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Apartment vacation rentals in San Gimignano

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Popular amenities for San Gimignano apartment rentals

Apartment rentals with air conditioning

Guest favorite
Apartment in Monteroni d'Arbia
4.96 out of 5 average rating, 245 reviews

"Red Rose" apartment with view of Siena.

Rating, 5 stars1 week ago
Very perfect experience, the decoration in the room can feel the host's care.Each room has its own private garden, where you can enjoy the sunrise and sunset views from the homestay.Excellent location, close to Siena, convenient to go to Pienza, highly recommended!
Top guest favorite
Apartment in Asciano
4.97 out of 5 average rating, 149 reviews

Loggia 1 in farmhouse with shared pool

MarcoRating, 5 stars1 month ago
A Magical Stay in the Heart of Tuscany Our recent stay at this agriturismo in Asciano was nothing short of spectacular. Despite the weather not being on our side, the breathtaking views of the Tuscan countryside more than compensated. The illuminated pool at night added a romantic and unique touch to our stay, creating an enchanting atmosphere that we'll always remember. We stayed in a well-appointed apartment featuring a spacious master bedroom, a comfortable living and dining area, a fully equipped kitchen with all necessary utensils and cutlery, and a newly renovated bathroom. The accommodations were incredibly comfortable, making it an ideal choice for a long and pleasant stay. The combination of stunning landscapes, cozy interiors, and thoughtful amenities made our experience truly unforgettable. We highly recommend this agriturismo to anyone seeking a serene and romantic getaway in Tuscany.
Guest favorite
Apartment in San Gimignano
4.93 out of 5 average rating, 27 reviews

CoZy House San Gimignano in the heart of Tuscany

KimberlyRating, 5 stars1 week ago
Wonderful apartment in the heart of San Gimignano! Beautifully updated, clean, well stocked and inviting! Private garage parking was an added bonus that we greatly appreciated. Armanda provided great instructions on how to get to the garage and apartment and checkin was simple. Bed was comfortable and guest book was so helpful. Would absolutely stay here again!
Top guest favorite
Apartment in Castellina in Chianti
4.97 out of 5 average rating, 113 reviews

Visit Chianti, Siena, S.Gimignano, Florence

CarlyRating, 5 stars2 weeks ago
The perfect place to explore Chianti each day. We stayed 5 nights and it was just perfect. Great amenities, beautiful pool, bbqs and lovely areas to sit and enjoy the views and the sunset. Always fabulous to come home to. Our upstairs apartment was spacious, comfortable and all we required with a lovely view. We had great recommendations from Silvia which we followed up on. Great to have restaurants nearby. Reasonable- highly recommend.
Top guest favorite
Apartment in San Gimignano
4.96 out of 5 average rating, 28 reviews

The secret nest in San Gimignano

ConorRating, 5 stars1 day ago
Couldn't be happier with our stay at the. beautiful apartment in a great location in the middle of San Gimignano. Veronica met us at check in despite being later than anticipated. Was also very quick to respond to queries including helping us when we locked ourselves out of the apartment. Easy 5 stars
Top guest favorite
Apartment in Colle di Val d'Elsa
4.95 out of 5 average rating, 152 reviews

Palazzo Luparelli Boutique Apartment

JocelyneRating, 5 stars3 days ago
We had a great time in the apartment which is very beautiful, clean, quiet and very well located for discovering the region. Sofia is a very friendly, welcoming, attentive and very responsive host.
Guest favorite
Apartment in San Gimignano
4.96 out of 5 average rating, 67 reviews

Tuscan Farmhouse Just Outside San Gimignano

BethRating, 5 stars8 months ago
Loved the location. Would go back to San Gimignano again. Perfect location to take some side trips to Florence, Siena, Greve and many wineries close by. David’s team were very responsive with anything we needed. Highly recommend the location and the home! Thank you David and Julie! Great host and Julie was on site to meet us when we got to house.
Guest favorite
Apartment in Carpineto
4.95 out of 5 average rating, 168 reviews

Tuscan countryside, peace and relaxation 10 minutes from Siena

ConnieRating, 5 stars1 week ago
Words do not do Francesco and Cecilia’s villa justice. We have stayed at many places, but this one is tops! Beautiful villa and surroundings. Great breakfast supplies (which we did not expect). Tremendous space, privacy,and beautiful landscape! We slept late most days because the loudest sound was the bumblebees in the stunning jasmine outside and the birds. We like to cook and the kitchen was fantastic. Everything was fantastic, including our very wonderful hosts!!! We will go back!! Great experience!!

Weekly apartment rentals

Guest favorite
Apartment in Colle di Val d'Elsa
4.98 out of 5 average rating, 47 reviews

Charming farmhouse "LA PIEVE - Duke Suite

JodiRating, 5 stars8 months ago
Our stay was amazing. The posted pictures do not do her place justice. you have to see it, to believe it. We did opt for a private dinner in our room and it was just wonderful. We were served a linguini pasta in an olive oil sauce with amazing tomatoes, then homeade bread with a chicken dish, with a thick sauce, but I can't explain. maybe like a piccata, but different and grilled vegetables with a ginormous portion of tiramisu. I highly recommend!!!! It was around 80' F, and the place was cool inside, as described. The pool was beautiful, although we didn't use. Her horse is probably the most friendly horse I've ever met! The route is not easy to get there, but that's just how the area is. Lots of winding roads and sharp curves. Pay attention for motorcycles and bikes.
Guest favorite
Apartment in San Gimignano
4.85 out of 5 average rating, 75 reviews

"Casa Girasole" - In the heart of San Gimignano

AndrewRating, 5 stars7 months ago
We had a wonderful stay at Casa Girasole. A charming apartment. Great location with all the old town hotspots that you’d want. We loved the city and surroundings. We would definitely return for another stay.
Guest favorite
Apartment in Poggibonsi
4.95 out of 5 average rating, 61 reviews

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Morellino Apt.

JohnRating, 5 stars1 month ago
We spend here 4 nights with our dog and felt right at home. I love nature and I love to cook and the kitchen being small has everything and a window on the Tuscan landscape, Considering we were not lucky with the weather Antonio gave us a few great tips what to do and we had an amazing time! Also special shoutout to sweet Tilda ❤️ we miss her already John Olya Floyd
Guest favorite
Apartment in San Gimignano
4.86 out of 5 average rating, 76 reviews

Antica Nicchia - [historic center] - two bedrooms

LizRating, 5 stars1 week ago
Francesca had tea and coffee supplies and cups. (It seems a lot of Italians think everyone drinks shots of expresso, only some places supplied the expresso, and nothing else). It smelled like jasmine when you opened the windows. It's quiet at night. It's small put plenty big for 2 people. Very enjoyable stay. Liz
Guest favorite
Apartment in San Gimignano
4.9 out of 5 average rating, 59 reviews

Filippo's house

PetraRating, 5 stars1 month ago
A charming accommodation. Lovingly decorated with antiques and yet full of comfort. The view is out of this world. Concetta and Paolo are perfect hosts. One evening we were hosted and experienced the best Tuscan hospitality and cuisine. We would like to come back and highly recommend the house.
Superhost
Apartment in San Gimignano
4.9 out of 5 average rating, 39 reviews

Tognazzi Casa Vacanze - Coretta Luxury Apartment

Samantha-JoRating, 5 stars7 months ago
I loved our stay here, right in the heart of San G. The window looking over the square was my favourite spot to watch out. The beds were lovely, everything was super clean and we felt at home here. Take note, you have to park out of the city walls (P3 or P4 is closest) and walk up a hill to get to the apartment which isn't a big deal unless you have as much stuff as us with 2 toddlers as well... So pack light and it will be fine!
Guest favorite
Apartment in San Gimignano
4.95 out of 5 average rating, 22 reviews

Apartment La Roccaia

BonnieRating, 5 stars1 week ago
Upon arrival, this beautiful place felt immediately comfortable and provided a peaceful spot for my five week stay in Tuscany. This lovely and inviting home was beyond my expectations. It offered beautiful vistas of hills and vineyards and the ability to see the medieval city of San Gimignano! There were times that the bells could be heard from the city’s towers. Berta was more than accommodating and her tips on locations to see, from grocery stores to nearby towns to eating establishments were extremely helpful. Berta’s friendly and welcoming manner made settling in very relaxing and easy. All in all, a beautiful, peaceful place in the middle of Tuscany that was difficult to leave.
Guest favorite
Apartment in San Gimignano
4.94 out of 5 average rating, 17 reviews

Casa Renai a San Gimignano (6)

Ben & LauranRating, 5 stars7 months ago
We had a wonderful stay at Casa Renai. It’s in beautiful Tuscany and was a great launching point for our road trips around the area.

Private apartment rentals

Top guest favorite
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars1 week ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Guest favorite
Apartment in San Gimignano
4.95 out of 5 average rating, 61 reviews

Country cottage with swimming pool and garden

ShannonRating, 5 stars2 weeks ago
Loved our time here. It was lovely and peaceful. Would highly recommend
Superhost
Apartment in San Gimignano
4.9 out of 5 average rating, 10 reviews

Casa I'Coco - Apartment in San Gimignano

VanessaRating, 5 stars2 days ago
We love San Gimignano. It’s the best beautiful medieval town. We stayed 6 nights. The apartment had a tv with local channels, dishwashing liquid for the kitchen, washing detergent for the washing machine. They provided the cafeteria (coffee machine for stove) with coffee which was great. You need to bring: - bathroom amenities - kitchen amenities (salt, oil, water etc) - stock up on water; it’s hot There is a local supermarket. The only downside is. There is no WiFi in the apartment due to the owners wishes. This was a real bummer for us. As tourists and business owners we needed access to Google maps to plan travel, check in for flights, conduct admin for back home. Internet access in the town is limited as is (but depends who you’re with and your plan). Obviously this is such a minor detail but hindered our experience a little when we were planning. Davide was super helpful and lovely. The apartment is beautiful, clean and we absolutely loved it. Would recommend 😊
Superhost
Apartment in San Gimignano
4.81 out of 5 average rating, 16 reviews

Design Apartment in Historic Building + Free Park

LauraRating, 5 stars12 months ago
We had a fantastic stay here with our two kids. Cosimo was very responsive and helpful, he helped us arrange car transfers from the Pisa airport and to our next destination in Tuscany. The apartment is beautiful, a great mix of old charm and modern amenities. Bathrooms had great water pressure and rain shower! Beds were super comfortable! He even left us some fresh bread from the bakery and sliced meats. A great host!! Walkable to everything in San Gimignano, but in a quiet, relaxing alley. I loved being close to the walled area so it was easy to get our luggage into the car less town. Tv was nice to watch Netflix. For our son. Beautiful courtyard. Would recommend and stay again!!
Top guest favorite
Apartment in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Standard Suites

TravisRating, 5 stars2 weeks ago
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.
Superhost
Apartment in Torri
4.8 out of 5 average rating, 25 reviews

Cammino Santo - studio with private pool & garden

LukasRating, 5 stars4 days ago
We really enjoyed our stay in the apartment. The owners Anna and Gianfranco are super warm and welcoming. The location is amazing for a Toscana visit and the surroundings are picturesque. The pool was our highlight of our stay! We definitely recommend this place and will come back for sure!
Guest favorite
Apartment in Siena
4.86 out of 5 average rating, 43 reviews

Fine house with altana and panoramic terrace

JohnRating, 5 stars10 months ago
This was one of the most amazing Airbnb properties I've ever had the pleasure in experiencing. It's a penthouse apartment overlooking the tiled rooftops of Siena, with a view straight across to the famous church tower. Taking your morning coffee here with the pigeons is one of the most serene things you could imagine. Pure Italy. There's also a rooftop garden we could pull fresh cherry tomatoes and basil from for our cooking. It's located literally a 3-minute walk from the main piazza, and in the middle of all Sienna's shopping, walking, and dining attractions. Nicoletta was patient with our travel schedule, and met us on the later side of our check-in without a problem.
Guest favorite
Apartment in San Gimignano
4.84 out of 5 average rating, 32 reviews

Piazza del Duomo

YolandaRating, 5 stars1 month ago
We felt right at home, but in a house located in a beautiful place. The apartment is comfortable and has everything you might need. The photos don't do it justice, it's more spacious and beautiful than what the photos show. Francesco was very friendly and made check-in and check-out very easy for us. The apartment's location is a "piece of history" we loved. Thank you very much for everything Francesco!

Quick stats about apartment rentals in San Gimignano

  • Total rentals

    370 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    200 properties have a pool

Destinations to explore

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