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Holiday Rentals in San Gimignano

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Top picks for San Gimignano hotels

Explore our most popular hotels 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.

L
Lars
From
Germany
Perfect location, incredibly well equipped with terrific attention to every single detail. 5
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 111 reviews
Price from
US$225.10
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.

C
Claudio
From
United States
Everything, location spectacular, just 10 min to San Gimignano
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 225 reviews
Price from
US$217.16
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.

M
Miha
From
Slovenia
Spacious and clean. Very nicely decorated.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 281 reviews
Price from
US$140.15
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, 455 reviews
Price from
US$133.85
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.

G
Garry
From
Australia
We loved our stay in this beautiful, well appointed, very clean apartment in a not too busy street. As soon as we walked in we felt at home, with just the right mix of practical and decorative. The little bowl of Easter eggs on the kitchen table was a thoughtful touch. Lots of little extras, including juice, pastries and coffee, enhanced our stay.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 198 reviews
Price from
US$111.23
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.

N
Nikolay
From
Bulgaria
Absolutely beautiful place offering amazing scenery of the valley and San Gimignano. Everything was perfect.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 714 reviews
Price from
US$176.55
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
Richard
From
Canada
We loved everything about this property. It is just like the pictures, beautiful and spacious with stunning outdoor areas. A quick 5-10 min drive to Certaldo where we caught 1hr trains to both Florence and Pisa. Also very close to San Gimignano and Volterra (which was our favourite). We stayed in the 3 level apartment (with hot tub on the top level), which we highly recommend! Our host, Andrea, met us at the property and was very kind and helpful! Thanks again for everything, what a beautiful place to stay and enjoy the countryside. - Katie & Rick
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 136 reviews
Price from
US$578.64
1 night, 2 adults

Casa Irene

San Gimignano

Boasting air-conditioned accommodation with a balcony, Casa Irene is situated in San Gimignano. With quiet street views, this accommodation provides a patio.

m
margie
From
Australia
Perfect location with parking. Very clean and everything we needed as well as a lovely terrace.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 213 reviews
Price from
US$124.06
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.

R
Ramla
From
United Kingdom
This property was gorgeous! It has been decorated so nicely, has great facilities and retains an old world charm. The host was very helpful with settling in and the location was perfect. I would really recommend Casa del Medioevo.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 148 reviews
Price from
US$138.89
1 night, 2 adults

Casa Milena

San Gimignano

Casa Milena has garden views, free WiFi and free private parking, set in San Gimignano, 37 km from Piazza Matteotti. 42 km from Piazza del Campo, the guest house offers a garden and a terrace.

M
Murat
From
Turkey
We truly felt at home. The location was perfect—just a short walk to the heart of Old Town. Christin was incredibly helpful and welcoming. If we ever visit San Gimignano again, we would definitely stay here once more.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 585 reviews
Price from
US$105.93
1 night, 2 adults
All holiday rentals in San Gimignano

The best holiday rentals in San Gimignano

Check out our pick of great holiday rentals in San Gimignano

Filter by:

Review score

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.

L
Lars
From
Germany
Perfect location, incredibly well equipped with terrific attention to every single detail. 5
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 111 reviews
Price from
US$225.10
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.

C
Claudio
From
United States
Everything, location spectacular, just 10 min to San Gimignano
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 225 reviews
Price from
US$217.16
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.

M
Miha
From
Slovenia
Spacious and clean. Very nicely decorated.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 281 reviews
Price from
US$140.15
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, 455 reviews
Price from
US$133.85
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.

G
Garry
From
Australia
We loved our stay in this beautiful, well appointed, very clean apartment in a not too busy street. As soon as we walked in we felt at home, with just the right mix of practical and decorative. The little bowl of Easter eggs on the kitchen table was a thoughtful touch. Lots of little extras, including juice, pastries and coffee, enhanced our stay.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 198 reviews
Price from
US$111.23
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.

N
Nikolay
From
Bulgaria
Absolutely beautiful place offering amazing scenery of the valley and San Gimignano. Everything was perfect.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 714 reviews
Price from
US$176.55
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
Richard
From
Canada
We loved everything about this property. It is just like the pictures, beautiful and spacious with stunning outdoor areas. A quick 5-10 min drive to Certaldo where we caught 1hr trains to both Florence and Pisa. Also very close to San Gimignano and Volterra (which was our favourite). We stayed in the 3 level apartment (with hot tub on the top level), which we highly recommend! Our host, Andrea, met us at the property and was very kind and helpful! Thanks again for everything, what a beautiful place to stay and enjoy the countryside. - Katie & Rick
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 136 reviews
Price from
US$578.64
1 night, 2 adults

Casa Irene

San Gimignano

Boasting air-conditioned accommodation with a balcony, Casa Irene is situated in San Gimignano. With quiet street views, this accommodation provides a patio.

m
margie
From
Australia
Perfect location with parking. Very clean and everything we needed as well as a lovely terrace.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 213 reviews
Price from
US$124.06
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.

R
Ramla
From
United Kingdom
This property was gorgeous! It has been decorated so nicely, has great facilities and retains an old world charm. The host was very helpful with settling in and the location was perfect. I would really recommend Casa del Medioevo.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 148 reviews
Price from
US$138.89
1 night, 2 adults

Casa Milena

San Gimignano

Casa Milena has garden views, free WiFi and free private parking, set in San Gimignano, 37 km from Piazza Matteotti. 42 km from Piazza del Campo, the guest house offers a garden and a terrace.

M
Murat
From
Turkey
We truly felt at home. The location was perfect—just a short walk to the heart of Old Town. Christin was incredibly helpful and welcoming. If we ever visit San Gimignano again, we would definitely stay here once more.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 585 reviews
Price from
US$105.93
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 9.5
Exceptional - What previous guests thought, 687 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 585 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 791 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 496 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,087 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 665 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 381 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 714 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 760 reviews

Popular with guests booking holiday rentals in San Gimignano

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1,076 reviews

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

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 77 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, 35 reviews

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

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, 760 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.

A La Casa Dei Potenti

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,087 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, 72 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.

La Rocca Romantica

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 39 reviews

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

Orto di Emma

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 93 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.

Appartamento Il Nespolo

San Gimignano
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 108 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.

Enjoy breakfast in San Gimignano and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 227 reviews

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

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 605 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, 493 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 9.1
Superb - What previous guests thought, 323 reviews

Offering garden 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, 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.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 450 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, 186 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.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 238 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.

Holiday Rentals with swimming pools in San Gimignano and nearby

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.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 41 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, 460 reviews

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

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.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 243 reviews

Boasting a garden, an outdoor pool and pool views, Antica Casa del Glicine is set in Poggibonsi. The property has garden and quiet street views, and is 25 km from Piazza del Campo.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 246 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.

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.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 711 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.

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, 404 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, 780 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, 380 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, 780 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, 252 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