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Holiday home rentals in San Gimignano

Find and book unique holiday home rentals on Airbnb

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Popular amenities for holiday home rentals in San Gimignano

Family-friendly holiday home rentals

Top guest favourite
Holiday home
4.88 out of 5 average rating, 8 reviews

I Castagnini - Orange

MaryRating, 5 stars7 months ago
My partner and I spent four days in Marco's apartment, they were four days of relaxation, we felt welcomed as family. Antonietta and Francesco, Marco's father and mother (two people like there aren't many, kind, generous, two people with whom it is pleasant to get lost in their stories) who live upstairs from the apartment, pampered us and made us feel at home. We'll definitely be back next time, the three of us.
Guest favourite
Holiday home
4.89 out of 5 average rating, 220 reviews

Studio in Tuscan farmhouse with pool & views

DavidRating, 5 stars3 months ago
Thank you Fabio. We have really enjoyed our stay.
Superhost
Holiday home
4.75 out of 5 average rating, 4 reviews

House in a medieval hamlet surrounded by woods

AlbertoRating, 5 stars44 months ago
The time spent in Querceto was just marvellous; the village is unique and the apartments are respecting the original architecture. Anna and the whole service team have always been kind and available and most of all....always with a smile on their faces ( even when I needed help for my son who knocked hisself inside the bathroom......🤦‍♂️) ! So definitely recommended!
Top guest favourite
Holiday home
4.97 out of 5 average rating, 141 reviews

Podere La Castellina - No. 1 COTTAGE

CatherineRating, 5 stars6 months ago
Daniele and Simone’s place in Tuscany is beautiful. It is such a peaceful and pretty setting with amazing views particularly from the lovely terrace. Our cottage was perfect for our family of four. Comfortable beds and everything we needed. We explored some of the villages nearby as well as wineries and restaurants recommended by Simona which were excellent. We would love to have stayed another night.
Top guest favourite
Holiday home
4.95 out of 5 average rating, 135 reviews

Tuscan Orchard

FabiolaRating, 5 stars2 weeks ago
I loved the house! It was so beautiful, cozy and clean. I will definitely book it next time I am in Montespertoli. Fiammetta and Leonardo were very sweet!
Guest favourite
Holiday home
4.89 out of 5 average rating, 53 reviews

Apartment with swimming pool and garden

NikolajRating, 5 stars6 months ago
Very beautiful views and Serena as a hostess is the best you can get. Very attentive, understanding and forthcoming.
Top guest favourite
Holiday home
4.91 out of 5 average rating, 226 reviews

Appartamento Margherita Tuscan home

CharlotteRating, 5 stars1 week ago
We had a great time at Stefania's family apartment, both quiet and conveniently located. The view is beautiful, especially at sunrise. The apartment is well appointed and the terrace very nice. We enjoyed alternating the days of visiting and resting in this typical San Gimignano setting. Stefania is a perfect host: helpful, available and discreet. His attachment to this family apartment deeply touched me and reminded me of the holiday memories in my own family home that we no longer have today. A place full of soul that we would recommend without hesitation!
Top guest favourite
Holiday home
4.97 out of 5 average rating, 39 reviews

Podere il Pozzo_relax in Tuscany_Marina di Cecina

UlrichRating, 5 stars6 months ago
We had a pleasant week at Alessandro and Giulia's. The accommodation is as described and was impeccably clean. The location is perfect: slightly set back to be quiet but close enough to the city or the beach for example (bike path a few meters away). Alessandro and Giulia were responsive hosts. They were able to guide us on things to do and see in the area, places to eat, beaches... The on-site electric terminal was a real plus to make travel easier and optimize our time! Thank you for this stay, we'll be happy to go back!

Holiday home rentals with a patio

Guest favourite
Holiday home
4.95 out of 5 average rating, 65 reviews

Sangiovese house with mini-pool in the center of Greve

GeorgiaRating, 5 starstoday
We had a wonderful time at Alessandro’s place. It was the perfect location for a five night holiday, close to a supermarket, many Tuscan towns, and wineries! We found ourselves dining at Alessandro’s restaurant daily too, super delicious meals and drinks.
Superhost
Holiday home
4.86 out of 5 average rating, 14 reviews

Apartment at the BnB La Vendemmia

DavidRating, 5 stars3 months ago
excellent experience, both to travel in the Tuscan countryside and to visit Florence. The breakfast included at the bar is a plus of excellent quality. The kitchen is very well equipped
Guest favourite
Holiday home
5 out of 5 average rating, 36 reviews

Casa Dani with private pool

LeasaRating, 5 stars7 months ago
Beautiful accomodation and very clean. Loved that we could walk into town for essentials and to eat and drink. Pool and outside area is stunning . Dani helped when we needed coal and was on hand for help. The accomodation has absolutely everything you need in the kitchen as well as hair dryer, towels for bathing and pool, extra pillows and blankets . We would absolutely recommend.
Top guest favourite
Holiday home
5 out of 5 average rating, 40 reviews

Penthouse with terrace and panoramic views of the city

DaveRating, 5 stars2 months ago
A great small rooftop apartment in the walls of Lucca. Great location, nice locals style cafe next door and walkable to all the other restaurants and cafes and shops in Lucca. Great view from the rooftop and areas to sit and enjoy the weather, great thing about being on the tip floor is the view and it makes the many stairs to the top worth it. Limited paid Street parking in the street next to the apartment 3 euros per hour. (we had no problem finding a space but it was off season) or larger parking areas outside the walls with day rates of around 10 euros per day or parking lots around 10 mins walk. Apartment is very well equipped in the kitchen but is compact. Perfect for 2 people or 3 if you don't mind being cosy. Would highly recommend if you are looking for a place to enjoy all Lucca has to offer
Top guest favourite
Holiday home
5 out of 5 average rating, 41 reviews

5*Casa Serena,Fab 1 bed with aircon,parking garden

TammyRating, 5 stars5 months ago
We loved Chianni - the people, the setting, the overall coziness of the town. Tim and Joy are so welcoming!
Guest favourite
Holiday home
5 out of 5 average rating, 10 reviews

Villa Sottosopra - L'Arancia

SandraRating, 5 stars2 days ago
We had a wonderful time. The apartment is well equipped and sparkling clean. We felt right at home. Lena gave us detailed tips for excursions and restaurants and also reserved us a table on the first evening. Our two dogs were also warmly welcomed and were able to move freely on the property. It was very nice and we would be happy to come back sometime.
Top guest favourite
Holiday home
4.97 out of 5 average rating, 39 reviews

Ellerone 20, an old barn in Chianti

yamiRating, 5 stars6 months ago
In one word amazing ! in two words highly recommend ! we where 5 adults and the place was warm and welcome . full kitchen , absolutely amazing view and private . Thanks sara for all your help !
Guest favourite
Holiday home
4.86 out of 5 average rating, 90 reviews

Vacation home Il piccolo rifugio

ClaireRating, 5 stars3 days ago
We had a lovely stay at Annalisa's. She had lovely attention to us and we thank her. She is also very responsive.

Holiday home rentals with a washing machine and dryer

Top guest favourite
Holiday home
5 out of 5 average rating, 40 reviews

Farmhouse in the countryside with swimming pool Solatìo

FilippoRating, 5 stars2 days ago
Amazing stay! The house was beautiful, stylish, and super comfortable. The location couldn’t have been better—close to everything but still peaceful. Truly worth the visit. Would absolutely come back!
Top guest favourite
Holiday home
4.9 out of 5 average rating, 68 reviews

White lily with a view of Siena

CarolineRating, 5 stars5 days ago
This was the second time we stayed in one of Marta‘s apartments! I think that says it all already. We are just in love with the location and the apartments always make you feel at home right away! Thank you again Marta for hosting us (and the delicious vino 🍷😄). We will be back 100%!
Superhost
Holiday home
4.82 out of 5 average rating, 17 reviews

A home is where you are happy. Make memories now!

RussellRating, 5 stars3 months ago
Donatellas apartment was beautiful. The location was perfect for visiting anything in town. The rooms were clean and lovely decorated. Each bedroom had a bathroom which was incredibly helpful for our family of 8. Grocery store was right next door and the neighborhood was safe. The check in process was seamless and Erika who met us educated us on all of the apartment details. Would HIGHLY recommend this apartment - can’t wait to come back!
Superhost
Holiday home
4.79 out of 5 average rating, 33 reviews

"VERDE" apartment 2/5 people, swimming pool, garden

MassimoRating, 5 stars3 months ago
My partner and our two dogs only stayed two days from December 31 to January 2 in the "Green Apartment"; The apartment was very clean and well-stocked from every point of view ( kitchen, bathroom and bedroom) the spaces are quietly there for a long vacation. We are from the Florence area, and finding ourselves in the middle of all that greenery very close to the center and all the services did not seem true. The entire farm is very well cared for and you can enjoy the stay in relaxation, being very quiet. Unfortunately, staying in winter we could not enjoy the very large outdoor pool, but you can see that it is well maintained. We'll definitely be back to get away from the routine towards the hottest season. Highly recommended for those who want to visit Florence and its surroundings and spend a long vacation.
Guest favourite
Holiday home in Centro Storico
4.91 out of 5 average rating, 265 reviews

Melarancio Residence

SuriyantoRating, 5 stars3 weeks ago
Strategic location with easy access to key areas. Facilities are outdated and require improvement. Host was responsive and helpful throughout the stay.
Guest favourite
Holiday home
5 out of 5 average rating, 27 reviews

Podere Vittoria Apartment: Heart of Chianti

WinnieRating, 5 stars6 days ago
we had such a wonderful time at Tuscany and a lot of it was because of this airbnb. this place has such a serene garden and backyard space and it's awesome to be so close to nature. Edoardo was extremely helpful and welcoming making this place homey. most of the times I asked a question and got an answer from him in seconds. I'd love to take my family back and stay here again.
Guest favourite
Holiday home
4.9 out of 5 average rating, 40 reviews

Apartment in historic Villa in Siena_"IL MANGIA"

YuRating, 5 stars1 month ago
This was such a wonderful experience, enjoyed the beautiful courtyard for 4 days, clean rooms, quaint and textured furnishings and set up, it does have a warm home feel.Many times I want to be lazy in the room, enjoy the sunshine of the courtyard, and enjoy all the amenities provided in the room.I highly recommend this homestay, take a bus at the door for a few minutes to the ancient city of Siena, we go up each time to the ancient city on foot, you can enjoy the pastoral scenery of Tuscany all the way, thank you Cristina and her brother for their warm and thoughtful service, and the opportunity to come back here later.
Superhost
Holiday home
4.72 out of 5 average rating, 29 reviews

Tower House of the 1000

GabrieleRating, 5 stars3 days ago
A helpful and friendly host, the house is located in Colle Alta and is not equipped with an elevator and even reaching Colle Alta is not very easy because it is very uphill. But there's a breathtaking view and the location is right in the center. The apartment is equipped with two bathrooms and both a dishwasher and a dryer. We had a great time.

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