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Hotel vacation rentals in San Gimignano

Find and book unique hotel rentals on Airbnb

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Popular amenities for San Gimignano hotel rentals

Family-friendly hotel rentals

Top guest favorite
Hotel room in Montespertoli
4.96 out of 5 average rating, 96 reviews

A "HORSES" room at the B&B Podere Sanripoli

DeboraRating, 5 stars5 months ago
It's always a pleasure to return to Andrea and Gabriella's! This is our second time staying with them and it's always nice! Extremely kind and friendly. See you soon!!
Guest favorite
Hotel room in Certaldo
4.91 out of 5 average rating, 58 reviews

Paluffo B&B Frescoed bedroom

JordanRating, 5 stars7 months ago
We had such a lovely stay at Il Paluffo! The property itself was beautiful and the views of the Tuscan countryside cannot be beat. The staff was very friendly and truly went above and beyond for us in a time of need. Meaning — I would highly recommend renting a car if you stay here, you can get an Uber/taxi to the property but they will not come back and pick you up! A car will also be helpful when going to wineries/restaurants since most of them are not walkable. Other than our transportation hiccup, we really enjoyed our stay and would love to come back again!
Superhost
Hotel room in Pilli
5 out of 5 average rating, 3 reviews

Elegant suite with breakfast.

SeherRating, 5 stars22 months ago
We loved our stay. Pierre was so attentive and the place was immaculate. Plus the breakfast was absolutely amazing.
Guest favorite
Hotel room in Siena
4.89 out of 5 average rating, 150 reviews

Charming Room one step from Duomo 3

JavierRating, 5 stars1 month ago
Good location. Nice and quiet place. The room was very clean, just as shown in the photos. Fabio answered all our questions quickly and was kind at all times. Recommended.
Guest favorite
Private room in Greve in Chianti
4.92 out of 5 average rating, 200 reviews

You will be the only guest Nature-Relax-Massages

AlessandroRating, 5 stars5 months ago
Michèle was a fabulous host, and I loved staying at her place. She was extraordinarily helpful and nice - and gives an amazing shiatsu massage. Would highly recommend this to anyone who is looking to get away from the busy cities and towns and get back to nature, but also is accessible to all of the amazing things that can be experienced in Tuscany. Cannot wait to revisit.
Superhost
Hotel room in Florence
4.74 out of 5 average rating, 235 reviews

On the hill, close to the center

ElenaRating, 5 stars5 months ago
Well, it was amazing experience after all)) Beautiful house and breathtaking nature around. And one of the most picturesque jogging 😁 Advantages: it is peaceful relaxing stay. Great location - in 20 min from the Florence. Lovely breakfast every morning. Exceptional host Natalia 🖤🖤🖤 helpful recommendations, friendly small talks, amazing energy! You should know: There is some difficulties with the wifi reception in the rooms. it works well in the living room. It is a big old house so it may have smells of dampness a bit.
Guest favorite
Hotel room in Siena
4.95 out of 5 average rating, 147 reviews

Casacenti B&B heart of Siena double room

Alice ParkRating, 5 stars5 months ago
Mr. Stepanno's house was very cute and in a good location! Each room had a bathroom, so it was comfortable to use. There is a TV and a window with a pretty view, so you can relax at the accommodation. Stepan and the other hosts were also very kind. A simple meal is also provided in the morning. The trip was more comfortable and nice because they prepared a variety of food for us to eat.
Top guest favorite
Hotel room in Centro Storico
5 out of 5 average rating, 31 reviews

Camera Tripla Hotel Santa Croce - Florence Heart

CarlosRating, 5 stars12 months ago
Excellent place, very good breakfast, Mario and the whole team are excellent hosts, there are places nearby to eat and bars, until late, the area is safe for walking at night. Just keep in mind that there is no elevator, if you have heavy luggage

Hotel rentals with a pool

Guest favorite
Hotel room in Sassetta
4.88 out of 5 average rating, 33 reviews

Carlo Sassetta B and B Field, Sassetta

StefaniaRating, 5 stars7 months ago
perfect stay, cristina was truly exceptional. everything satisfactory
Superhost
Hotel room in Rignano sull'Arno
4.86 out of 5 average rating, 28 reviews

Bedroom in Villa with Pool - Breakfast on request

TeresaRating, 5 stars2 months ago
Beautiful place and very welcoming, we had a great time
Superhost
Hotel room in San Quirico
4.81 out of 5 average rating, 93 reviews

Flat in Val d'Orcia

SaraRating, 5 stars4 months ago
Great stay at Tigliolo...the apartment was very comfortable and equipped, a great place to spend a relaxing holiday in the middle of nature.
Top guest favorite
Hotel room in Panzano
5 out of 5 average rating, 20 reviews

Villa La Petraia Ananda

NoushaRating, 5 stars5 months ago
A wonderful villa and even more wonderful host. Christine is reminiscent of the original days of Airbnb where you got the experience of a wonderful host and not just a hotel room. From the start, she has been responsive, helpful, and incredibly kind. The villa has several activities (cooking classes, private dinners, etc) and Christine goes out of her way to help you plan your stay (even being honest with her recommendations). She even drove us to one of the wineries herself and made sure we had accommodations back (in addition to booking us taxis and bus tickets for other excursions). In addition to the fabulousness of Christine, the room was absolutely wonderful. Large shower, bathroom, room, bed - everything was so large and spacious but also homey. The rest of the villa is large, with lots of seating indoors and outdoors. Great restaurant answers and great beautiful walks. The views are phenomenal. I felt like I had my own private Tuscan getaway. A home away from home! Thank you!
Guest favorite
Hotel room in Lucca
5 out of 5 average rating, 13 reviews

Lucca Camera Deluxe

ChristineRating, 5 stars6 months ago
I'd give this place a million stars if I could. The room and bathroom were huge, views from every single window were incredible, and the property itself is just magical. The bed and the pillows were super comfortable. There's a gorgeous natural pool that I would've loved to use but it was too cold. There's a daily changing multi-course dinner menu cooked by a chef on site for evenings we didn't feel like going out to eat. The staff was harvesting olives from their trees when we were checking out. They let us participate and shared their process with us. I loved taking home a bottle of olive oil and other products they make with produce grown directly on the property. I spent three weeks traveling throughout Italy, staying a multiple places, and this was my favorite place by far. Thank you to Lorenzo and family for such an incredible stay!
Top guest favorite
Hotel room in San Gimignano
5 out of 5 average rating, 39 reviews

Agriturismo Il Segreto di Pietrafitta

JanisRating, 5 stars5 months ago
If I could say how beautiful this place is, you would not believe me until you finally get to experience this this is a five star absolutely gorgeous old farmhouse totally renovated into a most magnificent, beautiful Homie authentic place where you can rest you can walk you could totally enjoy your surroundings and also every little nook and granny has something unusual and different in it. The food if I can tell you is spectacular it was the best food we’ve ever eaten. Pedro was such a wonderful, wonderful host and all the staff have been wonderful caring giving us suggestions on where to go we never left for other restaurants to eat we ate here. The breakfast buffet was amazing. The dinner. The nightly dinners were beautiful. Michelin star rated tried to stay another night, but they are fully booked. There’s not enough words to describe how beautiful this place is I don’t wanna say too much cause I don’t wanna give it away Pedro you have done an amazing job with Diego!! Thank you!!!
Top guest favorite
Hotel room in Barberino Val d'Elsa
4.99 out of 5 average rating, 93 reviews

Room in the Argenna Mill, Chianti, Tuscany

SonyaRating, 5 stars5 months ago
We loved this place! Great hosts. Storybook type room / accommodations. Everything was super clean and and top quality! Every detail of the room and library was well thought out. Nice breakfast! Super close to San Donato. Note: The steep driveway down to this gorgeous property is not for the faint of heart. We will stay here again!
Guest favorite
Hotel room in Montevettolini
4.91 out of 5 average rating, 32 reviews

La Mangiatoia

ArantxaRating, 5 stars8 months ago
We had a great time with our two dogs at Sabrina's house. Everything was very clean and according to the photos and descriptions. The breakfast was wonderful, and the facilities were incredible, well maintained, with stunning views and a fantastic pool!! Thank you Sabrina for your kindness, we had a great time!!

Hotel rentals with a patio

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

Tenuta La Casetta Farmhouse - Chianti

KatarzynaRating, 5 stars11 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
Hotel room in Montepulciano
5 out of 5 average rating, 3 reviews

Farmhouse among vineyards and olive

GeorgeRating, 5 stars7 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
4.8 out of 5 average rating, 390 reviews

1 Bed In a 8 Mixed Ensuite Dorm - YellowSquare

JeffRating, 5 stars1 week ago
Amazing place with lots of young people and many activities. It’s located right next to the tram line that takes you into the town center. For young travelers I could not recommend any of the yellow squares highly enough!
Superhost
Hotel room in Guardistallo
5 out of 5 average rating, 6 reviews

Vittoria by Beata Relais

AnikaRating, 5 stars6 months ago
Unfortunately, little seen of the environment. We were in transit and arrived late. Easy to check in. Breakfast is self service and great. I've never had such an extensive choice in Italy. I can recommend this stay to everyone.
Guest favorite
Hotel room in Greve in Chianti
5 out of 5 average rating, 31 reviews

Villa Gioietta - 2-Bedroom Suite

DianaRating, 5 stars5 months ago
The road for the last 5 kilometers to the villa is uphill on a narrow path. It is not recommended to drive at night.
Superhost
Casa particular in Borgo a Mozzano
5 out of 5 average rating, 3 reviews

Nine places in the historic center!

FrancescaRating, 5 stars5 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!

Quick stats about hotel rentals in San Gimignano

  • Total rentals

    10 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    20 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Piazza del Duomo, San Gimignano 1300, and Piazza della Cisterna

Destinations to explore

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