San Cipriano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Cipriano holiday rentals

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

1. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is RM502
RM751 total
includes taxes & fees
25 Nov - 26 Nov
AlbergoDiffusoVolterra
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

2. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is RM519
RM584 total
includes taxes & fees
25 Nov - 26 Nov
Tenuta Quadrifoglio
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is RM353
RM411 total
includes taxes & fees
12 Nov - 13 Nov
Casa Vacanze Le Case
A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

4. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is RM471
RM528 total
includes taxes & fees
11 Dec - 12 Dec
Palazzo Pacini
A building with a stucco exterior, multiple windows, and a tiled roof.

5. Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very good, (27 reviews)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
The price is RM410
RM474 total
includes taxes & fees
30 Nov - 1 Dec
Residence Il Paradiso
A modern kitchen with a stone wall, wooden staircase, and a breakfast bar with fruit and beverages.

6. Beatabb

Beatabb
Guardistallo
9.4 out of 10, Exceptional, (19 reviews)
"Beautiful B&B! Clean, comfortable room & wonderful breakfast "
United States
Joanne
The price is RM328
RM361 total
includes taxes & fees
6 Dec - 7 Dec
Beatabb
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

7. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is RM302
RM332 total
includes taxes & fees
12 Nov - 13 Nov
Room Rent Morrona
A view from a window overlooking a rural landscape with fields and a distant mountain range.

8. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is RM423
RM487 total
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli
An open dining area with a table set for two, a red sofa, and a painting on the wall.

9. La Ripadoro

La Ripadoro
Chianni
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place Amazing view Amazing food Amazing people. Highly recommended."
Canada
Maya
The price is RM741
RM861 total
includes taxes & fees
14 Nov - 15 Nov
La Ripadoro
A building with a wooden door, windows with shutters, and flower boxes.

10. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is RM309
RM362 total
includes taxes & fees
8 Dec - 9 Dec
Donna Nobile
An open wooden door leading to an outdoor patio with a table and chairs.

11. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is RM381
RM555 total
includes taxes & fees
14 Nov - 15 Nov
Palazzo al Torrione 2
A historic stone building with a prominent tower, arched windows, and a tiled roof.

12. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is RM426
RM492 total
includes taxes & fees
25 Nov - 26 Nov
Materia Rooms 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.
View all properties

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Find out more about San Cipriano

Search for holiday rentals in San Cipriano on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in San Cipriano using one of the methods below:

  • View our selection of featured holiday rentals in San Cipriano
  • Use the map to find apartments and other holiday homes in the San Cipriano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Cipriano while they last

Look no further and take a look at our great range of rental properties in San Cipriano!

Frequently Asked Questions

Can I find a holiday rental in San Cipriano?

Yes, there are holiday rentals close to the most popular sights in San Cipriano, or you can select a more secluded option if you're looking for a relaxing stay.

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

San Francesco Country Resort: This holiday home rental outside of San Cipriano offers a private beach, a furnished patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Amenities such as an electric kettle and free parking are also available for your convenience. Kick off your shoes and enjoy yourself with a terrace and a private garden.

What can I see and do in San Cipriano?

Explore the area and family-friendly sights such as Pasta Martelli, or get out into nature at a spot like Casciana Thermal Baths. Roman Theatre and Cathedral of Volterra are a couple of places you'll find in the wider area.

What are holiday rentals like in San Cipriano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Cipriano. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to 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 a family getaway.