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San Cipriano Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for San Cipriano vacation rentals

2 bedrooms, iron/ironing board, WiFi (free), bed sheets

1. Volaterrae Deluxe Loft with Garden

Volaterrae Deluxe Loft with Garden
Volterra
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, spacious apartment that has been newly renovated. It’s in a perfect location that was great for our needs. We would stay there again."
United States
Eleni O.
The price is ￥19,777
￥31,752 total
includes taxes & fees
Aug 2 - Aug 3
Volaterrae Deluxe Loft with Garden
Pool

2. Cosy apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano

Cosy apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
The price is ￥26,127
￥29,806 total
includes taxes & fees
Aug 21 - Aug 22
Cosy apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano
Garden

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 ￥25,072
￥28,124 total
includes taxes & fees
Aug 2 - Aug 3
Tenuta Quadrifoglio
Garden

4. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (17 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
The price is ￥11,444
￥13,315 total
includes taxes & fees
Aug 8 - Aug 9
Antica Dimora Leones
Comfort Room | Premium bedding, WiFi (free)

5. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is ￥10,474
￥11,521 total
includes taxes & fees
Aug 2 - Aug 3
Room Rent Morrona
Pool

6. San Lorenzo by Interhome

San Lorenzo by Interhome
Gambassi Terme
9.4 out of 10, Exceptional, (10 reviews)
"Piękne widoki, prawdziwa toskańska wieś. Cisza, spokój i cudowne otoczenie. Komfortowy domek. Bardzo miły i pomocny gospodarz. Te wakacje na długo zostaną w mej pamięci jako wyjątkowo udane."
United States
Dorota
The price is ￥26,490
￥27,034 total
includes taxes & fees
Aug 21 - Aug 22
San Lorenzo by Interhome
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

7. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is ￥15,531
￥17,991 total
includes taxes & fees
Aug 6 - Aug 7
Materia Rooms San Gimignano
Superior Mobile Home | Terrace/patio

8. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (86 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ￥8,730
￥10,147 total
includes taxes & fees
Aug 23 - Aug 24
Camping Boschetto Di Piemma
Exterior

9. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ￥33,022
￥37,232 total
includes taxes & fees
Aug 26 - Aug 27
Antico Borgo il Cardino
Outdoor pool

10. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ￥18,384
￥21,130 total
includes taxes & fees
Aug 28 - Aug 29
Casa Vacanze Le Case
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

11. 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 ￥25,698
￥28,812 total
includes taxes & fees
Aug 2 - Aug 3
Tenuta Sant'Ilario
Balcony

12. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is ￥16,641
￥23,748 total
includes taxes & fees
Sep 1 - Sep 2
Palazzo al Torrione 2
Outdoor dining

13. 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 ￥10,687
￥11,756 total
includes taxes & fees
Aug 14 - Aug 15
Affittacamere e Ristorante Ariete
Porch

14. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ￥13,690
￥15,967 total
includes taxes & fees
Aug 2 - Aug 3
Donna Nobile
Terrace/patio

15. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ￥20,223
￥22,608 total
includes taxes & fees
Aug 18 - Aug 19
Palazzo Pacini
Exterior detail

16. Da Vinci Heart of Tuscany

Da Vinci Heart of Tuscany
Peccioli
The price is ￥15,968
￥26,637 total
includes taxes & fees
Aug 3 - Aug 4
Da Vinci Heart of Tuscany
Front of property

17. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ￥11,876
￥18,144 total
includes taxes & fees
Aug 2 - Aug 3
Borgo Antico Residence
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior

18. Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very Good, (26 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 ￥20,633
￥22,696 total
includes taxes & fees
Aug 31 - Sep 1
Residence Il Paradiso
Exterior

19. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (33 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is ￥16,775
￥19,179 total
includes taxes & fees
Aug 26 - Aug 27
Il Castello di San Ruffino
Outdoor dining

20. Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - CIELO

Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - CIELO
Terricciola
9.2 out of 10, Wonderful, (9 reviews)
"It really was a wonderful stay in Stefania and Maurizio's accommodation. The pictures reflected the accommodation very well and the sunset was fantastic every evening! The village of Terricciola is a great starting point for excursions and also offers a nice selection of restaurants and wineries. If we go to Tuscany again, we will definitely consider the flat again!"
Germany
Jan Z.
Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - CIELO
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

Castelfalfi

Castelfalfi

10/10 Excellent
"An incredibly beautiful hotel with first class service and amenities situated in the rolling Tuscan landscape. Definitely one of the most beautiful properties in the world."
Jeffrey 4-night trip
Posted 2 days ago
Castelfalfi

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. Kitchen amenities include a fridge, a stovetop, and a microwave. 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.