Crete Senesi Villas Rentals

Rolling green hills, a winding path, and a row of tall cypress trees.

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Our top choices for Crete Senesi villas

A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

1. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

$6,099 nightly

Oct 19 - Oct 20

Total with taxes and fees

A rustic stone building with a balcony, surrounded by lush greenery and flowering plants.

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

Rapolano Terme

Toon M.

$1,016 nightly

Nov 1 - Nov 2

Total with taxes and fees

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

3. Il Poggio dell'Eremita

Sinalunga

Paul Q.

$173 nightly

Oct 16 - Oct 17

Total with taxes and fees

A two-story building with balconies, outdoor seating, and potted plants.

4. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

$78 nightly

Oct 22 - Oct 23

Total with taxes and fees

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

5. Villa Montecastello

Monteriggioni

Alvaro

$163 nightly

Oct 17 - Oct 18

Total with taxes and fees

A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

6. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Trequanda

$215 nightly

Nov 13 - Nov 14

Total with taxes and fees

A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

7. Wp Relais Villa Vignalunga

CASTIGLIONE D'ORCIA (SI)

"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"

Marshall W.

$718 nightly

Oct 25 - Oct 26

Total with taxes and fees

A patio table with a patterned tablecloth, an umbrella, and metal chairs.

8. Villa Falco-Cignella Resort Apartments in Tuscany

Trequanda

$317 nightly

Oct 29 - Oct 30

Total with taxes and fees

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Top Crete Senesi Hotel Reviews

Castello di Leonina Relais

10/10 Excellent

"My wife and I had the best time ever. The staff was amazing and exceeded all expectations. We would recommend this location to all and would be happy to return on our next trip to Italy/ Tuscany."

Tenuta d'Arbia

10/10 Excellent

"Wow!! That an amazing place. The owner and his staff are incredible and helped us with everything we need, even gave us recommendations and helped us with booking wineries. The pictures are not enough to the amazing 360 view. The restaurant is great, we went back and ate there 3 nights in a row. The location is great, 30 min from Siena, 40 from Chianti, 40 from Val d’orchia We had the most beautiful and romantic stay and we are forever thankful for this"

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."

Villa with private pool and panoramic view in beautiful Val d'Orcia

10/10 Excellent

"Unforgettable Tuscan Getaway at Villa Montisi!We had an absolutely fantastic stay at Villa Montisi. The villa itself was exceptionally clean, spacious, and provided the perfect backdrop for our time in Tuscany.As people who love to cook, we were especially impressed by the well-equipped kitchen—it had everything we needed to prepare wonderful meals using local ingredients. Outside, the pool was immaculate, and relaxing by the water with exquisite, sweeping views of the surrounding vineyards and countryside was a true highlight of our trip.The location is ideal—peaceful and private, yet just minutes away from fantastic restaurants in both San Giovanni d'Asso and Montisi. To topitall off, the owners were extremely responsive and went out of their way to help us with anything we needed throughout our stay. Jo, the on site host, gave us a warm welcome and showed us around the Villa.We couldn't have asked for a better Tuscan experience and highly recommend Villa Montisi to anyone visiting the area!"

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Crete Senesi Villas information

Number of reviews	139
Accommodation	124 Villas
Lowest Price	$90
Highest Price	$7,836

Frequently asked questions

How much do villas in Crete Senesi cost?

Prepare to pay between $90 and $7,836 per night for villas in Crete Senesi. Whatever your budget, a perfect escape is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Crete Senesi?

Crete Senesi has 124 villas to pick from. Find your next perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.

Why book your villa in Crete Senesi with Expedia?

Expedia makes it simple to find your dream villa in Crete Senesi. Vacationing with the kids? Use our handy filters to look for stays with perks like a pool. If you're sticking to a budget, choose how much you're willing to spend and your preferred star rating. We'll help you find the perfect pad that matches your style and taste.

How can I find cheap villas in Crete Senesi?

With Expedia's handy filter tool, locating cheap villas in Crete Senesi has never been easier. To find properties that won't break the bank, refine your search by star rating, amenities and budget.

What is there to do near my villa in Crete Senesi?

No matter your interests, Crete Senesi has loads to keep you on the move. Pieve Romanica di San Vittore Church, Museo dell'Antica Grancia e dell'Olio and Museum of Sacred Art in Val d'Arbia are on most travelers' sightseeing plans. Don't head home without exploring Museo della Mezzadria, San Giovanni Terme Rapolano and Terme Antica Querciolaia either. With Expedia's Crete Senesi hotel deals, you'll be able to discover even more fabulous attractions like these with the cash you save.

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Villas in Crete Senesi

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Upfront pricing

Check prices for these dates

Our top choices for Crete Senesi villas

1. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

3. Il Poggio dell'Eremita

4. Artisti del Cavallo Tourism

5. Villa Montecastello

6. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

7. Wp Relais Villa Vignalunga

8. Villa Falco-Cignella Resort Apartments in Tuscany

9. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

10. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

11. Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10

12. Villa Cielo- Cignella Resort Tuscany Accommodation

13. Red Heart - relax with those you love in Tuscany.

14. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

15. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

16. Antica Filanda 6 - Three Bedroom Villa, Sleeps 6

17. Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit

18. Villa Aquila-Cignella Resort Acommodation Tuscany

19. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

20. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Find vacation rentals that suit your style

Top Crete Senesi Hotel Reviews

Castello di Leonina Relais

Find out more about Crete Senesi

Crete Senesi Villas information

Frequently asked questions

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