Pet Friendly Properties 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 Condo House Studio Townhouse Villa Apply Filters Where SkyRun Sarasota Florida Greater Sarasota Area Downtown Sarasota Lido Key Longboat Key Beach Castle Parking Sarasota Metro Area Siesta Key - People 2+ Guests 3+ Guests 4+ Guests 5+ Guests 6+ Guests 7+ Guests 8+ Guests 9+ Guests 10+ Guests 0 Pets 1 Pets 2 Pets 3 Pets Search 1-12 of 20 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aDefault (random) Favorites MAP Sarasota Seascape Sarasota, FL 4 Bdrms 2 Baths 7 Guests View Details Sea La Vie Siesta Key, FL 3 Bdrms 2 Baths 9 Guests 5.0 View Details New Property Uptown Oasis Sarasota, FL 3 Bdrms 3 Baths 8 Guests From $731/night incl. feesnext avail Jan 30 – Feb 6, 2027 · 7-night min View Details New Property Lazy Days at Waterside Sarasota, Florida 3 Bdrms 2 Baths 5 Guests From $248/night incl. feesnext avail Nov 1–29 · 28-night min 5.0 View Details Featured Property Paradise Palace Sarasota, FL 4 Bdrms 2 Baths 10 Guests From $353/night incl. feesnext avail Sep 10–17 · 7-night min 5.0 View Details Featured Property The Windward House Siesta Key, FL 3 Bdrms 2 Baths 6 Guests From $431/night incl. feesnext avail Sep 10–14 · 4-night min 5.0 View Details Flip Flop Inn Sarasota, Florida 3 Bdrms 2 Baths 8 Guests View Details Tee Time on Breezemont Sarasota, Florida 3 Bdrms 2 Baths 6 Guests From $264/night incl. feesnext avail Sep 10–15 · 5-night min View Details New Property Papaya Place Sarasota, Florida 2 Bdrms 2 Baths 6 Guests From $282/night incl. feesnext avail Sep 30 – Oct 7 · 7-night min View Details Arlington Park Oasis Sarasota, Florida 4 Bdrms 2 Baths 8 Guests From $422/night incl. feesnext avail Sep 12–15 · 3-night min View Details New Property Coastal Moderne Sarasota, Florida 2 Bdrms 2 Baths 6 Guests From $268/night incl. feesnext avail Sep 10–17 · 7-night min View Details Sarasota Solitude Sarasota, Florida 3 Bdrms 2 Baths 6 Guests From $251/night incl. feesnext avail Sep 10–15 · 5-night min View Details Search while moving Prev12LastNext
