San Cipriano Vacation Rentals

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Check prices for these dates

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

Our top choices for San Cipriano vacation 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
$168 nightly
The price is $185
Nov 12 - Nov 13
Total with taxes and fees
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
$128 nightly
The price is $144
Nov 12 - Nov 13
Total with taxes and fees
Tenuta Quadrifoglio
A bedroom with a large bed, a wooden wardrobe, a desk with a lamp, and a chair.

3. 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.
$134 nightly
The price is $139
Nov 12 - Nov 13
Total with taxes and fees
Volaterrae Deluxe Loft with Garden
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
$81 nightly
The price is $95
Nov 13 - Nov 14
Total with taxes and fees
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.

5. 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
$116 nightly
The price is $130
Dec 2 - Dec 3
Total with taxes and fees
Palazzo Pacini
A view of a sunset over a town with buildings and a clear sky.

6. Babaia, Cozy Apartment in the Historic Center of Volterra

Babaia, Cozy Apartment in the Historic Center of Volterra
Volterra
10.0 out of 10, Exceptional, (1 review)
"Michele is a great host! He did not hover but responded in a timely manner if we had a question. The apartment was clean, comfortable and located within walking distance of everything Volterra has to offer. We would absolutely stay there again!"
United States
Beverly B.
$170 nightly
The price is $174
Nov 12 - Nov 13
Total with taxes and fees
Babaia, Cozy Apartment in the Historic Center of Volterra
A staircase with metal railings leading to a building entrance.

7. Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning

Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning
Volterra
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Gastgeber waren immer sehr freundlich und zuvorkommend, man konnte sich gut mit ihnen unterhalten und sie waren immer erreichbar bei Fragen und Problemen. Wir waren zu zehnt da, drei Erwachsene und sieben Kinder/ Kleinkinder und es war genug Platz für alle da. Volterra ist 25 Autominuten entfernt, die nächsten Strände und Pisa ungefähr eine Stunde. Zum zur Ruhe kommen und Abschalten ist dieser Ort ideal. Für die Benutzung des Pools sind Badekappen gewünscht. Diese am besten schon...
Germany
Anonymous traveler
$244 nightly
The price is $250
Nov 12 - Nov 13
Total with taxes and fees
Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning
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
$106 nightly
The price is $117
Dec 7 - Dec 8
Total with taxes and fees
Residence Il Paradiso
A swimming pool with lounge chairs, surrounded by a low wall, under a sunset sky.

9. Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi

Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi
Volterra
10.0 out of 10, Exceptional, (3 reviews)
"Beautifully decorated flat with everything you need (we didn't see a toaster but we didn't need one).Very tidy. Very good beds. Cristina and her family were very friendly and helped with everything.Beautiful region, beautiful garden, house, everything perfect.We got a lot of regional products as gifts and they were really tasty (and healthy)."
Germany
Michael B.
$123 nightly
The price is $129
Nov 15 - Nov 16
Total with taxes and fees
Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi
A modern kitchen with a stone wall, wooden staircase, and a breakfast bar with fruit and beverages.

10. Beatabb

Beatabb
Guardistallo
9.4 out of 10, Exceptional, (19 reviews)
"Beautiful B&B! Clean, comfortable room & wonderful breakfast "
United States
Joanne
$78 nightly
The price is $85
Dec 7 - Dec 8
Total with taxes and fees
Beatabb
A narrow alleyway with brick walls, wooden barrels, and potted plants.

11. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
San Gimignano City Centre
9.8 out of 10, Exceptional, (44 reviews)
"P. Buonaccorsi is a unique property that is centrally located in San Gimignano. It is well maintained and restored and a very beautiful residence. Senora and Bianca were perfect hosts. The town was perfectly located in Tuscany and within easy day-trips to Florence, Siena, and Massa Marittima."
United States
Glenn
$156 nightly
The price is $162
Nov 12 - Nov 13
Total with taxes and fees
Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

12. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
$71 nightly
The price is $78
Nov 12 - Nov 13
Total with taxes and fees
Room Rent Morrona
A spacious living room with a sofa, chairs, and a coffee table. There is a kitchen area visible through an archway.

13. Casa del Pozzo, a smart home in Lajatico with air conditioning and a garden

Casa del Pozzo, a smart home in Lajatico with air conditioning and a garden
Lajatico
$279 nightly
The price is $284
Nov 25 - Nov 26
Total with taxes and fees
Casa del Pozzo, a smart home in Lajatico with air conditioning and a garden
A view from a window overlooking a rural landscape with fields and a distant mountain range.

14. 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
$105 nightly
The price is $121
Dec 1 - Dec 2
Total with taxes and fees
B&B Palazzo Tortoli
An open dining area with a table set for two, a red sofa, and a painting on the wall.

15. 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
$168 nightly
The price is $185
Nov 12 - Nov 13
Total with taxes and fees
La Ripadoro
A terrace with a view of the landscape, outdoor seating, and decorative lighting.

16. Medieval tranquillity in lush, Tuscan nature

Medieval tranquillity in lush, Tuscan nature
Montecatini Val di Cecina
$157 nightly
The price is $160
Nov 12 - Nov 13
Total with taxes and fees
Medieval tranquillity in lush, Tuscan nature
A building with a wooden door, windows with shutters, and flower boxes.

17. 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
$77 nightly
The price is $90
Dec 8 - Dec 9
Total with taxes and fees
Donna Nobile
An open wooden door leading to an outdoor patio with a table and chairs.

18. 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
$119 nightly
The price is $137
Nov 12 - Nov 13
Total with taxes and fees
Palazzo al Torrione 2
A room with exposed wooden beams, a wooden door, and a framed picture on the wall.

19. Apartment with 2 bedrooms and 1 bathroom in the garden in Chianti!

Apartment with 2 bedrooms and 1 bathroom in the garden in Chianti!
Frazione Mura, Montaione
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
$193 nightly
The price is $196
Nov 25 - Nov 26
Total with taxes and fees
Apartment with 2 bedrooms and 1 bathroom in the garden in Chianti!
A historic stone building with a prominent tower, arched windows, and a tiled roof.

20. 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
$105 nightly
The price is $121
Nov 12 - Nov 13
Total with taxes and fees
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

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
Albergo Etruria

Albergo Etruria

Albergo Etruria
Volterra

10/10 Excellent

The title says it all- this was a lovely hotel, and we enjoyed everything about our stay. The location was perfect, the room was very comfortable, breakfast was lovely, etc. the staff were incredibly friendly and accommodating, as well. We will certainly return on or next trip to Volterra!
United States
Steve
Reviewed July 18, 2016
Albergo Etruria

Find out more about San Cipriano

Everything you need to know about San Cipriano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Cipriano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Cipriano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Cipriano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Cipriano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Cipriano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Cipriano rentals

At Expedia, we put the best San Cipriano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Cipriano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Cipriano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Cipriano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.