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Hotel holiday rentals in San Gimignano

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Popular amenities for San Gimignano hotels

Family-Friendly hotels

Guest favourite
Hotel room in Bettolle
4.9 out of 5 average rating, 49 reviews

Suite in villa Garibaldi Red

ZhuoqiRating, 5 stars2 months ago
Very nice host and made our stay a very memorable one!Very attentive. Very welcoming. We love it.💕
Guest favourite
Hotel room in San Rocco a Pilli
4.89 out of 5 average rating, 36 reviews

B&BI in Tuscan Farm&VillaSiena10Min

AyushiRating, 5 stars3 weeks ago
Hello, Bice is a great host. She takes care of your each need while taking care of your privacy. The place is alike the description, best if you have a car with you, else bus services are readily available. The place is a historical building surrounded by lawns and farms. We loved all of it. We also had the best pasta at the Frattoria inside the property. Highly recommended for a family stay.
Superhost
Hotel room in Gavinana
4.73 out of 5 average rating, 40 reviews

B&B mòsì -ROOM E- DOUBLE ROOM WITH TERRACE

JakobRating, 5 stars13 months ago
Wonderful apartment with a beautiful backyard in a quiet area, still close to the city center.
Superhost
Hotel room in San Quirico
4.81 out of 5 average rating, 95 reviews

Flat in Val d'Orcia

ClémentRating, 5 stars3 weeks ago
The place is very quiet and has a great view. However, you must count 15/20 minutes of gravel road to reach San Quirico (the nearest village). Paolo provided us with a lot of information about the region as well as the cities he advised us to visit depending on how long we stayed. The accommodation allows you to stay longer thanks to the kitchen and outdoor BBQ (in addition to the activities available: swimming pool, ping pong, petanque etc). Small clarification: plan to pay the tourist tax in cash (about €2/day/person).
Guest favourite
Hotel room in Radda in Chianti
4.9 out of 5 average rating, 118 reviews

Chianti Apartment - 5/6 People

JamesRating, 5 stars3 weeks ago
Alessio's apartment at the Villa Campomaggio is exceptional! My family and I agreed that it was our best accommodation amongst 7 different locations in Rome, Tuscany and the Amalfi coast. Truly a gem. The apartment was very comfortable and well laid out for a group of six. Having full access to the amenities at Campomaggio was very nice. We especially liked the pool and spa. The onsite restaurant was very good too. The location was very good too. 55 minutes to Florence and access to any number of excellent wineries in the surrounding countryside. Radda is a very nice town also. Alessio's recommendations were very helpful. We had a great time and would definitely stay there if/when we made it back to Tuscany.
Guest favourite
Hotel room in Montevettolini
4.91 out of 5 average rating, 33 reviews

La Mangiatoia

InaRating, 5 stars1 week ago
This is the 2nd time we visit Sabrina's lovely place. Sabrina and the family are always sweet, welcoming and very friendly. The place is so clean and tidy and you feel at home. The pool area is also really nice. If you need peace and quiet and the most beautiful view, then this is the place.
Superhost
Hotel room in Florence
4.74 out of 5 average rating, 241 reviews

On the hill, close to the center

ChristinaRating, 5 stars1 week ago
We found a perfect quiet place in close proximity to Florence with a great host Carla. A really nice house from the 15th century (I think) the garden invites you to linger and rest between the sightseeing tours in Tuscany. You can chat with the other guests over a delicious breakfast. Really recommended 👍
Guest favourite
Hotel room in Montepulciano
4.93 out of 5 average rating, 235 reviews

Colombi Palace Montepulciano

MauraRating, 5 stars2 months ago
Great location and comfortable cozy apartment. Perfect for a visit to montepulciano!

Hotels with a pool

Superhost
Hotel room in Pilli
5 out of 5 average rating, 3 reviews

Elegant suite with breakfast.

SeherRating, 5 stars24 months ago
We loved our stay. Pierre was so attentive and the place was immaculate. Plus the breakfast was absolutely amazing.
Guest favourite
Hotel room in Sassetta
4.88 out of 5 average rating, 43 reviews

Carlo Sassetta B and B Field, Sassetta

RosarioRating, 5 stars2 weeks ago
We loved our stay , everything was beautiful and just as described, Christine and Monica we’re both great host and made us feel at home. The countryside is beautiful. The recommendation for restaurants were all great, I would definitely go back again !
Guest favourite
Hotel room in Rignano sull'Arno
4.86 out of 5 average rating, 28 reviews

Bedroom in Villa with Pool - Breakfast on request

SergioRating, 5 stars5 months ago
Beautiful place and very welcoming, we had a great time
Top Guest favourite
Private room in San Gimignano
4.96 out of 5 average rating, 83 reviews

B&B Villa Baciolo-Room with Breakfast (2)

MarleneRating, 5 stars2 weeks ago
Villa Baciolo was truly enchanting. The rooms were spacious and beautifully decorated, with fantastic bathrooms and a peaceful, serene atmosphere throughout the property. Sandra, her sister, and their entire family were incredibly kind and always available when needed. The complimentary breakfast each morning was a delight—fresh juice, local fruits, pastries, yogurt, and cereal. In the evenings, we enjoyed drinks from the bar and dinner onsite while taking in the unforgettable view of San Gimignano’s medieval skyline. This place holds a special place in our hearts. My husband and I will never forget the warmth of the people—or their fluffy dog Ada! Highly recommend booking this gem.
Superhost
Hotel room in San Gimignano

Tenuta Sovestro Luxe Room with Breakfast

StephanieRating, 5 stars11 months ago
We’ve stayed in numerous places all over the world and this room by far exceeded our expectations! It’s a very big room with a beautiful clean bathroom - the shower is everything! Super comfortable bed, air conditioning functioning, even a complimentary bottle of wine at check in. We loved this place! We were also able to use the Swimmingpools and the breakfast in the restaurant was absolutely next level!!! We also had dinner on both nights and it was spectacular! We did not want to leave! Everyone was also extremely friendly and helpful. If you can I would highly recommend staying here- there is also a short walk up to San Gimignano which is an added bonus!
Superhost
Hotel room in Vinci
5 out of 5 average rating, 4 reviews

Chianti Junior Suite in Wine Resort

PatrickRating, 5 stars9 months ago
Very helpful service and a beautiful place
Guest favourite
Casa particular in Dicomano
4.9 out of 5 average rating, 10 reviews

Sleep in a tent with pool access and panoramic views

GiorgiaRating, 5 stars9 months ago
Daniela is a very helpful and attentive person. She made us feel right at home. She welcomed us to the property and was immediately attentive to our needs. We stayed in her equipped tent. 2 adults and 2 children. We spent 2 days in complete freedom in her property, taking advantage of a well-kept pool and a well-equipped and charming garden. A hammock and a small bonfire were our backdrop during a delicious apericena with a wonderful view. Quiet and away from the chaos, it allowed us to recharge before our return to Rome.
Guest favourite
Hotel room in Monteroni d'Arbia
4.92 out of 5 average rating, 87 reviews

B&B in charming CASTLE with swimming pool

MarciaRating, 5 stars7 months ago
Our stay at the castle was very memorable. Our host was absolutely fabulous. His articulation, his caring for our individual needs every morning. He made a custom map for us and highlighted some areas that he felt we would enjoy us on a lot of locations. We probably wouldn’t have gone without his suggestions and it was just a real nice, pleasant visit

Hotels with a patio

Casa particular in Casciana Terme
4.67 out of 5 average rating, 12 reviews

Tenuta La Casetta Farmhouse - Chianti

KatarzynaRating, 5 stars13 months ago
Beautiful views that make you no longer want to move. Super located, beautiful landscape on every side. The pool is clean and tidy. Lots of space for walking, safe for children who ran around the property on their own. Elevations are pleasant, which makes cycling easier. The apartment is clean, fully equipped, and a big plus. Great contact with the owner, she was very helpful, she responded very quickly to any doubts if they appeared, explained right away. I recommend the place! I'll be sure to go back :)
Superhost
Resort in Montepulciano
5 out of 5 average rating, 3 reviews

Agriturismo Merigge with swimming pool

GeorgeRating, 5 stars9 months ago
Had a great stay thanks to Raffaele’s wonderful place and customer service. Definitely recommend and would look to re-visit. The pool is amazingly clean and the salt water was very pleasant in the summer weather. Raffaele’s agriturismo is perfect for a Tuscan country side stay. Thank you Raffaele.
Superhost
Shared room in Centro Storico
4.71 out of 5 average rating, 49 reviews

1 Bed In a 6 Female Ensuite Dorm - YellowSquare

NicolleRating, 5 stars1 month ago
Easy to access location, good and clean rooms, with dryer in the bathroom, hot water, bed well ok. Hostel structure very good. They perform various activities, welcome drink and pasta at night for guests free of charge. It is worth remember: they only provide towel by means of rent.
Guest favourite
Hotel room in Guardistallo
5 out of 5 average rating, 10 reviews

Vittoria by Beata Relais

vieriRating, 5 stars3 weeks ago
Thank you for all your support. Always ready and responsive to requests. Really everything perfect thanks V
Guest favourite
Hotel room in Greve in Chianti
4.92 out of 5 average rating, 39 reviews

Villa Gioietta - 2-Bedroom Suite

EmilyRating, 5 stars1 month ago
This home is something special. Very clean. Very aesthetically interesting. The beds were very comfortable. Linens lovely. Everything in the space had a story to tell. Lots of history. Stefano was very flexible and informative. We never met Stefano due to the fact that we came in late from travels and had to leave early for a flight home. But we had all we needed to feel at home when we arrived. Coffee in the AM and wonderful seating areas outside to watch the sunrise and hear the birds:) thank you Stefano for leaving us with a very cozy last night in Tuscany. We will never forget it.
Guest favourite
Hotel room in Centro Storico
4.84 out of 5 average rating, 140 reviews

Ricasoli Boutique 5

MatthewRating, 5 stars1 month ago
Great location, great unit and a great host. I would highly recommend.
Superhost
Casa particular in Borgo a Mozzano
5 out of 5 average rating, 3 reviews

Nine places in the historic center!

FrancescaRating, 5 stars7 months ago
Maria Livia was immediately kind and helpful and did not hesitate to meet us if needed. The place exceeded our expectations, being much more spacious than we thought, with clean and tidy spaces. If we go back to the area we will definitely come back here!
Superhost
Resort in Il Castagno
5 out of 5 average rating, 3 reviews

Casa Lavanda

AgnieszkaRating, 5 stars21 months ago
When I was watching videos about Tuscany, I dreamed of living in a house like this from a movie… and it worked! It's an amazing home…. There's such a vibe…. Ech…. Additionally a beautiful pool, super location, property on such hectares that ohhhoohooo… service for 6👍 me and my family - we are DELIGHTED and heartily recommend🌸🤗👍

Quick stats about hotel rentals in San Gimignano

  • Total rentals

    10 properties

  • Nightly prices starting at

    $184 AUD before taxes and fees

  • Total number of reviews

    20 reviews

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Piazza del Duomo, Piazza della Cisterna and Tenuta Torciano

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. San Gimignano
  6. Hotel rentals