Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

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

Our top choices for Montaione vacation rentals

A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

1. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is AED 498
AED 929 total
includes taxes & fees
31 Oct - 1 Nov
Toscana Vacanze
An outdoor brick barbecue area with a wooden bench nearby.

2. 2bed, 1bath Garden apt in Chianti!

2bed, 1bath Garden apt in Chianti!
Frazione Mura, Montaione
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
The price is AED 292
AED 733 total
includes taxes & fees
18 Oct - 19 Oct
2bed, 1bath Garden apt in Chianti!
A rectangular swimming pool with clear blue water, surrounded by a tiled deck.

3. 2-BR 1 bath abode in the Chianti hills!

2-BR 1 bath abode in the Chianti hills!
Mura, Montaione
8.0 out of 10, Very good, (1 review)
"Check in Vorgang schwierig, da Gastgeber vergessen hat, dass wir kommen. Dann aber hat alles gut geklappt.Die Wohnung ist sehr renovierungsbedürftig, mein Mann hat erstmal die Klospülung repariert. Sonst hat sie ihren Charme und ist gut ausgestattet Gewürzen und anderen LebensmittelnToll gelegen mit Pool und Tennisplatz"
Germany
Anke G.
The price is AED 292
AED 733 total
includes taxes & fees
9 Nov - 10 Nov
2-BR 1 bath abode in the Chianti hills!
A rural property with stone buildings, a garden, and a view of rolling hills.

4. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A rural property with stone buildings, a garden, and a view of rolling hills.

5. Botticelli Apartment – Spacious Comfort for Families and Groups

Botticelli Apartment – Spacious Comfort for Families and Groups
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Botticelli Apartment – Spacious Comfort for Families and Groups
A rural property with stone buildings, a garden, and a view of rolling hills.

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A rural property with stone buildings, a garden, and a view of rolling hills.

7. Michelangelo Apartment: Panoramic Views & Spacious Comfort

Michelangelo Apartment: Panoramic Views & Spacious Comfort
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Michelangelo Apartment: Panoramic Views & Spacious Comfort
A rural property with stone buildings, a garden, and a view of rolling hills.

8. Giotto Apartment: Comfort and Relaxation in Montaione

Giotto Apartment: Comfort and Relaxation in Montaione
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Giotto Apartment: Comfort and Relaxation in Montaione
A rural property with stone buildings, a garden, and a view of rolling hills.

9. Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space

Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space
A rural property with stone buildings, a garden, and a view of rolling hills.

10. Donatello Apartment: Relaxation and Comfort in Montaione

Donatello Apartment: Relaxation and Comfort in Montaione
Montaione
The price is AED 9,871
AED 10,275 total
includes taxes & fees
15 Oct - 16 Oct
Donatello Apartment: Relaxation and Comfort in Montaione
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

11. 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 AED 360
AED 408 total
includes taxes & fees
2 Nov - 3 Nov
Tenuta Sant'Ilario
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

12. 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 AED 233
AED 371 total
includes taxes & fees
27 Oct - 28 Oct
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

13. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is AED 337
AED 392 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
A table set with two white cups and saucers, a metal coffee pot, and a potted plant with a pink flower.

14. Coppo – Apartment with Pool and Views of the Tuscan Hills

Coppo – Apartment with Pool and Views of the Tuscan Hills
Gambassi Terme
The price is AED 1,519
AED 1,532 total
includes taxes & fees
17 Oct - 18 Oct
Coppo – Apartment with Pool and Views of the Tuscan Hills
An open wooden door leading to an outdoor patio with a table and chairs.

15. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 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 AED 336
AED 493 total
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

16. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 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 AED 363
AED 412 total
includes taxes & fees
1 Nov - 2 Nov
Borgo San Giusto
A garden with a round table and wicker chairs under a tree.

17. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 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 AED 209
AED 246 total
includes taxes & fees
27 Oct - 28 Oct
Antica Dimora Leones
A view from a window overlooking a rural landscape with fields and a distant mountain range.

18. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (66 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 AED 471
AED 538 total
includes taxes & fees
20 Oct - 21 Oct
B&B Palazzo Tortoli
A narrow street with stone buildings, a tower, and an archway.

19. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is AED 386
AED 445 total
includes taxes & fees
3 Nov - 4 Nov
Materia Rooms San Gimignano
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

20. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.4 out of 10, Exceptional, (270 reviews)
"Very friendly and clean."
United States
Mohamed
The price is AED 507
AED 570 total
includes taxes & fees
13 Nov - 14 Nov
Relais Villa Olmo - Place of Charme
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 4 days ago
Castelfalfi

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 49 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 Sentierelsa Trail. 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.