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Cottage holiday rentals in San Gimignano

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Popular amenities for cottage rentals in San Gimignano

Cottage rentals with a hot tub

Top guest favourite
Cottage
4.97 out of 5 average rating, 66 reviews

Romantic House in Tuscany with jacuzzi

RobertRating, 5 stars4 months ago
We stayed at this lovely cottage in late November and we were delighted with every aspect of the stay. The cottage was clean and comfortable, and was well equipped. The hot-tub was wonderful and sitting there on a chilly night with a view of SG was amazing. Annalisa and Davide were really nice and friendly and very helpful- great hosts. It was about 35 minutes to walk to the town, so quite walkable, and wonderfully quiet and rural (one morning there were 3 deer walking past the window). We had a very nice day out in Sienna which was easy to drive to. I would definitely recommend this place as somewhere really special.
Superhost
Cottage
4.93 out of 5 average rating, 223 reviews

From Simone, podere santi Lucia and Pietro

LesleyRating, 5 stars6 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
4.75 out of 5 average rating, 4 reviews

Tuscan apartment in the hills Pisa and Lucca

EmerRating, 5 stars32 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.
Guest favourite
Cottage
4.92 out of 5 average rating, 131 reviews

Beautiful renovated barn in Tuscany

RachelRating, 5 stars2 months ago
Beautiful spot in a peaceful setting. Gloria was a fantastic host. We had a wonderful stay.
Superhost
Cottage
4.74 out of 5 average rating, 141 reviews

"Rosso Poggiolo" farmhouse with swimming pool.

EliotRating, 5 stars5 months ago
Very good, it was perfect The host were so friendly Thank you very much
Cottage
4.34 out of 5 average rating, 38 reviews

Indipendent country house

EstelleRating, 5 stars8 months ago
The house is very spacious and the garden is really very pleasant. The kitchen and the master bathroom (huge) are renovated. We really appreciated that the rooms were air conditioned especially since we were there in the hottest period. However, we were surprised to have to buy garbage bags, as there was only one for each trash can, except for the compost that had several. Same for toilet paper, there was just 1 per bathroom. The pool was very hot and the garden was very well-equipped. We had a crib for an additional charge of €10/day which was a little expensive. There were children's toys, but no high chair (good to know). You should know that the access is a little bumpy and that you have to open your eyes to see the bend for the path that leads to the house. It has the advantage of being very quiet and private.
Cottage
4.73 out of 5 average rating, 26 reviews

Private house with private pool | pet friendly

SabineRating, 5 stars7 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
4.42 out of 5 average rating, 19 reviews

Cottage in San Quirico with pool

NicoleRating, 5 stars13 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

Pet-friendly cottage rentals

Superhost
Cottage
4.83 out of 5 average rating, 270 reviews

Countryside, 10 min from Siena

KristýnaRating, 5 stars1 month ago
Letizia's place is beautiful. In the middle of the woods and olive fields but still about 10 min drive to Siena. The house has a beautiful open garden, our dog loved it. The little road leading to the house is a little bumpy but we were with a van and had no problem to get there. Apartment is well equipped and had everything we needed. I would highly recommend Letizia's apartment and would love to come back!
Superhost
Cottage
4.86 out of 5 average rating, 77 reviews

Rustic retreat in the Tuscan hills

ErikaRating, 5 stars1 month ago
Beautiful place, well cared for and very clean. The only flaw was the very small hair dryer and there was no hand paper in the kitchen. After all, everything is well-stocked and a very quiet place
Top guest favourite
Cottage
4.77 out of 5 average rating, 57 reviews

Holiday Casa Vacanze Tuscan countryside with swimming pool

Poussin Bertrand Rating, 5 stars7 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.
Guest favourite
Cottage
4.79 out of 5 average rating, 39 reviews

HOUSE IN TUSCANY, WITH POOL

JagodaRating, 5 stars7 months ago
The place is wonderful ! The cottage had everything you need, a great space in front of the cottage - a private grill, a table with chairs, sun loungers, an umbrella and a grill. The nearest store is about 10 minutes by car, there are several great restaurants in pratovecchio and Stia. The pool area is great- the pool is clean, the sun loungers are comfortable, and the view is AMAZING. Definitely recommend for shorter and longer stays !
Superhost
Cottage
4.9 out of 5 average rating, 52 reviews

Cottage with panoramic view

PriskaRating, 5 stars7 months ago
We, 2 couples a baby and a dog, enjoyed our week at this lovely location. After a quite rocky and adventurous road, the house is situated in the midst of the beautiful tuscan landscape with wine hills and olive trees. From the lovely pool which was only for us we enjoyed those lovely views. The rooms are spacious and the kitchen is fully equipped, including a nice barbecue ourside. Florence is reachable within about 45 minutes by car and there are two little towns about 10-15 minutes away with big grocery stores, restaurants and gelaterias. Andrea and Gianni were super helpful, responsive and lovely hosts. We would highly recommend Le Spugne.
Guest favourite
Cottage
4.91 out of 5 average rating, 68 reviews

Villetta Belvedere

RicardoRating, 5 stars4 weeks ago
The place was very nice and well located! The garden with the view of the Tuscan hills is amazing! Simone is very responsive and helpful. The village is peaceful and idyllic with local markets and shops around the corner. The location is perfect to further explore Tuscany. Would definitely recommend Simone’s place!
Guest favourite
Cottage
4.81 out of 5 average rating, 156 reviews

Chianti Independent barn

AriannaRating, 5 stars5 months ago
Beautiful little cottage! My young daughters (5 & 2) loved being around Daniella’s dog and the beautiful surroundings of olive trees and being able to disconnect with electronics. We even got to see how olives were harvested early in the morning. We were even given a bottle of wine to enjoy during our stay. Daniella was very helpful! And out of all the Airbnbs I’ve stayed in, the beds were very comfortable!! It is very secluded and the road is very curvy so if you get car sick, take your motion sickness meds. Other than that, I would stay here again! My 5 year old loved our stay here and didn’t want to leave. Thank you Daniella!
Superhost
Cottage
4.77 out of 5 average rating, 243 reviews

Barn in Chianti

AntonioRating, 5 stars5 months ago
Beyond all expectations, the view from the windows over the Chianti vineyards is priceless, comfortable and clean apartment, the photos do not do justice, Paola is really kind and responsive. We will definitely be back, highly recommended

Private cottage rentals

Guest favourite
Cottage
5 out of 5 average rating, 41 reviews

Crete Senesi - Asciano Cavoni Hut

ChristophRating, 5 stars7 months ago
perfect place in Tuscany we stayed 7 days and it was perfect to explore Tuscany and to relax at the pool side. The house is very charming in Tuscany style Laura even left us coffee water and Prosecco. One if the best stays during our Italy trip
Guest favourite
Cottage
4.93 out of 5 average rating, 88 reviews

Antico Borgo Ripostena – 1 Casa Bertilla

JackRating, 5 stars6 months ago
Fantastic place to stay! A beautiful place nestled away in the countryside. We loved our honeymoon stay, thanks for the wine!
Superhost
Cottage
4.75 out of 5 average rating, 58 reviews

apartment surrounded by greenery

LaurenceRating, 5 stars9 months ago
We had a great time at Antonello's place. He is very welcoming, despite the fact that he only speaks Italian, and German, if I'm not mistaken. It was very understandable that we were arriving earlier than the scheduled time. We were able to drop off our luggage and the food we brought from our previous home. When we returned, we were pleasantly surprised to see that he had transferred everything to our rental and even put our bottles in the fridge🤩. The pool is superb, at very good temperature, and the sunbeds available, are comfortable, there is even a shower, which is very good. You can eat outdoors, in the shade, there are different spaces at your disposal. In summary, we can say that we had a great stay, in a beautiful environment, quiet, tastefully furnished. You have to plan to come by car, if you want to visit....
Guest favourite
Cottage
4.91 out of 5 average rating, 33 reviews

THE ANCIENT OVEN OF PODERE SAN GIUSEPPE

ClarissaRating, 5 stars6 months ago
We had a very nice stay at Laura's, despite the not-so-good weather. The terrace offers a wonderful view of the scenery and leaves nothing to be desired. Laura was always available and very helpful. Thank you for the wonderful stay!
Superhost
Cottage
4.76 out of 5 average rating, 45 reviews

Il Cipresso

NathanRating, 5 stars7 months ago
Cozy idyllic house with a great view overlooking the Tuscany landscape. The road to the house is a bit widning and long so if you're looking to go out often maybe not the most convenient. However if you're looking for a quiet peaceful getaway, it's an amazing location.
Top guest favourite
Cottage
5 out of 5 average rating, 87 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

MikeRating, 5 stars2 weeks ago
What a wonderful home and location! All was exactly what we could have hoped for and more. Interior of Veronicas home is comfortable, clean and warm. We lacked for nothing. The exterior is amazing! Spent most of my time outside in awe of the view . Veronica and Antonella were so welcoming. So helpful with instructions and places to see. Thanks to both of them for sharing this beautiful place. A gift indeed for us.
Guest favourite
Cottage
4.94 out of 5 average rating, 34 reviews

Cottage San Lorenzo

CarinRating, 5 stars7 months ago
Vania's place was just as described in the listing. We stayed 5 nights, and the cottage was perfect for making day trips to the small towns of Tuscany. The property was private and peaceful, with beautiful views of the countryside from the patio. Vania is a great host, and was helpful with questions and suggestions. We would definitely love to stay at Vania's place again.
Guest favourite
Cottage
4.95 out of 5 average rating, 62 reviews

A romantic getaway in Tuscany!

WitalijRating, 5 stars7 months ago
Our stay at Stefania and Leonardo's was simply fantastic! The garden and pool are a true oasis of calm, perfect for relaxing and enjoying. The place itself is very lovingly decorated, with lots of little details that made us feel at home. We didn't miss anything at all. However, we were particularly impressed by the incredible breakfast that Stefania prepared for us every morning - including her homemade, incredibly delicious bread! The fresh, regional ingredients and the loving preparation surprised us anew every morning. The hosts were incredibly helpful and provided us with great tips for restaurants, sights and the best places to buy high-quality regional products. We felt completely comfortable and would definitely come back. An absolute recommendation for anyone looking for relaxation and warm hospitality!

Destinations to explore

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