Compare Vacation Rentals & Rent By Owner Homes in The Oaks Club, Osprey, Florida, USA
About The Oaks Club Vacation Rentals
With more than 718 The Oaks Club vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in The Oaks Club.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner The Oaks Club, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in The Oaks Club. Places to stay near The Oaks Club are 887.31 ft² on average, with prices averaging US $292 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in The Oaks Club with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About The Oaks Club?
What are the top vacation rentals in The Oaks Club?
- Fisherman's Cove A113 - The Dominican - Gulf Beach front steps from Lanai
- Waterfront/Pool mins to Siesta Key Beach- bikes/kayaks/SUPs incl-paddle to beach
- Unit 101a - walkout beachfront corner unit has the best Location on Siesta Key
- Gorgeous 2 Bedroom Gulf/Beach Front Condo, Water Views from every room!
- Siesta Key Gulf Front-2 BR-B103, Beautiful Sunsets + Water Views
- Bay to Beach Condo with a Cabana Full of Beach gear.
- Storybook Cottage in a Dream Location - Private Pool, Near Siesta & More
- Condo in Paradise - Gorgeous Upscale Beachfront- Best Ground Floor Location A106
- Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View
- Costal Heaven, Close to gulf, Close to shopping and restaurants.
How many Rentbyowner vacation rentals are available in The Oaks Club?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 718 in the The Oaks Club area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Oaks Club.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Siesta Key Village Vacation Rentals in Sarasota, Florida | 3919 |
| Central Sarasota Vacation Rentals in Sarasota, Florida | 1125 |
| Downtown Vacation Rentals in Sarasota, Florida | 1065 |
| South Venice Vacation Rentals in Sarasota, Florida | 402 |
| Gulf Gate Estates Vacation Rentals in Sarasota, Florida | 352 |
| Sarasota Springs Vacation Rentals in Sarasota, Florida | 119 |
| South Sarasota Vacation Rentals in Sarasota, Florida | 116 |
| Saint Armands Key Vacation Rentals in Sarasota, Florida | 62 |
| Vamo Vacation Rentals in Sarasota, Florida | 55 |
| The Meadows Vacation Rentals in Sarasota, Florida | 52 |
| Fruitville Vacation Rentals in Sarasota, Florida | 35 |
| Bee Ridge Vacation Rentals in Sarasota, Florida | 585 |
