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Check prices for these dates

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Montegabbro hotels

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 large estate with a swimming pool, surrounded by lush greenery and rolling hills.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.

1. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
George
AU$237
includes taxes & fees
16 Oct - 17 Oct
Hotel Casolare Le Terre Rosse
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A breakfast buffet with various pastries, fruits, and beverages.

2. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Australia
Andrew
AU$206
includes taxes & fees
19 Oct - 20 Oct
Villa Sabolini
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 round bar area with a central light fixture and a variety of bottles and glasses.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

3. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
AU$805
includes taxes & fees
22 Oct - 23 Oct
Borgo Pignano Volterra Tuscany
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 table set for dining with a view of a vineyard.
A lobby with a reception desk, a staircase, and seating areas.

4. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
AU$170
includes taxes & fees
24 Oct - 25 Oct
La Cisterna
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.

5. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
AU$193
includes taxes & fees
19 Oct - 20 Oct
Hotel Leon Bianco
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 spacious living area with a sofa, a coffee table, and a view of buildings through large windows.
A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

6. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
AU$128
includes taxes & fees
27 Sept - 28 Sept
Hotel La Vecchia Cartiera
A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.
A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.
A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.

7. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
Canada
Michelle
AU$452
includes taxes & fees
29 Sept - 30 Sept
Agriturismo Il Segreto di Pietrafitta
A historic street with a hotel entrance featuring an arched doorway and potted plants.
An outdoor dining area with stone walls, potted plants, and a table set for two.
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.

8. Hotel L' Antico Pozzo San Gimignano

Hotel L' Antico Pozzo San Gimignano
San Gimignano City Centre
United States
Michael
AU$208
includes taxes & fees
18 Oct - 19 Oct
Hotel L' Antico Pozzo San Gimignano
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 dining area with tables and chairs, a chandelier, and wall-mounted lighting.
A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

9. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
AU$293
includes taxes & fees
7 Oct - 8 Oct
Hotel Palazzo San Lorenzo & SPA
A dining table with a view of a pool and landscaped garden.
A table set for breakfast with a scenic view of hills and trees.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

10. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
United Kingdom
Paul
AU$163
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
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.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

11. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
AU$239
includes taxes & fees
23 Oct - 24 Oct
Hotel Borgo San Luigi
A courtyard with a statue, stone walls, and a reception sign.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
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.

12. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
Australia
Robert
AU$279
includes taxes & fees
23 Oct - 24 Oct
Relais Della Rovere
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 bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

13. Hotel Le Colline

Hotel Le Colline
San Gimignano
United States
Federico
AU$172
includes taxes & fees
15 Oct - 16 Oct
Hotel Le Colline
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

14. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
AU$203
includes taxes & fees
2 Oct - 3 Oct
Villa San Lucchese
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 bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.
A narrow street with historic buildings, a clear sky, and pedestrians.

15. Albergo Etruria

Albergo Etruria
Volterra
United Kingdom
Michelle
AU$178
includes taxes & fees
13 Oct - 14 Oct
Albergo Etruria
An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.
A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".
A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.
A modern room with a large window, a bed, a desk, and a wardrobe.

16. Hotel Bel Soggiorno

Hotel Bel Soggiorno
San Gimignano City Centre
United States
Sheri
AU$303
includes taxes & fees
11 Oct - 12 Oct
Hotel Bel Soggiorno
A table set for dining with a view of a hilltop town.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.

17. La Collegiata

La Collegiata
San Gimignano
United States
Derek
AU$319
includes taxes & fees
9 Oct - 10 Oct
La Collegiata
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone wall with a rustic stone building partially visible behind it.
A stone-walled terrace with a table set for two, a bottle, and candles.
A stone building with a paved entrance and a well-maintained garden with potted plants.

18. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
United States
Ashley
AU$251
includes taxes & fees
13 Oct - 14 Oct
Relais la Costa - Dimora Storica
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.
A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.
A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.

19. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
United States
Sarah
AU$323
includes taxes & fees
27 Sept - 28 Sept
Tenuta Guardastelle
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

20. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Roberto
AU$168
includes taxes & fees
16 Oct - 17 Oct
La Certosa di Pontignano
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Top Montegabbro Hotel Reviews

Recent Reviews in Montegabbro

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This hotel is well maintained and delicious breakfast. Great location to walk to everything in Siena"
Christian 2-night trip
Posted 18 hours ago
Hotel Chiusarelli
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Beautiful escape weekend. I would go back again and again. The staff was amazing. Food was incredible."
Skyla 1-night trip
Posted 2 days ago
Salvadonica - Borgo del Chianti
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Location is beautiful. We were in the separate house."
Guillermo 3-night trip
Posted 2 days ago
Poderi Arcangelo
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"
Mark 3-night trip
Posted 2 days ago
Palazzo Ravizza
NH Siena

NH Siena

10/10 Excellent
"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."
Hugo 1-night trip
Posted 4 days ago
NH Siena
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."
Geeta 1-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Castelfalfi

Castelfalfi

10/10 Excellent
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"
Palack 3-night trip
Posted 6 days ago
Castelfalfi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 6 days ago
Villa Scacciapensieri Boutique Hotel
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."
David 4-night trip
Posted 7 days ago
Fattoria di Vegi

More cheap accommodation in Montegabbro

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
AU$146
21 Oct - 22 Oct
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
AU$172
27 Sept - 28 Sept
includes taxes & fees
7.8/10 Good! (439 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
AU$197
24 Sept - 25 Sept
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
AU$223
30 Sept - 1 Oct
includes taxes & fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
AU$257
15 Oct - 16 Oct
includes taxes & fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

What is the best area to stay in Montegabbro?
The best area to stay in Montegabbro is directly within the historic hilltop village itself, or in a villa or agriturismo in the immediate surrounding countryside.The village of Montegabbro is a small, traditional Tuscan settlement perched on a hill. It's characterised by its ancient stone buildings, narrow cobbled streets, and a central piazza. There are a few local shops and a couple of restaurants. Staying here offers a genuine taste of rural Italian life and incredible views of the Umbrian and Tuscan landscape.For couples seeking a romantic and tranquil escape, staying right in the village provides an intimate setting. You're within walking distance of local eateries and can enjoy quiet evenings.Families often find the agriturismos and villas just outside the village to be ideal. These properties typically offer more space, private gardens, and sometimes a swimming pool, providing a relaxing base for children to play.
When is the best time to go to Montegabbro?
The best time to visit Montegabbro, Tuscany, for pleasant weather and fewer crowds is during the shoulder seasons of May, early June, or September.In May and early June, the Tuscan countryside is lush and green, with wildflowers in bloom, and the temperatures are comfortably warm, typically ranging from 18°C to 25°C. This period is ideal for exploring the rolling hills, vineyards, and mediaeval towns without the intense heat of mid-summer. You'll find it's superb for outdoor activities like cycling or relaxed walks through the olive groves.September offers a similar experience, with mild temperatures between 20°C and 28°C and the start of the grape harvest, known as vendemmia. This is a wonderful time for those interested in wine tasting and experiencing local traditions. The landscape begins to take on golden and russet hues, providing a beautiful backdrop for photography.While July and August are the warmest months, with temperatures often exceeding 30°C, they also bring the largest crowds, particularly to popular attractions in nearby towns.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montegabbro.
How can I save on a hotel booking in Montegabbro with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Montegabbro hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Montegabbro?
Prices for hotels in Montegabbro often vary, but you can find a great deal from AU$128 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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