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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.

D
Dani from Australia
From
Australia
Recently renovated Beautifully appointed Thoughtful touches Central Clean Comfortable Spacious
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 110 reviews
Price from
US$222.35
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.

S
Sarada
From
India
The owner Francesca is a warm and loving host. She made delicious dinners for us on request. It is a new property with vineyards and olive trees around and conveniently located from major attractions, 10 mintes to San Gimignano, about an hour from Siena, and Pienza The rooms are neat and clean with a good view . Really felt at home.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 220 reviews
Price from
US$214.50
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.

G
Grace
From
United States
This is probably the only place within walking distance of SG that has 4 full bedrooms with very comfortable beds. Perfect for 6 to 8 guests. The one bathroom is large with a nice shower and double sinks. Plenty of hot water and heat. The kitchen has a nice gas stove which avoids the problems with some pots and pans and especially moka coffee pots that do not work on induction cooktops. There is also a very long and deep marble sink which is so much better than the small unusable SS sinks found in almost all rentals.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 277 reviews
Price from
US$138.43
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, 465 reviews
Price from
US$118.64
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.

A
Alexandra
From
San Marino
I liked everything! The place is great itself, the location is in the proper city center. The host is nice, she left us the breakfast and was very helpful and comunicative.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 203 reviews
Price from
US$109.87
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.

V
Vanjoli1309
From
Serbia
Everything was excelent. All our recommendations. We will for sure come next year again😄🥰😄
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 699 reviews
Price from
US$174.39
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.

R
Ruda
From
South Africa
Amazing! We had the best time ever! We could see San Gimignano from the terrace, made our own food and enjoyed the jacuzzi's. Truly, the best option when visiting Tuscany.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 141 reviews
Price from
US$571.56
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.

N
Natalia
From
Poland
Location was perfect, great place to rest!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 154 reviews
Price from
US$137.19
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.

J
Judy
From
United States
This lovely hotel was a highlight of our 14 days in Italy. It and the grounds were gorgeous. The staff were helpful. The breakfast was plentiful. The shower and bathroom were huge. We loved walking in the vineyard. We didn't use the two pools but they were so pretty, as was the landscaping, View was spectacular. Such a gem. I had no idea when I booked how special this pace would be. There's a great private patio and even a chapel.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 388 reviews
Price from
US$375.52
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.

V
Virginia
From
Croatia
Idyllic accommodation with wonderful and lovely hosts. All recommendations, both for accommodation and for food!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 227 reviews
Price from
US$209.85
1 night, 2 adults
All 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, 412 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 751 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 334 reviews

Popular with guests booking holiday rentals in San Gimignano

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

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 695 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 648 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 453 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 1,489 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 834 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, 240 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$147.65 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.

From US$165.09 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, 1,136 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$104.63 per night

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$188.67 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$162.18 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$137.19 per night

La Torre Nomipesciolini

San Gimignano
Free cancellation options available
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$127.89 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, 161 reviews

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

From US$162.18 per night

Highly rated holiday rentals in San Gimignano and nearby

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 751 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$124.40 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 174 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$146.49 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$202.98 per night

Donna Nobile

San Gimignano
8.0+ review score
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,058 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$87.20 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 231 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$136.02 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$160.44 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$133.70 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.

From US$101.15 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$109.87 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 598 reviews

Il Casolare Di Bucciano is a historic farmhouse with views of the Towers of San Gimignano, 2 km away. This family-run property offers rustic rooms furnished in a Tuscan style.

From US$134.28 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$218.57 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 715 reviews

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

From US$133.70 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 606 reviews

Surrounded by the green hills of San Gimignano, this small hamlet offers en suite rooms and self-catering accommodation.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 227 reviews

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.

From US$197.64 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 834 reviews

Located in the Tuscan countryside 4 km from San Gimignano, the Mormoraia features an outdoor pool with hot tub, a sauna, and a Turkish bath.

From US$355.17 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 465 reviews

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

Enjoy breakfast in San Gimignano and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 510 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$112.54 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 776 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$110.45 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$187.18 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 412 reviews

Villa Dini is an 18th-century property with views of the Tuscan hills, 14 km from San Gimignano. It offers an outdoor swimming pool, and rooms decorated in a traditional style.

From US$88.36 per night

Casa Gori

Certaldo
Breakfast options
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 684 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$82.54 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 466 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.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 188 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$126.72 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 36 reviews

Located in the centre of San Gimignano, 39 km from Piazza Matteotti, the historic APPARTAMENTO CISTERNA 33 provides accommodation with free WiFi and a terrace.

FAQ about holiday rentals in San Gimignano

Holiday rentals that guests love in San Gimignano

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Avg. price/night: US$88.36
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 412 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
Avg. price/night: US$129.05
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 766 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
Avg. price/night: US$129.05
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 766 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