Compare Cottages, Resorts, & Rentals in Siesta Key, Florida, USA
About Siesta Key Vacation Rentals
There are over 5763 amazing vacation rentals available in Siesta Key. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Siesta Key.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Siesta Key, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Siesta Key. The average size of places to stay near Siesta Key is approximately 971.09 ft², with prices averaging US $586 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Siesta Key. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Siesta Key, FL
Frequently Asked Questions About Siesta Key?
What are the top cottages, summer homes, and lake houses 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, 2/28-3/14 Avail
- Beach Front 3BR 2 BA Villa Siesta Key Village
How many rentals, hotels, or resorts are available in Siesta Key?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 5763 properties listed by Vacation Cottage in the Siesta Key area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Siesta Key.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Siesta Key Village Rental Cottages and Private Getaways in Sarasota, Florida | 4042 |
| South Sarasota Rental Cottages and Private Getaways in Sarasota, Florida | 118 |
| Aloha Kai Rental Cottages and Private Getaways in Sarasota, Florida | 92 |
| Bay Isle Rental Cottages and Private Getaways in Sarasota, Florida | 40 |
