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Compare 1660 Villas in Montespertoli with updated reviews, rates, and availability.

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (130)
"We loved our stay. From the start David sent all kinds of information. We had a few more questions about the bus and the area, David sent answers with in minutes with GPS maps. We loved the view, the Persimmon and Pomegranate from the trees in the yard were delicious. All of the bedrooms and bathrooms were awesome, everything was clean. We stayed at 3 other locations this trip and this was our favorite. My wife said the blow dryer was the best blow dryer in Italy."
The price is AED 613
AED 858 total
includes taxes & fees
5 Jan - 6 January 2025
Luxury Villa in the Florentine hills

Country House with heated pool near the center

9.8 out of 10, Exceptional, (8)
"These accomodations were wonderful! So convenient to take the tram to downtown! Host extremely responsive and helpfull."
The price is AED 1,180
AED 1,873 total
includes taxes & fees
7 Jan - 8 January 2025
Country House with heated pool near the center

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

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

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool

Historic Villa Tuscany

2.0 out of 10, (2)
The price is AED 479
AED 548 total
includes taxes & fees
23 Dec - 24 Dec
Historic Villa Tuscany

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

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
The price is AED 3,524
AED 4,041 total
includes taxes & fees
7 Jan - 8 January 2025
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (106)
"The property was beautiful and just as advertised. Beatrice and Jacopo prepared several meals for us and the food was great and plentiful! They were wonderful hosts!"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Beautiful Villa With Panoramic Views near San Gimignano

9.6 out of 10, Exceptional, (70)
"We had a wonderful stay and this property provided a nice central location from which to explore the region. Information from Steve was timely and extremely helpful. "
Beautiful Villa With Panoramic Views near San Gimignano

Red House -- Country villa in Chianti Classico

9.8 out of 10, Exceptional, (108)
"The little red house is a wonderful place to completely relax and enjoy the Tusan/Chianti countryside. Very secluded and quiet. Easy access to dining options. Our host, Stefano, was very helpful and replied quickly to any questions."
Red House -- Country villa in Chianti Classico

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

10.0 out of 10, Exceptional, (113)
"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...
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

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

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

San Gimignano - Panoramic garden and beautiful pool!

9.8 out of 10, Exceptional, (36)
"This magnificent villa and the hosts, Cristina and Simone, surpassed our expectations and made a blissful stay in beautiful San Gimignano. The 300+ year old home was clean, charming and authentic and the grounds were well maintained and serene. The views of the countryside were breathtaking! At our request, the hosts arranged for a chef, Patrizia, to come to prepare dinner on 3 evenings. She was delightful and used fresh produce and ingredients from her own farm in the multi-course meals she...
San Gimignano - Panoramic garden and beautiful pool!

New 2 bed villa with large panoramic pool 40min to beaches

10.0 out of 10, Exceptional, (34)
"My wife and I had a fantastic week at the villa, we are very grateful to Mrs Consuelo for the hospitality and everything she did for us, what a fantastic lady!!! A great thank you to Mr Marcello for the free wine and fresh salad from the allotment, again thank you very much from Antonio & Louise from London"
New 2 bed villa with large panoramic pool 40min to beaches

Villa Moriana by MMega

Villa Moriana by MMega

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

10.0 out of 10, Exceptional, (56)
"Stay was excellent, a great house. Owners were super helpful. A property with over 100 olive trees. If I return this is where I will be 😎"
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

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
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

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

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

8.8 out of 10, Excellent, (1291)
"Very clean and convenient (parking, supermarket, eatery, laundry, facilities for children, cooking in the chalet). The shuttle bus takes you to the main city centre in Florence where ponte vecchio and the plazas are located. "
The price is AED 284
AED 339 total
includes taxes & fees
24 Dec - 25 Dec
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 AED 479 and AED 3,524 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 1660 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?
We think planning a vacation should be stress-free, so if you’re on the lookout for villas at an affordable price, Expedia has you covered. Save cash and choose an all-inclusive stay, or splurge on a deluxe villa to surprise your loved ones. Our handy filters make it simple to find a getaway in Montespertoli that checks your boxes.
How can I find cheap villas in Montespertoli?
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