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Featured Villas in Val d'Elsa

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (41)
"Great Villa to stay at. Owner was excellent to deal with."
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (37)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano

Villa Panizzi – Villa with private pool

9.6 out of 10, Exceptional, (20)
"Lots of space to spread out and different eating areas. Pool was lovely. A good base for sightseeing and a short hop into San gimignano for an aperitif."
Villa Panizzi – Villa with private pool

Authentic Tuscan country house, dating back to around the year 1000

9.6 out of 10, Exceptional, (53)
"We spent our last week of our 3 weeks in Italy in Marila’s home and are so happy we did! The location was fantastic, the home was perfect for us and Marilia was a warm and gracious host. We asked her to help with booking a chef to come in to teach a class, a wine tour and restaurant suggestions and all were fantastic. We would love to go back again!!"
Authentic Tuscan country house, dating back to around the year 1000

Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

9.8 out of 10, Exceptional, (7)
"My family and I stayed here for almost a full week in the spring, and had an amazing time. The host was extremely responsive about the check-in process leading up to the stay, during the stay whenever we had any issues, and even after our stay when we needed to recover an item that was left behind. There were some slight hiccups with the house during our stay (garage door opener was out of batteries one time and the shower drain clogged one time), but the host was proactive as can be and quick...
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

Villa San Miniato Corniano: Iconic 5 Bedrooms Farmhouse with Pool

10.0 out of 10, Exceptional, (7)
"Stayed there as a big family and it was the perfect hub to explore the surroundings of Tuscany. Not far from Florence, Pisa and Lucca - beautiful views and peaceful at night. The house itself was in superb condition and the host was responsive and helpful."
Villa San Miniato Corniano: Iconic 5 Bedrooms Farmhouse with Pool

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (54)
"Plenty of room for our group of 9 people to enjoy. Check in was thorough and the property owners live next door. Lovely pool to enjoy during a hot day, and great views from the bedrooms."
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

10.0 out of 10, Exceptional, (103)
"The spacious accommodation on the first floor offered captivating views over the Tuscan countryside to San Gimignano on the horizon.The garden with its spacious swimming pool and outdoor eating area was greatly enjoyed by everyone. San Gimignano itself was a lovely town to explore with great restaurants and cafes. And the meal prepared for us by Barbara was very special."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (51)
"Nice house with a beautiful pool , well located to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (106)
"The whole family were together and enjoyed the beauty that surrounded us. It was a wonderful place that made for wonderful memories."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

10.0 out of 10, Exceptional, (75)
"We loved the villa but maybe loved the outdoor spaces even more! The gardens were super impressive with an amazing view! Leo was very helpful arranging all the things we wanted to do like a cooking class at the house, truffle hunting with dogs, and a driver recomendation to visit wineries and other small Tuscan towns. You will need a car to pop around but there was a small market in town as well as a restaurant that helped us on days we did not leave Belforte. It is a very comfortable space for...
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (80)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

10.0 out of 10, Exceptional, (116)
"Great place to stay with family/friends. The grounds are beautiful and immaculately maintained. The house is spotless. The owners organized a meal and a cooking class at the villa for us. They were willing and able to help in any way possible and were very organized with the check in and check out process. Will definitely return. "
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (94)
"This house is beautiful, perfectly situated, and well maintained! Alessandro was so kind and we enjoyed every moment of our stay! "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge

10.0 out of 10, Exceptional, (38)
"Beautiful villa, stunning setting and wonderful, attentive hosts. We really enjoyed our time there. "
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge

Casa Farsetti - Exclusive villa with private pool between Siena and Florence

9.2 out of 10, Wonderful, (21)
"A true hidden gem outside of Firenze. Old but very charming building in a beautiful scenery!"
Casa Farsetti - Exclusive villa with private pool between Siena and Florence

Villa Orchidea - Historical villa with swimming pool

9.4 out of 10, Exceptional, (43)
"Nice villa in a great location "
Villa Orchidea - Historical villa with swimming pool

HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE

9.8 out of 10, Exceptional, (27)
"Beautiful property and old world charm. Perfectly located and lovely hosts."
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE

SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI

10.0 out of 10, Exceptional, (5)
"Amazing location with everything you need for a relaxing and pleasant stay! Uncomplicated check-in and check-out, fast replies to any questions. Thanks a lot Arianna and Natale!"
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
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.
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Frequently asked questions

How much do villas in Val dElsa cost?
You can expect to pay between and per night for villas in Val dElsa. No matter your budget, a terrific stay is only a click away on Expedia. This price was 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 Val dElsa?
There are 255 villas in Val dElsa. Whether you're travelling with the kids or planning a weekend escape with your pals, Expedia can help you find the perfect space for your entire crew.
What is there to do near my villa in Val dElsa?
Val dElsa has enough sights to keep you amused for weeks, starting with Tenuta Torciano Winery. Monteriggioni Castle, Sovestro in Poggio Winery and Castello di Monsanto are other terrific attractions. If you have more time, Castello della Paneretta and Museo Civico will add the finishing touches to your itinerary.