San Gimignano Vacation Rentals

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Nov 10 - Nov 11
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Nov 21 - Nov 23

Vacation Rentals in San Gimignano

2 bars/lounges
Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
Camping Boschetto Di Piemma
Outdoor pool
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

San Gimignano
10.0 out of 10, Exceptional, (106)
"Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. "
United Kingdom
Catherine T.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano
9.8 out of 10, Exceptional, (48)
"Quiet place to stay"
United States
mark e.
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi

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

San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Amazing place with great location "
Canada
ANGELA C.
The price is ￥19,519
￥29,278 total
includes taxes & fees
Dec 2 - Dec 3
san gimignano apartment in historical center, courtyard and fast free wifi
Exterior detail
La Casa di Ines

La Casa di Ines

San Gimignano City Centre
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
The price is ￥17,422
￥20,051 total
includes taxes & fees
Nov 11 - Nov 12
La Casa di Ines
Outdoor pool
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

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

San Gimignano
10.0 out of 10, Exceptional, (118)
"My husband and I spent 2 weeks at Villa Iris with our adult children and their spouses. The villa location is ideal and the views are even better in person, just breathtaking. The outdoor space is where we most of our living, and the pool is exceptional. Centrally located to Florence, Siena, Lucca and such easy access to San Gimignano for dinner, we all agreed it was ideal location. The chef services made us feel like royalty! If we can be back, we will! "
United States
maureen f.
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
Outdoor pool
Casa Vacanze Le Case

Casa Vacanze Le Case

San Gimignano
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."
Italy
Alex
The price is ￥13,685
￥15,940 total
includes taxes & fees
Nov 11 - Nov 12
Casa Vacanze Le Case
Outdoor pool
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

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

San Gimignano
10.0 out of 10, Exceptional, (113)
"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."
United States
Alice N.
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Outdoor pool
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

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

San Gimignano
10.0 out of 10, Exceptional, (108)
"The spacious accommodation on the first floor offered captivating views over the Tuscan countryside to San Gimignano on the horizon.The garden with its spacious swimming pool and outdoor eating area was greatly enjoyed by everyone. San Gimignano itself was a lovely town to explore with great restaurants and cafes. And the meal prepared for us by Barbara was very special."
United Kingdom
Patrick W.
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Property grounds
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

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

San Gimignano City Centre
9.8 out of 10, Exceptional, (12)
"Great location, we enjoyed our visit"
United States
Keith S.
The price is ￥18,632
￥39,718 total
includes taxes & fees
Nov 11 - Nov 12
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Pool
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

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

San Gimignano
10.0 out of 10, Exceptional, (81)
"From the minute we arrived to the day we left we found the villa fantastic, and the owners were very helpful and really went out of their way to make our stay lovely."
United Kingdom
Ian S.
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Comfort Condo, Ensuite, Ground Floor | 1 bedroom, free WiFi
IL VECCHIO CONVENTO

IL VECCHIO CONVENTO

San Gimignano City Centre
5.0 out of 10, (2)
The price is ￥25,295
￥28,712 total
includes taxes & fees
Nov 18 - Nov 19
IL VECCHIO CONVENTO
Fridge, microwave, oven, stovetop
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning

Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning

San Gimignano City Centre
9.8 out of 10, Exceptional, (6)
"Excellent location. Clean. Tons of charm and history. Our Host, Roberto, was very helpful and accommodating and want to thank him for making our return trip to San Gimiginano memorable. Bonus is that the host also has a winery we visited. Only drawback is we should we have stayed longer. Look forward to coming back."
United States
Carlos C.
The price is ￥38,953
￥48,498 total
includes taxes & fees
Nov 11 - Nov 12
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning
Outdoor pool
VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.

VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.

San Gimignano
10.0 out of 10, Exceptional, (45)
"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!"
United States
pamela s.
VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.
Pool
San Gimignano - Panoramic garden and beautiful pool!

San Gimignano - Panoramic garden and beautiful pool!

San Gimignano
9.8 out of 10, Exceptional, (38)
"It is a beautiful property. Charming house surrounded by a well maintained garden and with a spectacular pool. Very necessary after a day visit in a hot summer. The house has everything you may need. Very satisfied"
Italy
Livio F.
San Gimignano - Panoramic garden and beautiful pool!
Outdoor pool
Exclusive Farmhouse Pool & View of San Gimignano

Exclusive Farmhouse Pool & View of San Gimignano

Toscana
9.0 out of 10, Wonderful, (2)
"Place was very nice, clean with great views. Beds were comfortable. Communication with owner was not great and some amenities and customer service were average. Emailed owner about WiFi issue, HVAC unit error code and remotes and whether water was potable, no response. Also would’ve have been nice to have toaster/oven/microwave. "
United States
David A.
Exclusive Farmhouse Pool & View of San Gimignano
Netflix, streaming services
Two Bedroom Apartment

Two Bedroom Apartment

San Gimignano City Centre
9.8 out of 10, Exceptional, (10)
"Very well set up apartment and location was perfect. Parking is a bit of a challenge but if you don’t mind walking you will be ok. "
Canada
Bev P.
The price is ￥17,390
￥28,924 total
includes taxes & fees
Nov 11 - Nov 12
Two Bedroom Apartment
Pool
Villa Panizzi – Villa with private pool

Villa Panizzi – Villa with private pool

San Gimignano
9.4 out of 10, Exceptional, (23)
"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,...
United States
Wayne R.
Villa Panizzi – Villa with private pool
Pool
"Sunflower 4" Romantic for two

"Sunflower 4" Romantic for two

San Gimignano
9.4 out of 10, Exceptional, (34)
"Macinella is a very nice place to stay. It is quiët, the view is amazing and the swimming pool is great. Stelio and Rosella are very kind and very friendly hosts. Betsie and René"
Netherlands
Betsie S.
"Sunflower 4" Romantic for two
Interior
Medieval tower experience with private rooftop, San Gimignano

Medieval tower experience with private rooftop, San Gimignano

San Gimignano City Centre
10.0 out of 10, Exceptional, (5)
"This was a perfect stop for the once in a lifetime tour of italy "
United States
mark M.
The price is ￥56,783
￥75,592 total
includes taxes & fees
Nov 11 - Nov 12
Medieval tower experience with private rooftop, 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

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"A charming little city like many others high on a hill. On our itinerary due to its reputation. Not disappointing but maybe a little overrated."
royden 1-night trip
Posted 6 days ago
Hotel Leon Bianco

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
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  • 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 65 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.