Downtown Cottage Rentals & Holiday Homes
Find the best cottages in Downtown - We found 37 exact matches
About Downtown Luxury Rental on The Best Vacation Rentals
Searching for cottages to rent near Downtown? The Best Vacation Rentals features more than 37 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Downtown have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. The Best Vacation Rentals’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Downtown.
Are you planning to travel to the lakeside, beach, or mountain area? The Best Vacation Rentals’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
The Best Vacation Rentals boasts of 37 holiday cottages and places to stay in Downtown. The site provides unique Airbnb, VRBO, The Best Vacation Rentals-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Downtown Cottage Rentals
What are the top rated Cottage Rentals in Downtown?
There are a lot of options in Downtown. If you plan on staying in the Downtown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Downtown:
- Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
- Cozy cottage get-away for Two!
- The Ashton Retreat- Vibrant and Chic Cottage 5 minutes from the Beach!
- Old Florida cottage minutes from Siesta Key Beach
- NEW.Lido Key Cottage
- Charming Lido Cottage
- 1767-Near Beaches-Downtown-Full Kitchen-Cozy
- Lido Key Cottage -Summer Special rate.2 bikes complimentary during stay!
- Charming 2BD Bungalow Close to Crescent Beach!
- Key Lime Surf Shack| 3 beds| Super Close to Siesta
How much does it cost to rent a cottage in Downtown?
The average cost for a cottage rental in Downtown is $287 per night. Thebestvacationrentals has a wide list of great cottages near Downtown that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Downtown that allow pets?
Yes, here are the top cottage rentals in Downtown that allow you to bring your pet:
- The Urban Cottage Downtown Sarasota
- Beach Cottage with heated pool just off Siesta Key
- Sunny Sarasota Home w/Private Yard & Fire Pit!
- Charming Beach Bungalow with Private Pool and steps away from the Beach!
See all pet-friendly vacation rentals in Downtown on Thebestvacationrentals
Do you have any rental cottages in Downtown that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Downtown to find one that works for you.
Are there quality cottages in Downtown that have indoor swimming pools?
As of 2026, the data from Thebestvacationrentals shows that there are Over 37 private swimming pools or cottages with indoor pools in the Downtown area along with other great amenities.
