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Featured Villas in Val d'Elsa and around

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

10.0 out of 10, Exceptional, (97)
"The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

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 Boccaccio

2.0 out of 10, (1)
"Keiner Vor-Ort gewesen. Es war kein Check In möglich trotz Buchungsbestätigung"
The price is €154
includes taxes & fees
25 Aug - 26 Aug
Villa Boccaccio

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

10.0 out of 10, Exceptional, (107)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Stunning Villa: 24 guests, private SwimmingPool

9.8 out of 10, Exceptional, (28)
"We had a fantastic time at the house, Fabio was excellent in his communication and help. The house is great with separate areas but big communal spaces. We had a couple of delicious meals cooked for us by Fabio, I would highly recommend this luxury! If I had to say one thing it would be great if the pool seating area was tiled instead of grass, but overall can't fault it."
Stunning Villa: 24 guests, private SwimmingPool

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"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 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

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

9.6 out of 10, Exceptional, (54)
"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 Panizzi – Villa with private pool

9.4 out of 10, Exceptional, (21)
"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

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

10.0 out of 10, Exceptional, (105)
"Perfect home for our home away from home. House is beautiful and hand built by the family. Hospitality is wonderful. The location is perfect for exploring the Tuscany region."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

Podere l'Ulivo: typical Tuscan Villa of 400 meters with a large swimming pool

9.6 out of 10, Exceptional, (11)
"The villa was excellent for a large number of people in one party."
Podere l'Ulivo: typical Tuscan Villa of 400 meters with a large swimming pool

Villa Orchidea - Historical villa with pool

9.4 out of 10, Exceptional, (44)
"Nice villa in a great location "
Villa Orchidea - Historical villa with pool

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

9.2 out of 10, Wonderful, (22)
"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

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

9- Villa La Quercia

10.0 out of 10, Exceptional, (4)
"Wonderful stay!! Camilla and Lea could not have been more welcoming and helpful. Highly recommend."
9- Villa La Quercia

The timeless elegance with private pool

10.0 out of 10, Exceptional, (1)
"The villa has great charm and character, a huge living room where you can spend time with friends, as well as outdoor spaces and the swimming pool. It is an excellent point to visit San Gimignano Colle val d'elsa Florence and Siena. Thanks Luca for hosting us"
The timeless elegance with private pool

Villa Montecarulli in San Gimignano private pool

8.0 out of 10, Very good, (2)
"Unfassbar schön. Traumhaft. Super sauber. Wunderschöne Lage. Unfassbar toller Pool. 100%-ige Weiterempfehlung"
Villa Montecarulli in San Gimignano private pool

Villa in Le Grazie with 7 bedrooms sleeps 14

10.0 out of 10, Exceptional, (2)
"ideal für mehrere Personen, die sich erholen und Spass haben wollen. Super Lage, exzellente Ausstattung, einfach ein träum"
Villa in Le Grazie with 7 bedrooms sleeps 14

Casa Vasco - Villa with private pool

9.8 out of 10, Exceptional, (16)
"Erholsam. Vermieter zuvorkommend."
Casa Vasco - Villa with private pool
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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Top Val d'Elsa Hotel Reviews

Frequently asked questions

How much do villas in Val d'Elsa cost?
Prices for villas in Val d'Elsa range between €154 and €154 per night. Whatever your budget, you can find a place that fits your needs with 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 Val d'Elsa?
Val d'Elsa has 353 villas to pick from. Find your next perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.
Why book your villa in Val d'Elsa with Expedia?
Booking a villa in Val d'Elsa is as simple as clicking on your travel dates and selecting an option that has what you need. Seeking something luxurious or affordable, or a stay that also features a pool? Use Expedia's search filters to narrow your results and find the perfect fit.