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Montegabbro Vacation Rentals

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Check prices for these dates

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

Our top choices for Montegabbro vacation rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is NT$4,855
NT$5,413 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Pacini
A garden with a stone pathway, wooden benches, and various potted plants.

2. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NT$4,916
NT$5,590 total
includes taxes & fees
Oct 19 - Oct 20
Antico Borgo il Cardino
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. 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 NT$2,987
NT$3,468 total
includes taxes & fees
Nov 2 - Nov 3
Casa Vacanze Le Case
A reception desk with the word "SPORTLAND" prominently displayed.

4. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NT$1,448
NT$1,666 total
includes taxes & fees
Oct 25 - Oct 26
Sportland
A narrow street with stone buildings, a tower, and an archway.

5. 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 NT$3,426
NT$3,951 total
includes taxes & fees
Nov 3 - Nov 4
Materia Rooms San Gimignano
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

6. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is NT$5,634
NT$6,270 total
includes taxes & fees
Oct 19 - Oct 20
Riserva di Fizzano Residence
A view from a window overlooking a rural landscape with fields and a distant mountain range.

7. 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 NT$4,434
NT$5,060 total
includes taxes & fees
Oct 19 - Oct 20
B&B Palazzo Tortoli
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

8. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is NT$1,728
NT$2,010 total
includes taxes & fees
Oct 19 - Oct 20
Camping Boschetto Di Piemma
A stone building with outdoor seating and a view of the countryside.

9. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is NT$5,512
NT$6,172 total
includes taxes & fees
Oct 22 - Oct 23
Antico Borgo Poggiarello
An open wooden door leading to an outdoor patio with a table and chairs.

10. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is NT$2,971
NT$4,361 total
includes taxes & fees
Nov 7 - Nov 8
Palazzo al Torrione 2
A building with a wooden door, windows with shutters, and flower boxes.

11. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is NT$2,483
NT$2,913 total
includes taxes & fees
Nov 1 - Nov 2
Donna Nobile
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

12. 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 NT$3,428
NT$3,880 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta Sant'Ilario
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, (56 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is NT$2,722
NT$3,213 total
includes taxes & fees
Oct 28 - Oct 29
Villa San Filippo
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

14. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NT$2,020
NT$2,696 total
includes taxes & fees
Nov 4 - Nov 5
Tuscasì Aparthotel
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

15. 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 NT$6,030
NT$6,742 total
includes taxes & fees
Oct 24 - Oct 25
Villa Montecastello
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

16. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is NT$2,472
NT$5,305 total
includes taxes & fees
Oct 20 - Oct 21
Borgo Il Poggiaccio
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

17. 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 NT$4,171
NT$4,697 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Quadrifoglio
A stone building with a tiled roof, a brick pathway, and a small grassy area.

18. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
The price is NT$6,621
NT$7,356 total
includes taxes & fees
Oct 21 - Oct 22
Le Mascie Country House
A table with breakfast items and a view of rolling hills.

19. 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 NT$2,798
NT$3,151 total
includes taxes & fees
Oct 25 - Oct 26
Chianti Village Morrocco
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

20. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is NT$3,426
NT$3,951 total
includes taxes & fees
Oct 21 - Oct 22
Affittacamere Le Ginestre
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 Montegabbro Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 3 days ago
Hotel Chiusarelli

Find out more about Montegabbro

Search for holiday rentals in Montegabbro on Expedia! You can easily find your home rentals, villas, holiday apartments in Montegabbro using one of the methods below:

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

Frequently asked questions

Are there vacation rentals in Montegabbro?

Yes, you can find vacation rentals near the most popular points of interest in Montegabbro, or you can choose a more secluded option if you'd like a relaxing place to stay.

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

Borgo Argiano: This vacation home rental outside of Montegabbro is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

What can I see and do in Montegabbro?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Val di Merse. Sovestro in Poggio Winery and Colle di Val d'Elsa Cathedral are a couple of places you'll find in the larger area.

What are vacation rentals like in Montegabbro?

Vacation rentals are private properties you can reserve for several days or more in Montegabbro. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.