Osprey Rentals By Owner

There are a lot of options in Osprey. If you plan on staying in the Osprey area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Osprey:

• Mid-century Waterfront Home with pool
• Sarasota Vacation paradise!
• Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
• Windsor Lodge Unit 10, Studio, close to the beaches, pool access
• 5 minutes to the BEACH! Beautiful neighborhood on intercoastal. Family friendly
• Pet Friendly Paradise Close To Sarasota-Venice
• Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
• Idyllic Casey Key Beach House
• Windsor Lodge Unit 7, studio, close to the beaches, pool access
• Windsor Lodge Unit 15, studio, close to the beaches, pool access

There are many large, family-friendly vacation homes available in Osprey; however, here are the most popular family rentals listed on our site:

• Rare private beachfront estate on the Gulf.
• Sand Dollar Retreat
• 🌴 2BR Oasis w/Lanai, Fire Pit + 5 Min to Nokomis Beach
• 2-bedroom Spacious townhome in Osprey

Yes, there are 88 self-catering vacation homes in Osprey that have hot tubs, swimming pools, & other amenities.

There are more than 88 luxury villas and vacation homes in or near Osprey. Filter by price to compare find the most expensive places to stay on Luxurycruises.

Yes, there are 88 pet friendly vacation homes and places to stays that are available in or near Osprey that you may consider.