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Top Holiday Rentals in San Cipriano

Antico Podere San Francesco Hotel

10.0 out of 10, Exceptional, (22)
"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! "
Antico Podere San Francesco Hotel

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (78)
"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."
Camping Boschetto Di Piemma

Hu Montescudaio Village

3.0 star property
9.6 out of 10, Exceptional, (21)
"We had an amazing time and the place was very genuine, had a great pool and nice restaurant."
Hu Montescudaio Village

Villa San Filippo

4.0 star property
8.4 out of 10, Very good, (39)
"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."
Villa San Filippo

Residence Il Paradiso

3.0 star property
8.4 out of 10, Very good, (24)
"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!"
The price is £69
includes taxes & fees
29 Jun - 30 Jun
Residence Il Paradiso

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

7.2 out of 10, Good, (12)
"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. "
The price is £112
includes taxes & fees
30 Jun - 1 Jul
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Holiday Village

3.0 star property
6.8 out of 10, (42)
"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."
Toscana Holiday Village

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

9.8 out of 10, Exceptional, (49)
"It was amazing. House is beautiful and very clean with a gorgeous view. Sara and family were very helpful to us. "
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

Holiday house with private pool and fenced garden

10.0 out of 10, Exceptional, (54)
"Enjoyed a week at this gorgeous property. "
Holiday house with private pool and fenced garden

Il Castello di San Ruffino

9.4 out of 10, Exceptional, (22)
"Amazing stuff above and beyond… Perfect relaxing location we will be back for sure Thanks for everyone work there…"
The price is £170
includes taxes & fees
6 Jul - 7 Jul
Il Castello di San Ruffino

Palazzo Pacini

9.6 out of 10, Exceptional, (86)
"Very charming Tuscan feel and Great hospitality, we felt very welcome!"
The price is £135
includes taxes & fees
3 Jul - 4 Jul
Palazzo Pacini

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (54)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

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

9.6 out of 10, Exceptional, (33)
"Amazing place with great location "
The price is £143
includes taxes & fees
29 Jun - 30 Jun
san gimignano apartment in historical center, courtyard and fast free wifi

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (37)
"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!"
Your panoramic house in Tuscany between vineyards and olive groves.

Villa Mucellena

The price is £94
includes taxes & fees
17 Jul - 18 Jul
Villa Mucellena

Beautiful apartment in San Gimignano - RoccaiaCasa'70

9.8 out of 10, Exceptional, (35)
"Quiet place to stay"
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

9.2 out of 10, Wonderful, (31)
"Wonderful location. Interesting villa. Beautiful views. Generous owner/manager."
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

Villa Bel Sogno - Beautiful View Of Volterra And The Countryside.

10.0 out of 10, Exceptional, (91)
"It was a beautiful, updated and relaxing villa! It had all that we needed for our stay including an updated kitchen. The beds were comfortable. The views were amazing especially from the spacious patio. It was very quiet and peaceful."
Villa Bel Sogno - Beautiful View Of Volterra And The Countryside.

Tuscan house in an ancient village near San Gimignano - Il Fienile

9.8 out of 10, Exceptional, (53)
"Excellent and quick contact with property owner. She was very responsive when I had to make very rapid arrangements (less than 72 hours) after a different VRBO didn't work out. Upon our arrival, Roberto (the property manager - lovely gentleman - very prompt and responsive), helped us to understand the property and it's layout. We felt well-prepared and faced no difficulties during our stay. Roberto speaks Italian and English and we speak mostly English with just enough Italian to be...
Tuscan house in an ancient village near San Gimignano - Il Fienile

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

10.0 out of 10, Exceptional, (79)
"What’s not to love about Casa Bianca. The hosts Marica and Luca were very welcoming and friendly. Had a long day of travel and Marica had a bottle of wine waiting for us then went and picked up pizza. The home is lovely, clean and we never wanted for anything. Mentioned we liked to play bocce and the next day there was bocce. We had beautiful weather so we could use the pool everyday. Very central to most everything. Marica had given us suggestions of small towns to visit and they were lovely....
Detached house, private swimming pool, private fenced garden, panoramic view
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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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 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.