Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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 $550
CA $707 total
includes taxes & fees
Sep 21 - Sep 22
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

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

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is CA $3,279
CA $3,797 total
includes taxes & fees
Sep 17 - Sep 18
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
A rural property with stone buildings, a garden, and a view of rolling hills.

3. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is CA $612
CA $769 total
includes taxes & fees
Sep 19 - Sep 20
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A building with a yellow exterior, a door with a number 11 sign, and a window with a potted plant.

4. The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The three owls of san gimignano
A two-story building with a garden, a gazebo, and a statue.

5. 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 $5,816
CA $5,820 total
includes taxes & fees
Oct 1 - Oct 2
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

6. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is CA $263
CA $358 total
includes taxes & fees
Sep 26 - Sep 27
Villa Le Polle di Meletro
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 $2,058
CA $2,747 total
includes taxes & fees
Sep 14 - Sep 15
"A Casa di Franca Villa con piscina"
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

8. 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 $227
CA $255 total
includes taxes & fees
Sep 26 - Sep 27
Villa Montecastello
A multi-story residential building with a stone wall in front, a balcony on the second floor, and a lit entrance.

9. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is CA $144
CA $202 total
includes taxes & fees
Sep 11 - Sep 12
Villa Cattleya
A villa with a swimming pool, surrounded by lush greenery and hills.

10. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is CA $4,167
CA $4,172 total
includes taxes & fees
Sep 19 - Sep 20
Villa Linchiano with Historic Tower and Private Pool
A table set for tea with a view of a garden and hills.

11. Tuscan Sky Villa in San Miniato with Exclusive Private Pool

Tuscan Sky Villa in San Miniato with Exclusive Private Pool
San Miniato
The price is CA $539
CA $1,004 total
includes taxes & fees
Sep 14 - Sep 15
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
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 $176
CA $210 total
includes taxes & fees
Sep 13 - Sep 14
Rooster House, cooking classes and opera
A pathway leading to a building with a brick base and a tiled upper section.

13. Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Legoli
The price is CA $3,667
CA $4,197 total
includes taxes & fees
Sep 25 - Sep 26
Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
A stone building with a large glass door, a wooden deck, and a stone wall.

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is CA $7,915
CA $8,510 total
includes taxes & fees
Sep 11 - Sep 12
Villa "Arnilù" with Private Pool & Wi-Fi
A covered balcony with a brick railing, a bench, and a view of lush greenery.

15. 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 $775
CA $971 total
includes taxes & fees
Sep 30 - Oct 1
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.

16. 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 $3,462
CA $3,465 total
includes taxes & fees
Sep 14 - Sep 15
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A pool with a view of rolling hills and a distant tower.

17. Villa Tosca

Villa Tosca
Peccioli
The price is CA $1,588
CA $1,746 total
includes taxes & fees
Sep 28 - Sep 29
Villa Tosca
A kitchen with a stone wall, a wooden cabinet, a white countertop, and a white sink.

18. 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 $151
CA $355 total
includes taxes & fees
Sep 11 - Sep 12
Sunflowers abode Your rustic home in the center of all Tuscan destinations!
An outdoor dining area with a table set for four, surrounded by brick pillars and white chairs.

19. 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 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 $2,269
CA $2,666 total
includes taxes & fees
Sep 14 - Sep 15
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

Boccioleto Resort&Spa

Boccioleto Resort&Spa

8/10 Good
"The property was located in a central area we could reach all small towns"
Lawrence 6-night trip
Posted 18 hours ago
Boccioleto Resort&Spa

Find out more about Montaione

Montaione Villas information

Number of reviews
9
Accommodation
92 Villas
Lowest Price
CA $202
Highest Price
CA $8,510

Frequently asked questions

How much do villas in Montaione cost?
Prices for villas in Montaione range between CA $202 and CA $8,510 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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