Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Montaione vacation rentals

Exterior detail

1. La Casina of Via Cresci, 14

La Casina of Via Cresci, 14
Montaione
10.0 out of 10, Exceptional, (4 reviews)
"Cute villa- exactly as described. "
United States
Jo P.
The price is AED 300
AED 449 total
includes taxes & fees
30 Aug - 31 Aug
La Casina of Via Cresci, 14
Property grounds

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 379
AED 855 total
includes taxes & fees
29 Sep - 30 Sep
2bed, 1bath Garden apt in Chianti!
Exterior

3. Giotto Apartment: Comfort and Relaxation in Montaione

Giotto Apartment: Comfort and Relaxation in Montaione
Montaione
The price is AED 674
AED 1,091 total
includes taxes & fees
1 Sep - 2 Sep
Giotto Apartment: Comfort and Relaxation in Montaione
Pool

4. 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 338
AED 809 total
includes taxes & fees
6 Sep - 7 Sep
2-BR 1 bath abode in the Chianti hills!
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AED 1,460
AED 1,877 total
includes taxes & fees
29 Sep - 30 Sep
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Dining

6. 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 AED 8,759
AED 10,141 total
includes taxes & fees
30 Aug - 31 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

7. Donatello Apartment: Relaxation and Comfort in Montaione

Donatello Apartment: Relaxation and Comfort in Montaione
Montaione
The price is AED 831
AED 1,248 total
includes taxes & fees
3 Sep - 4 Sep
Donatello Apartment: Relaxation and Comfort in Montaione
Exterior

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

Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space
Montaione
The price is AED 831
AED 1,248 total
includes taxes & fees
21 Sep - 22 Sep
Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space
Exterior

9. Botticelli Apartment – Spacious Comfort for Families and Groups

Botticelli Apartment – Spacious Comfort for Families and Groups
Montaione
The price is AED 987
AED 1,404 total
includes taxes & fees
3 Sep - 4 Sep
Botticelli Apartment – Spacious Comfort for Families and Groups
Exterior

10. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is AED 1,633
AED 2,053 total
includes taxes & fees
4 Sep - 5 Sep
Villetta Brunelleschi: Privacy and Comfort on Two Levels
Exterior

11. Michelangelo Apartment: Panoramic Views & Spacious Comfort

Michelangelo Apartment: Panoramic Views & Spacious Comfort
Montaione
The price is AED 1,624
AED 2,041 total
includes taxes & fees
19 Sep - 20 Sep
Michelangelo Apartment: Panoramic Views & Spacious Comfort
Garden

12. 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 AED 224
AED 263 total
includes taxes & fees
1 Sep - 2 Sep
Antica Dimora Leones
Front of property

13. 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 242
AED 386 total
includes taxes & fees
27 Sep - 28 Sep
Borgo Antico Residence
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

14. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (43 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is AED 384
AED 436 total
includes taxes & fees
31 Aug - 1 Sep
Borgo San Giusto
Garden

15. 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 AED 545
AED 613 total
includes taxes & fees
7 Sep - 8 Sep
Tenuta Quadrifoglio
Outdoor pool

16. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AED 454
AED 521 total
includes taxes & fees
25 Sep - 26 Sep
Casa Vacanze Le Case
Exterior

17. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is AED 357
AED 401 total
includes taxes & fees
24 Sep - 25 Sep
DomuS Miniato
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

18. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is AED 413
AED 476 total
includes taxes & fees
1 Sep - 2 Sep
Materia Rooms San Gimignano
Outdoor dining

19. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is AED 239
AED 263 total
includes taxes & fees
27 Sep - 28 Sep
Affittacamere e Ristorante Ariete
View from room

20. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is AED 287
AED 324 total
includes taxes & fees
5 Sep - 6 Sep
Chianti Village Morrocco
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

Hotel le Macine

Hotel le Macine

10/10 Excellent
"Staff was very friendly and helpful. Property was nicely kept, clean and beautiful view from the courtyard."
Amanda 1-night trip
Posted 1 month ago
Hotel le Macine

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. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Montaione?

With 48 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. Castelfalfi Golf Course and Monastery of San Vivaldo 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.