Search Crete Senesi Villa Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Crete Senesi Villas

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

Wonderful private villa for 4 people with pool, A/C, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (28)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Wonderful private villa for 4 people with pool, A/C, WIFI, TV, terrace and parking

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

8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino

Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino

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

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!

Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

10.0 out of 10, Exceptional, (9)
"This is a beautifully furnished and restored house. The quality of the furnishings and kitchens and bath are excellent. The pool is beautiful and we loved the covered loggia area so you could lounge poolside but still have cover from the sun. Easy to get to several interesting towns including Montalcino, Pienza, Montepulciano. The house manager was very helpful and pre-shopped for groceries and is available to line up lots of activities. Definitely recommend a stay with family or friends."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

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

10.0 out of 10, Exceptional, (5)
"We had stayed at this property for years before Jennifer purchased it. And do hope to continue. We appreciate the effort and care to details she put into updating it and providing an excellent experience. This property is well located to see numerous villages in the area."
Villa with private pool and panoramic view in beautiful Val d'Orcia

Beautifully restored Tuscan villa, with private pool and breathtaking views

10.0 out of 10, Exceptional, (16)
"We were a group of 10 using this house as a home base for our daily travels throughout Tuscany. Cally and Alex were fabulous. They were always quick to answer any questions we had. The house was so special…simply fabulous. Every inch of the house was just perfect. I was sad we didn’t get to spend more time enjoying the house and the amazing property. We had one night with Chef Ricardo who was incredible. He had such energy and passion, and his food was delicious! I can’t say enough wonderful...
Beautifully restored Tuscan villa, with private pool and breathtaking views

House / Villa - Monteroni d'Arbia

9.8 out of 10, Exceptional, (6)
"This villa is spectacular. The location is calm and quiet but close to grocery stores and restaurants. A great place for large groups but just as nice for a few people. Giovanni is a fantastic host, easy to communicate with and he gave us great recommendations during our stay. We would absolutely come back. "
House / Villa - Monteroni d'Arbia

Tribbio: private villa in an olive grove,close to a village pool,view ,WiFi

10.0 out of 10, Exceptional, (3)
"Our group of 8 had the most amazing stay at Il Tribbio earlier this month. Everyone had room to spread out with the many bedrooms and bathrooms, three separate livings spaces and multiple kitchens! The grounds and pool were lovely, and Lorenzo stopped by each morning to ensure the pool was clean and sparkling. Federica and Lorenzo couldn’t have been better hosts. We would happily return."
Tribbio: private villa in an olive grove,close to a village pool,view ,WiFi

Podere Maiano - Private Pool Villa with 9 Bdrs and Spa

9.8 out of 10, Exceptional, (6)
"We took our family to Italy to celebrate my husband’s birthday. The villa was perfect for a large family, with all bedrooms having private bathrooms. Pietro and his team were phenomenal and helped me with planning and recommendations. I would highly recommend this property."
Podere Maiano - Private Pool Villa with 9 Bdrs and Spa

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

9.8 out of 10, Exceptional, (36)
"Graziella was so helpful and we loved everything about the Villa! My husband loved the history of the Villa , however it was an up to date country property. Our family was well-accommodated, and everyone was thrilled with the setting. Would love to return!! Mollie"
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

Montalcino,private villa with pool in Tuscany,stunning wiews!

9.6 out of 10, Exceptional, (15)
"This villa is too beautiful to express in words. The views are breathtaking, the villa is perfect in every way. There were 10 of us and it more than suited our needs. Perfect location surrounded by the Tuscan hills. Sunsets are gorgeous! Pool was fantastic. Luigi, the owner, was accessible and always willing to help. We hired The Tuscan Chef for 2 night and that was a real experience. The kitchen is stocked with everything you need. Don’t pass this one up. It’s wonderful "
Montalcino,private villa with pool in Tuscany,stunning wiews!

Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake

10.0 out of 10, Exceptional, (42)
"What an incredible place! Patrick and his team made our stay a luxurious and memorable experience! The estate, especially the infinity-edge swimming pool are surrounded by stunning views of quintessential Tuscan courtyside, which made for some pretty epic sunsets! We also loved the lake and th golf buggies! The rooms all have private access so you have the privacy of a hotel, but with the common areas and kitchen, which were very well equipped. The daily housekeeping and cleaning of the common...
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake

Villa Le Liscaie, private villa with pool in the Crete Seseni area. A/C & Wi-Fi!

9.2 out of 10, Wonderful, (12)
"This place is amazing. The history of the house, the beautiful olive groves and ground. The very nice pool. We had a great 3 days of relaxing and did just a few short trips to checkout nearby towns."
Villa Le Liscaie, private villa with pool in the Crete Seseni area. A/C & Wi-Fi!

vacation holiday large villa rental italy, tuscany

vacation holiday large villa rental italy, tuscany

Sant'Ilaria - Private Pool Villa with 2 Bdrs

10.0 out of 10, Exceptional, (2)
"Alles war prima, sauber und sehr schön. Auch als wir ein Problem mit der Aussen-und Poolbeleuchtung hatten, hat der Vermieter das schnell beheben lassen. Sehr unkomplizierter, netter Vermieter. "
Sant'Ilaria - Private Pool Villa with 2 Bdrs

Casalunga, beautiful farmhouse with swimming pool and garden

10.0 out of 10, Exceptional, (1)
"For us the best place to have a relaxing holiday."
Casalunga, beautiful farmhouse with swimming pool and garden

Pasqui Villas : La Consuma Historic villa in a village, garden, view, pool, WiFi

Pasqui Villas : La Consuma Historic villa in a village, garden, view, pool, WiFi

Il Colle Di Donna Ilaria 16, Emma Villas

Il Colle Di Donna Ilaria 16, Emma Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Crete Senesi
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Crete Senesi

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

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

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!

Wonderful private villa for 4 people with pool, A/C, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (28)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Wonderful private villa for 4 people with pool, A/C, WIFI, TV, terrace and parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Frequently asked questions

How much do villas in Crete Senesi cost?
You’ll pay between and per night for a villa in Crete Senesi. No matter your budget, a fantastic escape is just 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?
Use up your vacation days and choose from 126 villas in Crete Senesi. For a family adventure, a couple’s getaway or anything in between, Expedia will help you find the ideal space in a few simple clicks.
Why book your villa in Crete Senesi with Expedia?
Expedia makes it easy to find your dream villa in Crete Senesi. Vacationing with the family? Make the most of our filters to search for stays with a pool or free WiFi. If you’re sticking to a budget, choose how much you’re willing to spend and the star rating of the property. We’ll help you find the right stay that suits your style and taste.
How can I find cheap villas in Crete Senesi?
Expedia is here to help you easily locate cheap villas in Crete Senesi. Use the filter tool to select star rating, amenities and budget to refine your search and find an awesome place to stay in a couple of clicks.
What is there to do near my villa in Crete Senesi?
Crete Senesi has enough activities and experiences to keep you on the hop for weeks (or months!), beginning with Terme Antica Querciolaia. Museo dell’Antica Grancia e dell’Olio, Museum of Sacred Art in Val d’Arbia and Museo della Mezzadria are other terrific attractions. If you’re sticking around a while, Monte Oliveto Maggiore Abbey and Saltalbero Adventure Park are nice final touches to your itinerary.