Default HTG hotel image

San Cipriano Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for San Cipriano holiday rentals

Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is S$70
includes taxes & fees
26 Jul - 27 Jul
Sportland
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is S$163
includes taxes & fees
1 Jul - 2 Jul
Villa Mucellena
Exterior

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 S$106
includes taxes & fees
30 Jun - 1 Jul
Residence Il Paradiso
Front of property

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 S$147
includes taxes & fees
28 Jun - 29 Jun
Borgo Antico Residence
Seasonal outdoor pool

San Francesco Country Resort

San Francesco Country Resort
Rosignano Marittimo
9.6 out of 10, Exceptional, (45 reviews)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
The price is S$220
includes taxes & fees
28 Jun - 29 Jun
San Francesco Country Resort
Outdoor dining

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 S$102
includes taxes & fees
11 Jul - 12 Jul
Affittacamere e Ristorante Ariete
Garden

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 S$105
includes taxes & fees
28 Jun - 29 Jun
Antica Dimora Leones
Garden view

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 S$117
includes taxes & fees
29 Jun - 30 Jun
Villa San Filippo
Restaurant

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 S$154
includes taxes & fees
30 Jun - 1 Jul
Hotiday Relais Costa degli Etruschi
Living area

La Ripadoro

La Ripadoro
Chianni
The price is S$323
includes taxes & fees
29 Jun - 30 Jun
La Ripadoro
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas

Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is S$117
includes taxes & fees
13 Jul - 14 Jul
Fattoria Podere i Luoghi
Premium bedding, free WiFi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is S$107
includes taxes & fees
28 Jun - 29 Jun
Room Rent Morrona
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 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 S$307
includes taxes & fees
7 Jul - 8 Jul
Borgo Il Poggiaccio
Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is S$83
includes taxes & fees
29 Jun - 30 Jun
Camping Boschetto Di Piemma
Terrace/patio

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 S$219
includes taxes & fees
2 Jul - 3 Jul
Palazzo Pacini
Room service – dining

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 S$132
includes taxes & fees
12 Jul - 13 Jul
B&B Il Moscondoro
Daily self-service breakfast for a fee

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 S$147
includes taxes & fees
28 Jun - 29 Jun
Beatabb
Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (35 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is S$239
includes taxes & fees
1 Jul - 2 Jul
Tenuta Sant'Ilario
Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is S$267
includes taxes & fees
1 Jul - 2 Jul
Villa Montecastello
View from room

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is S$213
includes taxes & fees
28 Jun - 29 Jun
B&B Palazzo Tortoli
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Cipriano Hotel Reviews

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

10/10 Excellent
"10/10 stay. Very nice, clean, and comfortable stay. Gorgeous views and next to a cute town!"
Alex 3-night trip
Posted 3 days ago
Hotel Borgo di Cortefreda Relais

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?

San Francesco Country Resort: 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.