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San Cipriano Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for San Cipriano vacation rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is NT$4,053
NT$4,567 total
includes taxes & fees
Nov 3 - Nov 4
Tenuta Sant'Ilario
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

2. 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 NT$4,029
NT$6,032 total
includes taxes & fees
Nov 6 - Nov 7
AlbergoDiffusoVolterra
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

3. 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 NT$4,167
NT$4,693 total
includes taxes & fees
Nov 3 - Nov 4
Tenuta Quadrifoglio
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. 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 NT$2,836
NT$3,301 total
includes taxes & fees
Nov 3 - Nov 4
Casa Vacanze Le Case
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

5. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is NT$2,411
NT$2,652 total
includes taxes & fees
Nov 3 - Nov 4
Room Rent Morrona
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

6. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NT$2,072
NT$3,297 total
includes taxes & fees
Nov 4 - Nov 5
Borgo Antico Residence
A modern kitchen with a stone wall, wooden staircase, and a breakfast bar with fruit and beverages.

7. 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 NT$2,633
NT$2,897 total
includes taxes & fees
Nov 3 - Nov 4
Beatabb
A building with a stucco exterior, multiple windows, and a tiled roof.

8. 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 NT$2,905
NT$3,378 total
includes taxes & fees
Nov 21 - Nov 22
Residence Il Paradiso
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

9. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NT$1,567
NT$1,797 total
includes taxes & fees
Nov 8 - Nov 9
Sportland
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 NT$2,580
NT$3,019 total
includes taxes & fees
Nov 3 - Nov 4
Donna Nobile
A courtyard with stone buildings, a grassy area, and a brick wall.

11. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is NT$4,807
NT$8,671 total
includes taxes & fees
Nov 3 - Nov 4
Toscana Vacanze
An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is NT$2,778
NT$4,148 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo al Torrione 2
A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

13. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is NT$3,785
NT$4,237 total
includes taxes & fees
Dec 2 - Dec 3
Palazzo Pacini
A courtyard with outdoor seating, a brick building, and a tree.

14. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is NT$2,381
NT$2,619 total
includes taxes & fees
Nov 6 - Nov 7
Affittacamere e Ristorante Ariete
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

15. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is NT$4,775
NT$6,883 total
includes taxes & fees
Nov 4 - Nov 5
Villa Le Polle di Meletro
A historic stone building with a prominent tower, arched windows, and a tiled roof.

16. 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 NT$3,423
NT$3,947 total
includes taxes & fees
Nov 3 - Nov 4
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.
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Top San Cipriano Hotel Reviews

San Francesco Country Resort

San Francesco Country Resort

8/10 Good
"Breakfast was excellent, friendly staff, clean facilities. bed was uncomfortable as it was a murphy bed and no night stands to put anything. nice little kitchen but layout was awkward with the tv to the side of the bed."
James 2-night trip
Posted 2 days ago
San Francesco Country Resort

Find out more about San Cipriano

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

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Frequently asked questions

Can I find a vacation rental in San Cipriano?

Yes, we have vacation rentals near the most popular attractions in San Cipriano, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in San Cipriano?

San Francesco Country Resort: Visitors like this San Cipriano vacation home rental. It offers a private beach, a furnished patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Amenities like 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 yard.

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 larger area.

What are vacation rentals like in San Cipriano?

Vacation rentals are privately owned accommodations you can book for a couple days or more in San Cipriano. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family gatherings.