Compare Vacation Rentals & Rent By Owner Homes in Siesta Key, Florida, USA
About Siesta Key Vacation Rentals
With more than 5793 Siesta Key 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 Siesta Key.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Siesta Key, 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 Siesta Key. Places to stay near Siesta Key are 973.36 ft² on average, with prices averaging CA $809 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Siesta Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Siesta Key, FL
Frequently Asked Questions About Siesta Key?
What are the top vacation rentals in Siesta Key?
- Across The Street From #1 Beach
- Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
- A Bayside Treasure - Outstanding Waterfront Views!
- The Inn On Siesta Key
- On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
- Full Gulf Views Across from Siesta Key Beach
- Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
- 🦩Book Me Baby! Bayview Beauty at Siesta Key 🦩
- Spacious Penthouse Suite,3 Bed, 3 Bath, On Beach, Great Views! March 7-14 Avail!
- Beach Front 3BR 2 BA Villa Siesta Key Village
How many Rentbyowner vacation rentals are available in Siesta Key?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 5793 in the Siesta Key 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 Siesta Key.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Siesta Key Village Vacation Rentals in Sarasota, Florida | 4050 |
| South Sarasota Vacation Rentals in Sarasota, Florida | 127 |
| Aloha Kai Vacation Rentals in Sarasota, Florida | 92 |
| Bay Isle Vacation Rentals in Sarasota, Florida | 43 |
