baths 6 Guests From $419/night incl. feesnext avail Nov 12–14 · 2-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 New Property Siesta Sunset Royale #123 Siesta Key, Florida 4 Bdrms 4 Baths 12 Guests From $1,003/night incl. feesnext avail Nov 4–6 · 2-night min View Details Crystal Sands on Siesta Siesta Key, FL 2 Bdrms 2 Baths 6 Guests From $309/night incl. feesnext avail Nov 5–19 · 14-night min 5.0 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 Las Hermanas 3 Longboat Key, FL 1 Bdrm 1 Baths 4 Guests From $348/night incl. feesnext avail Nov 4–6 · 2-night min 4.5 View Details New Property Siesta Sunset Royale #456 Siesta Key, Florida 4 Bdrms 4 Baths 12 Guests From $1,003/night incl. feesnext avail Nov 4–6 · 2-night min View Details Search while moving Prev1234LastNext