Castel San Gimignano Holiday Rentals

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Holiday Rentals in Castel San Gimignano

Il Battistero Siena - Residenza d'Epoca
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (118)
"The staff is friendly and helpful, an asset to this hotel. "
The price is NZ$292
per night
5 Jun - 6 Jun
Il Battistero Siena - Residenza d'Epoca
ApartHotel Anghel
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, (277)
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is NZ$164
per night
26 Jun - 27 Jun
ApartHotel Anghel
panoramica casa con piscina privata
Pool
panoramica casa con piscina privata
7.8 out of 10, Good, (7)
"We spent a very enjoyable week in picturesque Chiusdino. Loved the little town with shops and restaurants (our tip: il minestraio!) within walking distance and great views of the countryside. Went to Siena, Firenze and San Gimignano and walked to the abbey of San Galgano. The house is spacious with 2 big bedrooms and 2 bathrooms and is equipped with plenty of towels. We had the (guilty) pleasure of the pool with a great view and used the outside dining area a lot. Tip: An extra cutting board and...
The price is NZ$321
per night
8 Jun - 9 Jun
panoramica casa con piscina privata
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Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (59)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
The price is NZ$92
per night
3 Jun - 4 Jun
Camping Boschetto Di Piemma
Borgo San Lorenzo a Linari
Seasonal outdoor pool, pool umbrellas
Borgo San Lorenzo a Linari
8.4 out of 10, Very good, (87)
"Just a nice quiet property to enjoy some relaxation and close to Siena. Front desk agents were very nice and helped me efficiently. "
The price is NZ$318
per night
14 Jun - 15 Jun
Borgo San Lorenzo a Linari
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (51)
"We looked at many properties, both online and during a December visit to Chianti. This villa was by far best location we found. Everything was perfect, from our communication with Serena, to the reception by Raffaella, and then a stay in an amazing villa in an amazing setting. We were a group of maximum 9 persons, ranging in age from 20 to 60, and all were pleased with the amenities, especially watching the sunset across the vineyards and hills of Tuscany from the terrace. We will be looking to...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Pool
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
9.4 out of 10, Exceptional, (56)
"The biggest issue that I had was the information that I received about the bus was totally misleading . It says there is a bus down the street… it’s a 10-15 min walk. Oh and it only comes 2-3 times a day and forget about getting back there on the bus. So 1/2 of us came unprepared to rent a car. You must have a car unless you don’t plan on leaving. I can tell you a cab will come and pick you up, the one way trip to Santa Maria Novella is @ 70-80 euro per cab. We could fit 4-6 people and the fee...
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
La Terrazza Sul Campo Rooming House
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is NZ$219
per night
14 Jun - 15 Jun
La Terrazza Sul Campo Rooming House
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Pool
"Villa le Ginestre": the better geographic position to visit the Tuscany.
9.8 out of 10, Exceptional, (60)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
Pool
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
10.0 out of 10, Exceptional, (37)
"This property was exactly as pictured, clean and beautiful. We had an amazing Tuscan vacation! The location and beauty could not be beat. Thank you!"
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
House with character in typical medieval borgo on the Chianti Classico hills
Property grounds
House with character in typical medieval borgo on the Chianti Classico hills
9.6 out of 10, Exceptional, (44)
"A very beautiful property and grounds, in the middle of the Tuscan countryside The patio area with charcoal grill amongst the olive trees was a beautiful setting for snacks and meals The house inside was very rustic and authentic but comfortable and the kitchen and bathroom s are well equipped Our hosts were very friendly and the welcome bottle of wine and fresh fruit basket was a wonderful touch after a long day of travelling The neighbours were lovely we spoke to several of them though a...
House with character in typical medieval borgo on the Chianti Classico hills
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
Pool
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
9.4 out of 10, Exceptional, (63)
"Franca's little house was absolutely charming and very well cared for. It was super clean and had all the touches of home, including flowers in vases, pretty pictures and ornaments and great storage space upstairs. The complex itself was very quiet (we went in June) and we had the lovely swimming pool to ourselves most days. It was also well kept and clean. The area is very peaceful and the surrounding countryside is absolutely beautiful. You do need to drive everywhere (even to the nearest...
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
Castello di Montegufoni
Interior detail
Castello di Montegufoni
7.8 out of 10, Good, (19)
"Great location, great service, great facilities. Unfortunately not wifi signal in rooms. Not reataurant for breakfast. "
Castello di Montegufoni
Independent house in the hills of the Sienese countryside
Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (64)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Yellow House Country Villa in Chianti Classico
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (89)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Beautiful Villa With Panoramic Views near San Gimignano
Outdoor pool
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (61)
"The property exceeded our expectations. The villa was clean, well prepped and we did not encounter issues. The scenery was better than in the photos and the guides given to us by the host led us to some delicious meals. We spent a great deal of time sitting outside. The amenities in the house made everything easy. Beds were clean and comfortable. Highly recommend."
Beautiful Villa With Panoramic Views near San Gimignano
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Outdoor pool
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
10.0 out of 10, Exceptional, (47)
"Amazing villa. Everything is clean and beautiful. Pleasure to be there. Highly recommend."
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Typical farmhouse with private pool between Pisa and Siena
Outdoor dining
Typical farmhouse with private pool between Pisa and Siena
9.4 out of 10, Exceptional, (13)
"We had a lovely week-long stay in this property. It's located just outside the small village of San Dalmazio up a long, private dirt track. The property itself is spacious and rustic with plenty of amenities, including bikes, a barbecue and pizza oven. There are two bathrooms and three bedrooms (two doubles and one twin). But best of all is the large swimming pool which is situated across from the property in an olive grove. The hosts were very friendly and even left us a bottle of wine. The...
Typical farmhouse with private pool between Pisa and Siena
Villa with large garden in the Chianti hills
Property grounds
Villa with large garden in the Chianti hills
9.4 out of 10, Exceptional, (63)
"Had a great stay here and met the lovely Ben and his beautiful garden :) plus the 4 local cats hanging around :) great base for us to drive and explore the area :) would definitely stay again at this property."
Villa with large garden in the Chianti hills
Don't see what you're looking for?
See all available properties in Castel San Gimignano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Castel San Gimignano you may be interested in

Hotel Athena
Terrace/patio
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, (1001)
"Good experience "
The price is NZ$268
per night
4 Jun - 5 Jun
Hotel Athena
NH Siena
Front of property
NH Siena
4.0 star property
8.2 out of 10, Very good, (1004)
"Great location, clean room. "
The price is NZ$215
per night
9 Jun - 10 Jun
NH Siena
Hotel Italia
Exterior
Hotel Italia
3.0 star property
9.0 out of 10, Wonderful, (976)
"Good"
The price is NZ$193
per night
2 Jun - 3 Jun
Hotel Italia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Castel San Gimignano holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Castel San Gimignano. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Castel San Gimignano. Seeing all the best attractions is bound to make you fall in love with Castel San Gimignano. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Castel San Gimignano short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Castel San Gimignano?

Yes, there are holiday rentals close to the most popular sights in Castel San Gimignano, or you can select a more secluded option if you're looking for a relaxing stay. Castel San Gimignano is known for its coffee shops and local tours. Make sure you have time to check out the wineries while you're in the area.

What are some of the best holiday rentals that Castel San Gimignano has to offer?

Independent house in the hills of the Sienese countryside: This holiday home rental outside of Castel San Gimignano is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Castel San Gimignano?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Castel San Gimignano stay.

What can I see and do in Castel San Gimignano?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. In the wider area, you’ll find Sovestro in Poggio Winery and Casa e Torre Campatelli.

What are holiday rentals like in Castel San Gimignano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castel San Gimignano. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.

Recent reviews of Castel San Gimignano properties
Expedia verified reviews

Borgo Vescine

Borgo Vescine

5/5 Excellent
"Great property...Very good service...food was great..."
A verified traveller stayed at Borgo Vescine
Posted 16 hours ago
Borgo Vescine