Properties with Pools 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 House Studio Townhouse Villa Apply Filters Where Longboat Key Beach Castle Parking - 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 1-10 of 10 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP New Property Windward Bay Penthouse Escape Longboat Key, Florida 2 Bdrms 2 Baths 4 Guests From $187/night incl. feesnext avail Nov 8 – Dec 6 · 28-night min View Details New Property Beach Haven at Beach Castle #21 Longboat Key, Florida 2 Bdrms 2 Baths 8 Guests From $305/night incl. feesnext avail Nov 9–11 · 2-night min View Details Serenity on Sutton Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $223/night incl. feesnext avail Dec 20 – Jan 17 · 28-night min 5.0 View Details Sunshine Cottage at Cedars Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $201/night incl. feesnext avail Nov 8–22 · 14-night min View Details Featured Property Decked Out on Marbury Longboat Key, FL 4 Bdrms 4 Baths 10 Guests Pet Friendly From $650/night incl. feesnext avail Nov 29 – Dec 18 · 19-night min 5.0 View Details Surf and Turf at Cedars East Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $204/night incl. feesnext avail Nov 12–26 · 14-night min 5.0 View Details Featured Property It's a Shore Thing at Beach Castle #14 Longboat Key, FL 1 Bdrm 1 Baths 4 Guests From $251/night incl. feesnext avail Nov 8–10 · 2-night min 4.8 View Details Pura Vida at Beach Castle #15 Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $373/night incl. feesnext avail Nov 17–19 · 2-night min 4.8 View Details Bayside Hideaway at Beach Castle #27 Longboat Key, FL 3 Bdrms 3 Baths 8 Guests From $608/night incl. feesnext avail Nov 15–17 · 2-night min View Details Buttonwood Bliss Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $209/night incl. feesnext avail Nov 8–22 · 14-night min 5.0 View Details Search while moving Prev1LastNext
