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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for San Cipriano holiday rentals

Daily self-service 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
The price is ₹8,047
₹9,144 total
includes taxes & fees
20 Dec - 21 Dec
Antico Podere San Francesco Hotel
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 ₹7,032
₹8,266 total
includes taxes & fees
19 Dec - 20 Dec
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 ₹10,048
₹12,106 total
includes taxes & fees
14 Dec - 15 Dec
Il Frutteto
2 bars/lounges
Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Property entrance
Palazzo Pacini

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
Palazzo Pacini
Garden
Borgo al Cerro

Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (23)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
Borgo al Cerro
Seasonal outdoor pool, pool umbrellas, pool loungers
Villa San Filippo

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very good, (40)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
Villa San Filippo
Seasonal outdoor pool, pool umbrellas, pool 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 traveller
The price is ₹19,796
₹21,775 total
includes taxes & fees
12 Jan - 13 Jan 2026
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
Property entrance
Residence Il Paradiso

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very good, (25)
"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 ₹7,644
₹8,934 total
includes taxes & fees
16 Dec - 17 Dec
Residence Il Paradiso
Exterior
San Giorgio Country Residence

San Giorgio Country Residence

San Giorgio Country Residence
Santa Luce
San Giorgio Country Residence
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 location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Allyson 3-night trip
Posted 9 days ago
Hotel Borgo San Luigi

Find out more about San Cipriano

Holiday Rentals in San Cipriano

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

  • View our selection of featured holiday rentals in San Cipriano
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  • Enter your travel dates to view the best deals on holiday 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 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?

Antico Podere San Francesco Hotel: This holiday home rental outside of San Cipriano offers a balcony, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of private gardens 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 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.