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Holiday Rentals in San Gimignano

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The best holiday rentals in San Gimignano

Check out our pick of great holiday rentals in San Gimignano

Most booked holiday rentals in San Gimignano and surroundings in the past month

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Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 141 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 410 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 767 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 769 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 598 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 756 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 466 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 824 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 698 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1,061 reviews

Enjoy breakfast in San Gimignano and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 232 reviews

Situated in the centre of San Gimignano, 37 km from Piazza Matteotti, Il Nido Di Anna features air-conditioned rooms and free WiFi.

From US$135.66 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 603 reviews

Set within 38 km of Piazza Matteotti and 38 km of Piazza del Campo in San Gimignano, Appartamenti Il Criollo offers accommodation with seating area.

From US$98.56 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 508 reviews

Located in the centre of San Gimignano, Le Undici Lune is set in a renovated 13th-century palace. It offers colourful, rustic-style rooms with a medieval atmosphere and free Wi-Fi.

From US$112.24 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 767 reviews

Attractively set in San Gimignano, Locanda Il Pino features a buffet breakfast and free WiFi. There is a private entrance at the bed and breakfast for the convenience of those who stay.

From US$173.92 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 336 reviews

Offering city views, B&B Poggiobonizio is an accommodation located in Poggibonsi, 28 km from Piazza del Campo and 29 km from Piazza Matteotti.

Casa Gori

Certaldo
Breakfast options
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 686 reviews

Casa Gori, a property with a terrace, is situated in Certaldo, 41 km from Piazzale Michelangelo, 41 km from Pitti Palace, as well as 42 km from Piazza Matteotti.

From US$82.32 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 463 reviews

Situated in Certaldo, in a historic building, 40 km from Piazzale Michelangelo, B&B Osteria Del Vicario is a bed and breakfast with a garden and terrace.

From US$133.92 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 187 reviews

Located within 37 km of Piazza Matteotti and 44 km of Piazzale Michelangelo, Antica Torre del Borgo provides rooms with air conditioning and a private bathroom in Certaldo.

From US$126.39 per night

Highly rated holiday rentals in San Gimignano and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 241 reviews

Well situated in the centre of San Gimignano, La Torre Useppi offers a balcony. It is set 39 km from Piazza Matteotti and offers bicycle parking.

From US$147.26 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 36 reviews

Set in the centre of San Gimignano, Torre Salvucci Maggiore Medieval Tower Experience offers accommodation with free WiFi in a historic building.

From US$521.77 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 756 reviews

B&B San Gimignano Diffuso offers rooms and apartments in different buildings, both in San Gimignano’s historic centre and outside the town walls.WiFi is free throughout.

From US$118.27 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,114 reviews

Casa dei Potenti is housed in a historical building is in the middle of the medieval towered town, overlooking the typical and central Piazza delle Erbe.

From US$115.95 per night

Leone

San Gimignano
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 75 reviews

Leone is an apartment situated in the San Gimignano City Centre district of San Gimignano. It is located 44 km from Piazza del Campo and provides a 24-hour front desk.

From US$188.16 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 38 reviews

Located in the centre of San Gimignano, La Rocca Romantica provides accommodation with free WiFi in a historic building.

From US$161.75 per night

Orto di Emma

San Gimignano
8.0+ review score
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 92 reviews

Situated in the centre of San Gimignano, 39 km from Piazza Matteotti, the historic Orto di Emma features accommodation with free WiFi and a garden.

From US$136.82 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 105 reviews

Appartamento Il Nespolo is a recently renovated apartment in the centre of San Gimignano, 39 km from Piazza Matteotti and 39 km from Piazza del Campo. The property has garden and city views.

From US$105.75 per night

These holiday rentals in San Gimignano and nearby have options with free cancellation

La Torre Nomipesciolini

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 191 reviews

La Torre Nomipesciolini provides accommodation located 50 metres from the centre of San Gimignano and features free bikes and a garden.

From US$127.54 per night

Duccio Nacci Rooms- Guesthouse

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 165 reviews

Located in the centre of San Gimignano, Duccio Nacci Rooms- Guesthouse provides rooms with free WiFi.

From US$161.75 per night

Contemporary Rooms

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 170 reviews

Located in the centre of San Gimignano, 37 km from Piazza Matteotti and 42 km from Piazza del Campo, Contemporary Rooms offers free WiFi and air conditioning. The property has garden and city views.

From US$156.53 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 44 reviews

Situated in the centre of San Gimignano, Lovely 2 Bedroom in San Gimignano Historic Center features accommodation with free WiFi in a historic building.

From US$189.01 per night

Donna Nobile

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1,061 reviews

Set on the ancient Via Francigena road, this elegant guest house lies in the historical centre of San Gimignano. It offers air-conditioned rooms and apartments with free WiFi.

From US$86.96 per night

Le Viole

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 32 reviews

Situated in the centre of San Gimignano, 38 km from Piazza Matteotti and 38 km from Piazza del Campo, Le Viole offers free WiFi and air conditioning.

From US$160.01 per night

Le Ginestre

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 17 reviews

Le Ginestre in San Gimignano features accommodation with free WiFi, 38 km from Piazza del Campo. The property is 200 metres from the city centre and 38 km from Piazza Matteotti.

From US$133.34 per night

B&B Palazzo Al Torrione

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 239 reviews

Attractively located in San Gimignano, B&B Palazzo Al Torrione features a buffet breakfast and free WiFi.

From US$136.82 per night

Holiday Rentals with swimming pools in San Gimignano and nearby

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 721 reviews

Villa oliveta is located in San Gimignano, 1 km from the centre, and has a seasonal outdoor swimming pool. Featuring a garden, the property is located within 1 km of Piazza Cisterna.

From US$120.01 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Offering barbecue facilities and garden view, Monolocale il vecchio fienile is situated in San Gimignano, 38 km from Piazza Matteotti and 43 km from Piazza del Campo.

From US$197.11 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 40 reviews

Situated within 37 km of Piazza Matteotti and 44 km of Piazza del Campo, Country House Tenuta Fornacelle features rooms with air conditioning and a private bathroom in San Gimignano.

From US$198.27 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 463 reviews

Set in a restored early 19th-century building, Il Bugnolo features an outdoor pool overlooking the surrounding Tuscan countryside.

From US$121.75 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Situated in Zambra, La Ginestra di Valerio - Chianti villa with large Pool & Wifi features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$1,076.63 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 26 reviews

Set in San Gimignano, I Girasoli San Gimignano Apartments offers accommodation with pool with a view, free WiFi and free private parking for guests who drive.

From US$197.11 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 248 reviews

Located in the hills of the Chianti region, Tenuta Quadrifoglio is 10 km from San Gimignano. It has free Wi-Fi, a pool, and classically furnished rooms and apartments with country views.

From US$132.18 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews

Located 38 km from Piazza Matteotti, Poggiluglio by PosarelliVillas offers pool with a view, a garden and air-conditioned accommodation with a patio and free WiFi.

FAQ about holiday rentals in San Gimignano

Holiday rentals that guests love in San Gimignano

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Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 410 reviews
Beautiful views, very quiet location and comfortable stay. The pool was clean and the small playground on site, as well as the friendly cats kept our 4 year old very entertained. The restaurant at the sister villa was also good. We did self-catering so cannot speak for the breakfasts but the olive oil we bought on site was great!
Guest review by
Seemat
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 193 reviews
The host was very supportive. He and his wife met us at the gate in the city wall of this lovely ‘closed’ medieval village and brought us to a parking place. He brought our bags to the apartment, so that we could easily walk the steeper roads to the centre where this appartment was. The location was superb. The town was great with a lot of historic buildings and beautiful views. The apartment was big enough for three persons and clean and cozy. And it had an airco.
Guest review by
Ype
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 769 reviews
Location was great in a beautiful village, the house is very pretty and the staff were very welcoming. We loved the little nearby private park, too. We organised our own evening picnic there one night. And the restaurant opposite (owned by a winery) was fantastic.
Guest review by
Paola
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 769 reviews
Beautiful hotel in a quaint small village just a few minutes from San Gimigiano. The place was pristine clean, and the building is charming. The property owners were very attentive. They book us a table at a high scale (but affordable) restaurant at an agroturismo just across the road. It was the best, most romantic dinner we had throughout our stay. Right around the corner is the wine shop / coffee shop of the local winery. Loved every bit and would book again.
Guest review by
Jose
Young couple
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 250 reviews
Everything was amazing - this was the quintessential Tuscan villa that we were looking for. Away from the hustle and bustle of the world where you can unwind and just enjoy the magnificent views, local food and wine. Our hosts were friendly, helpful and fully of great advice about things to do and see.
Guest review by
Sandra M
Group