San Gimignano Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept

Holiday Rentals in San Gimignano

Our top choices for San Gimignano holiday rentals

Camping Boschetto Di Piemma
2 bars/lounges

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (83)
"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."
The price is HK$535
HK$690 total
includes taxes & fees
11 Sept - 12 Sept
Camping Boschetto Di Piemma
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (98)
"The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
La Casa di Ines
Exterior detail

La Casa di Ines

10.0 out of 10, Exceptional, (2)
"Habitación limpia en buenas condiciones tranquila sin ruido y muy bien ubicada"
The price is HK$628
HK$737 total
includes taxes & fees
29 Sept - 30 Sept
La Casa di Ines
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Outdoor pool

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (109)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Casa Vacanze Le Case
Outdoor pool

Casa Vacanze Le Case

9.0 out of 10, Wonderful, (8)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
The price is HK$986
HK$1,131 total
includes taxes & fees
14 Sept - 15 Sept
Casa Vacanze Le Case
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor pool, an infinity pool

Beautiful apartment in San Gimignano - RoccaiaCasa'70

9.8 out of 10, Exceptional, (43)
"Quiet place to stay"
Beautiful apartment in San Gimignano - RoccaiaCasa'70
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Outdoor pool

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

10.0 out of 10, Exceptional, (117)
"Great place to stay with family/friends. The grounds are beautiful and immaculately maintained. The house is spotless. The owners organized a meal and a cooking class at the villa for us. They were willing and able to help in any way possible and were very organized with the check in and check out process. Will definitely return. "
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Outdoor pool

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

9.8 out of 10, Exceptional, (68)
"This is a great property with loveku views and a great welcome. Loved our stay and will be going back."
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
san gimignano apartment in historical center, courtyard and fast free wifi
Outdoor dining

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

9.6 out of 10, Exceptional, (34)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
The price is HK$993
HK$1,495 total
includes taxes & fees
12 Sept - 13 Sept
san gimignano apartment in historical center, courtyard and fast free wifi
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Property grounds

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

9.6 out of 10, Exceptional, (9)
"Great location, we enjoyed our visit"
The price is HK$1,188
HK$2,316 total
includes taxes & fees
15 Sept - 16 Sept
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Outdoor pool

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (42)
"Great Villa to stay at. Owner was excellent to deal with."
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
IL VECCHIO CONVENTO
1 bedroom, free WiFi

IL VECCHIO CONVENTO

5.0 out of 10, (2)
The price is HK$1,196
HK$1,361 total
includes taxes & fees
9 Sept - 10 Sept
IL VECCHIO CONVENTO
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Pool

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (80)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Outdoor pool

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

10.0 out of 10, Exceptional, (106)
"Perfect home for our home away from home. House is beautiful and hand built by the family. Hospitality is wonderful. The location is perfect for exploring the Tuscany region."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning
Fridge, oven, stovetop, coffee/tea maker

Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning

10.0 out of 10, Exceptional, (1)
"Pros: Monolpcale spazioso, equipaggiato di tutto il necessario (cosa non scontata!), molto pulito e funzionale. Posizione molto comoda e con bellissimo panorama, tranquilla e riservata. Check in puntuale e molto ben organizzato."
The price is HK$1,805
HK$1,851 total
includes taxes & fees
10 Sept - 11 Sept
Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning
Holiday-Home with pool in San Gimignano
Seasonal outdoor pool, pool umbrellas, pool loungers

Holiday-Home with pool in San Gimignano

10.0 out of 10, Exceptional, (1)
"Nous avons aimé l'endroit tranquille et la vue pour profiter de la Toscane. "
Holiday-Home with pool in San Gimignano
Exclusive Farmhouse Pool & View of San Gimignano
Outdoor pool

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano
"Sunflower 4" Romantic for two
Pool

"Sunflower 4" Romantic for two

9.4 out of 10, Exceptional, (34)
"Super ruhige Lage, beste Entspannung und tolle Vermieter! „This Place was not made für business - it was made for having a good life!“"
"Sunflower 4" Romantic for two
Villa Panizzi – Villa with private pool
Pool

Villa Panizzi – Villa with private pool

9.4 out of 10, Exceptional, (21)
"We thoroughly enjoyed our stay at Villa Panizzi. It feels like being out in the country yet only a little over a mile to San Gimignano straight up the road. The villa itself is beautiful, very spacious for the bedrooms and the common areas. The outside terraces are nice along with the really nice swimming pool. Walking in the area next to the house there are vineyards and a hill where you can see the town and all its towers. The area is a very good central location to visit Siena, Florence,...
Villa Panizzi – Villa with private pool
Santo Pietro Resort
Front of property

Santo Pietro Resort

10.0 out of 10, Exceptional, (1)
"Un excellent service à la clientèle. Un gros merci à Chiara pour son accueil et sa rapidité de régler une petite problématique "
Santo Pietro Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Gimignano Hotel Reviews

Find out more about San Gimignano

Find out more about San Gimignano

Search for holiday rentals in San Gimignano on Expedia! You can easily find your home rentals, villas, holiday apartments in San Gimignano using one of the methods below:

  • View our selection of featured holiday rentals in San Gimignano
  • Use the map to find apartments and other holiday homes in the San Gimignano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Gimignano while they last

Look no further and take a look at our great range of rental properties in San Gimignano!

Frequently asked questions

Are there holiday rentals in San Gimignano?

Yes, there are holiday rentals close to the most popular sights in San Gimignano, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to San Gimignano speak positively about the beautiful countryside and wineries in this destination. Make sure you have time to check out the museums and cafés during your trip.

What are some of the best holiday rentals that San Gimignano has to offer?

Borgo Argiano: This holiday home rental outside of San Gimignano is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in San Gimignano?

With 66 Expedia holiday rentals, you're guaranteed to find just the right place for your San Gimignano stay.

What’s there to see and do in San Gimignano?

Cultural attractions include San Gimignano Communal Palace and Medieval Criminal and Torture Museum, whereas Castelvecchio Natural Reserve is one spot to enjoy nature. Other places in town to visit include Piazza della Cisterna and Torre Grossa.

What’s a holiday rental in San Gimignano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gimignano. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.