Search Villas in Val d'Elsa

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Sep - 28 Sep
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec
In four months
2 Jan - 4 Jan

Villas in Val d'Elsa

Our top choices for Val d'Elsa villas

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

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

10.0 out of 10, Exceptional, (42)
"What an amazing week at Villa Sarah! Every aspect, from the house to the view to the surroundings and to our gracious hosts exceeded our expectations. If there were 10 stars, we would give it 10 stars!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Outdoor pool

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

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

10.0 out of 10, Exceptional, (99)
"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
Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
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 'Beccalorzo' with Private Pool, Wi-Fi and Air Conditioning
Exterior

Villa 'Beccalorzo' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (2)
"Absolutely stunning. Every detail was taken care of. This home and property exceeded what you see in the photos. "
Villa 'Beccalorzo' with Private Pool, Wi-Fi and Air Conditioning
Authentic Tuscan country house, dating back to around the year 1000
Outdoor dining

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

9.6 out of 10, Exceptional, (55)
"Fabulous villa, location and host!! Highly recommend it!"
Authentic Tuscan country house, dating back to around the year 1000
Villa Panizzi – Villa with private pool
Property grounds

Villa Panizzi – Villa with private pool

9.4 out of 10, Exceptional, (21)
"We thoroughly enjoyed our stay at Villa Panizzi. It feels like being out in the country yet only a little over a mile to San Gimignano straight up the road. The villa itself is beautiful, very spacious for the bedrooms and the common areas. The outside terraces are nice along with the really nice swimming pool. Walking in the area next to the house there are vineyards and a hill where you can see the town and all its towers. The area is a very good central location to visit Siena, Florence,...
Villa Panizzi – Villa with private pool
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Pool

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

9.6 out of 10, Exceptional, (9)
"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 Zambra by MMega
Outdoor dining

Villa Zambra by MMega

10.0 out of 10, Exceptional, (1)
"Beautiful villa in an ancient tower! Immaculate and beautifully furnished Easy commute to Tuscany points of interest"
Villa Zambra by MMega
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Property grounds

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

10.0 out of 10, Exceptional, (109)
"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
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Property grounds

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

10.0 out of 10, Exceptional, (117)
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country "
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Interior

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

9.6 out of 10, Exceptional, (57)
"We felt so at home being away from home. Our host were most gracious and assisted with arranging a chef for a special birthday dinner and assisted with directions to towns to visit. This a perfect central location to visit surrounding cities like Florence and Siena and even a day trip to the coast. I cried when we had to all leave. Lasting memories of a life dream vacation. Would return in a heartbeat "
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
Exterior

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

10.0 out of 10, Exceptional, (106)
"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
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Pool

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

10.0 out of 10, Exceptional, (76)
"Our family of 5 enjoyed every minute of trip to Tuscany and our stay at Leo’s place was wonderful.Leo was excellent at communicating and made us feel very welcomed in his beautiful house."
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Property grounds

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

10.0 out of 10, Exceptional, (54)
"Nice house with a beautiful pool , well located to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
Outdoor pool, a heated pool

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
Exterior

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
Exclusive Farmhouse Pool & View of San Gimignano
Outdoor dining

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Exterior

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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Val d'Elsa Hotel Reviews

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Overall stunning all the way Staff was very attentive Great time ! "
RAQUEL 3-night trip
Posted 2 days ago
Castello di Casole, A Belmond Hotel, Tuscany

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do villas in Val d'Elsa cost?
Prices for villas in Val d'Elsa range between and 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 364 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.