Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Montaione villas

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

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is CA $549
CA $706 total
includes taxes & fees
Oct 3 - Oct 4
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A rural property with stone buildings, a garden, and a view of rolling hills.

2. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is CA $610
CA $767 total
includes taxes & fees
Oct 3 - Oct 4
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A two-story building with a garden, a gazebo, and a statue.

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 $6,892
CA $6,897 total
includes taxes & fees
Oct 7 - Oct 8
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 $1,560
CA $2,248 total
includes taxes & fees
Oct 3 - Oct 4
"A Casa di Franca Villa con piscina"
A villa with a swimming pool, surrounded by lush greenery and hills.

5. Villa Linchiano with Private Pool for 11 Guests

Villa Linchiano with Private Pool for 11 Guests
Gambassi Terme
The price is CA $2,233
CA $2,237 total
includes taxes & fees
Oct 26 - Oct 27
Villa Linchiano with Private Pool for 11 Guests
A stone building with a large glass door, a wooden deck, and a stone wall.

6. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is CA $7,899
CA $8,492 total
includes taxes & fees
Oct 5 - Oct 6
Villa "Arnilù" with Private Pool & Wi-Fi
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

7. 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 $230
CA $258 total
includes taxes & fees
Oct 6 - Oct 7
Villa Montecastello
A covered balcony with a brick railing, a bench, and a view of lush greenery.

8. 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 $737
CA $932 total
includes taxes & fees
Oct 3 - Oct 4
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A two-story building with a red roof, multiple windows, and a gravel driveway.

9. Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Empoli
10.0 out of 10, Exceptional, (1 review)
"The villa is divided into 4 apartments and was perfect for our group of eleven. The property was beautiful and it is convenient to the Empoli train station."
United States
Vicki C.
The price is CA $2,264
CA $2,661 total
includes taxes & fees
Oct 5 - Oct 6
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
A table set for tea with a view of a garden and hills.

10. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is CA $1,199
CA $1,663 total
includes taxes & fees
Oct 4 - Oct 5
Tuscan Sky Villa in San Miniato with Private Pool
A building with a large entrance, potted plants, and a statue in the foreground.

11. 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 $2,879
CA $2,882 total
includes taxes & fees
Nov 1 - Nov 2
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A villa with a swimming pool, surrounded by lush greenery and hills.

12. Villa Belvedere with Private Pool and Volterra Views

Villa Belvedere with Private Pool and Volterra Views
Gambassi Terme
The price is CA $3,039
CA $3,044 total
includes taxes & fees
Oct 6 - Oct 7
Villa Belvedere with Private Pool and Volterra Views
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

13. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is CA $216
CA $309 total
includes taxes & fees
Oct 7 - Oct 8
Villa Le Polle di Meletro
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

14. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is CA $176
CA $210 total
includes taxes & fees
Oct 4 - Oct 5
Rooster House, cooking classes and opera
A villa with a swimming pool, surrounded by lush greenery and vineyards.

15. 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 $9,596
CA $9,602 total
includes taxes & fees
Oct 14 - Oct 15
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

16. 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 $2,719
CA $3,112 total
includes taxes & fees
Nov 1 - Nov 2
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 a scenic countryside view.

17. 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 $2,639
CA $3,021 total
includes taxes & fees
Nov 1 - Nov 2
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

18. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $20,835
CA $20,835 total
includes taxes & fees
Oct 5 - Oct 6
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
A kitchen with a stone wall, a wooden cabinet, a white countertop, and a white sink.

19. Sunflowers abode Your rustic home in the center of all Tuscan destinations!

Sunflowers abode Your rustic home in the center of all Tuscan destinations!
Toscana
The price is CA $154
CA $401 total
includes taxes & fees
Oct 7 - Oct 8
Sunflowers abode Your rustic home in the center of all Tuscan destinations!
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

20. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is CA $451
CA $603 total
includes taxes & fees
Oct 13 - Oct 14
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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
"The true meaning of Perfection. I've never said that about any accommodations"
Larry 4-night trip
Posted 3 days ago
Castelfalfi

Find out more about Montaione

Montaione Villas information

Number of reviews
64
Accommodation
92 Villas
Lowest Price
CA $210
Highest Price
CA $20,835

Frequently asked questions

How much do villas in Montaione cost?
Prices for villas in Montaione range between CA $210 and CA $20,835 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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