Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 $552
CA $710 total
includes taxes & fees
Sep 29 - Sep 30
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 $615
CA $773 total
includes taxes & fees
Oct 2 - Oct 3
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

3. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
A two-story building with a garden, a gazebo, and a statue.

4. 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 $6,934
CA $6,939 total
includes taxes & fees
Oct 3 - Oct 4
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A villa with a swimming pool, surrounded by lush greenery and hills.

5. Villa Belvedere with Private Pool and Volterra Views

Villa Belvedere with Private Pool and Volterra Views
Gambassi Terme
The price is CA $3,057
CA $3,062 total
includes taxes & fees
Sep 27 - Sep 28
Villa Belvedere with Private Pool and Volterra Views
A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

6. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is CA $8,110
CA $8,887 total
includes taxes & fees
Oct 12 - Oct 13
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A person in a swimming pool with a view of a vineyard and hills.

7. "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 $2,296
CA $2,987 total
includes taxes & fees
Sep 27 - Sep 28
"A Casa di Franca Villa con piscina"
A table set for tea with a view of a garden and hills.

8. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is CA $1,206
CA $1,673 total
includes taxes & fees
Sep 27 - Sep 28
Tuscan Sky Villa in San Miniato with Private Pool
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

9. 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
Sep 28 - Sep 29
Villa Montecastello
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

10. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is CA $215
CA $307 total
includes taxes & fees
Sep 29 - Sep 30
Villa Le Polle di Meletro
A stone building with a large glass door, a wooden deck, and a stone wall.

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is CA $7,947
CA $8,544 total
includes taxes & fees
Oct 1 - Oct 2
Villa "Arnilù" with Private Pool & Wi-Fi
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

12. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is CA $177
CA $211 total
includes taxes & fees
Sep 27 - Sep 28
Rooster House, cooking classes and opera
A multi-story residential building with a stone wall in front, a balcony on the second floor, and a lit entrance.

13. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is CA $145
CA $203 total
includes taxes & fees
Sep 29 - Sep 30
Villa Cattleya
A villa with a swimming pool, surrounded by lush greenery and vineyards.

14. 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 $9,654
CA $9,661 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 hills.

15. Villa Linchiano with Private Pool for 11 Guests

Villa Linchiano with Private Pool for 11 Guests
Gambassi Terme
The price is CA $2,249
CA $2,254 total
includes taxes & fees
Oct 26 - Oct 27
Villa Linchiano with Private Pool for 11 Guests
An outdoor dining area with a table set for four, surrounded by brick pillars and white chairs.

16. Villa Ludovica with private pool, Borgo del Silenzio

Villa Ludovica with private pool, Borgo del Silenzio
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Mooie villa met alle accommodatie op een unieke ligging"
Netherlands
Carl P.
Villa Ludovica with private pool, Borgo del Silenzio
A pool with a view of rolling hills and a distant tower.

17. Villa Tosca

Villa Tosca
Peccioli
The price is CA $1,482
CA $1,631 total
includes taxes & fees
Sep 29 - Sep 30
Villa Tosca
A covered balcony with a brick railing, a bench, and a view of lush greenery.

18. 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 $742
CA $938 total
includes taxes & fees
Oct 4 - Oct 5
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A building with a large entrance, potted plants, and a statue in the foreground.

19. 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 $3,190
CA $3,193 total
includes taxes & fees
Sep 30 - Oct 1
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A two-story building with a red roof, multiple windows, and a gravel driveway.

20. 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 $2,278
CA $2,677 total
includes taxes & fees
Sep 30 - Oct 1
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
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
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"
Palack 3-night trip
Posted 9 days ago
Castelfalfi

Find out more about Montaione

Montaione Villas information

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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 vacation time and choose from 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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