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 Condo 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 0 Pets 1 Pets 2 Pets 3 Pets Search 1-12 of 31 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP Featured Property Las Hermanas 1 Longboat Key, FL 0 Bdrms 1 Baths 4 Guests From $282/night incl. feesnext avail Oct 18–20 · 2-night min 4.8 View Details Salty Soldi Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $187/night incl. feesnext avail Oct 15 – Nov 14 · 30-night min 5.0 View Details Siesta Bayside Bliss Siesta Key, FL 1 Bdrm 2 Baths 4 Guests From $200/night incl. feesnext avail Oct 15–22 · 7-night min 5.0 View Details Pura Vida at Beach Castle #15 Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $339/night incl. feesnext avail Oct 15–17 · 2-night min 4.8 View Details Just Beachy at Beach Castle #16 Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $283/night incl. feesnext avail Oct 18–21 · 3-night min 5.0 View Details Featured Property Decked Out on Marbury Longboat Key, FL 4 Bdrms 4 Baths 10 Guests From $608/night incl. feesnext avail Oct 15 – Nov 12 · 28-night min 5.0 View Details Featured Property The Windward House Siesta Key, FL 3 Bdrms 2 Baths 6 Guests From $546/night incl. feesnext avail Oct 24–28 · 4-night min 5.0 View Details New Property Turtle Beach Bliss Siesta Key, Florida 2 Bdrms 2 Baths 4 Guests From $227/night incl. feesnext avail Oct 15–22 · 7-night min 5.0 View Details Serenity on Sutton Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $203/night incl. feesnext avail Nov 30 – Dec 28 · 28-night min 5.0 View Details Surf and Turf at Cedars East Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $210/night incl. feesnext avail Nov 14–28 · 14-night min 5.0 View Details Featured Property Crescent Siesta Key Charmer Siesta Key, FL 3 Bdrms 2 Baths 6 Guests From $423/night incl. feesnext avail Oct 17–24 · 7-night min 4.9 View Details Las Hermanas 3 Longboat Key, FL 1 Bdrm 1 Baths 4 Guests From $373/night incl. feesnext avail Oct 21–23 · 2-night min 4.3 View Details Search while moving Prev123LastNext
