Properties with Pools Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + Bathrooms 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + Clear Filters Nightly Price Range: $0 - $10000 Amenities Beach Access Beachfront Concierge - Available Laptop Friendly Workspace Pool Tennis Court - Community View - Beach Washer - Private Wifi Pet Friendly Type Apartment Bungalow Cabin Chalet Condo Cottage Duplex Estate Guest Suite Guesthouse Hotel Room House Lodge Ranch Studio Townhouse Villa Apply Filters Where SkyRun Sarasota Florida Greater Sarasota Area Downtown Sarasota Longboat Key Sarasota Metro Area Siesta Key - People 2+ Guests 3+ Guests 4+ Guests 5+ Guests 6+ Guests 7+ Guests 8+ Guests 9+ Guests 10+ Guests 11+ Guests 12+ Guests 13+ Guests 14+ Guests 15+ Guests 16+ Guests 17+ Guests 18+ Guests 19+ Guests 20+ Guests 21+ Guests 22+ Guests 23+ Guests 24+ Guests 25+ Guests 26+ Guests 27+ Guests 28+ Guests 29+ Guests 30+ Guests 31+ Guests 32+ Guests 33+ Guests 34+ Guests 35+ Guests 36+ Guests 37+ Guests 38+ Guests 39+ Guests 40+ Guests 0 Pets 1 Pets 2 Pets 3 Pets 4 Pets 5 Pets 6 Pets 7 Pets 8 Pets Search 1-7 of 7 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aPrice - Low to HighPrice - High to LowDefault (random) Favorites MAP Featured Property It's a Shore Thing Longboat Key, FL 1 Bdrm 1 Baths 4 Guests From $146.00 4.8 per night + taxes & fees View Details Buttonwood Bliss Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $147.00 5.0 per night + taxes & fees View Details Serenity on Sutton Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $126.00 5.0 per night + taxes & fees View Details Surf and Turf at Cedars East Longboat Key, FL 2 Bdrms 2 Baths 4 Guests From $150.00 per night + taxes & fees View Details Sunshine Cottage at Cedars Longboat Key, FL 2 Bdrms 2 Baths 6 Guests From $160.00 per night + taxes & fees View Details Decked Out on Marbury Longboat Key, FL 4 Bdrms 4 Baths 10 Guests Pet Friendly From $450.00 5.0 per night + taxes & fees View Details Featured Property Beach Blessings Longboat Key, FL 5 Bdrms 3 Baths 16 Guests Pet Friendly From $460.00 per night + taxes & fees View Details Search while moving Prev1LastNext
