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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

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Casa nel centro storico

San Gimignano City Centre, San Gimignano

Located in the centre of San Gimignano, 39 km from Piazza Matteotti and 44 km from Piazza del Campo, Casa nel centro storico offers free WiFi, a terrace and air conditioning.

G
Gabriela
From
Romania
Location in the historic center. The possibility of a check-in before the official time. Snacks and drinks from the house, appreciated especially because the rainy weather prevented us from looking for a store. Perfect availability and kindness. Quiet, clean and good taste.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 111 reviews
Price from
US$220.74
1 night, 2 adults

Podere La Quercia

San Gimignano

Featuring garden views, Podere La Quercia features accommodation with an open-air bath, a garden and a shared lounge, around 38 km from Piazza Matteotti.

F
Francoise Cain
From
Canada
Location was perfect, Francesca was lovely.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 220 reviews
Price from
US$212.95
1 night, 2 adults

CASA SIMONETTA

San Gimignano

A recently renovated apartment located in San Gimignano, CASA SIMONETTA features a garden. This property offers access to a balcony, free private parking and free WiFi.

W
Wang
From
Spain
Very big rooms, nice and historical decorations, very friendly staff, clear instructions
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 277 reviews
Price from
US$137.43
1 night, 2 adults

Palazzo Benucci

San Gimignano City Centre, San Gimignano

Ideally situated in San Gimignano, Palazzo Benucci features an Italian breakfast and free WiFi.

R
Ronnie
From
Singapore
Well located inside the walls of San Gimignano - a real treat to explore the town after most tourists have left in the evening / before they arrive. The apartment is one of the few accessible by taxi but still very well located near the Main Street. Livio provided excellent recommendations for dinner and breakfast in town.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 462 reviews
Price from
US$117.79
1 night, 2 adults

Home sweet home

San Gimignano City Centre, San Gimignano

Situated in the centre of San Gimignano, just 37 km from Piazza Matteotti and 42 km from Piazza del Campo, Home sweet home features accommodation with quiet street views and free WiFi.

J
Johan
From
South Africa
It’s a beautiful property in the middle of the town very neat very organised
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 204 reviews
Price from
US$109.07
1 night, 2 adults

Tenuta Sovestro - Agriturismo e winery

San Gimignano

Featuring garden, a sun terrace with a swimming pool and a bar, Tenuta Sovestro - Agriturismo e winery is located in San Gimignano, 35 km from Piazza Matteotti and 36 km from Piazza del Campo.

B
Bogdana
From
Romania
The staff, the cleannesses, the pool, the fact that we lived in Paradise for 1 day
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 692 reviews
Price from
US$173.13
1 night, 2 adults

Villa Boccaccio

San Gimignano

Located in San Gimignano, 44 km from Piazzale Michelangelo, Villa Boccaccio features accommodation with a hot tub and spa facilities.

G
George
From
United States
I loved everything. It was so perfect. Amazing views , house was gorgeous and had everything we needed and more ! Host was very communicative and offered amazing recommendations!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 139 reviews
Price from
US$567.43
1 night, 2 adults

CASA DEL MEDIOEVO

San Gimignano City Centre, San Gimignano

Featuring city views, CASA DEL MEDIOEVO offers accommodation with a garden and a patio, around 38 km from Piazza del Campo.

J
Jean-Francois
From
Finland
Centrally located, in a small and quiet street. Two large bedrooms and a decoration that fits well with the ambiance of San Gimignano.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 152 reviews
Price from
US$136.20
1 night, 2 adults

Locanda dei Logi

San Gimignano

Boasting pool views, Locanda dei Logi features accommodation with an infinity pool, an open-air bath and a garden, around 41 km from Piazza Matteotti.

M
Marina
From
United Kingdom
Magnificent view. with a beautiful sunrise.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 391 reviews
Price from
US$372.81
1 night, 2 adults

La Tenuta di Castelvecchio

San Gimignano

Boasting pool views, La Tenuta di Castelvecchio provides accommodation with pool with a view, a garden and a bar, around 41 km from Piazza Matteotti.

M
Martin Pagh
From
Denmark
This agriturismo is absolutely gorgeous! The pictures are not even close to doing it justice. It is the perfect blend of the old Italian country style and modern amenities. There is nothing about the place that detracts. The pool was big, clean, and with an amazing view. The food was local and homely (usually the yield of the latest hunt) but tasted great. The room had everything we needed and there were so many beautiful and quiet nooks and crannies outside. On top of all of this, the hosts are warm, welcoming, accommodating, and able to communicate well in English. We had booked 3 nights originally but ended up staying 6 because we simply couldn't get ourselves to leave.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 227 reviews
Price from
US$208.33
1 night, 2 adults
All holiday rentals in San Gimignano

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

See all

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 391 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 649 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,127 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 605 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 767 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 1,493 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 461 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 831 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 692 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,058 reviews

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

La Torre Useppi

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - 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$146.58 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 80 reviews

Set in San Gimignano, within 39 km of Piazza del Campo, Sangi Studio Apartment - with amazing view of the Duomo is an accommodation offering city views.

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$519.39 per night

B&B San Gimignano Diffuso

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 753 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$123.50 per night

A La Casa Dei Potenti

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,127 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.

Leone

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 78 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$187.30 per night

La Rocca Romantica

San Gimignano
Free cancellation options available
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$161.01 per night

Orto di Emma

San Gimignano
Free cancellation options available
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$135.04 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, 720 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$103.88 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$196.21 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 713 reviews

Offering a terrace restaurant with panoramic views of San Gimignano and the Chianti Hills, Il Castagnolino features its own cooking school.

From US$132.73 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 155 reviews

Torraccia di Chiusi Agriturismo Relais is set in the Tuscan hills outside San Gimignano. This historic country manor offers beautiful views of the contryside. Parking is free.

From US$207.76 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 298 reviews

This rustic, 15th-century building, originally a working water-mill, has been carefully restored and transformed into a charming B&B in the heart of the Tuscan countryside.

From US$165.92 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.

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$109.65 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$1,071.71 per night

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$135.04 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 597 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.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 507 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.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 773 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$109.65 per night

B&B I Coppi

San Gimignano
Breakfast options
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 391 reviews

With a garden and rooftop terrace, B&B I Coppi is set in a peaceful location a 5-minute walk from the historic centre of San Gimignano. Free Wi-Fi access is available in all areas.

From US$185.83 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 343 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$81.95 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 467 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$114.14 per night

Highly rated holiday rentals in San Gimignano and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 193 reviews

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

From US$126.96 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 162 reviews

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

From US$161.01 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$201.51 per night

Le Viole

San Gimignano
8.0+ review score
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$159.28 per night

Le Ginestre

San Gimignano
8.0+ review score
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$132.73 per night

Casa Bardi

San Gimignano
8.0+ review score
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 173 reviews

Casa Bardi features accommodation within 200 metres of the centre of San Gimignano, with free WiFi, and a kitchen with a dishwasher, an oven and a microwave.

From US$305.49 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 240 reviews

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

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 339 reviews

Situated in the centre of San Gimignano, La Casa di Ines features rooms with free WiFi. The property features city and quiet street views, and is 39 km from Piazza Matteotti.

From US$138.50 per night

FAQ about holiday rentals in San Gimignano

Holiday rentals that guests love in San Gimignano

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Avg. price/night: US$85.41
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 408 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, 191 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, 767 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 8.4
Very good - What previous guests thought, 388 reviews
The beautiful land and the house. The people were very nice. Good and enough, healthy breakfast. Thank you so much to Elsa for her kindness during breakfast time. If you are looking to enjoy the crowded towns around during the day and find peace for the rest of the day, this is your place. Very clean, wonderful location and perfect to enjoy a real Tuscany experience. I can't forget the village entrance with the cypress trees. Amazing and unforgettable memories. Walk around the winery. They make their own wine.
Guest review by
Norma
People with friends
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 767 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, 249 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
gogless