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San Cipriano Holiday Rentals

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Our top choices for San Cipriano holiday rentals

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 AU$289
includes taxes & fees
3 Aug - 4 Aug
Volaterrae Deluxe Loft with Garden

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 AU$255
includes taxes & fees
8 Aug - 9 Aug
Tenuta Quadrifoglio

3. 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 AU$120
includes taxes & fees
8 Aug - 9 Aug
Antica Dimora Leones

4. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is AU$102
includes taxes & fees
30 Aug - 31 Aug
Room Rent Morrona

5. 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 AU$245
includes taxes & fees
21 Aug - 22 Aug
San Lorenzo by Interhome

6. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is AU$163
includes taxes & fees
6 Aug - 7 Aug
Materia Rooms San Gimignano

7. 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 traveller
The price is AU$86
includes taxes & fees
23 Aug - 24 Aug
Camping Boschetto Di Piemma

8. 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 AU$337
includes taxes & fees
26 Aug - 27 Aug
Antico Borgo il Cardino

9. 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 AU$195
includes taxes & fees
28 Aug - 29 Aug
Casa Vacanze Le Case

10. 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 AU$315
includes taxes & fees
5 Aug - 6 Aug
Tenuta Sant'Ilario

11. 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 AU$219
includes taxes & fees
7 Aug - 8 Aug
Palazzo al Torrione 2

12. 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 AU$106
includes taxes & fees
14 Aug - 15 Aug
Affittacamere e Ristorante Ariete

13. 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 AU$145
includes taxes & fees
3 Aug - 4 Aug
Donna Nobile

14. 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 AU$182
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini

15. Da Vinci Heart of Tuscany

Da Vinci Heart of Tuscany
Peccioli
The price is AU$241
includes taxes & fees
3 Aug - 4 Aug
Da Vinci Heart of Tuscany

16. 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 AU$164
includes taxes & fees
4 Aug - 5 Aug
Borgo Antico Residence

17. 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 AU$205
includes taxes & fees
31 Aug - 1 Sept
Residence Il Paradiso

18. 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 AU$174
includes taxes & fees
26 Aug - 27 Aug
Il Castello di San Ruffino

19. 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

Find out more about San Cipriano

Everything you need to know about San Cipriano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Cipriano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Cipriano holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Cipriano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Cipriano holiday rentals we have selected for you start as low as AU$86 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Cipriano rentals

At Expedia, we put the best San Cipriano holiday 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 holiday.

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