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San Cipriano Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for San Cipriano vacation rentals

Casa Alberi - Albergo Diffuso Volterra | Desk, laptop workspace, WiFi (free), bed sheets

1. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Amazing property. Very beautiful "
Canada
Charles
$157 nightly
The price is $174
Aug 20 - Aug 21
Total with taxes and fees
AlbergoDiffusoVolterra
Exterior

2. 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
$174 nightly
The price is $197
Sep 3 - Sep 4
Total with taxes and fees
Antico Borgo il Cardino
Seasonal outdoor pool, pool umbrellas, sun loungers

3. Villa Tosca

Villa Tosca
Peccioli
$1,281 nightly
The price is $1,409
Aug 25 - Aug 26
Total with taxes and fees
Villa Tosca
Outdoor pool

4. 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
$108 nightly
The price is $125
Aug 28 - Aug 29
Total with taxes and fees
Casa Vacanze Le Case
Garden

5. 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
$69 nightly
The price is $80
Aug 16 - Aug 17
Total with taxes and fees
Antica Dimora Leones
Balcony

6. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$135 nightly
The price is $154
Aug 21 - Aug 22
Total with taxes and fees
Palazzo al Torrione 2
Seasonal outdoor pool

7. AWESHOMEITALY - VILLA SAN MARTINO

AWESHOMEITALY - VILLA SAN MARTINO
La Fornace
$1,322 nightly
The price is $1,454
Sep 4 - Sep 5
Total with taxes and fees
AWESHOMEITALY - VILLA SAN MARTINO
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

8. 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
$132 nightly
The price is $149
Sep 6 - Sep 7
Total with taxes and fees
Tenuta Sant'Ilario
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

9. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
$185 nightly
The price is $209
Sep 3 - Sep 4
Total with taxes and fees
B&B Palazzo Tortoli
Terrace/patio

10. 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
$113 nightly
The price is $127
Sep 2 - Sep 3
Total with taxes and fees
Palazzo Pacini
Porch

11. 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
$84 nightly
The price is $98
Aug 13 - Aug 14
Total with taxes and fees
Donna Nobile
Comfort Room | Premium bedding, WiFi (free)

12. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
$56 nightly
The price is $62
Aug 16 - Aug 17
Total with taxes and fees
Room Rent Morrona
Reception

13. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$45 nightly
The price is $52
Sep 6 - Sep 7
Total with taxes and fees
Sportland
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior

14. 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
$114 nightly
The price is $125
Sep 12 - Sep 13
Total with taxes and fees
Residence Il Paradiso
Apartment, Patio | Living area | Flat-screen TV

15. La Ripadoro

La Ripadoro
Chianni
$281 nightly
The price is $309
Aug 19 - Aug 20
Total with taxes and fees
La Ripadoro
Garden view

16. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (46 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
$90 nightly
The price is $106
Sep 12 - Sep 13
Total with taxes and fees
Villa San Filippo
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

17. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
$101 nightly
The price is $117
Aug 18 - Aug 19
Total with taxes and fees
Materia Rooms San Gimignano
Triple Room | Room service - dining

18. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very Good, (8 reviews)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
$90 nightly
The price is $99
Aug 13 - Aug 14
Total with taxes and fees
B&B Il Moscondoro
Superior Mobile Home | Terrace/patio

19. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$46 nightly
The price is $54
Sep 7 - Sep 8
Total with taxes and fees
Camping Boschetto Di Piemma
Daily self-serve breakfast for a fee

20. Beatabb

Beatabb
Guardistallo
9.2 out of 10, Wonderful, (16 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
$99 nightly
The price is $109
Sep 3 - Sep 4
Total with taxes and fees
Beatabb
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

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful hotel and helpful staff Excellent food and amenities"
Onix 2-night trip
Posted 8 days ago
Hotel Borgo San Luigi

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 $54 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. 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 Peccioli Prehistoric Park, 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.