Search Holiday Rentals in San Cipriano

  • 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
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for San Cipriano holiday rentals

Front of property

Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
The price is ฿1,396
฿1,535 total
includes taxes & fees
31 Mar - 1 Apr
Hotiday Relais Costa degli Etruschi
2 outdoor pools, pool umbrellas, pool loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
The price is ฿2,122
฿4,608 total
includes taxes & fees
11 Mar - 12 Mar
La Lunaria di Lajatico
Seasonal outdoor pool

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ฿5,398
฿5,938 total
includes taxes & fees
7 Mar - 8 Mar
Villa Montecastello
Front of property – evening/night

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel
Rosignano Marittimo
9.8 out of 10, Exceptional, (42 reviews)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
Antico Podere San Francesco Hotel
Daily self-service breakfast (EUR 6 per person)

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (8 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
La casa di Jakin | Terrace/patio

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
Tenuta Cantona
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 ฿2,529
฿2,966 total
includes taxes & fees
2 Apr - 3 Apr
Residence Il Paradiso
Reception

Sportland

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

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (8 reviews)
"Love this town. Location is great "
United States
William
The price is ฿2,430
฿2,856 total
includes taxes & fees
31 Mar - 1 Apr
La Casa di Ines
Garden

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.0 out of 10, Wonderful, (16 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
Antica Dimora Leones
Outdoor pool

Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (12 reviews)
"simply quiet and stunning"
United States
ivar
The price is ฿7,424
฿8,167 total
includes taxes & fees
2 Apr - 3 Apr
Laqua Vineyard
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ฿8,101
฿9,021 total
includes taxes & fees
27 Mar - 28 Mar
Antico Borgo Poggiarello
Exterior detail

Da Vinci Heart of Tuscany

Da Vinci Heart of Tuscany
Peccioli
The price is ฿1,626
฿3,622 total
includes taxes & fees
9 Mar - 10 Mar
Da Vinci Heart of Tuscany
Apartment, 2 Bedrooms | Terrace/patio

La Ripadoro

La Ripadoro
Chianni
The price is ฿3,666
฿5,133 total
includes taxes & fees
12 Mar - 13 Mar
La Ripadoro
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
Room Rent Morrona
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 ฿3,000
฿3,300 total
includes taxes & fees
4 Mar - 5 Mar
B&B Il Moscondoro
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ฿3,783
฿4,235 total
includes taxes & fees
8 Mar - 9 Mar
Palazzo Pacini
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

Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Great one bedroom apartment. Fantastic view ofSan Gimignano from front door. Very peaceful."
Colleen 6-night trip
Posted 2 weeks ago
Poderi Arcangelo

Find out more about San Cipriano

Search for holiday rentals in San Cipriano on Expedia! 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
  • Use the map to find apartments and other holiday homes in the San Cipriano neighbourhood you prefer
  • 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 furnished patio, 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.