The 10 best holiday rentals in San Gimignano, Italy | Booking.com
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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.

J
Joan
From
Ireland
excellent location, lovely and quiet just mins from everything. had everything you needed. lovely couple to deal with, excellent communication and very kind to help out with lost suitcase etc
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 110 reviews
Price from
US$223.32
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
Stephen
From
Australia
Wonderful stay with such welcoming and friendly family. Very comfortable room in facilities and size with a stunning outlook to the vineyards country side and San Gimignano. Highly recommend.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 216 reviews
Price from
US$210.19
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.

c
chong
From
Italy
Nice position, near the city centre. Nice owner. Nice apartment, very new but classic style. You will have everything you dreamed for San Gimignano.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 275 reviews
Price from
US$139.04
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.

A
Adriaan
From
South Africa
Fantastic location, spacious bedroom and bathroom. Luxurious. Can leave luggage before and after check-in and check-out.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 464 reviews
Price from
US$141.41
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.

E
Emerson
From
United Kingdom
Location was quiet! Away from the crowds! Sparkling clean with amazing breakfast! Lucy was a fantastic host with great recommendations too and always helpful!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 200 reviews
Price from
US$110.35
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.

m
martasn
From
Czech Republic
We had a fantastic stay! The breakfast was of excellent quality with a wide variety of fresh options. The rooms were stylish, well-maintained, and very comfortable. The staff were incredibly helpful and welcoming throughout our stay. We also had a wonderful time relaxing around the pool — it was clean, well-kept, and a great spot to unwind. Highly recommend this property for a relaxing and enjoyable getaway!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 701 reviews
Price from
US$175.15
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, 142 reviews
Price from
US$574.06
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.

T
Tomas
From
Czech Republic
Friendly owner, location, parking 5 minutes walking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 154 reviews
Price from
US$137.79
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
Maite
From
Spain
Sumptuously decorated rooms between vineyards.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 390 reviews
Price from
US$377.17
1 night, 2 adults

Rocca degli Olivi

San Gimignano

Situated in San Gimignano, 41 km from Piazza Matteotti, Rocca degli Olivi features accommodation with pool with a view, free private parking, a garden and a bar.

N
Nicolas
From
Belgium
We found this place last minute before visiting San Gimignano itself and absolutely love it. It has a great Tuscany feeling, the rooms are spacious, clean, luxurious... and the host is very welcoming and professional. Don't forget to buy their home made olive oil as a souvenir. The views around the rooms into the Tuscany hills are breathtaking. We stayed for one night but we would have stayed longer if we had the time, we'll book here again in the future for sure.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 304 reviews
Price from
US$194.42
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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Highly rated holiday rentals in San Gimignano and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 33 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$642.23 per night
  • 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$114.43 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 1,151 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$105.09 per night
  • Leone

    San Gimignano
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 80 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$189.49 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 37 reviews

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

    From US$162.89 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, 91 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$138.96 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 196 reviews

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

    From US$128.45 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 158 reviews

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

    From US$162.89 per night

Enjoy breakfast in San Gimignano and nearby

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 233 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$136.62 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 768 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$110.93 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 472 reviews

    Set on a hill in the Tuscan countryside, Bed & Breakfast Casale Gregoriano offers an outdoor swimming pool with views over the towers of San Gimignano.

    From US$152.38 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 604 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$122.61 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 724 reviews

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

    From US$134.29 per night
  • Mormoraia

    San Gimignano
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 851 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$371.91 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 306 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$151.80 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 126 reviews

    Casa Ollie has mountain views, free WiFi and free private parking, situated in Castel San Gimignano, 43 km from Piazza del Campo. Guests staying at this homestay have access to a patio.

    From US$105.09 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, 716 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$110.35 per night
  • Scored out of 10, guest rating 10.0
    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$219.53 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 421 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$91.08 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$1,084.25 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$197.34 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 254 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$133.12 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 13 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.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 208 reviews

    Located within 36 km of Piazza Matteotti and 37 km of Piazza del Campo, B&B Ponte a Nappo San Gimignano features rooms with air conditioning and a private bathroom in San Gimignano.

    From US$184.50 per night

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

  • Contemporary Rooms

    San Gimignano
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 175 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$136.62 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$203.87 per night
  • Donna Nobile

    San Gimignano
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 1,060 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$87.58 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$161.14 per night
  • Le Ginestre

    San Gimignano
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    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$134.29 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, 242 reviews

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

    From US$137.79 per night
  • La Casa di Ines

    San Gimignano
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 329 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$140.12 per night
  • B&B Palazzo Al Torrione 2

    San Gimignano
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 202 reviews

    Attractively located in San Gimignano, B&B Palazzo Al Torrione 2 features a buffet breakfast and free WiFi. It is situated 37 km from Piazza Matteotti and provides a shared kitchen.

    From US$124.01 per night

FAQ about holiday rentals in San Gimignano

Holiday rentals that guests love in San Gimignano

See all
  • Avg. price/night: US$91.08
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 421 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, 196 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$129.61
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 763 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 8.3
    Very good - What previous guests thought, 389 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$129.61
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 763 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, 248 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