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Compare 1714 Villas in Montespertoli with updated reviews, rates, and availability.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Exterior
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
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
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exterior
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (104)
"we had an amazing week at this villa with 18 family members, age 6 months to 87 years. Jacobo and Beatrice were so nice , very welcoming and super helpful with transportation and amenities nearby. If we had any problems we could easily text and Jacopo would immediately answer . i would recommend coming here ! Faboulous"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Exterior
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
9.4 out of 10, Exceptional, (28)
"The location of the villa is fantastic and the villa itself is extremely well laid out, clean and comfortable. We loved our stay and the host was incredibly helpful and friendly. We would be happy to stay again, our one suggestion would be that perhaps some of the finishings could be updated, they were obviously very trendy and cutting edge when designed, but perhaps could be improved by some modernisation, and I think the villa would then be perfect."
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Alfresco Splendid Panoramic Villa with private heatable pool and jacuzzi
Pool
Alfresco Splendid Panoramic Villa with private heatable pool and jacuzzi
9.6 out of 10, Exceptional, (15)
"The property was great as the views were breathtaking, the villa was quite spacious and comfortable. The only thing lacking was air conditioning in the kitchen and dining area. Nicole the chef was outstanding, engaging and lots of fun. She made the Villa Alfresco an experience to remember. Gerald, the custodian, was always willing to lend a helping hand and provided constant care on a daily basis to see if anything was lacking. The experience was beyond expectations. It was the first time we...
Alfresco Splendid Panoramic Villa with private heatable pool and jacuzzi
Exclusive Tuscan Villa with Black Pool & Jacuzzi
Pool
Exclusive Tuscan Villa with Black Pool & Jacuzzi
9.4 out of 10, Exceptional, (71)
"Luca is a very hospitable and friendly host! The house is exactly as in the pictures with a private entry gate and parking. The jacuzzi is heated and very relaxing. We really enjoyed the late night BBQs next to the pool. The house is perfect for 2-9 people. If you would like a relaxing holiday with privacy and luxury this is the perfect spot for you!"
Exclusive Tuscan Villa with Black Pool & Jacuzzi
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Pool
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
10.0 out of 10, Exceptional, (41)
"Had a great two week vacation at Eduardo's place in Reggello. Beautiful little cabin with a pool and well kept yard, set within an olive orchard and vineyard. Hosts passed along some fresh eggs from the hens and tomatoes from the property. The house seems quite new by Italian standards and is in excellent condition. Pool is fantastic. We had a great stay and would highly recommend this spot for small groups and families. "
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Luxury Villa in the Florentine hills
livingroom
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (129)
"My husband and I stayed a month here. While access is kind of a challenge (need a car and the roads are narrow) the location is beautiful and very quiet. We decided it was a nice change from the crowds and noise of Florence and other tourist spots at the end of the day. The villa itself is exactly as portrayed in the pictures. Big, clean, well equipped for any stay. We found the best way to get into Florence was to drive into Grassina, park and take the local buses. Great access and saved a...
Luxury Villa in the Florentine hills
Vacation home L'Ulivo in Tuscany,
Pool
Vacation home L'Ulivo in Tuscany,
9.6 out of 10, Exceptional, (15)
"L’Ulivo is a spacious and very comfortable home. We loved all the balconies to enjoy the view from. Emmanuel was very kind and helpful during our stay. It was a good base to explore Lucca, Florence, and Pisa. "
Vacation home L'Ulivo in Tuscany,
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
Authentic country house originally a convent, dates back to around the year 1000
Outdoor dining
Authentic country house originally a convent, dates back to around the year 1000
9.6 out of 10, Exceptional, (50)
"Beautiful place and a very friendly and helpful host. Authentic Tuscan farmhouse with no frills. Lovely views all round, especially from the terrace. Excellent bar/ restaurant within walking distance. It was very hot when we were there, so the location of the pool across the road was a problem. Otherwise,great."
Authentic country house originally a convent, dates back to around the year 1000
LUXURY VILLA WITH PRIVATE POOL
Pool
LUXURY VILLA WITH PRIVATE POOL
10.0 out of 10, Exceptional, (6)
"Everything was even better than expected. Plumbing issues did arise and should be addressed. We loved our stay and would recommend it highly to others"
LUXURY VILLA WITH PRIVATE POOL
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
Outdoor dining
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
10.0 out of 10, Exceptional, (31)
"The villa was very nice, but the path to get to the villa is very poorly maintained. Also, during our stay the roof leaked into one of the bedrooms and the heating system was not set up for cold weather yet.."
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
Your panoramic house in Tuscany between vineyards and olive groves.
Your residence in Tuscany
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (31)
"Enrico and Simona have a special place in an incredible area. The views are amazing and all of the little towns are historic and have great little restaurants. The Villa is well equipped and very comfortable. The hosts are kind and full of helpful info on the area. Make sure to take a guided tour of the Benedictine Monastery nearby. Couldn’t have a better stay in Tuscany."
Your panoramic house in Tuscany between vineyards and olive groves.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Pool
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
10.0 out of 10, Exceptional, (46)
"This place exceeded all of our expectations. The host and his family were amazing and very accommodated. Perfect size for two couples. Bedrooms and bathrooms were private. The location was perfect. We were able to take daily trips everywhere in Tuscany between 15 minutes and one hour. The house and pool were even better than the pictures portray. The place came stocked with everything you need For your vacation. If ever back in Tuscany I would definitely stay here again."
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
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, (25)
"Beautiful property and old world charm. Perfectly located and lovely hosts."
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
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
Luxury Villa with large pool close to Florence
Outdoor dining
Luxury Villa with large pool close to Florence
10.0 out of 10, Exceptional, (62)
"Beautiful, historic villa with a fantastic view of the valley below. Our hosts were friendly, helpful and entertaining as well. The icing on the cake was Fonsi's providing breakfast and cooking dinners as requested. Her chef skills were more than we could ask for. "
Luxury Villa with large pool close to Florence
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
The children pool is a plus
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
10.0 out of 10, Exceptional, (41)
"We absolutely loved the location and the villa! One of the best places we have ever stayed."
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
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.
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 Montespertoli

Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Exterior
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
9.4 out of 10, Exceptional, (58)
"Beautiful location!"
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
House with character in typical medieval borgo on the Chianti Classico hills
Exterior
House with character in typical medieval borgo on the Chianti Classico hills
9.6 out of 10, Exceptional, (47)
"Our three year old granddaughter thought it was her castle and that she was a princess. Michele and Elisabetta remain exquisite hosts and the neighbors are very welcoming. Rental cars and train system allowed us to visit neighboring cites. Overall, a wonderful vacation!!!!"
House with character in typical medieval borgo on the Chianti Classico hills
Hu Firenze Camping In Town
Restaurant
Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1268)
"Overall our stay in Hu Firenze was great. The restaurant on location was really cool and tasted pretty great too. The staff was friendly and helpful. Our little house was a big tent basically. Interesting but annoying when people would come check it out or tap on our house (happened a couple times). It was kinda funny but always awkward. We had a bed, closet, mini fridge, and bathroom. They had a shuttle to take you partially into town or you could walk to Firenze Rovezzano (train station)....
The price is SAR 199
SAR 247 total
includes taxes & fees
6 Nov - 7 Nov
Hu Firenze Camping In Town
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.

Frequently asked questions

How much do villas in Montespertoli cost?
Rates for villas in Montespertoli range between and per night. Whatever your budget, you’ll find a place that suits 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 Montespertoli?
Take your pick of 1714 villas in Montespertoli. Whether you’re vacationing with the kids or organizing a weekend escape with your buddies, Expedia will help you find the right space for your crew.
Why book your villa in Montespertoli with Expedia?
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How can I find cheap villas in Montespertoli?
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