Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 $3,833
CA $3,989 total
includes taxes & fees
Oct 13 - Oct 14
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 $3,833
CA $3,989 total
includes taxes & fees
Oct 13 - Oct 14
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A clear swimming pool with lounge chairs and a green umbrella.

3. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is CA $6,881
CA $6,886 total
includes taxes & fees
Oct 15 - Oct 16
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A person in a swimming pool with a view of a vineyard and hills.

4. "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 $1,558
CA $2,244 total
includes taxes & fees
Oct 13 - Oct 14
"A Casa di Franca Villa con piscina"
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 $736
CA $931 total
includes taxes & fees
Oct 13 - Oct 14
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

6. 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 $264
CA $296 total
includes taxes & fees
Oct 16 - Oct 17
Villa Montecastello
A table set for tea with a view of a garden and hills.

7. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is CA $1,197
CA $1,660 total
includes taxes & fees
Oct 13 - Oct 14
Tuscan Sky Villa in San Miniato with Private Pool
A building with a large entrance, potted plants, and a statue in the foreground.

8. 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 $2,587
CA $2,590 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.

9. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is CA $217
CA $310 total
includes taxes & fees
Oct 17 - Oct 18
Villa Le Polle di Meletro
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 $2,715
CA $3,088 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

11. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is CA $176
CA $209 total
includes taxes & fees
Oct 14 - Oct 15
Rooster House, cooking classes and opera
A villa with a swimming pool, surrounded by lush greenery and vineyards.

12. 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 $8,623
CA $8,630 total
includes taxes & fees
Oct 14 - Oct 15
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.

13. 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 $2,635
CA $2,997 total
includes taxes & fees
Nov 1 - Nov 2
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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 $359
CA $959 total
includes taxes & fees
Nov 1 - Nov 2
Aureva Tuscany, modern villa with private pool
A courtyard with a building, potted plants, and a grassy area.

15. 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 $3,194
CA $3,631 total
includes taxes & fees
Nov 1 - Nov 2
SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
A stone house with a garden, a tennis court, and a vineyard in the background.

16. 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 $6,037
CA $6,037 total
includes taxes & fees
Oct 14 - Oct 15
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Property grounds

17. Incredible villa in the Tuscan countryside

Incredible villa in the Tuscan countryside
Vinci
10.0 out of 10, Exceptional, (1 review)
"Overall, great experience, clean house, beautiful views!"
United States
Marianna K.
Incredible villa in the Tuscan countryside
A stone building with a large arched entrance, potted plants, and outdoor seating.

18. 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 $1,557
CA $1,785 total
includes taxes & fees
Oct 19 - Oct 20
Exclusive Estate | Personal Concierge & Heated Pool
Outdoor dining

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 $3,575
CA $4,101 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

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful place to stay!"
Peter 3-night trip
Posted 2 days ago
Castelfalfi

Find out more about Montaione

Montaione Villas information

Number of reviews
184
Accommodation
92 Villas
Lowest Price
CA $209
Highest Price
CA $8,630

Frequently asked questions

How much do villas in Montaione cost?
Prices for villas in Montaione range between CA $209 and CA $8,630 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 92 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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