Hotels in Montegabbro

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Where to stay in Montegabbro?

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A breakfast buffet with various pastries, fruits, and beverages.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

1. Villa Sabolini

Colle di Val d'Elsa

$83

$96 total

includes taxes & fees

Nov 5 - Nov 6

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

2. Hotel Borgo San Luigi

Monteriggioni

$125

$145 total

includes taxes & fees

Nov 10 - Nov 11

A courtyard with a statue, stone walls, and a reception sign.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

A wooden pathway leading to a pool area with a gazebo and potted plants.

3. Relais Della Rovere

Colle di Val d'Elsa

$129

$146 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool, steps, and a grassy area with umbrellas.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

4. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

$115

$132 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

5. Hotel Le Colline

San Gimignano

$96

$113 total

includes taxes & fees

Oct 25 - Oct 26

A yellow building with stone pillars, multiple windows, and a statue in the garden.

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

6. Villa San Lucchese

Poggibonsi

$104

$121 total

includes taxes & fees

Oct 25 - Oct 26

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A hotel room with a bed, a desk, a chair, and a window with curtains.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

7. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

$77

$88 total

includes taxes & fees

Oct 25 - Oct 26

A dining table with a view of a pool and landscaped garden.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

A garden area with potted plants, a red scooter, and a white umbrella.

A table set for breakfast with a scenic view of hills and trees.

8. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

$113

$133 total

includes taxes & fees

Oct 25 - Oct 26

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

9. Hotel Villa San Giorgio

Poggibonsi

$60

$71 total

includes taxes & fees

Oct 25 - Oct 26

A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

A buffet table with various food items and a sign reading 'TORRELUCENT'.

A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

10. Cappuccina Country Resort

San Gimignano

$191

$218 total

includes taxes & fees

Oct 25 - Oct 26

A patio area with round tables and chairs, outdoor dining setup, and a view of a cityscape in the background.

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

11. La Collegiata

San Gimignano

$151

$174 total

includes taxes & fees

Oct 30 - Oct 31

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

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

12. Hotel Sovestro

San Gimignano

$133

$153 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A room with a woven basket on a round table, a wooden chair, and a wooden floor.

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

13. Relais Castel Bigozzi

Monteriggioni

$91

$108 total

includes taxes & fees

Nov 5 - Nov 6

A round table with a white tablecloth, surrounded by metal chairs, under a white umbrella.

A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

A bedroom with a bed, a desk with a chair, a fireplace, and a window with a view of buildings.

A historic street with a hotel entrance featuring an arched doorway and potted plants.

14. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

$103

$120 total

includes taxes & fees

Nov 8 - Nov 9

A modern building with the sign "Toscana Ambassador Hotel".

A rock garden with various succulents and plants.

A modern reception area with a wooden reception desk, a laptop, and a potted plant.

A modern bedroom with a large bed, a nightstand, a chair, and a TV.

15. Hotel Toscana Ambassador

Poggibonsi

$68

$74 total

includes taxes & fees

Nov 1 - Nov 2

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

A courtyard with a lawn, seating area, and a weeping willow tree.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

16. LHP Certaldo Resort

Certaldo

$127

$146 total

includes taxes & fees

Oct 30 - Oct 31

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

A vineyard with rows of grapevines and decorative hanging lights.

An outdoor dining area with tables and chairs, a covered walkway, and a view of a vineyard.

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

17. Hotel Ristorante La Dama nella Vigna

Monteriggioni

$105

$121 total

includes taxes & fees

Nov 12 - Nov 13

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A spacious dining area with multiple round tables, white tablecloths, and blue chair covers.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A fountain in a park with tall trees and a clear sky.

18. Hotel Il Piccolo Castello

Monteriggioni

$111

$130 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a swimming pool, outdoor seating, and trees.

A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

A bedroom with a bed, a lamp, a chandelier, and curtains.

19. Il Castagnolo Country B&B

San Gimignano

$93

$108 total

includes taxes & fees

Nov 13 - Nov 14

A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

A stone-walled room with a bench and a small shelf.

A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.

A round bar area with a central light fixture and a variety of bottles and glasses.

20. Borgo Pignano Volterra Tuscany

Volterra

$438

$487 total

includes taxes & fees

Nov 2 - Nov 3

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Go beyond your typical stay in Montegabbro

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Check out reviews of Montegabbro hotels guests love

La Cisterna

10/10 Excellent

"A wonderful stay! Our visit was a return trip,as we traveled with our kids high school in 2014, knowing some day we would return. Beautiful city, so happy we were able to revisit, was a perfect location"

NH Siena

10/10 Excellent

"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"

Poderi Arcangelo

10/10 Excellent

"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Excellent location. Very nice service."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Hotel Minerva

10/10 Excellent

"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."

Il Chiostro del Carmine

8/10 Good

"Breakfast"

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."

La Certosa di Pontignano

10/10 Excellent

"Great location amazing place"

Frequently asked questions

What accommodations do travelers recommend in Montegabbro?

Guests like Poderi Arcangelo and Hotel Casolare Le Terre Rosse.

Can I book a refundable accommodation in Montegabbro?

If you need the flexibility to change your plans to Montegabbro, most accommodations provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Montegabbro be like during my visit?

The warmest months in Montegabbro are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.

Why should I book my Montegabbro hotel with Hotels.com?

There are plenty of reasons to book your Montegabbro travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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