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San Cipriano Holiday Rentals

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Our top choices for San Cipriano holiday rentals

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 AU$116
includes taxes & fees
12 June - 13 June
Antica Dimora Leones

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$123
includes taxes & fees
14 June - 15 June
Residence Il Paradiso

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 AU$128
includes taxes & fees
15 June - 16 June
Villa San Filippo

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is AU$301
includes taxes & fees
16 June - 17 June
Villa Montecastello

La Ripadoro

La Ripadoro
Chianni
The price is AU$213
includes taxes & fees
12 June - 13 June
La Ripadoro

Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
9.0 out of 10, Wonderful, (2 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 AU$107
includes taxes & fees
4 July - 5 July
Affittacamere e Ristorante Ariete

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 AU$155
includes taxes & fees
14 June - 15 June
Hotiday Relais Costa degli Etruschi

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
The price is AU$345
includes taxes & fees
15 June - 16 June
La Lunaria di Lajatico

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 AU$133
includes taxes & fees
21 June - 22 June
Beatabb

Borgo Guglielmo

Borgo Guglielmo
Cecina
9.0 out of 10, Wonderful, (16 reviews)
"Very nice apartment. Great pool and nice and service minded staff. We were very satisfied with our stay. "
Norway
Ingunn S
The price is AU$135
includes taxes & fees
12 June - 13 June
Borgo Guglielmo

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is AU$114
includes taxes & fees
18 June - 19 June
Room Rent Morrona

Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi

Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi
Palaia
The price is AU$221
includes taxes & fees
15 June - 16 June
Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi

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 AU$239
includes taxes & fees
24 June - 25 June
Palazzo Pacini

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$260
includes taxes & fees
12 June - 13 June
Antico Borgo Poggiarello

Two-room apartament in heart of tuscany

Two-room apartament in heart of tuscany
Montopoli
10.0 out of 10, Exceptional, (1 review)
"Very friendly host, nice apartment. All the kitchen tools to make meals there. The neighborhood was friendly but it was noisy a bit at night due to the dogs. "
Canada
Annie-Ève
The price is AU$166
includes taxes & fees
16 June - 17 June
Two-room apartament in heart of tuscany

Apartment 'Il Mulino Del Botteghino - A' with Shared Garden, Wi-Fi and Air Conditioning

Apartment 'Il Mulino Del Botteghino - A' with Shared Garden, Wi-Fi and Air Conditioning
Botteghino
The price is AU$237
includes taxes & fees
12 June - 13 June
Apartment 'Il Mulino Del Botteghino - A' with Shared Garden, Wi-Fi and Air Conditioning

Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is AU$130
includes taxes & fees
14 June - 15 June
Fattoria Podere i Luoghi

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 AU$157
includes taxes & fees
23 June - 24 June
Borgo Antico Residence

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel
Rosignano Marittimo
9.6 out of 10, Exceptional, (45 reviews)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
The price is AU$161
includes taxes & fees
14 June - 15 June
Antico Podere San Francesco Hotel

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
The price is AU$187
includes taxes & fees
14 June - 15 June
Il Castello di San Ruffino
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$95 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.