
Apartment holiday rentals in San Gimignano
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Top-rated apartment rentals in San Gimignano
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Weekly apartment rentals

Rustic in the countryside with pool and garden
Loved our time here. It was lovely and peaceful. Would highly recommend

CoZy House San Gimignano in the heart of Tuscany
Enjoyed our stay at cozy house: very clean, exactly as pictured, all the amenities needed were there. The parking garage and washer and dryer were a huge plus. Armanda was very helpful and responsive! The location couldn’t have been better. We spent some days just walking around the town enjoying the shops, restaurants and sites. Other days, when we went on excursions, it was so nice to come back in the evening and be able to have a bite to eat or a drink and relax then walk to the apartment.

The secret nest in San Gimignano
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

Apartment with a view in San Gimignano
Casa Milena was an absolute gem! The location is unbeatable—just steps away from the historic center of San Gimignano, yet peaceful and quiet enough to relax and unwind. The apartment is spotless, beautifully maintained, and full of Tuscan charm, with thoughtful touches that made it feel like home. Cristina was a wonderful host—warm, welcoming, and quick to respond to any questions. Waking up to the view of the rolling hills and sipping coffee on the balcony and terrace felt like a dream. Whether you’re visiting for the food, the history, or just to soak in the beauty of Tuscany, this is the perfect place to stay. Highly recommend and would absolutely return!

Apartment La Roccaia
This place is what I imagined when I close my eyes and think of Tuscany. The view from the bedroom is amazing and the apartment is adorable. There is AC but we didn’t end up needing it since the windows let in such a glorious breeze. The kitchen was well equipped, we were just missing paper towels. The pool was great with a fantastic view although it would have been helpful to have access to pool towels. The location is great and about a 15 minute drive into San Gimignano so you probably need a car. It was also a quick drive to supermarkets and nearby wineries which we loved. Berta was really helpful during check-in and provided us with recommendations in the area.

La Casa di Elio
The apartment owner and the assistance were very helpful. Friendly , the apartment is lovely

Tuscan Farmhouse Just Outside San Gimignano
David’s place is the kind of review that I don’t like giving because I don’t want anyone else to know about it. It’s an amazing and peaceful get away and it’s hard to leave the property because it’s so beautiful. The apartment is clean and has everything that our family of four needed to enjoy a week’s stay. The pool is fantastic. The scenery doesn’t get better in the Tuscany area. The one thing to be aware of is the dirt road getting into the property is very bumpy, but in a way kinda of fun too. Also, his property manager Julia is super helpful and gave us great local recommendations which we took advantage of. Don’t hesitate to book.

S. Gimignano charming & traditional - Apt. Garden
We had such a great time!! Definitely would recommend and Valentina and her parents made everything to help us and feel comfortable!! :)
Private apartment rentals

Charming farmhouse "LA PIEVE - Duke Suite
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.

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Morellino Apt.
We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.

Antica Nicchia - [historic center] - two bedrooms
Only stayed one night but will be back for longer. Evenings in San Gimignano are so delightful after all the day tourists leave. Francesca's place is ideally located close to everything but very quiet and charming. Short walk from parking lot much appreciated as parking can be challenging. Kitchen is well equipped. We didn't really use it much, but has a nice gas stove and a big refrigerator. Liked the layout of kitchen, dining and living area downstairs and bedrooms and bath upstairs. Feels like a house. Appreciated fans in both bedrooms and cross ventilation with windows on front and back of house. Francesca was very responsive and let us know when we could leave our bags early. Check in and check out was very easy.

[Il Fienile dei Cardinali] Parking | WiFi
The apartment is very well equipped and above all pleasantly cool when it is hot outside. The seat in front of the entrance offers a beautiful view of the typical Tuscan landscape, you are in the middle of nature (lizards, deer, fireflies, many different birds...). Nevertheless, an excellent starting point for excursions. Everything was very clean, the bed very comfortable and the on-site care of Cathy and Fabio warm. Full recommendation from us!

Colle ai Lecci: Design Apartment in Tuscany
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Palazzo del Papa Standard Suites
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.

La Torre-Luxury attic - BEACH FRONT - Tuscany
Great location and host was there to greet us and let us in. Town was wonderful.

Loggia in the Santo Spirito district
We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!
Apartment rentals with a hot tub

House of Delights - The Medici private leisure house
The apartment is as advertised. Really something. Highly recommend.

.2 La Casa sui Tetti dell 'Oltrarno
Apartment as described. Very clean and comfortable. The center is a 10-minute walk away. Always top-notch and very kind communication. When I return to Florence, if there is the possibility, I will return to this apartment.

Pepi Garden Loft with Jacuzzi Pool
From booking to checking out, things could not have been smoother. Everything was as described and Alessandra was a very responsive and reasonable host. The area was also fantastic- 10 minutes walk to the Duomo and the restaurants and bars in the small Piazza five minutes’ walk away were excellent. Hope to return soon!

[Ponte Vecchio] Prestige and unique view
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

Domus Nannini - L'Angolo di Paradiso Spa (Spa)
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

The terrace of the olive trees in Lucca
We had a wonderful stay at Emily's place, it is so sweet and has everything you could need for a comfortable stay. The hot tub is an amazing addition and the terrace is huge and great for having a drink before heading into town. It's a very short walk away from the city walls and is in a perfect location just 10 minutes from all the restaurants and bars. This is a gem!

Villa'Colombaiolo di Marciano', 28
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

LUXURY APT IN THE CITY CENTER
Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!
Quick stats about flat rentals in San Gimignano
Total rentals
370 properties
Nightly prices starting at
$13 SGD 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
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- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
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