Hotels in Montegabbro

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Where to stay in Montegabbro?

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

1. Hotel Casolare Le Terre Rosse

San Gimignano

$173

$197 total

includes taxes & fees

Oct 14 - Oct 15

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

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

2. Villa Sabolini

Colle di Val d'Elsa

$154

$175 total

includes taxes & fees

Oct 6 - Oct 7

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

A historic square with stone buildings, a central fountain, and a tower.

A table set for dining with a view of a vineyard.

3. La Cisterna

San Gimignano City Centre

$117

$135 total

includes taxes & fees

Oct 13 - Oct 14

An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.

A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

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

A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.

4. Hotel Pescille by Double Hospitality

San Gimignano

$138

$158 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

5. Hotel Le Colline

San Gimignano

$107

$124 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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

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

6. Villa San Lucchese

Poggibonsi

$127

$147 total

includes taxes & fees

Sep 16 - Sep 17

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

A gym with treadmills, weight machines, and free weights.

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

7. Hotel Leon Bianco

San Gimignano City Centre

$149

$171 total

includes taxes & fees

Sep 20 - Sep 21

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

A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

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

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

8. Borgo Pignano Volterra Tuscany

Volterra

$685

$760 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

9. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

$81

$92 total

includes taxes & fees

Sep 20 - Sep 21

A person sitting in a hot tub with a waterfall feature in the background.

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.

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

10. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

$188

$211 total

includes taxes & fees

Oct 7 - Oct 8

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

An outdoor patio with stone flooring, a table with chairs, and potted plants.

11. Hotel Borgo San Luigi

Monteriggioni

$238

$270 total

includes taxes & fees

Oct 13 - Oct 14

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

A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

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

An outdoor dining area with stone walls, potted plants, and a table set for two.

12. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

$130

$150 total

includes taxes & fees

Oct 8 - Oct 9

An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.

A hotel room with a large bed, a desk with two chairs, a ceiling fan, and a TV mounted on the wall.

A modern room with a large window, a bed, a desk, and a wardrobe.

A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".

13. Hotel Bel Soggiorno

San Gimignano City Centre

$200

$227 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

14. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

$108

$127 total

includes taxes & fees

Oct 11 - Oct 12

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.

An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

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.

15. Relais Della Rovere

Colle di Val d'Elsa

$195

$219 total

includes taxes & fees

Sep 29 - Sep 30

A pathway lined with trees and a large pot in the center.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A breakfast buffet with pastries and a coffee machine.

16. Villa Montarioso

Montarioso

$84

$98 total

includes taxes & fees

Oct 8 - Oct 9

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.

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

A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.

17. Tenuta Guardastelle

San Gimignano

$216

$244 total

includes taxes & fees

Oct 9 - Oct 10

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

An outdoor patio with stone walls, a stone lamp post, and a table with chairs.

A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

18. Hotel San Lino

Volterra

$109

$127 total

includes taxes & fees

Sep 15 - Sep 16

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

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 courtyard with stone buildings, a thatched-roof structure, and potted plants.

19. Relais Castel Bigozzi

Monteriggioni

$154

$177 total

includes taxes & fees

Oct 11 - Oct 12

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

A hotel entrance with a glass door, a welcome mat, and two potted plants.

A bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.

20. Albergo Etruria

Volterra

$118

$136 total

includes taxes & fees

Oct 13 - Oct 14

View all properties

Go beyond your typical stay in Montegabbro

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Hot tub

Family friendly

Farm

Check out reviews of Montegabbro hotels guests love

Palazzo Ravizza

10/10 Excellent

"Beautiful room with amazing views, clean and well-maintained. Excellent breakfast."

Hotel Chiusarelli

10/10 Excellent

"Excellent location. Easy parking and helpful staff."

Fattoria di Vegi

10/10 Excellent

"Incredible magical place. Couldn’t recommend it more…"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Lovely hotel, great location, good pool, friendly staff, good food"

Hotel Italia

8/10 Good

"Clean, well maintained property that you’ll feel safe spending the night."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Salvadonica - Borgo del Chianti

10/10 Excellent

"Amazing time - staff were so friendly and the property is stunning. Do the cooking class with Chef Ivana if you go"

NH Siena

10/10 Excellent

"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."

Frequently asked questions

What accommodations do travelers recommend in Montegabbro?

Guests like Poderi Arcangelo, Hotel Casolare Le Terre Rosse and Hotel Pescille by Double Hospitality.

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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