Montegabbro Vacation Rentals from $63: Search Short-Term Rentals

Q: 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.

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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

Colle di Val d'Elsa

John

$116 nightly

Dec 3 - Dec 4

Total with taxes and fees

A reception desk with the word "SPORTLAND" prominently displayed.

2. Sportland

Colle di Val d'Elsa

Giorgio

$45 nightly

Nov 5 - Nov 6

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. Casa Vacanze Le Case

San Gimignano

Andrew

$82 nightly

Nov 13 - Nov 14

Total with taxes and fees

A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

$91 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

5. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$125 nightly

Nov 5 - Nov 6

Total with taxes and fees

An open wooden door leading to an outdoor patio with a table and chairs.

6. Palazzo al Torrione 2

San Gimignano City Centre

Angel

$111 nightly

Nov 8 - Nov 9

Total with taxes and fees

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

7. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

$128 nightly

Nov 8 - Nov 9

Total with taxes and fees

A building with a wooden door, windows with shutters, and flower boxes.

8. Donna Nobile

San Gimignano City Centre

Treena

$79 nightly

Nov 5 - Nov 6

Total with taxes and fees

A narrow street with stone buildings, wooden doors, and a brick pathway.

9. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

$105 nightly

Nov 5 - Nov 6

Total with taxes and fees

A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

10. Old medieval apartment

Tavarnelle Val di Pesa

Kathleen F.

$128 nightly

Nov 5 - Nov 6

Total with taxes and fees

A stone courtyard with a bench, potted plants, and a building in the background.

11. Casa di Campagna in Toscana

Sovicille

Sally

$83 nightly

Nov 15 - Nov 16

Total with taxes and fees

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

12. Borgo Antico Residence

Certaldo Alto

jane

$89 nightly

Nov 12 - Nov 13

Total with taxes and fees

A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

$58 nightly

Nov 5 - Nov 6

Total with taxes and fees

A narrow cobblestone street with historic buildings, a chain-link fence, and a wooden door with a number plaque.

14. Colle di Val d'Elsa - Siena - Apt Rose - B

Colle di Val d'Elsa

"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."

Tamara C.

$139 nightly

Nov 5 - Nov 6

Total with taxes and fees

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.

15. Tuscasì Aparthotel

Sovicille

Sergey

$72 nightly

Nov 20 - Nov 21

Total with taxes and fees

A rustic stone building with a courtyard.

16. Fullino Nero

Siena

Annie

$112 nightly

Nov 6 - Nov 7

Total with taxes and fees

A narrow alleyway with brick walls, wooden barrels, and potted plants.

17. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano City Centre

Glenn

$153 nightly

Nov 5 - Nov 6

Total with taxes and fees

18. Residence Arianna

Sovicille

Violeta

$133 nightly

Nov 9 - Nov 10

Total with taxes and fees

A vineyard with a stone building, a metal gate, and purple plants in the foreground.

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

San Gimignano City Centre

William

$235 nightly

Nov 5 - Nov 6

Total with taxes and fees

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Top Montegabbro Hotel Reviews

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Montegabbro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 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.

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Check prices for these dates

Our top choices for Montegabbro vacation rentals

1. Palazzo Pacini

2. Sportland

3. Casa Vacanze Le Case

4. B&B Palazzo Tortoli

5. Tenuta Sant'Ilario

6. Palazzo al Torrione 2

7. Agriturismo La Ferrozzola

8. Donna Nobile

9. Materia Rooms San Gimignano

10. Old medieval apartment

11. Casa di Campagna in Toscana

12. Borgo Antico Residence

13. Chianti Village Morrocco

14. Colle di Val d'Elsa - Siena - Apt Rose - B

15. Tuscasì Aparthotel

16. Fullino Nero

17. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

18. Residence Arianna

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

Find vacation rentals that suit your style

Top Montegabbro Hotel Reviews

Il Chiostro del Carmine

Palazzo Ravizza

La Certosa di Pontignano - Place of Charme

Grand Hotel Continental Siena – Starhotels Collezione

Castelfalfi

Hotel Borgo San Luigi

Salvadonica - Borgo del Chianti

Hotel Chiusarelli

Hotel Italia

Find out more about Montegabbro

Frequently asked questions

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