Villas in Montelopio

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 978 Villas in Montelopio with updated reviews, rates, and availability.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (92)
"Lovely large 4 bedroom house with spectacular views of San Gimignano. Really enjoyed our stay and highly recommend this rental. Everything was perfect including the pool. Alessandro "
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
10.0 out of 10, Exceptional, (79)
"This was our second villa rental in the San Gimignano area, our first at Alessandro's villa and it was amazing! Alessandro was very responsive and helpful from the moment we booked the year prior, until the day we checked out. We were a group of 6 adults and had plenty of room. The villa has every amenity you might need during your stay. At check in Alessandro provided us with helpful information about the surrounding area. The villa is in a beautiful setting surrounded by vineyards and olive...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
10.0 out of 10, Exceptional, (33)
"We had a wonderful time staying at Villa Belsole for a week in late August. The house worked out a very good option for our group of 5 adults and 4 children. Plenty of space to spread out. The pool was a perfect size and nicely situated in the garden close to the house. The surrounding are so beautiful and peaceful. A great base to explore surrounding towns like Florence, Siena, Pisa and San Gimignano."
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
10.0 out of 10, Exceptional, (40)
"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
Vacation home L'Ulivo in Tuscany,
9.8 out of 10, Exceptional, (13)
"The house was amazing, we had the entire top floor of the house, which had large bedrooms, common area and kitchen. The entire place was very nice and was quiet, which made it easy to relax and end a nice holiday. The pool area is share with other renters in the area, but was not an issue during our stay. I would definitely stay here again."
Vacation home L'Ulivo in Tuscany,
Casa Martina-Detached house, fenced garden and swimming pool for exclusive use!
9.4 out of 10, Exceptional, (8)
"The house is superb. The patio is covered and lit romantically. It offers insect repellent light. The pool is clean and shady during the day (chairs, not the pool itself). It is also fenced, as is the whole property, which helps if you travel with children or pets (dogs have their own outside bar installed). Rooms are spacious and have misquote nets which is extremely rare. They are also air conditioned. Kitchen is well equipped. The owners are extremely nice and welcoming. They will take care...
Casa Martina-Detached house, fenced garden and swimming pool for exclusive use!
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
10.0 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay at the villa. It was relaxing and comfortable and well stocked. Gullia did an amazing job giving suggestions of places to go and things to do. We wish the pool would have been heated bc the weather was chilly during our stay but everything else was perfect."
Villa with view and private pool
Historic villa in the heart of Tuscany. Surrounded by nature.
9.8 out of 10, Exceptional, (37)
"We had such a lovely week. The house was amazing and the host was so helpful. We had two local ladies come and make a feast - definitely have them bring the local wine and dessert. Watching the sunset above the pool was wonderful and the ping pong table was a big hit with our teens. Getting there was a little tough and it was a little far away from some of the places we wanted to visit- not because they were far, but due to the winding roads that slow travel. To get there we mapped to the...
Historic villa in the heart of Tuscany. Surrounded by nature.
Villa with amazing pool and private tennis for private use
9.8 out of 10, Exceptional, (34)
"We stayed at this wonderfull property for a week and we had a great experience! The owner is kind and available, the property was perfect for our needs and you enjoyed the pool and the peace of the place! We are greatful for everything and we hope we can enjoy Tuscany soon!"
Villa with amazing pool and private tennis for private use
Villa in Gambassi with pool, A/C, village and restaurant at walking distance,
9.0 out of 10, Wonderful, (2)
"Très belle maison et cadre agréable "
Villa in Gambassi with pool, A/C, village and restaurant at walking distance,
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
Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano
10.0 out of 10, Exceptional, (42)
"Great villa"
Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano
Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service
Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service
3-person apartment in Tuscan farmhouse
10.0 out of 10, Exceptional, (3)
"Nice appartment. Great views of Tuscan countryside. Close to Riparbella which has restaurants and shops and about 10km to the coast."
3-person apartment in Tuscan farmhouse
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (69)
"The villa is in a lovely location with stunning views across Tuscan countryside and mountains. Some great sunsets while barbecuing in the evening. It was very comfortable and the air conditioning in the bedrooms was great and essential during a very hot August. It was smaller than we expected, fine for the two of us but would have been quite crowded with 4 or 6. The swimming pool was lovely but was shared with more villas than we had expected, not a problem in the morning or late evening but...
Beautiful Villa With Panoramic Views near San Gimignano
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
10.0 out of 10, Exceptional, (111)
"Owners arranged chef prepared dinner one night. They also did a cooking class/dinner another night. Both were amazing. Property is as spectacular as you can imagine and centrally located. Rent a car to get around. Owners helped make other arrangements for our daily excusions."
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Pisa Florence: charming vacation villa with private garden, swimming pool
9.4 out of 10, Exceptional, (6)
"The house is very spacious Just like the garden. We had to share the pool which we didn't know but that turbed out okay. The cutlery and crockery weren 't very clean maybe because the dishwasher didn't work properly. The host / property manager on the other hand was great and helpen us a lot with everything. We had a wonderfull week!"
Pisa Florence: charming vacation villa with private garden, swimming pool
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
10.0 out of 10, Exceptional, (38)
"Villa Sarah was lovely and the setting was spectacular. The outdoor spaces and pool were great for cooking and relaxing. The view was postcard perfection! The staff gave us great recommendations and helped to organize transportation. We had a welcome dinner at the Villa which was a highlight."
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Vallegaia estate, complete relaxation with swimming pool, tennis, football
9.8 out of 10, Exceptional, (53)
"The location, size, facilities and accuracy were all amazing. The kids loved the pool with the slide, hard to get them out of the water ! Owner was on hand whenever we needed anything. GREAT !"
Vallegaia estate, complete relaxation with swimming pool, tennis, football
Don't see what you're looking for?
See all available properties in Montelopio
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

Other property types in Montelopio

Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (68)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
The price is $60
includes taxes & fees
$53 per night
Oct 4 - Oct 5
Camping Boschetto Di Piemma
Independent apartment with 3 bedrooms and private garden a few steps from the famous White Beaches of Vada
9.4 out of 10, Exceptional, (32)
"Casa accogliente, proprietari piacevoli"
Independent apartment with 3 bedrooms and private garden a few steps from the famous White Beaches of Vada
Antico Podere San Francesco Hotel
10.0 out of 10, Exceptional, (11)
"Top!"
The price is $96
includes taxes & fees
$87 per night
Oct 20 - Oct 21
Antico Podere San Francesco Hotel
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 Montelopio cost?
Expect to pay between and per night for villas in Montelopio. Whatever your budget, an ideal getaway is just clicks away on 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 Montelopio?
You’ll find 978 villas in Montelopio. Whether you’re vacationing with the kids or organizing a weekend break with your pals, Expedia will help you find the right space for your whole crew.
Why book your villa in Montelopio with Expedia?
Reserving a villa in Montelopio is as easy as clicking on your travel dates and choosing the option that suits your style. Looking for something upscale or budget friendly, or a property that also comes with a kitchen and laundry? Use Expedia’s search filters to narrow your results and find your dream fit.
How can I find cheap villas in Montelopio?
Expedia can help you narrow your search for cheap villas in Montelopio. Simply use our convenient filter tool to choose budget, amenities and star rating to refine your search and find an ideal stay in a few clicks.