San Cipriano Vacation Rentals

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Check prices for these dates

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for San Cipriano vacation rentals

Daily self-serve breakfast (EUR 6 per person)
Beatabb

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Tenuta Sant'Ilario

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Exterior detail
B&B Palazzo Tortoli

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is ₩181,684
₩208,267 total
includes taxes & fees
Jan 8 - Jan 9, 2026
B&B Palazzo Tortoli
Front of property
Borgo Antico Residence

Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ₩127,642
₩187,529 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Borgo Antico Residence
Property grounds
B&B Il Moscondoro

B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very Good, (8)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is ₩137,697
₩151,467 total
includes taxes & fees
Jan 6 - Jan 7, 2026
B&B Il Moscondoro
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio
Affittacamere Le Ginestre

Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre
Exterior
Sportland

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Exterior detail
La Casa di Ines

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is ₩111,541
₩131,110 total
includes taxes & fees
Jan 7 - Jan 8, 2026
La Casa di Ines
Il Frutteto 1 (4 Pax) | Living room | Flat-screen TV
Il Frutteto

Il Frutteto

Il Frutteto
Casciana Terme Lari
8.6 out of 10, Excellent, (9)
"-"
Germany
Dr. Björn
The price is ₩206,546
₩250,762 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Il Frutteto
Daily self-serve breakfast (EUR 15 per person)
Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel
Rosignano Marittimo
9.6 out of 10, Exceptional, (38)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
Antico Podere San Francesco Hotel
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ₩136,049
₩200,395 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Palazzo al Torrione 2
Apartment, 1 Bedroom, City View | Interior
Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is ₩251,223
₩284,760 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Charming San Gimignano Apartment With City Views
Outdoor pool
Casa Vacanze Le Case

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ₩159,882
₩184,285 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Casa Vacanze Le Case
Down comforters, Select Comfort beds, in-room safe
Donna Nobile

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ₩114,745
₩134,638 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Donna Nobile
Seasonal outdoor pool, pool umbrellas, sun loungers
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
Cecina
7.2 out of 10, Good, (15)
"Cabins are great, everything is clean and beds where fine. Swimming pool is a little too warm and the pool surface is basicly stones that gave the kids open wounds. The restaurant didnt sell anything but chips. "
Iceland
Anonymous traveler
The price is ₩97,615
₩107,376 total
includes taxes & fees
Jan 31 - Feb 1, 2026
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
Front of property
Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
The price is ₩1,156,662
₩1,272,328 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hotiday Relais Costa degli Etruschi
Comfort Condo, Ensuite, Ground Floor | 1 bedroom, free WiFi
IL VECCHIO CONVENTO

IL VECCHIO CONVENTO

IL VECCHIO CONVENTO
San Gimignano City Centre
5.0 out of 10, (2)
The price is ₩244,787
₩277,681 total
includes taxes & fees
Jan 2 - Jan 3, 2026
IL VECCHIO CONVENTO
Room | 5 bedrooms, blackout drapes, iron/ironing board, cribs/infant beds
Villa Tosca

Villa Tosca

Villa Tosca
Peccioli
The price is ₩2,362,885
₩2,599,174 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Villa Tosca
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 Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

10/10 Excellent
"Livia was amazing and made me feel very welcomed. She has great customer service skills and showed me where places were on the map. The room and bathroom was spacious."
Jillian 3-night trip
Posted 5 days ago
Hotel Palazzo San Lorenzo & SPA

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:

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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?

Antico Podere San Francesco Hotel: Visitors like this San Cipriano vacation home rental. It offers a balcony, 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 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.