Find the best cottages in Siesta Key - We found 72 exact matches
About Siesta Key Cottage Rentals on Cabinns.com
For outdoor-seeking travelers looking for a tranquil cabin rental, cottage retreat or cabin resort in Siesta Key, Cabinns.com has you covered. Consider cabin rental or holiday home and get more flexibility than a hotel alone. With more than 72 cabin rentals and holiday homes in Siesta Key listed on Cabinns.com, we can help you find the best place to stay.
Make your next vacation one to remember in a breathtakingly beautiful cabin rental in Siesta Key featuring the best amenities, including swimming pools, fitness centers, Wi-Fi, luxury suites, fully-equipped kitchens, and more. Find incredible outdoor vacation cottages and cabin retreats for incredible prices. There is no time like today to start preparing for your next trip to Siesta Key and book your accommodation in minutes on our website.
Book for a short-term trip, or find a long-term seasonal cottage rental for any of your favorite travel destinations. Compare cabins, private outdoor villas, retreat houses, and more with Cabinns.com. Stay close to nature with Cabinns.com.
Frequently Asked Questions About Siesta Key Rental Cottages
What are the top rated Cottage Rentals in Siesta Key?
There are a lot of options in Siesta Key. If you plan on staying in the Siesta Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Siesta Key:
- Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
- Across The Street From #1 Beach
- The Inn On Siesta Key
- Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!
- Cabana Cottage Across street from Beach and Heated Pool
- Nook Cottage Across street from beach and Heated Pool
- 🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
- Nest Cottage Across street from beach and Heated Pool
- Cozy Cottage with Hot Tub
- Lookout Cottage Across street from Beach and Heated Pool
How much does it cost to rent a cottage in Siesta Key?
The average cost for a cottage rental in Siesta Key is $447 per night. Cabinns.com has a wide list of great cottages near Siesta Key that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Siesta Key that allow pets?
Yes, here are the top cottage rentals in Siesta Key that allow you to bring your pet:
- Across The Street From #1 Beach
- Coriander Cottage
- The Inn On Siesta Key
- Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!
See all pet-friendly vacation rentals in Siesta Key on Cabinns.com
Do you have any rental cottages in Siesta Key that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Siesta Key to find one that works for you.
Are there quality cottages in Siesta Key that have indoor swimming pools?
As of 2025, the data from Cabinns.com shows that there are Over 72 private swimming pools or cottages with indoor pools in the Siesta Key area along with other great amenities.
Do any cottages in Siesta Key have hot tubs?
About 72 cottages in Siesta Key boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Siesta Key on Cabinns.comAre there luxury cottages in Siesta Key?
Yes, there are luxury cottages in Siesta Key. Find more luxury, lakefront, winter, & last-minute cottage rentals near Siesta Key.
