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The best vacation rentals in San Gimignano

Check out our selection of great vacation rentals in San Gimignano

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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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. Free parking spaces are provided on site, and free WiFi is available in the Tuscan-style rooms.

We loved every part of the experience. The property was beautiful with the sun setting by the vineyards, the view was breathtaking. They had an amazing selection of wines. The food was excellent and the staff were extremely accommodating and welcoming. You could just spend time walking around the property and soaking in the beauty.

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9.2
Wonderful
1,164 reviews
Price from
$346
per night

Boasting city views, La casa di Ines is situated in San Gimignano, around 39 km from Piazza Matteotti. This guest house features air-conditioned accommodation with free WiFi. The property is 200 metres from the city centre and 39 km from Piazza del Campo.

Modern, immaculate, very comfortable

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9
Wonderful
113 reviews
Price from
$76
per night

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. The accommodation provides a 24-hour front desk and full-day security for guests.

Big apartment, in a calm region just next to the historic center, great choice, hope to visit soon again☺️

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9.4
Wonderful
124 reviews
Price from
$138
per night

Situated in the centre of San Gimignano, Terra d'Ombra Bed&Breakfast features accommodation with free WiFi in a historic building. The property has mountain and garden views, and is 37 km from Piazza del Campo. Guests can enjoy quiet street views.

Great view! Very nice personel, delicious breakfast. Perfect localisation. Higly recommended.

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9.5
Exceptional
126 reviews
Price from
$129
per night

Ideally situated in San Gimignano, Palazzo Benucci features an Italian breakfast and free WiFi. The property has inner courtyard views and is 39 km from Piazza del Campo and 39 km from Piazza Matteotti. The accommodation provides full-day security and a housekeeping service for guests.

nice building, well located, very clean , tasteful decoration

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9.1
Wonderful
274 reviews
Price from
$112
per night

Situated in the centre of San Gimignano, just 37 km from Piazza del Campo and 37 km from Piazza Matteotti, Home sweet home features accommodation with quiet street views and free WiFi. The property is set in the San Gimignano City Centre district.

The apartment was the perfect size. Very clean, and I loved that it was on a quiet street. The host had coffee, sugar, creamers, water, juices, and other things for me to enjoy, as well as plenty of soap and other toiletries. The host was very responsive to questions. I also had no issues getting the keys.

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9.4
Wonderful
171 reviews
Price from
$107
per night

Featuring pool with a view and views of city, Agriturismo Castello di Montauto is an apartment situated in a historic building in San Gimignano, 40 km from Piazza del Campo. The air-conditioned accommodation is 40 km from Piazza Matteotti. The apartment also offers free WiFi, free private parking and facilities for disabled guests.

Peaceful location, beautiful views

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9.5
Exceptional
217 reviews
Price from
$216
per night

Offering garden views, Tenuta Sovestro is an accommodation located in San Gimignano, 35 km from Piazza del Campo and 35 km from Piazza Matteotti. There is an on-site restaurant, plus free private parking and free WiFi are available. The property offers a shuttle service and features a garden and sun terrace.

The hotel is beautiful, everybody very nice, great location, wonderful pool, the restaurant is very good as well!

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9.3
Wonderful
699 reviews
Price from
$157
per night

Boasting pool with a view and views of pool, Tenuta Guardastelle - Agriturismo and vineyard is a farm stay set in a historic building in San Gimignano, 35 km from Piazza del Campo. Featuring luggage storage space, this property also provides guests with a picnic area. The farm stay features rooms with air conditioning, free private parking and free WiFi.

Excellent! Very accommodating eggs cooked fresh every morning and homemade cakes were also delicious! Fresh juices and fruit! Tea and coffee and little biscuits on offer anytime of the day. I loved the views!

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9.6
Exceptional
269 reviews
Price from
$214
per night

44 km from Pitti Palace in San Gimignano, Villa Boccaccio features accommodation with access to a hot tub and spa facilities. This property offers access to a terrace, free private parking and free WiFi. The property offers allergy-free units and is situated 40 km from Piazza Matteotti.

The property manager, Andrea, welcomed us and showed us around the property. She was great! Very personable. The property was gorgeous, plain and simple. The views were astounding. Loved it so much...tried to book another 2 days and they were already booked! But that's okay...we plan to return...and stay longer next time!

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9.5
Exceptional
118 reviews
Price from
$173
per night

Most booked vacation rentals in San Gimignano this month

Enjoy breakfast in San Gimignano!

  • Mormoraia
    Breakfast options
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 1,166 reviews

    Located in the Tuscan countryside 2.5 mi from San Gimignano, the Mormoraia features an outdoor pool with hot tub, a sauna, and a Turkish bath.

    Beautiful and new hotel. The views are just stunning

  • Locanda dei Logi
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 476 reviews

    Locanda dei Logi in San Gimignano provides adults-only accommodations with pool with a view, an open-air bath, and a garden.

    Amazing location, great service and a charming agriturismo to stay at.

  • Rocca degli Olivi
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 399 reviews

    Featuring garden views, Rocca degli Olivi in San Gimignano offers accommodations, a garden, and a bar. This bed and breakfast features free private parking, luggage storage space, and free Wifi.

    Loction, premises, service, everything top notch 👌🏼

  • Capanna 1826
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 440 reviews

    Featuring free WiFi throughout the property, Capanna 1826 offers accommodations in San Gimignano. Free private parking is available on site. All rooms are fitted with a flat-screen TV.

    Everything, the location, the breakfast, the room and the staff

  • Villa Del Sole
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 768 reviews

    Offering an outdoor swimming pool and a large garden, Villa Del Sole is set amid the Tuscan countryside, just 1.9 mi from the historic center of San Gimignano.

    Great view. Pleasant personnel, big comfortable room.

  • B&B Le Undici Lune
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 586 reviews

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

    comfortable bed, great view & spotlessly clean

  • Il Nido Di Anna
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 284 reviews

    Il Nido Di Anna is right in central San Gimignano, close to cafés, shops and main attractions. It offers classic-style accommodations and free Wi-Fi throughout.

    Beautiful room , great location , lovely host thank you

  • Torraccia di Chiusi Agriturismo Relais
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 249 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.

    Beautiful location, delicious cooking and amazing people.

These vacation rentals in San Gimignano have options with FREE cancellation

  • La casa di Ines
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 113 reviews

    La casa di Ines offers accommodations in San Gimignano, 24 miles from Piazza Matteotti. This guest house features air-conditioned accommodations with free Wifi.

    Alles, vor allem auch die fröhliche Begrüßung von Ines

  • Palazzo Benucci
    Free cancellation options available
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 273 reviews

    Palazzo Benucci offers accommodations in San Gimignano, 24 miles from Piazza Matteotti.

    Nice room, loved the common sitting room. Nicely located.

  • La Fornace Di Racciano
    Free cancellation options available
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 526 reviews

    Located 1.9 mi outside the medieval hill town of San Gimignano, the family-run bed and breakfast La Fornace Di Racciano is an ancient rural property with terracotta floors and wood-beamed ceilings.

    We liked the location, the staff and breakfest very much!

  • Casanova di Pescille
    Free cancellation options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 249 reviews

    Casanova di Pescille is a characteristic Tuscan 19th century stone farm house located 1.2 mi from San Gimignano.

    relaxed atmosphere , easy location, great amenities .

  • Antica Dimora
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 647 reviews

    Antica Dimora rests in a medieval village, only 2.5 miles from San Gimignano and surrounded by the beautiful Tuscan countryside. Free WiFi access is available throughout.

    The location, the design and the breakfast in the garden.

  • Il Casale Del Cotone
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 646 reviews

    Conveniently located between Florence (25 mi) and Pisa (34 mi), Il Casale del Cotone is a renovated farmhouse set in the renowned Tuscan countryside, just 1.6 mi from San Gimignano.

    The property and its setting in the beautiful Tuscany countryside.

  • Antico Borgo Il Cardino
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 365 reviews

    Looking down over the medieval towers of San Gimignano from the top of a picturesque hilltop is recently renovated Antico Borgo Il Cardino, a characteristic Tuscan villa.

    The place was very clean and nice very nice staff

  • Lovely 2 Bedroom in San Gimignano Historic Center
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 13 reviews

    Lovely 2 Bedroom in San Gimignano Historic Center is a recently renovated apartment in the center of San Gimignano, 24 miles from Piazza del Campo and 24 miles from Piazza Matteotti.

    Sehr liebevoll eingerichtetes APP. Schlüsselübergabe unkompliziert. Direkt im Zentrum.

Highly-rated vacation rentals in San Gimignano

  • Villa Boccaccio
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 118 reviews

    25 miles from Piazza Matteotti in San Gimignano, Villa Boccaccio features accommodations with access to a hot tub and spa facilities.

    Spacious room, fully equipped, great location and views

  • Casa nel centro storico
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 14 reviews

    Casa nel centro storico is a recently renovated apartment in the center of San Gimignano, 23 miles from Piazza del Campo and 23 miles from Piazza Matteotti.

    The location. The free food. The amabilitie of the owner

  • Il Bacio Del Sole San Gimignano Apartments
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 29 reviews

    Il Bacio Del Sole San Gimignano Apartments offers accommodations in San Gimignano, 23 miles from Piazza Matteotti. Featuring garden views, this apartment also comes with free Wifi.

    The location. The owner’s kindness. Very clean rooms.

  • La Casa degli Dei
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 34 reviews

    Providing barbecue facilities, La Casa degli Dei provides accommodations in San Gimignano.

    L'accoglienza di Giulia , la pulizia e la cura dei dettagli dell'appartemento

  • Podere La Quercia
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 87 reviews

    Podere La Quercia offers air-conditioned rooms in San Gimignano. This recently renovated farm stay is located 23 miles from Piazza Matteotti and 26 miles from Piazza del Campo.

    La stanza e il panorama bellissimo dalla vista della camera

  • La Ripa - Appartamento Padronale
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews

    La Ripa - Appartamento Padronale is located in San Gimignano, just 21 miles from Piazza Matteotti and 23 miles from Piazza del Campo.

    In absolut traumhafter Lage zwischen Weinbergen mit Blick auf San Gimignano

  • Lovely Balcony San Gimignano Apartments
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 80 reviews

    Lovely Balcony San Gimignano Apartments offers accommodations in San Gimignano, 24 miles from Piazza del Campo and 24 miles from Piazza Matteotti.

    It was very spacious, very neat and had a lovely balcony.

  • Affittacamere Mainardi 16
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 35 reviews

    Affittacamere Mainardi 16 is a guest house featuring rooms with free Wifi and air conditioning in the center of San Gimignano. This guest house provides a shared lounge.

    L'ospitalità di Stefano e l'aperitivo di benvenuto

FAQ about vacation rentals in San Gimignano







Vacation Rentals That Guests Love in San Gimignano

  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 136 reviews
    Il Coltro was a beautiful villa with the most picturesque views. The owners were so incredibly helpful, particularly when we had car trouble. The family dog Nina, just made the stay even more homely! Such a relaxing and wonderful stay!
    Kate
    Family with young children
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 48 reviews
    A beautiful spacious apartment in the wonderful village of San Gimignano. Excellent facilities with all that San Gimi has to offer right at your doorstep and a very warm welcome from Patrizio & Carolina.
    Jeff
    Young couple
  • Avg. price/night: $238.49
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 768 reviews
    The view is incredible and Roberto is amazing. Always with a smile and a helpful mindset. Villa del Sole is worth every penny.
    Eran
    Family with young children
  • Avg. price/night: $99.47
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 576 reviews
    The location, right in the heart of the medieval town village of San Gimignano
    Betsy
    Young couple
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 613 reviews
    Everything was tops at La Cornice, especially the location because we had reserved parking right next to the bed and breakfast. The public parking situation all around San Gimignano is ghastly impossible without reserved parking. Same for Montepulcino, Montalcino, Volterra, Siena and others. It's all beautiful around the villages, IF you can get parked. Wherever we went, we made sure we had lodging with reserved parking.
    Larry
    Young couple
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 69 reviews
    Great location. Very close to village center. Comfortable and very clean.
    PROKOPIOS
    Young couple
  • Avg. price/night: $190.29
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 981 reviews
    Everything was so clean, peaceful and comfortable at this hotel. We enjoyed the breakfast and time spent outside in nature and also it has a great connection to other villages and areas of Tuscany which we could explore by car during the day.
    dea
    Young couple
  • 8.3
    Scored 8.3
    Very Good
    Rated very good
     · 20 reviews
    The most beautiful views and the type of Tuscan villa you’ve always wanted to stay in.
    Maraya
    Family with young children
  • Avg. price/night: $227.05
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 526 reviews
    Location was amazing. Further away form village, so You could fully enjoy countryside calmness. Place itself was also beautiful, clean and cozy. Staff was very welcoming and helpful.
    Pauline Nikita
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 80 reviews
    The flat was beautifully furnished and very nicely decorated. Everything you possibly need for your stay is there! :) Great location and amazing view out of the living room window all over the Tuscan hills. Bed and sofa are very comfortable, very quiet neighborhood. Spotless clean! The host was always there for questions. Would always come back here and couldnt think of a nicer holiday home. Highly recommend!!
    Sarah Ja.
    Young couple

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