
Vacation rentals in Castel San Gimignano
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Top-rated vacation rentals in Castel San Gimignano
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Other great vacation rentals in Castel San Gimignano
Guest favorite

Tiny home in San Gimignano
5 out of 5 average rating, 7 reviewsLa Capanna, tuscan tiny house
JodieRating, 5 stars2 weeks ago
This was such a peaceful and private location and we loved our time in the tiny house. If you want something close to San Gimignano (5 min drive) but peaceful and private then this is perfect. It’s also only 50 mins to Siena and 45 mins to the Chianti region. We loved our stay here, the place was quaint and had everything you need. We also loved having access to the pool up at the main house (7 min walk) on the hotter days, which was clean and well cared for. You definitely need a car to stay here as it’s too far to walk with luggage from local towns. Our host was responsive and gave us great local recommendations and lots of options for in house eating also. Would definitely stay again!

Apartment in Montegabbro
4.81 out of 5 average rating, 21 reviewsCasa Rollo
AnaïsRating, 5 stars1 month ago
Great apartment in a peaceful place cut off from the world! I recommend the apartment 100%, Adrianna the host is very nice and very available! Nothing to say great stay

Apartment in Montegabbro
4.89 out of 5 average rating, 27 reviewsNonno Gino Apartment
LuisaRating, 5 stars3 weeks ago
Excellent option! The guest is very polite and helpful, our stay was very good. Thank you for everything

Condo in Sinalunga
5 out of 5 average rating, 4 reviewsThe Secret
JonathanRating, 5 stars3 days ago
We had a wonderful time in this charming accommodation in Tuscany! Everything was just like in the pictures – clean, tastefully furnished and with a lot of love for detail. The host and his wife were incredibly friendly and helpful, which made our stay even more enjoyable. We felt completely comfortable and can wholeheartedly recommend this place!

Apartment in San Gimignano
5 out of 5 average rating, 6 reviewsOrcio Suite
StuartRating, 5 stars9 months ago
This is an incredible property to stay at in the Tuscany region of Italy. The room was large and with a very comfortable bed. The bathroom was spacious and clean. The property itself is gorgeous with a great swimming pool and views of the surrounding area. The breakfast was ‘okay’. Small selection and on mornings where all the other guests eat at the same time they ran out of items quickly and were slow to restock. Communication is also ‘okay’. Holidu is the Airbnb host but there are on site staff as well so there isn’t really a direct line of contact to the actual ‘host’. But when we asked the on site staff for help they were very friendly and helped as quick as they could. If you are planning to walk into San Gimignano be prepared for a healthy walk. It’s very doable (we are 31years old) but if you can’t comfortably walk ~20min (up hill going into town) you’ll want to drive and parking can be a nightmare. All in all, fantastic Airbnb and would recommend.

Apartment in Castel San Gimignano
4.76 out of 5 average rating, 83 reviewsSimona delightful studio apartment with pool view
SabineRating, 5 stars1 week ago
Had a lovely stay. The location was great for visiting towns within driving distance, view and pool are amazing, and the reception was also very welcoming!
Guest favorite

Farm stay in Montalcino
4.95 out of 5 average rating, 59 reviewsGinepro Apartment Podere Giardino
DavidRating, 5 stars6 days ago
Daniela and Giuliano's stay is a real gem! The room is compact, with a small bathroom and kitchen, but perfect for two people. The view from the room is truly beautiful. Outside, you can sit in the sun or shade, with the same view over the Tuscan hills. The swimming pool is wonderfully quiet and offers a nice place to relax. Daniela and Giuliano are fantastic hosts. They are happy to help you with everything and run their own small vineyard. The wine tasting with them is an absolute must! And the sweet cats were the cherry on top!
Guest favorite

Apartment in La Cetina
4.95 out of 5 average rating, 39 reviewsBrotes Mandorlo Apartment
NastasyaRating, 5 stars3 weeks ago
Our stay at La Cetina was nothing short of idyllic. The villa is quiet and peaceful, exactly what we were after. It was a short drive from near villages, but we were more than happy spending most of our holiday on-site, by the pool, in the hot tub, or using the BBQ. Mariana was the perfect host - super helpful even before our trip started, and right until the end with giving us tips for our trip back (and even gifted us some of their homemade honey). On homemade produce: the wines and olive oil that they offer on site are absolutely delicious. We would definitely go back. Thank you!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi