Beach Access 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 View - Water Washer - Private Wifi 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 Pet 2 Pets Search 1-12 of 12 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 Terrace on Siesta Siesta Key, FL 1 Bdrm 1 Baths 4 Guests From $149.00 5.0 per night + taxes & fees View Details Beach Way Getaway Siesta Key, FL 2 Bdrms 2 Baths 6 Guests From $115.00 4.9 per night + taxes & fees View Details Turtle Bay Retreat Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $179.00 per night + taxes & fees View Details Crystal Sands on Siesta Siesta Key, FL 2 Bdrms 2 Baths 6 Guests From $218.00 5.0 per night + taxes & fees View Details Sandy Cove Oasis Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $239.00 4.5 per night + taxes & fees View Details Imperial Sunsets on Siesta Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $179.00 per night + taxes & fees View Details Hawk's Sea Nest Siesta Key, FL 2 Bdrms 2 Baths 6 Guests From $151.00 5.0 per night + taxes & fees View Details Sea Winds on Siesta Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $189.00 per night + taxes & fees View Details New PropertyFeatured Property Siesta Sea Gem Siesta Key, FL 2 Bdrms 1 Baths 4 Guests From $147.00 per night + taxes & fees View Details New Property Salty Soldi Siesta Key, FL 2 Bdrms 2 Baths 4 Guests From $154.00 per night + taxes & fees View Details Featured Property Crescent Siesta Key Charmer Siesta Key, FL 3 Bdrms 2 Baths 6 Guests From $234.00 4.9 per night + taxes & fees View Details Sea La Vie Siesta Key, FL 3 Bdrms 2 Baths 9 Guests Pet Friendly From $357.00 5.0 per night + taxes & fees View Details Search while moving Prev1LastNext