Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Montaione villas

A rural property with stone buildings, a garden, and a view of rolling hills.

1. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is CA $3,765
CA $3,918 total
includes taxes & fees
Oct 26 - Oct 27
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A rural property with stone buildings, a garden, and a view of rolling hills.

2. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is CA $3,765
CA $3,918 total
includes taxes & fees
Oct 26 - Oct 27
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A person in a swimming pool with a view of a vineyard and hills.

3. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveller
The price is CA $1,626
CA $2,396 total
includes taxes & fees
Nov 2 - Nov 3
"A Casa di Franca Villa con piscina"
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

4. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is CA $250
CA $280 total
includes taxes & fees
Oct 30 - Oct 31
Villa Montecastello
A covered balcony with a brick railing, a bench, and a view of lush greenery.

5. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is CA $1,632
CA $1,823 total
includes taxes & fees
Nov 2 - Nov 3
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A table set for tea with a view of a garden and hills.

6. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is CA $1,176
CA $1,631 total
includes taxes & fees
Nov 1 - Nov 2
Tuscan Sky Villa in San Miniato with Private Pool
A building with a large entrance, potted plants, and a statue in the foreground.

7. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is CA $2,541
CA $2,544 total
includes taxes & fees
Nov 1 - Nov 2
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

8. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is CA $205
CA $296 total
includes taxes & fees
Oct 31 - Nov 1
Villa Le Polle di Meletro
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

9. Rooster House, Cooking Classes, and Opera

Rooster House, Cooking Classes, and Opera
Tavarnelle Val di Pesa
The price is CA $173
CA $206 total
includes taxes & fees
Oct 27 - Oct 28
Rooster House, Cooking Classes, and Opera
A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

10. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (42 reviews)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is CA $2,667
CA $3,053 total
includes taxes & fees
Nov 2 - Nov 3
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A villa with a swimming pool, surrounded by lush greenery and vineyards.

11. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is CA $8,471
CA $8,477 total
includes taxes & fees
Oct 26 - Oct 27
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

12. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is CA $2,588
CA $2,947 total
includes taxes & fees
Nov 2 - Nov 3
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
A courtyard with a building, potted plants, and a grassy area.

13. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
Toscana
The price is CA $3,137
CA $3,589 total
includes taxes & fees
Nov 2 - Nov 3
SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
A modern poolside area with a clear view of the landscape.

14. Aureva Tuscany, modern villa with private pool

Aureva Tuscany, modern villa with private pool
Montelupo F.no
The price is CA $337
CA $925 total
includes taxes & fees
Nov 1 - Nov 2
Aureva Tuscany, modern villa with private pool
A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

15. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $20,435
CA $20,435 total
includes taxes & fees
Oct 27 - Oct 28
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
A kitchen with a stone wall, a wooden cabinet, a white countertop, and a white sink.

16. Demeure Tournesols: Your rustic home in the heart of all of Tuscany's top destinations!

Demeure Tournesols: Your rustic home in the heart of all of Tuscany's top destinations!
Toscana
The price is CA $147
CA $389 total
includes taxes & fees
Oct 28 - Oct 29
Demeure Tournesols: Your rustic home in the heart of all of Tuscany's top destinations!
A stone building with a large arched entrance, potted plants, and outdoor seating.

17. Exclusive Estate | Personal Concierge & Heated Pool

Exclusive Estate | Personal Concierge & Heated Pool
impruneta
10.0 out of 10, Exceptional, (115 reviews)
"We had a great time with the family in impruneta. Caterine - the host - was very friendly and made everything to have a perfect stay in the villa. We can absolutely recommend this villa !"
Germany
Oli P.
The price is CA $1,318
CA $1,484 total
includes taxes & fees
Nov 1 - Nov 2
Exclusive Estate | Personal Concierge & Heated Pool
A stone house with a garden, a tennis court, and a vineyard in the background.

18. Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi

Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Riparbella
10.0 out of 10, Exceptional, (1 review)
"Pros: We enjoyed everything in this house! Great location to visit the region, quiet area but close to points of interest. Fantastic view, the house is surrounded by a great garden. Perfectly renovated by an interior designer. Top quality equipment (bedding, floor AC, electronic appliances) and amenities (beautiful pool, bikes, badminton court). The house is greatly maintained, with an attention to details (welcome bottle of wine, flowers and basic products in the kitchen). Sabina can cook an...
United States
Anonymous traveller
The price is CA $5,930
CA $5,930 total
includes taxes & fees
Oct 27 - Oct 28
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Terrace/patio

19. Tenuta le Viste—a magnificent villa overlooking Florence

Tenuta le Viste—a magnificent villa overlooking Florence
scandicci
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful house"
France
STEPHANE B.
Tenuta le Viste—a magnificent villa overlooking Florence
A poolside area with wicker furniture, a bottle of champagne, and a tray with snacks and drinks.

20. Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning

Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning
Serravalle pistoiese
10.0 out of 10, Exceptional, (3 reviews)
"Great villa for lager groups with great view. Very quite location. The road towards the villa is a bit narrow and makes going for a quick grocery trip a bit less easy. The beds and bathrooms are great although from the description we did not deduct that two rooms share a bathroom and are directly connected. The kitchen downstairs is well equipped but a bit small to accommodate 1 large group sharing the whole property. The host and her sister took great care of us and really nice to be able to...
United States
Maarten O.
The price is CA $3,512
CA $4,029 total
includes taxes & fees
Oct 30 - Oct 31
Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning
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

8/10 Good
"Beautiful property in Tuscany with a lovely pool and complimentary breakfast."
Josie 5-night trip
Posted 9 days ago
Boccioleto Resort&Spa

Find out more about Montaione

Montaione Villas information

Number of reviews
183
Accommodation
90 Villas
Lowest Price
CA $206
Highest Price
CA $20,435

Frequently asked questions

How much do villas in Montaione cost?
Prices for villas in Montaione range between CA $206 and CA $20,435 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 vacation time and choose from 90 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 vacation 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.
How can I find cheap villas in Montaione?
With Expedia's helpful filter tool, locating cheap villas in Montaione couldn't be easier. To find options that give you the most bang for your buck, narrow down your search by star rating, amenities and budget.
What is there to do near my villa in Montaione?
After you've unpacked your suitcases, venture out and discover the awesome things Montaione has for you to experience. Castelfalfi Golf Course is a great attraction to add to your must-do list.

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