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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Montaione and around

Villa near San Gimignano, with pool, air conditioning, and beautiful views
Outdoor pool

Villa near San Gimignano, with pool, air conditioning, and beautiful views

Villa near San Gimignano, with pool, air conditioning, and beautiful views
Villa Casacheta, Montaione, Italy
Pool

Villa Casacheta, Montaione, Italy

9.2 out of 10, Wonderful, (5)
"Great villa for group stays, lots of space with a lovely pool and lovely surroundings! Thank you!"
Villa Casacheta, Montaione, Italy
Villa Popillo By Halldis
Pool

Villa Popillo By Halldis

Villa Popillo By Halldis
VallacchiB&B Tuscany Solution for Holiday Family Friendly
Outdoor pool

VallacchiB&B Tuscany Solution for Holiday Family Friendly

9.8 out of 10, Exceptional, (45)
"We had a great time here and Loredana is a great host. Relaxing house and clean rooms with nice pool and outdoor seating areas."
VallacchiB&B Tuscany Solution for Holiday Family Friendly
Villa Le Cascine 29 By Halldis
Pool

Villa Le Cascine 29 By Halldis

8.0 out of 10, Very good, (2)
"Great villa in Tuscany for a big group of people/friends. Has everything you need to accomodate for a big group, huge swimming pool, bbq, big kitchen, everyone has their own bathroom etc. Would definitely recommend this villa if you are looking for a relaxing holiday with a big group. Please note that a car is recommended in this area if you want to leave the villa, and that the road to the villa is a dirt road and not well maintained. Please take this into account."
Villa Le Cascine 29 By Halldis
Wonderful private villa with hot tub, WIFI, private pool, A/C, TV, balcony, close to San Gimignano
Dining

Wonderful private villa with hot tub, WIFI, private pool, A/C, TV, balcony, close to San Gimignano

10.0 out of 10, Exceptional, (2)
"We took our daughters, spouses and 10 grandchildren here to celebrate our 50th wedding anniversary. It was perfect for our family. Barbara, the property manager was so helpful and so sweet. The grounds are lovely - olive trees and vineyard and loads of roses. They had a play area for the kids. The pool was cold (first week of April) but that didn’t stop the kids from jumping in. The villa had well appointed kitchens (2) and 6 tiled bathrooms with 5 bedrooms. The annex slept 4 with its own...
Wonderful private villa with hot tub, WIFI, private pool, A/C, TV, balcony, close to San Gimignano
Villa Piaggetta 22, Magnificent Villa By Halldis
Pool

Villa Piaggetta 22, Magnificent Villa By Halldis

Villa Piaggetta 22, Magnificent Villa By Halldis
Villa Cerretello 22 By Halldis
Exterior

Villa Cerretello 22 By Halldis

8.0 out of 10, Very good, (1)
"Our family spent 5 nights here. The location is a little remote, but centrally located in Tuscany region. Beautiful views from pool area, well furnished and comfortable. We would stay there again."
Villa Cerretello 22 By Halldis
Lovely apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic view and parking
Pool

Lovely apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic view and parking

Lovely apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic view and parking
Vallacchi bed and breakfast Tuscany accomodation perfect for relaxing free wifi
Exterior

Vallacchi bed and breakfast Tuscany accomodation perfect for relaxing free wifi

10.0 out of 10, Exceptional, (1)
"Very nice place and very kind peuple: One always hears that Eden's in Tuscany, I must agree!"
Vallacchi bed and breakfast Tuscany accomodation perfect for relaxing free wifi
Agriturismo i Colli
Terrace/patio

Agriturismo i Colli

Agriturismo i Colli
Villa La Tabaccaia By Halldis
Pool

Villa La Tabaccaia By Halldis

Villa La Tabaccaia By Halldis
Apartment in villa with A/C, WIFI, pool, TV, veranda, panoramic view, close to San Gimignano
Pool

Apartment in villa with A/C, WIFI, pool, TV, veranda, panoramic view, close to San Gimignano

"This property was amazing. From the house, the pool, the farm animals and the view. I would 100% go back and I highly recommend this property to other guests."
Apartment in villa with A/C, WIFI, pool, TV, veranda, panoramic view, close to San Gimignano
Villa Santo Pietro with panoramic private pool close to San Gimignano and GOLF
Outdoor dining

Villa Santo Pietro with panoramic private pool close to San Gimignano and GOLF

9.8 out of 10, Exceptional, (17)
"We had a wonderful stay at the villa! Antonietta and Serena were very helpful both before and during our stay. The villa and the garden is so nice, and our kids loved the swimmingpool. Everything was as described, and on arrival the villa was superclean. We loved every minute of it, and hope to come again. "
Villa Santo Pietro with panoramic private pool close to San Gimignano and GOLF
Exclusively Yours: a Luxurious Retreat with Delicious Food & Wine Included
Outdoor banquet area

Exclusively Yours: a Luxurious Retreat with Delicious Food & Wine Included

Exclusively Yours: a Luxurious Retreat with Delicious Food & Wine Included
Wonderful private villa for 26 guests with private pool, WIFI, TV, pets allowed and parking
Pool

Wonderful private villa for 26 guests with private pool, WIFI, TV, pets allowed and parking

Wonderful private villa for 26 guests with private pool, WIFI, TV, pets allowed and parking
Stunning villa with private pool, A/C, WIFI, TV, panoramic view and parking, close to San Gimig...
Dining

Stunning villa with private pool, A/C, WIFI, TV, panoramic view and parking, close to San Gimig...

Stunning villa with private pool, A/C, WIFI, TV, panoramic view and parking, close to San Gimig...
Beautiful villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view and parking
Dining

Beautiful villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view and parking

Beautiful villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view and parking
Villa Piaggia a luxury villa in tuscany
Outdoor dining

Villa Piaggia a luxury villa in tuscany

Villa Piaggia a luxury villa in tuscany
Private Villa with private pool, WIFI, A/C, TV, panoramic view, parking, close to San Gimignano
Exterior detail

Private Villa with private pool, WIFI, A/C, TV, panoramic view, parking, close to San Gimignano

Private Villa with private pool, WIFI, A/C, TV, panoramic view, parking, close to San Gimignano
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 Montaione Hotel Reviews

Boccioleto Resort&Spa

Boccioleto Resort&Spa

10/10 Excellent
"This hotel was a charming little place in Tuscany. We had a 2 bedroom apartment. The kitchen was fully equipped. Rooms were big with comfortable beds and modern. In Tuscany, mosquitoes are a thing but our apartment had mosquitoes plugs in each room. There was a shared laundry we could use. The outdoor pool was great with a lovely view, parking was free, reception staff were nice and buffet breakfast was delicious every morning. An amazing place to stay!"
Melody 4-night trip
Posted 3 days ago
Boccioleto Resort&Spa

Frequently asked questions

How much do villas in Montaione cost?
Prices for villas in Montaione range between and per night. No matter your budget, you'll find something that matches 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 Montaione?
Claim your holiday time and choose from 99 villas in Montaione. For a family escape, a romantic break or anything in between, Expedia can help you find the perfect space in just a click or two.
Why book your villa in Montaione with Expedia?
We think arranging a holiday shouldn't be difficult, so if you're looking for villas at the right price, Expedia is here to help. Keep costs down and go for an all-inclusive stay, or book a luxury villa to spoil the ones you love most. Our search filters make it simple to secure a property in Montaione that meets your needs.