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Compare 1139 Villas in Castel San Gimignano with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (98)
"The entire experience (pre-booking, booking, and our stay) was positive. Barbara quickly responded to my inquiries before and after booking and greeted us upon arrival. Plus, she prepared two delicious meals for our group that we enjoyed at the outside dining area—from which we had gorgeous views of the San Gimignano skyline. There are uninterrupted views of San Gimignano from inside, too: from the kitchen, the living room, and one of the bedrooms. We savored those views our entire stay. The...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Villa Casa al Sole Large Private Pool, WiFi
Beautiful villa with private pool, terrace, and garden

Villa Casa al Sole Large Private Pool, WiFi

9.8 out of 10, Exceptional, (19)
"This is a beautiful villa with plenty of space for our large group. It is in a remote location and very quiet. It was perfect for short trips to local towns and then a swim in the afternoon. We spent most evenings on the patio enjoying the Tuscan sunsets. We would definitely stay again! "
Villa Casa al Sole Large Private Pool, WiFi
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Pool

15th century barn fully renovated in a stylish style with gorgeous swimming pool

10.0 out of 10, Exceptional, (5)
"Clean and modern home. My husband and I spent 3 nights at the villa. We had a blast playing fuzz ball. It was a little cold to swim but the pool is lovely. First day we relaxed at the villa and enjoyed a bottle of bubbly, compliments of Mido. We travel to Florence one day and toured wineries another. Mido was great to work with. We got an amazing recommendation to visit Brancaia winery; we had a wonderful tour and tasting. If you like cool, modern/rustic homes with a great location, you’ll...
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Villa luna with pool and garden near the center of Siena
Outdoor dining

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
View of the Villa from garden-pool

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

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
POOL

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

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Villa with private swimming pool in quiet area, private garden, panoramic views
Pool

Villa with private swimming pool in quiet area, private garden, panoramic views

10.0 out of 10, Exceptional, (8)
"La maison est très calme, très propre et bien équipée, accessible en partie par un chemin de terre depuis le joli village de Radicondoli, . La vue sur les collines avoisinantes est très agréable, en particulier de la piscine (hors-sol). Il faut compter environ 45 minutes de jolies routes pour se rendre à Sienne, Volterra ou San Giminiano. Beaucoup d'animaux sauvages dans la nature, si vous êtes chanceux comme nous... Sarka est une hôtesse sympathique et attentionnée. Avec son mari, elle produit...
Villa with private swimming pool in quiet area, private garden, panoramic views
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Sunset from our garden

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"I wish we could have stayed longer; such a beautiful location. The villa was very nice and comfortable. We enjoyed meals prepared by Serena twice during our visit; she cooked multi-course dinners that were delicious. Highly recommend the property and Serena’s cooking. We look forward to going back!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Villa with view and private pool
Pool

Villa with view and private pool

10.0 out of 10, Exceptional, (20)
"We loved the villa and the location. We couldn’t have asked for a better view giving us a wonderful feeling of Tuscany. The closeness to Volterra, coupled with the great supermarket and lovely pizzerias made it special. Guilia was very responsive and helpful at all times. We would come back in a heartbeat. "
Villa with view and private pool
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
The property has a private road and gate

Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

9.8 out of 10, Exceptional, (9)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Pool

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.

9.6 out of 10, Exceptional, (17)
"Our 2-wk. reservation (Oct. 5-19) was actually increased by a week Sept. 28-Oct. 5, making it a 3-wk reservation, however, due to a medical issue, we had to return to the USA 10 days early. Gabriella was a wonderful property manager assisting us with seeking medical and hospital care. Lovely property and location."
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Pool

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

10.0 out of 10, Exceptional, (4)
"Roberta was amazing. Villa was spotless and we appreciated all the little touches she provided. Beds were comfortable, kitchen well equipped and the pizza oven was so much fun. Pool was perfect temperature and amazing sunsets with a cocktail finished a perfect evening. Easy to walk or drive to town. "
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti
Pool

Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti

9.8 out of 10, Exceptional, (9)
"The house and location are beautiful set on a hillside overlooking the Tuscan countryside. The house has everything you need with a perfectly positioned pool. A good kitchen with good eating areas and plenty of room. We loved our stay!"
Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
Pool

Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax

9.8 out of 10, Exceptional, (63)
"Stay was wonderful. Host met us upon arrival and explained everything to us. The only small comment would be that a regular toaster would be nice. "
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service
Pool with seating area Villa Casa Collina

Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service

Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service
Macia Viva, Castellina in Chianti, Siena and Chianti
Pool

Macia Viva, Castellina in Chianti, Siena and Chianti

8.0 out of 10, Very Good, (2)
"The views were beyond compare! Proximity to Castellina in Chianti was wonderful and the management team were responsive to a few issues. My main comment would be, especially considering the rental cost, that the furniture and kitchen supplies (dishes etc) needs upgrading and the quality of the beds/linens should be improved. Overall however, it was a lovely stay! Grazie."
Macia Viva, Castellina in Chianti, Siena and Chianti
Stunning private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena
Building Exterior, Pool

Stunning private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena

10.0 out of 10, Exceptional, (15)
Stunning private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena
Villa Montecarulli in San Gimignano private pool
Autumn, Pool, Spring, Summer

Villa Montecarulli in San Gimignano private pool

Villa Montecarulli in San Gimignano private pool
Charming Villa in Tuscany private pool & extensive garden, amazing views
Pool

Charming Villa in Tuscany private pool & extensive garden, amazing views

9.8 out of 10, Exceptional, (21)
"Le Campore is a beautifully restored villa at the top of a hillside, reached by a long dirt track. Initially you do wonder where you are going, following the owner, Davide, who helpfully guides you in. Wow, it is worth it! The views are breathtaking, and there are a choice of terraces, and the large infinity pool. The accommodation is spacious and comfortable, and offers many choices and levels. Although the kitchen is small, it is functional, but outside living is the order of the day. The...
Charming Villa in Tuscany private pool & extensive garden, amazing views
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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Other property types in Castel San Gimignano

Il Battistero Siena - Residenza d'Epoca
Room

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is SAR 431
SAR 483 total
includes taxes & fees
3 Dec - 4 Dec
Il Battistero Siena - Residenza d'Epoca
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
panoramica casa con piscina privata
ApartHotel Anghel
Room

ApartHotel Anghel

8.2 out of 10, Very Good, (305)
"Nice place, quiet and clean!"
The price is SAR 299
SAR 339 total
includes taxes & fees
15 Dec - 16 Dec
ApartHotel Anghel
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.