San Gimignano Vacation Rentals

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In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Rentals in San Gimignano

Our top choices for San Gimignano vacation rentals

Camping Boschetto Di Piemma
2 bars/lounges

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (84)
"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 ￥8,965
￥11,780 total
includes taxes & fees
Oct 15 - Oct 16
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, (101)
"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 ￥11,303
￥13,305 total
includes taxes & fees
Oct 22 - Oct 23
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, (111)
"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
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)
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country "
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, (69)
"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 ￥18,608
￥28,025 total
includes taxes & fees
Oct 8 - Oct 9
san gimignano apartment in historical center, courtyard and fast free wifi
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, (45)
"Quiet place to stay"
Beautiful apartment in San Gimignano - RoccaiaCasa'70
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 ￥22,672
￥44,376 total
includes taxes & fees
Oct 10 - Oct 11
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
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."
Casa Vacanze Le Case
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)
"What an amazing week at Villa Sarah! Every aspect, from the house to the view to the surroundings and to our gracious hosts exceeded our expectations. If there were 10 stars, we would give it 10 stars!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
IL VECCHIO CONVENTO
Comfort Condo, Ensuite, Ground Floor | 1 bedroom, free WiFi

IL VECCHIO CONVENTO

5.0 out of 10, (2)
The price is ￥21,101
￥24,085 total
includes taxes & fees
Oct 26 - Oct 27
IL VECCHIO CONVENTO
- 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, (107)
"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
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
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 ￥34,456
￥35,328 total
includes taxes & fees
Sep 28 - Sep 29
Apartment 'Casa Vacanze Etrusco - Quercia' with Air Conditioning
Charming San Gimignano Apartment With City Views
Apartment, 1 Bedroom, City View | Interior

Charming San Gimignano Apartment With City Views

The price is ￥27,967
￥31,638 total
includes taxes & fees
Oct 26 - Oct 27
Charming San Gimignano Apartment With City Views
Medieval tower experience with private rooftop, San Gimignano
Interior

Medieval tower experience with private rooftop, San Gimignano

10.0 out of 10, Exceptional, (5)
"You can't be shy of small spaces and a lot of stairs. If you are ok with that and are into unique experiences in fairy tale fashion, then stay here and have the private chef dinner at sunset."
The price is ￥87,199
￥107,255 total
includes taxes & fees
Oct 12 - Oct 13
Medieval tower experience with private rooftop, San Gimignano
Le Torri San Gimignano Apartments
Interior

Le Torri San Gimignano Apartments

9.0 out of 10, Wonderful, (4)
"Loved this apartment. Felt like we were locals. Walked to everything. Outstanding communication with property manager. She was very helpful and accommodating. She was able to help us navigate how to return to our train station as transportation from here can be tricky if not planned in advance."
The price is ￥21,276
￥32,612 total
includes taxes & fees
Sep 30 - Oct 1
Le Torri San Gimignano Apartments
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
Holiday-Home with pool in San Gimignano
Seasonal outdoor pool, pool umbrellas, sun loungers

Holiday-Home with pool in San Gimignano

7.0 out of 10, Good, (2)
"This property is not inside the city walls though if you click on the directions it would lead you to believe so. It's a very long walk to get there. A car is 100% required. Taxi/uber in this area is non-existent. Do not book this place if you do not have a car. Otherwise, the views are lovely. "
Holiday-Home with pool in San Gimignano
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 Gimignano Hotel Reviews

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

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

10/10 Excellent
"Very comfortable and convenient to San Gimignano . Alessandro was very helpful arranging a chef prepared dinner and wine tasting at the Villa...the highlight of our stay!"
Thomas O. 4-night trip
Posted 3 days ago
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

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 vacation rentals in San Gimignano?

Yes, you can find vacation rentals close to top attractions in San Gimignano, or you can choose a secluded option if you want a relaxing place to 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 cafes during your trip.

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

Casa Vacanze Le Case: Visitors like this San Gimignano vacation home rental. It offers an outdoor pool, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and kitchenware can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in San Gimignano?

With 66 Expedia vacation rentals, you're sure 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 vacation rental in San Gimignano like?

A vacation rental is a private property you can book for a few weeks or just a few days in San Gimignano. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.