Properties with Pools Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + Bathrooms 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + Location SkyRun Sarasota Florida Greater Sarasota Area Downtown Sarasota Longboat Key Sarasota Metro Area Siesta Key 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 Type Apartment Bungalow Cabin Chalet Condo Cottage Duplex Estate Guesthouse Hotel Room House Studio Townhouse Villa Apply Filters - 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 0 Pets 1 Pet 2 Pets Search 1-9 of 9 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 Beach Harbor Hideaway Longboat Key, FL 1 Beds 1 Baths 4 Guests From $119.00 per night + taxes & fees View Details Featured Property It's a Shore Thing Longboat Key, FL 1 Beds 1 Baths 4 Guests From $104.00 4.8 per night + taxes & fees View Details Buttonwood Bliss Longboat Key, FL 2 Beds 2 Baths 4 Guests From $179.00 5.0 per night + taxes & fees View Details Serenity on Sutton Longboat Key, FL 2 Beds 2 Baths 4 Guests From $100.00 5.0 per night + taxes & fees View Details Pura Vida Longboat Key, FL 2 Beds 2 Baths 8 Guests From $126.00 4.8 per night + taxes & fees View Details Pura Vida Two Longboat Key, FL 2 Beds 2 Baths 8 Guests From $129.00 5.0 per night + taxes & fees View Details Surf and Turf at Cedars East Longboat Key, FL 2 Beds 2.5 Baths 4 Guests From $150.00 per night + taxes & fees View Details New Property Just Beachy Longboat Key, FL 2 Beds 2 Baths 6 Guests From $125.00 per night + taxes & fees View Details Decked Out on Marbury Longboat Key, FL 4 Beds 4.5 Baths 10 Guests Pet Friendly From $529.00 per night + taxes & fees View Details Search while moving Prev1LastNext