San Cipriano Holiday Rentals

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Our top choices for San Cipriano holiday rentals

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
The price is AU$209
includes taxes & fees
9 Mar - 10 Mar
La Lunaria di Lajatico

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
Tenuta Cantona

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 AU$125
includes taxes & fees
15 Mar - 16 Mar
La Casa di Ines

Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
The price is AU$75
includes taxes & fees
15 Mar - 16 Mar
Hotiday Relais Costa degli Etruschi

La Ripadoro

La Ripadoro
Chianni
The price is AU$213
includes taxes & fees
9 Mar - 10 Mar
La Ripadoro

Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (12 reviews)
"simply quiet and stunning"
United States
ivar
The price is AU$364
includes taxes & fees
1 Apr - 2 Apr
Laqua Vineyard

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 AU$138
includes taxes & fees
9 Mar - 10 Mar
B&B Il Moscondoro

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

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 AU$407
includes taxes & fees
27 Mar - 28 Mar
Antico Borgo Poggiarello

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona

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

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is AU$458
includes taxes & fees
15 Mar - 16 Mar
Villa Montecastello

Tuscan House Relax in the heart of the Tuscan countryside

Tuscan House Relax in the heart of the Tuscan countryside
Montespertoli
The price is AU$201
includes taxes & fees
15 Mar - 16 Mar
Tuscan House Relax in the heart of the Tuscan countryside

Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (30 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
Il Castello di San Ruffino

THE TUSCAN RUSTIC NEST

THE TUSCAN RUSTIC NEST
Ponsacco
9.8 out of 10, Exceptional, (16 reviews)
"Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. "
Canada
Robert
The price is AU$165
includes taxes & fees
9 Mar - 10 Mar
THE TUSCAN RUSTIC NEST

Immersed in the magic of Tuscany

Immersed in the magic of Tuscany
Collemontanino
The price is AU$174
includes taxes & fees
9 Mar - 10 Mar
Immersed in the magic of Tuscany

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AU$254
includes taxes & fees
9 Mar - 10 Mar
Palazzo Pacini

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 AU$127
includes taxes & fees
2 Apr - 3 Apr
Residence Il Paradiso

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
The price is AU$189
includes taxes & fees
9 Mar - 10 Mar
Colle di Val d'Elsa - Siena - Apt Pink - B

Sportland

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

Find out more about San Cipriano

Everything you need to know about San Cipriano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Cipriano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Cipriano holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Cipriano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Cipriano holiday rentals we have selected for you start as low as AU$75 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Cipriano rentals

At Expedia, we put the best San Cipriano holiday 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 holiday.

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 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.