Some info has been automatically translated. Show original language

Cottage holiday rentals in San Gimignano

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for cottage rentals in San Gimignano

Cottage rentals with a hot tub

Top guest favourite
Cottage in San Gimignano
4.97 out of 5 average rating, 70 reviews

Romantic House in Tuscany with jacuzzi

JosephRating, 5 stars2 weeks ago
Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.
Guest favourite
Cottage in Sovicille
4.93 out of 5 average rating, 223 reviews

From Simone, podere santi Lucia and Pietro

LesleyRating, 5 stars8 months ago
Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.
Cottage in Molina di Quosa
4.75 out of 5 average rating, 4 reviews

Tuscan apartment in the hills Pisa and Lucca

EmerRating, 5 stars34 months ago
We had a fantastic stay in the cottage for nine nights. Villa Alta is in a beautiful location and the grounds around the house are so well maintained. We enjoyed both the shared pool and our own private terrace with hot tub. The cottage itself was spotlessly clean and perfect for our needs. It was a perfect base for us to explore the area. Raffaella was so friendly and accommodating and we enjoyed both dinner and breakfast at the villa on a couple of occasions. We would highly recommend a stay here.
Superhost
Cottage in Trequanda
4.75 out of 5 average rating, 142 reviews

"Rosso Poggiolo" farmhouse with swimming pool.

EliotRating, 5 stars7 months ago
Very good, it was perfect The host were so friendly Thank you very much
Cottage in Montepulciano
4.62 out of 5 average rating, 13 reviews

Tuscany Villa Girasole

DavidRating, 5 stars1 week ago
What a great place to stay. Everything we needed during our stay was available, from a cot for our baby to an iron and a full kitchen etc. The location was great for Tuscany, with Siena, Montelpulciano and others an easy drive away. The pool was just what we needed in the afternoons to cool down and relax after spending our mornings out and about. We hosted a dinner with family in the large dining table overlooking the pool, a lovely end to our stay at a superb family spot.
Cottage in San Quirico - Pescia
4.42 out of 5 average rating, 19 reviews

Cottage in San Quirico with pool

NicoleRating, 5 stars14 months ago
Beautiful views, 20 min by car from the nearest town, not accessible without a car. The communication went great, the house was easy to find with navigation & the area is very nice
Cottage in Pescia
4.73 out of 5 average rating, 26 reviews

Private house with private pool | pet friendly

SabineRating, 5 stars9 months ago
We really enjoyed our holiday at cas nel bosco, the house is very quiet and close to nature. We liked that very much. The pool and the garden offer total relaxation. We already miss everything very much. In the valley it was often 32 degrees in the first week and upstairs in the house it was very pleasant. The pool was super refreshing. The house has everything you need and the small village of Medicina is very charming. The access road is narrow and very winding, but we also saw some wildlife. Communication with Francesca and Paola was straightforward and enquiries were answered immediately. Thank you very much, we had a great holiday.
Cottage in Campiglia Marittima
4.59 out of 5 average rating, 39 reviews

Farmhouse in the Tuscan countryside "Stars" apartment

JulienRating, 5 stars10 months ago
Complete and very well-equipped accommodation. Its private terrace offers very good tranquility. Daniela and Alberto are very welcoming and friendly. 20 minutes to the most beautiful beaches in Tuscany! Grazie Daniela and Alberto!🙂

Pet-friendly cottage rentals

Superhost
Cottage in Villa Parigini
4.75 out of 5 average rating, 4 reviews

Restored Barn in Chianti property, pool, terrace

VeronicaRating, 5 stars34 months ago
We spent a beautiful and relaxing week of vacation in the restored barn of Villa Parigini . The house is very quiet, cozy and comfortable and is well organized. It has a nice garden and pool to cool off and relax. Great location to visit Siena and the Chianti area. Giada and her mom are very kind and helpful Hosts. We look forward to coming back.
Top guest favourite
Cottage in Pergine Valdarno
4.77 out of 5 average rating, 57 reviews

Tuscan country house with pool

Poussin Bertrand Rating, 5 stars9 months ago
We had a pleasant stay at Vito's. The house is very well arranged and offers many amenities. The place is idyllic surrounded by olive groves and high up allowing exceptional views of Tuscany. The pool is simply fantastic, spacious and extremely well maintained thanks to Vito's right-hand man who takes great care of the entire property. This is a property to remember that we highly recommend.
Superhost
Cottage in Montespertoli
4.91 out of 5 average rating, 54 reviews

Cottage with panoramic view

JamesRating, 5 stars3 weeks ago
Our stay was wonderful. The location is stunning, set in the hills away from it all with an amazing view. The property is simple and authentic.
Superhost
Cottage in Castellina in Chianti
4.85 out of 5 average rating, 27 reviews

Casa degli ulivi, live Chianti with swimming pool

KatieRating, 5 stars1 month ago
This villa was so beautiful in a such a classic way. There were 5 of us, 2 couples in the upstairs room and one single in the pull out couch, near the kitchen. Both bathrooms are upstairs. One in the master and the other outside both rooms. We were only there two nights but wished we stayed in this region longer. The property was stunning, the pool was heaven, and the closest restaurant (4 min drive) Uscio e Bottega was the best meal I had my two weeks in Italy. (That’s obviously saying a lot). The local olive oil farm you can walk to surrounded by the sweetest Great Pyrenees’ was such a treat to find. We ended the visit with a tasting at Nittardi which is a 10 min drive from the property. It was an absolute hidden gem of a place rich with history, beautiful grounds, and amazing wine. We how to come back and stay here again’.
Guest favourite
Cottage in Montepulciano
4.95 out of 5 average rating, 20 reviews

ELENA COTTAGE

TobyRating, 5 stars1 week ago
This casa is an absolutely spectacular place to stay when in Tuscany - I was amazed by the photos, but in real life the place is somehow even more beautiful and scenic! The hosting is absolutely faultless - we were made to feel right at home immediately with homemade treats, and every arrangement we needed was made super smoothly. Utterly perfect - this was our first introduction to Tuscany and we will remember it forever!
Guest favourite
Cottage in Castelfranco Piandiscò
4.9 out of 5 average rating, 71 reviews

Villetta Belvedere

AndrewRating, 5 stars2 weeks ago
Fantastic stay, incredible views and perfect location. Couldn’t recommend this place highly enough. Thank you Simone :)
Guest favourite
Cottage in Pienza
4.95 out of 5 average rating, 37 reviews

Cottage San Lorenzo

Brandon and TiffanyRating, 5 stars3 weeks ago
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
Superhost
Cottage in Bagno A Ripoli
4.89 out of 5 average rating, 45 reviews

The Cottage

SuzanneRating, 5 stars1 month ago
We spend 4 nights in Paradise...the best place we stayed in Italy Thank you so much to open your door to this gem

Private cottage rentals

Guest favourite
Cottage in Castellina in Chianti
4.85 out of 5 average rating, 34 reviews

Cottage in Chianti with a pool

MaryRating, 5 stars3 weeks ago
This was the favorite part of our trip! We felt that Eva went out of her way to make us feel comfortable and welcomed! It was evident that she wanted us to love the place as much as she does. Her warmth and kindness made this house a home for us! It is beautifully decorated and the view is like a picture. The house was very clean and had everything we needed for cooking our own meals. We are already planning our trip back! Thank you for sharing this wonderful home with us!
Superhost
Cottage in Bagno A Ripoli
5 out of 5 average rating, 30 reviews

Borgo Spedaletto 3 – Dolcevita Holiday

MathewRating, 5 stars1 month ago
Charming little cottage perfect for a small family in the hills near Florence. Had everything we needed. About 25 minutes drive through the country to central Florence so perfect for day trips in. Lovely walks in the olive groves around the cottage.
Top guest favourite
Cottage in San Martino in Grania
5 out of 5 average rating, 43 reviews

Crete Senesi - Asciano Cavoni Hut

IreneRating, 5 stars2 days ago
There are so many great things to say about Laura’s villa in Tuscany, it’s hard to know where to begin. The house is so beautifully designed and decorated. The area is spectacular, remote and peaceful but just 30 minutes from the heart of Siena. It was the perfect space for our family of 4. We enjoyed meals on the private patio as well as lounging by the shared pool. The air conditioning worked really well although we didn’t always need it with the cool Tuscan evening breeze. We took day trips to a nearby vineyard and an olive grove, and always looked forward to coming back to the house to enjoy both the lovely interior and incredible vistas and sunsets. I would recommend Laura’s place to anyone looking for an idyllic and comfortable Tuscan retreat!
Top guest favourite
Cottage in Impruneta
4.93 out of 5 average rating, 27 reviews

Cottage with private swimming pool

JoeRating, 5 stars9 months ago
My wife and I stayed here as part of our honeymoon and we absolutely fell in love with this place! The scenery is gorgeous, the view from the cottage did not get old! Very private setting in a peaceful neighborhood. Andrea was a fantastic host, along with the help of his lovely parents. He communicated with me at every step of the way making sure all of our needs were taken care of. Could not be happier with our stay and it made our honeymoon very special.
Superhost
Cottage in Volterra
4.89 out of 5 average rating, 9 reviews

Indipendent barn over the Hills around Volterra

MarinaRating, 5 stars11 months ago
We spent two and a half wonderful weeks in this holiday home. Both Andrea from Be Home Services and in particular the owners Nara and Nino welcomed us warmly and were always available for questions and very helpful. We liked the secluded location of the house very much - you have a stunning panoramic view and it is largely very quiet despite the neighbors. It should be known that the nearby Villa Ulignano is used as a wedding location. On two weekends, there was live music until the early hours of the morning, which was clearly audible, but did not bother us excessively. It is worth mentioning that the lower floor shown on the exterior shots of the house cannot be used, but serves as a storage room for the owners. The drive to the house is - as already described here - quite adventurous and leads a few kilometers over unpaved, partly steep paths. If you drive slowly, this is easy to cope with.
Superhost
Cottage in San Gimignano
4.78 out of 5 average rating, 32 reviews

Glicine romantic cottage in country

BartRating, 5 stars21 months ago
Concetta is the most lovely host! And the house provided everything we needed. Beautiful, remote area! Would gladly return.
Superhost
Cottage in Buonconvento
4.83 out of 5 average rating, 60 reviews

QuarterApartment for 6P Agriturismo Quarantallina

LisaRating, 5 stars2 weeks ago
The property was beautiful amd loved the scenery and friendly animals such as the donkeys and horse which greeted us each night. Serena and Mario were exellent hosts and made us feel at home at welcomed. We enjoyed a home cooked dinner with a view and breakfast. Very comfortable rustic farmhouse accomodations. Highly recommend and would love to go back as it is close to all in Tuscany.
Top guest favourite
Cottage in Casale Marittimo
5 out of 5 average rating, 9 reviews

L'Ondiana, centenary olive trees and seaview

FabianRating, 5 stars8 months ago
An excellent accommodation in the middle of the beautiful hills of Tuscany. Everything was perfect. Thank you Giada & Simone ❤️

Destinations to explore

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