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 Beach Haven at Beach Castle #21 Longboat Key, Florida 2 Bdrms 2 Baths 8 Guests From $314/night incl. feesnext avail Oct 20–22 · 2-night min View Details Bayside Hideaway at Beach Castle #27 Longboat Key, FL 3 Bdrms 3 Baths 8 Guests From $608/night incl. feesnext avail Oct 20–22 · 2-night min View Details Sunshine Cottage at Cedars Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $186/night incl. feesnext avail Oct 20 – Nov 3 · 14-night min View Details Serenity on Sutton Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $201/night incl. feesnext avail Nov 30 – Dec 28 · 28-night min 5.0 View Details New Property Windward Bay Penthouse Escape Longboat Key, Florida 2 Bdrms 2 Baths 4 Guests From $187/night incl. feesnext avail Oct 20 – Nov 17 · 28-night min View Details Buttonwood Bliss Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $209/night incl. feesnext avail Oct 20 – Nov 3 · 14-night min 5.0 View Details Pura Vida at Beach Castle #15 Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $376/night incl. feesnext avail Oct 25–27 · 2-night min 4.8 View Details Featured Property It's a Shore Thing at Beach Castle #14 Longboat Key, FL 1 Bdrm 1 Baths 4 Guests From $280/night incl. feesnext avail Oct 29–31 · 2-night min 4.8 View Details Surf and Turf at Cedars East Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $209/night incl. feesnext avail Nov 14–28 · 14-night min 5.0 View Details Featured Property Decked Out on Marbury Longboat Key, FL 4 Bdrms 4 Baths 10 Guests From $618/night incl. feesnext avail Oct 20 – Nov 17 · 28-night min 5.0 View Details Search while moving Prev1LastNext
