Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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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 vacation rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ₩153,017
₩172,981 total
includes taxes & fees
Oct 21 - Oct 22
Tenuta Sant'Ilario
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

2. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is ₩178,031
₩200,489 total
includes taxes & fees
Oct 19 - Oct 20
Tenuta Quadrifoglio
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

3. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (45 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is ₩152,590
₩172,515 total
includes taxes & fees
Oct 11 - Oct 12
Borgo San Giusto
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

4. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ₩88,498
₩140,864 total
includes taxes & fees
Sep 27 - Sep 28
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

5. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ₩174,488
₩199,712 total
includes taxes & fees
Oct 4 - Oct 5
Casa Vacanze Le Case
A garden with a round table and wicker chairs under a tree.

6. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (18 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
The price is ₩71,602
₩84,986 total
includes taxes & fees
Oct 18 - Oct 19
Antica Dimora Leones
A table with breakfast items and a view of rolling hills.

7. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is ₩99,655
₩112,728 total
includes taxes & fees
Oct 14 - Oct 15
Chianti Village Morrocco
A view from a window overlooking a rural landscape with fields and a distant mountain range.

8. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is ₩189,257
₩215,954 total
includes taxes & fees
Oct 18 - Oct 19
B&B Palazzo Tortoli
A garden with a stone pathway, wooden benches, and various potted plants.

9. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ₩209,814
₩238,566 total
includes taxes & fees
Oct 15 - Oct 16
Antico Borgo il Cardino
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

10. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very good, (24 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is ₩81,478
₩94,289 total
includes taxes & fees
Sep 30 - Oct 1
Affittacamere a 20 minuti da Firenze
An arched entrance with a lantern above, flanked by two potted plants.

11. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is ₩339,744
₩379,935 total
includes taxes & fees
Oct 17 - Oct 18
Villa il Fedino
A pool with a view of rolling hills and a distant tower.

12. Villa Tosca

Villa Tosca
Peccioli
The price is ₩1,539,634
₩1,693,597 total
includes taxes & fees
Sep 28 - Sep 29
Villa Tosca
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

13. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ₩129,777
₩152,080 total
includes taxes & fees
Oct 25 - Oct 26
Villa San Filippo
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

14. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ₩73,757
₩85,795 total
includes taxes & fees
Sep 28 - Sep 29
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (85 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is ₩161,070
₩183,394 total
includes taxes & fees
Oct 7 - Oct 8
B&B La Fonte del Machiavelli
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

16. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is ₩103,000
₩113,300 total
includes taxes & fees
Sep 26 - Sep 27
Room Rent Morrona
An open wooden door leading to an outdoor patio with a table and chairs.

17. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is ₩145,896
₩207,111 total
includes taxes & fees
Sep 27 - Sep 28
Palazzo al Torrione 2

18. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (28 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
The price is ₩150,061
₩171,284 total
includes taxes & fees
Oct 8 - Oct 9
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

19. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ₩184,196
₩205,724 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Pacini
A hotel room with two beds, a large window with curtains, and a small table with a lamp.

20. B&B Cindy

B&B Cindy
Cascina
8.2 out of 10, Very good, (140 reviews)
"Great stay near Pisa"
United Kingdom
A
The price is ₩105,964
₩116,564 total
includes taxes & fees
Sep 27 - Sep 28
B&B Cindy
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 8 days ago
Castelfalfi

Find out more about Montaione

Search for Vacation rentals in Montaione on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Montaione using one of the methods below:

  • View our selection of featured Vacation rentals in Montaione
  • Use the map to find apartments and other Vacation homes in the Montaione neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Montaione while they last

Look no further and take a look at our great range of rental properties in Montaione!

Frequently asked questions

Can I find vacation rentals in Montaione?

Yes, we give you a choice of vacation rentals close to popular points of interest in Montaione, or you can go with a more remote option if you're looking for a relaxing stay. Montaione is known for its wineries and golf courses. Make sure you have time to check out the spas and seafood restaurants during your trip.

What are some of the best vacation rentals that Montaione has to offer?

Calanchi Apartments: Visitors give good reviews to this Montaione vacation home rental, which offers an outdoor pool, a rooftop terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Montaione?

With 51 Expedia vacation rentals, you're sure to find just the right place for your Montaione stay.

What’s there to see and do in Montaione?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Casciana Thermal Baths. Monastery of San Vivaldo and Castelfalfi Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Montaione like?

Vacation rentals are privately owned properties you can book for short or long periods in Montaione. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.