1. Italy
  2. Tuscany
  3. Siena
  4. Cottage Rentals

Siena Cottage Rentals & Holiday Homes

Find the best cottages in Siena - We found 158 exact matches

About Siena Cottage Rentals on Trip Italy

Searching for cottages to rent near Siena? Trip Italy features more than 158 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 Siena 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. Trip Italy’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Siena.

Are you planning to travel to the lakeside, beach, or mountain area? Trip Italy’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.

Trip Italy boasts of 158 holiday cottages and places to stay in Siena. The site provides unique Airbnb, VRBO, Trip Italy-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 Siena Cottage Rentals

What are the top rated Cottage Rentals in Siena?

There are a lot of options in Siena. If you plan on staying in the Siena area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Siena:

How much does it cost to rent a cottage in Siena?

The average cost for a cottage rental in Siena is $339 per night. Trip Italy has a wide list of great cottages near Siena that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Siena that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Siena to find one that works for you.

Are there quality cottages in Siena that have indoor swimming pools?

As of 2026, the data from Trip Italy shows that there are Over 158 private swimming pools or cottages with indoor pools in the Siena area along with other great amenities.