Default HTG hotel image

San Cipriano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for San Cipriano vacation rentals

Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ₩77,812
₩89,115 total
includes taxes & fees
Jul 5 - Jul 6
Sportland
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is ₩187,323
₩209,578 total
includes taxes & fees
Jul 2 - Jul 3
Villa Mucellena
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior

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 ₩123,732
₩136,105 total
includes taxes & fees
Jul 2 - Jul 3
Residence Il Paradiso
Front of property

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 ₩115,765
₩176,861 total
includes taxes & fees
Jul 4 - Jul 5
Borgo Antico Residence
Seasonal outdoor pool

San Francesco Country Resort

San Francesco Country Resort
Rosignano Marittimo
9.6 out of 10, Exceptional, (47 reviews)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
The price is ₩323,830
₩359,735 total
includes taxes & fees
Jul 17 - Jul 18
San Francesco Country Resort
Outdoor dining

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 ₩115,282
₩126,811 total
includes taxes & fees
Jul 12 - Jul 13
Affittacamere e Ristorante Ariete
Garden

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 ₩112,204
₩130,469 total
includes taxes & fees
Jul 5 - Jul 6
Antica Dimora Leones
Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is ₩133,060
₩156,933 total
includes taxes & fees
Jul 7 - Jul 8
Villa San Filippo
Restaurant

Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
10.0 out of 10, Exceptional, (2 reviews)
"De passage dans la région, je pensais faire une étape sans saveur, mais l'accueil qui m'a été réservé et la qualité de l'hébergement m'ont véritablement enchanté. La rénovation de l'ancien bâtiment en petites suites et l'aménagement intelligent de l'établissement est réussi et très séduisant. Si vous êtes dans la région ne cherchez pas plus loin, vous serez, comme moi, enchanté. Je recommande fortement"
France
Bernard
The price is ₩175,598
₩196,695 total
includes taxes & fees
Jul 5 - Jul 6
Hotiday Relais Costa degli Etruschi
Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

La Ripadoro
Chianni
The price is ₩360,239
₩413,875 total
includes taxes & fees
Jul 2 - Jul 3
La Ripadoro
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas

Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is ₩129,283
₩149,256 total
includes taxes & fees
Jul 13 - Jul 14
Fattoria Podere i Luoghi
Comfort Room | Premium bedding, free WiFi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is ₩104,184
₩114,602 total
includes taxes & fees
Aug 1 - Aug 2
Room Rent Morrona
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is ₩201,016
₩346,161 total
includes taxes & fees
Jul 6 - Jul 7
Borgo Il Poggiaccio
Superior Mobile Home | Terrace/patio

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 ₩93,660
₩108,314 total
includes taxes & fees
Jul 6 - Jul 7
Camping Boschetto Di Piemma
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is ₩234,821
₩261,826 total
includes taxes & fees
Jul 3 - Jul 4
Palazzo Pacini
Triple Room | Room service - dining

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
The price is ₩152,096
₩167,313 total
includes taxes & fees
Jul 2 - Jul 3
B&B Il Moscondoro
Daily self-serve breakfast for a fee

Beatabb

Beatabb
Guardistallo
9.2 out of 10, Wonderful, (9 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
The price is ₩159,775
₩175,753 total
includes taxes & fees
Jul 2 - Jul 3
Beatabb
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (35 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ₩287,475
₩321,507 total
includes taxes & fees
Jul 19 - Jul 20
Tenuta Sant'Ilario
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ₩291,653
₩326,103 total
includes taxes & fees
Jul 2 - Jul 3
Villa Montecastello
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

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
The price is ₩219,028
₩249,736 total
includes taxes & fees
Jul 3 - Jul 4
B&B Palazzo Tortoli
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Cipriano Hotel Reviews

Mormoraia

Mormoraia

10/10 Excellent
"The property was perfect! It overlooked the vineyards and had an amazing sunset every night. It was a very relaxing property and had several other vineyards in close proximity for wine tasting. We stayed here at the end of a hectic tour of the boot of Italy so it was perfect for relaxing. The staff was great!! I would definitely recommend it!"
Andrea 5-night trip
Posted 8 hours ago
Mormoraia

Find out more about San Cipriano

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

  • View our selection of featured Vacation rentals in San Cipriano
  • Use the map to find apartments and other Vacation homes in the San Cipriano neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in San Cipriano while they last

Look no further and take a look at our great range of rental properties in San Cipriano!

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 furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the private yard in this rental home to help you unwind.

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.