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Montegabbro Vacation Rentals

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Check prices for these dates

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

Our top choices for Montegabbro vacation rentals

A garden with a stone pathway, wooden benches, and various potted plants.

1. 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 CA $241
CA $273 total
includes taxes & fees
Aug 30 - Aug 31
Antico Borgo il Cardino
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is CA $154
CA $173 total
includes taxes & fees
Sep 11 - Sep 12
Palazzo Pacini
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

3. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is CA $65
CA $76 total
includes taxes & fees
Sep 6 - Sep 7
Camping Boschetto Di Piemma
An open wooden door leading to an outdoor patio with a table and chairs.

4. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is CA $148
CA $211 total
includes taxes & fees
Sep 11 - Sep 12
Palazzo al Torrione 2
A narrow street with stone buildings, a tower, and an archway.

5. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is CA $155
CA $179 total
includes taxes & fees
Sep 1 - Sep 2
Materia Rooms San Gimignano
A stone building with a large tree in front, outdoor seating with tables and chairs, and a view of the surrounding landscape.

6. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
The price is CA $302
CA $340 total
includes taxes & fees
Sep 4 - Sep 5
Borgo al Cerro
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

7. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is CA $180
CA $206 total
includes taxes & fees
Aug 28 - Aug 29
Casa Vacanze Le Case
A building with a wooden door, windows with shutters, and flower boxes.

8. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is CA $117
CA $137 total
includes taxes & fees
Aug 25 - Aug 26
Donna Nobile
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

9. 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 $261
CA $292 total
includes taxes & fees
Aug 25 - Aug 26
Villa Montecastello
A view from a window overlooking a rural landscape with fields and a distant mountain range.

10. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 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 CA $200
CA $228 total
includes taxes & fees
Aug 25 - Aug 26
B&B Palazzo Tortoli
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

11. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (49 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is CA $108
CA $128 total
includes taxes & fees
Sep 24 - Sep 25
Villa San Filippo
A narrow alleyway with brick walls, wooden barrels, and potted plants.

12. san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is CA $191
CA $278 total
includes taxes & fees
Sep 2 - Sep 3
san gimignano apartment in historical center, courtyard and fast free wifi
A vineyard with a stone building, a metal gate, and purple plants in the foreground.

13. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is CA $152
CA $360 total
includes taxes & fees
Aug 25 - Aug 26
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

14. 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 CA $92
CA $146 total
includes taxes & fees
Aug 25 - Aug 26
Borgo Antico Residence
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

15. 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 CA $174
CA $199 total
includes taxes & fees
Aug 25 - Aug 26
Affittacamere Le Ginestre
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 CA $213
CA $348 total
includes taxes & fees
Sep 13 - Sep 14
Borgo Il Poggiaccio
A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

17. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
The price is CA $370
CA $588 total
includes taxes & fees
Sep 12 - Sep 13
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

18. 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 CA $206
CA $231 total
includes taxes & fees
Sep 7 - Sep 8
Tenuta Quadrifoglio
An outdoor courtyard with brick walls, arched doorways, and potted plants. There are metal tables and chairs arranged for outdoor dining.

19. San Gimignano full center apartment with fast wifi and courtyard.

San Gimignano full center apartment with fast wifi and courtyard.
San Gimignano City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Our cosy little part of the palazzo was wonderful and our host sent us to an amazing array of restaurants. We had a wonderful time."
United States
Daniel T.
The price is CA $239
CA $371 total
includes taxes & fees
Aug 27 - Aug 28
San Gimignano full center apartment with fast wifi and courtyard.
A bedroom with a stone wall, a bed with a green bedspread, a nightstand with a lamp, and a window with a view of greenery.

20. Casa Vacanze Etrusco – Leccio Apartment

Casa Vacanze Etrusco – Leccio Apartment
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"Pros: Appartamento molto bello, completo di tutto, in un' ottima posizione. Host molto gentile e attento. Consigliato!"
Italy
Anonymous traveller
The price is CA $290
CA $298 total
includes taxes & fees
Aug 30 - Aug 31
Casa Vacanze Etrusco – Leccio Apartment
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 Minerva

Hotel Minerva

10/10 Excellent
"Had a very nice stay here during the Palio. Easy walk to IL Campo. Located in the Lupa Contrada. Nice neighborhood. Easy walk (10-15 minutes) to the train station. Will stay here again when I return to Siena."
Moses 2-night trip
Posted 2 days ago
Hotel Minerva

Find out more about Montegabbro

Everything you need to know about Montegabbro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montegabbro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montegabbro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montegabbro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montegabbro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montegabbro vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montegabbro vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montegabbro rentals

At Expedia, we put the best Montegabbro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montegabbro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montegabbro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montegabbro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 an espresso maker. 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 Alta Val d'Elsa River Park. Sovestro in Poggio Winery and Museo del Cristallo di Colle di Val d'Elsa 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.