Crete Senesi Vacation Rentals from $101: Search Short-Term Rentals

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Our top choices for Crete Senesi vacation rentals

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

1. Villa Fontis Rapolano

Rapolano Terme

Barbara

$85 nightly

Oct 5 - Oct 6

Total with taxes and fees

A stone building with a sloped roof, a small porch, and a gravel driveway.

2. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

$88 nightly

Oct 7 - Oct 8

Total with taxes and fees

An arched stone gateway leading to a pathway lined with potted plants and lights.

3. Castello di Modanella

Rapolano Terme

Dennis

$119 nightly

Oct 18 - Oct 19

Total with taxes and fees

A person in a swimming pool with a view of trees and distant hills.

4. Albergo Diffuso Borgo Santo

Asciano

David

$198 nightly

Oct 27 - Oct 28

Total with taxes and fees

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

5. La Murata

Rapolano Terme

Elizabeth

$127 nightly

Oct 4 - Oct 5

Total with taxes and fees

A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

6. Borgo Lucignanello Bandini

Montalcino

Marc

$322 nightly

Oct 13 - Oct 14

Total with taxes and fees

A bedroom with a sloped ceiling, a bed with a leaf-patterned bedspread, and a potted plant.

7. Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi

Buonconvento

Anonymous traveler

$142 nightly

Oct 15 - Oct 16

Total with taxes and fees

A brick building with a door, a window, and a sign with the number 241.

8. Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning

Monteroni d'Arbia

$156 nightly

Oct 8 - Oct 9

Total with taxes and fees

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Top Crete Senesi Hotel Reviews

Castello di Leonina Relais

10/10 Excellent

"We loved staying here. The hotel was full of history and in a beautiful location. The views overlooking the Tuscan hills were spectacular. We loved the quiet location and enjoyed walks on and near the property. Renting a car is a must and was perfect to take day trips to the beautiful historic Tuscan hill towns. The included breakfast was a beautiful spread with so much to choose from. We got quite spoiled between the delicious breakfasts and the dinners at the property restaurant. The staff was very helpful and friendly. Grazie mille! :) This hotel is a must and we will definitely be back when we visit Tuscany again."

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

10/10 Excellent

"What a beautiful home! We absolutely loved our stay and had such a wonderful experience. The house was beautiful, a perfect place to enjoy our vacation. Luigi was an amazing host—always available and quick to respond whenever we had a question or concern, which we really appreciated.We truly enjoyed our time here and would definitely stay again. We’re already looking forward to coming back on our next trip. Highly recommend!"

Borgo Lucignanello Bandini

10/10 Excellent

"We loved our stay, hope to be back, and would recommend to anyone visiting Tuscany! The view from almost anywhere on the property is absolutely stunning and we felt immediately relaxed after a week of Italian city life- the location feels remote but is close to many attractions, little medieval towns, and amazing wineries. We witnessed the most beautiful sunsets and sunrises up on the hill by the pool. The borgo itself is idyllic, rustic, and charming with lots of character. The pool is wonderful (although a bit chilly in mid Sept :) ) with lots of seating and again a beautiful view. The kitchen was well stocked and all of the extras (like coffee, water, juice, bread, jams, teas, sugar, olive oil, vinegars, salt, pepper, and wine) were so helpful and appreciated, limiting what we needed to buy at the local Coop. Multiple rooms had fresh flowers (such a lovely touch), there was lots of clothing storage, and nice bath towels. We saw a few red foxes, a large bunny, countless birds (heard 15 different species according to my Merlin app), and many of the property cats who hung out with us while we enjoyed our wine in the multiple communal seating areas. We are so happy we selected this property after looking at so many others in the area - it was a wonderful, relaxing stay!"

Villa in Montalcino, exclusive for you, stunning view!!!

10/10 Excellent

"Incredible experience for my large family in the beautiful hills of Tuscany. The house is large and very private with amazing views and a crystal clear pool we used almost everyday. We had a hot first week in the mid 90s and spent a lot of time in the pool before heading out on day trips. The location was perfect to branch out to all the great prime spots.Florence, Sienna, Montalcino and the small local spots and restaurants in Trequanda only 15 minutes away and of course Montisi our local friends. I have traveled many times to Italy and traveled to almost all of the cities over the years and we always admire the beautiful villas so to actually stay in one for 10 days and enjoy the natural beauty was just incredible. Luigi was always available whenever we needed him and he is a great guide with his recommendations. The cleaning lady was wonderful she is local and can help us immediately. A few recommendations for you when we went to the market we found the COOP about 20 minutes away and it was in a mall setting with a full selection of food and wine that would be comparable to large market in the US. Family needs a quick pizza and a salad outside seating the pizza Paradiso in the town of Trequanda is perfect. Had a few outings in Montisi at the wine bar Cantina and a few of the restaurants great time and super friendly people. The laundry was also a big plus they have a machine and the drying is outside on a line or on a rack worked great. Thank you Luigi hope to see you soo"

Agriturismo Borghetto Il Montino

10/10 Excellent

"This is a beautifully maintained property nestled among a vineyard and olive grove. It is quiet & relaxing, and each room is secluded and private. A nice variety was offered for breakfast, and everything we tried was delicious. We purchased a bottle of the red wine (Chianti), and enjoyed it so much that we bought one to take home with us. Katriana was a wonderful host — hospitable and helpful! We highly recommend this property, and hope to return some day."

Agriturismo La Ripolina

10/10 Excellent

"This was the most unique place we have ever stayed at and would recommend the apartment styles room to anyone. Our apartment was ina separate facility right down the road in a 1,000 year old church! We had a bathroom, kitchen, dining room, sitting area, and a bathroom. It was very clean and so quaint! We ate breakfast 2 mornings at the main house, which was delicious. We also had the option to eat dinner while we were there, which we did 1 night. Dinner was served outside overlooking the grape vines. There was a pool which we utilized every afternoon since the temperatures reached in the 90s while we stayed during the day. Even though there was no A/C, the apartment did cool down at night and was comfortable with the 2 fans running. If we could give any ideas to improve, it would only be to maybe add an air conditioner in the bedroom only, but like I said earlier, even though it was very hot during the day- it did cool down at night. Cool place!"

Find out more about Crete Senesi

Everything you need to know about Crete Senesi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Crete Senesi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Crete Senesi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crete Senesi vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crete Senesi. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Crete Senesi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Crete Senesi rentals

At Expedia, we put the best Crete Senesi vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Crete Senesi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Crete Senesi vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Crete Senesi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Our top choices for Crete Senesi vacation rentals

1. Villa Fontis Rapolano

2. Podere La Chiusella

3. Castello di Modanella

4. Albergo Diffuso Borgo Santo

5. La Murata

6. Borgo Lucignanello Bandini

7. Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi

8. Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning

9. La Rugiada – Farm Stay with View of Siena

10. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

11. Romantic LOFT very close to the thermal baths and the Crete Senesi, with bike storage

12. Holiday apartment with pool and terrace

13. Casa 'Gavì' with Air Conditioning

14. 2 Cuori e 1 Yurta Glamping in Toscana

15. Holday at Poggettone

16. Charming Siena Countryside Stay

17. Locanda di Montisi Grancia Room among the Hills of Montalcino

18. Il Cappero Apartment in the Center of Buonconvento

19. 'Il Girasole -with Garden-' Apartment with Air Conditioning

20. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Find vacation rentals that suit your style

Top Crete Senesi Hotel Reviews

Castello di Leonina Relais

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