San Cipriano Holiday Rentals

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Our top choices for San Cipriano holiday rentals

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 NZ$141
includes taxes & fees
15 May - 16 May
Residence Il Paradiso

Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
The price is NZ$107
includes taxes & fees
14 May - 15 May
Hotiday Relais Costa degli Etruschi

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is NZ$321
includes taxes & fees
20 May - 21 May
Villa Montecastello

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 NZ$158
includes taxes & fees
15 May - 16 May
Affittacamere e Ristorante Ariete

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 NZ$147
includes taxes & fees
13 May - 14 May
Beatabb

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 NZ$186
includes taxes & fees
20 May - 21 May
Antico Podere San Francesco Hotel

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 NZ$169
includes taxes & fees
13 May - 14 May
B&B Il Moscondoro

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 NZ$130
includes taxes & fees
17 May - 18 May
Antica Dimora Leones

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 NZ$309
includes taxes & fees
13 May - 14 May
Antico Borgo Poggiarello

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 NZ$274
includes taxes & fees
20 May - 21 May
Palazzo Pacini

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 NZ$456
includes taxes & fees
5 June - 6 June
La Lunaria di Lajatico

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 NZ$191
includes taxes & fees
13 May - 14 May
Holiday Home 'The Ancient Valley - Selvans' with Shared Pool, Garden, Wi-Fi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is NZ$117
includes taxes & fees
13 May - 14 May
Room Rent Morrona

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is NZ$300
includes taxes & fees
18 May - 19 May
Borgo Il Poggiaccio

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very good, (41 reviews)
"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
The price is NZ$163
includes taxes & fees
20 May - 21 May
Villa San Filippo

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NZ$100
includes taxes & fees
17 May - 18 May
Sportland

Enjoy breathtaking view and sunsets from the Swimming pool - Casa Magnolia LUNA

Enjoy breathtaking view and sunsets from the Swimming pool - Casa Magnolia LUNA
MORRONA, TERRICCIOLA
10.0 out of 10, Exceptional, (59 reviews)
"Sehr liebevoll eingerichtet, mit gut ausgestatteter Küche. Der Garten mit dem Ausblick ist ein Traum. Die Gastgeber waren sehr nett und zuvorkommend. Supermärkte sind in der Umgebung mit Auto gut zu erreichen. Ausflugsziele wie Volterra, Florenz oder das Meer, sind alle in unter 1 Stunde zu erreichen. "
Germany
Tom D.
The price is NZ$318
includes taxes & fees
14 May - 15 May
Enjoy breathtaking view and sunsets from the Swimming pool - Casa Magnolia LUNA

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 NZ$281
includes taxes & fees
19 May - 20 May
Colle di Val d'Elsa - Siena - Apt Pink - B

Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is NZ$284
includes taxes & fees
14 May - 15 May
Tenuta Quadrifoglio

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 NZ$188
includes taxes & fees
13 May - 14 May
Two-room apartament in heart of tuscany
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 favorite 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 depends 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 NZ$87 per night. Entering your travel dates in the search wizard you might find 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 Peccioli Prehistoric Park, 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.