San Cipriano Holiday Rentals from NZ$202: Search Short-Term Rentals

Q: 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.

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in San Cipriano

Enjoy a selection of beverages and sweet treats in our bar area, featuring a variety of bottles, glasses, and a display case of pastries.

"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."

Enjoy a tranquil meal by the pool, surrounded by lush greenery and comfortable seating.

"The stay was absolute perfect. From the first minute we loved this place. Very nice people and a beautiful and clean area. Even as it was fully booked, it was not crowded at all. Perfect for holidays with Kids! "

Step out onto the deck and enjoy the serene surroundings from the comfort of your cabin.

"We had an amazing time and the place was very genuine, had a great pool and nice restaurant."

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

"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."

Relax by the illuminated pool surrounded by lounge chairs and umbrellas in a serene outdoor area.

"Amazing stuff above and beyond… Perfect relaxing location we will be back for sure Thanks for everyone work there…"

Surrounded by mature trees and a well-maintained garden, this house offers a peaceful living environment.

"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!"

includes taxes & fees

16 July - 17 July

Relax by the serene pool surrounded by lush greenery and rolling hills.

"Wonderful hosts, perfect location, comfortable and beautiful villa with lovely heated swimming pool and all amenities for all ages."

Relax by the serene pool surrounded by lounge chairs and umbrellas.

"The Toscana village is great - so relaxing. The long stay owners are very friendly and helpful, as are the staff. The onsite bar/restaurant is good, as is the pool. There is a local town in easy walking distance with many old buildings, nice bars, and places to eat. On Saturdays there is a food market, so you can stock up on salads, fruits, vegetables, meats, and cheeses, etc. We can't wait to go back."

"It was amazing. House is beautiful and very clean with a gorgeous view. Sara and family were very helpful to us. "

Relax in a serene outdoor space surrounded by lush greenery and flowering plants, with a pergola structure and comfortable seating.

"We came for the second time to Villanovia and again enjoyed a fabulous week in a unique surrounding. Special thanks to our host Marco!"

Enjoy a warm dining experience in this cozy restaurant with exposed beams, brick walls, and a bar area.

Enjoy al fresco dining in a serene courtyard with tables, chairs, and lush greenery.

"This place was exactly as advertised and the pictures don’t do it justice—it is so lovely and had all the necessities for a comfortable stay. Perfect central location and helpful details for parking were much appreciated. The history of the home and the graciousness of the hostess were bonuses. "

includes taxes & fees

11 Aug - 12 Aug

Relax by the pool surrounded by lush greenery and a thatched structure.

"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. "

includes taxes & fees

20 July - 21 July

Relax by the serene pool surrounded by lush greenery and trees, with lounge chairs and a shaded area for ultimate relaxation.

"Quiet place to stay"

Enjoy a romantic dinner for two in this charming outdoor setting, complete with a beautifully set table and a stunning city view.

"-"

includes taxes & fees

18 July - 19 July

Relax by the serene pool surrounded by lush green hills.

"Pretty nice cottage in perfect location for visit of Pisa, Firence, Luca, Siena and San Gimignano!Train Station to Pisa and Firence within 10 mimutes drive.Luca war a fantastic and wonderful Host.We will definitly be back in case we return to Tuscany!"

Enter the elegant PALAZZO PACINI, where a grand arched doorway welcomes guests.

"Very charming Tuscan feel and Great hospitality, we felt very welcome!"

includes taxes & fees

16 July - 17 July

"We loved it. It was only one night but the apartment was great!!"

Surrounded by lush greenery and vineyards, this house offers a tranquil environment.

"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"

Stroll through the serene garden, lined with tall trees and leading to a charming central feature.

"Frederica was an incredible host, and the villa was perfect for our young family. Stunning location, the perfect holiday!"

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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$202 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.

Recent reviews of San Cipriano properties

5/5 Excellent

"This property is absolutely beautiful! It was such a relaxing stay for us. The staff is so kind and hospitable. I definitely recommend Poderi Arcangelo! "

A verified traveller stayed at Poderi Arcangelo

Posted 4 days ago

5/5 Excellent

Scores 10! highly recommended.

"This is a highly recommended hotel! The atmosphere, the pool, the food, the staff, room, surrounding, 2 minutes from the nearest Pizza place, 10 minutes from the center of town. Everything was just excellent."

A verified traveller stayed at RELAIS SANTA CHIARA - TUSCANY CHARME

Posted 6 days ago

5/5 Excellent

"We were just looking for a way to get away from the inner city, Rome, Florence, etc. this is the nicest place in the north we had stayed with the most hospitality in the north definitely recommended stay in the countryside of Tuscany here rather than in Florence Rome, we love it so much. We booked another night before we go home."

A verified traveller stayed at Boccioleto Resort&Spa

Posted 2 weeks ago

5/5 Excellent

A HIDDEN GEM RIGHT NEX TO THE TOWN.

"This a beautiful property just a short drive from SAN GIMIGNANO. The buildings, and grounds are magnificent. Very well taken care. Rooms were big and comfortable. The included Breakfast was very good Parking it's free and at the property. They have a FREE shuttle service to go to SAN GIMIGNANO, and BACK to the hotel. I ve been to San Gimignano 3 times, it's a wonderful medieval town, BUT parking outside the city walls, it's a pain. On previous trip, for 2 different days we had to wait in line for someone to leave the parking to get into the parking lot. Also it's kind of expensive parking .(more than 20 euros for the daytime) So for us leaving our car at the hotel, and going to San Gimignano and back to the hotel, with the offered shuttle WAS GREAT option. Not to worry where to park, and not waiting in line for a parking spot. The hotel STAFF was AMAZING. Super friendly, they had always a smile, and offer a solution for every request. We were 5 people traveling in 2 cars, One of the people of the group got a room, in an area with an ELEVATOR. The other 4 people, got a room in an older area of the property WITHOUT ELEVATOR, but the hotel staff, HELPED US WITH OUR LUGGAGE, at check in, and at check out. (Thank you) The hotel has an in property restaurant. Kind of expensive, the food was good, but the staff at the restaurant, did not speak much English, so communication was a problem. We will DEFINTIVLY will stay there again, on our return to TOSCANA. "

A verified traveller stayed at Hotel Casolare Le Terre Rosse

Posted 2 weeks ago

5/5 Excellent

"We were a group of 10 who just returned from a 4 night stay at this beautiful hotel. It exceeded our groups expectations. It is quaint, in a beautiful setting. The staff was excellent, accommodating any request that was made. Restaurant is very good, included breakfast was great, many choices. We enjoyed the pool and the bar servers at the pool were excellent. Overall a wonderful stay and would highly recommend. "

A verified traveller stayed at Hotel Borgo di Cortefreda Relais

Posted 2 weeks ago

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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

San Cipriano Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in San Cipriano

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Hu Montescudaio Village

Hu Montescudaio Village

Villa San Filippo

Villa San Filippo

Il Castello di San Ruffino

Il Castello di San Ruffino

Residence Il Paradiso

Residence Il Paradiso

Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Toscana Holiday Village

Toscana Holiday Village

LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Resort with pool in Riparbella

Resort with pool in Riparbella

san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70

Il Frutteto

Il Frutteto

Detached house, private swimming pool, private fenced garden, panoramic view

Detached house, private swimming pool, private fenced garden, panoramic view

Palazzo Pacini

Palazzo Pacini

Borgo Guglielmo

Borgo Guglielmo

Your panoramic house in Tuscany between vineyards and olive groves.

Your panoramic house in Tuscany between vineyards and olive groves.

Single Villa in the hills with private pool, garden and wood

Single Villa in the hills with private pool, garden and wood

Find out more about San Cipriano

Find out more about San Cipriano

Recent reviews of San Cipriano properties

Recent reviews of San Cipriano properties

Poderi Arcangelo

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Trending destinations on Expedia.co.nz

Frequently asked questions