San Gimignano Vacation Rentals from SAR 282: Search Short-Term Rentals

Q: 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.

A historic square with stone buildings, a prominent tower, and outdoor seating areas.

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Our top choices for San Gimignano vacation rentals

A narrow street with stone buildings, wooden doors, and a brick pathway.

1. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

SAR 450 total

includes taxes & fees

20 Nov - 21 Nov

An open wooden door leading to an outdoor patio with a table and chairs.

2. Palazzo al Torrione 2

San Gimignano City Centre

Klaus

SAR 508 total

includes taxes & fees

19 Nov - 20 Nov

A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

SAR 421 total

includes taxes & fees

14 Dec - 15 Dec

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. Casa Vacanze Le Case

San Gimignano

Andrew

SAR 376 total

includes taxes & fees

14 Nov - 15 Nov

A building with a wooden door, windows with shutters, and flower boxes.

5. Donna Nobile

San Gimignano City Centre

Treena

SAR 332 total

includes taxes & fees

8 Dec - 9 Dec

A narrow alleyway with brick walls, wooden barrels, and potted plants.

6. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

San Gimignano City Centre

Glenn

SAR 604 total

includes taxes & fees

14 Nov - 15 Nov

A patio with wicker furniture and potted plants, overlooking a scenic landscape.

7. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

SAR 398 total

includes taxes & fees

14 Nov - 15 Nov

A vineyard with a stone building, a metal gate, and purple plants in the foreground.

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

San Gimignano City Centre

William

SAR 1,015 total

includes taxes & fees

14 Nov - 15 Nov

A building with a staircase leading to a door, surrounded by potted plants and a tree.

9. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

San Gimignano

SAR 337 total

includes taxes & fees

14 Nov - 15 Nov

An old stone bridge with arched passageways, overgrown with vegetation.

10. Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

San Gimignano City Centre

Julie B.

SAR 842 total

includes taxes & fees

14 Nov - 15 Nov

A building with a wooden door and a balcony with flower boxes.

11. Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,

San Gimignano

A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

12. Comfortable double room with a bathroom in the historic center of San Gimignano.

San Gimignano City Centre

SAR 585 total

includes taxes & fees

14 Nov - 15 Nov

A bed with a red bedspread, two white pillows, and rolled towels.

13. THE FORMER CONVENT

San Gimignano City Centre

SAR 585 total

includes taxes & fees

14 Nov - 15 Nov

A stone building with a sloped roof, multiple windows, and a reception sign.

14. IL CASTAGNOLO COUNTRY B&B Torre Becci

San Gimignano

A cozy room with a wooden door, a small table with a lamp, and a red coat hanging on the wall.

15. I'Quercecchio Relax with Sauna - In the historic center of San Gimignano

San Gimignano City Centre

Gary

SAR 626 total

includes taxes & fees

14 Nov - 15 Nov

16. IL CASTAGNOLO COUNTRY B&B

Siena

17. IL CASTAGNOLO COUNTRY B&B Torre Chigi

San Gimignano

A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

18. IL VECCHIO CONVENTO

San Gimignano City Centre

Bodo

SAR 596 total

includes taxes & fees

15 Nov - 16 Nov

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

19. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

San Gimignano City Centre

An outdoor patio with a round wooden table, a wicker chair, and a potted plant.

20. Casa Bardi: Superior Apartment with Sauna + Parking

San Gimignano City Centre

"Of all the places we have stayed, this is by far the best experience ever. Diego was communicative from the start, provided loads of information about the village; reccomendations on where to eat, what to do…. What really impressed us was his attentiveness and care for our comfort and the San Gimignano experience. He met us near the condo and guided us to a safe, private, free parking spot a very short distance to our beautiful “rustic” condo, inside the outer walls of San Gimignano we had a...

LESLIE P.

SAR 1,190 total

includes taxes & fees

14 Nov - 15 Nov

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Top San Gimignano Hotel Reviews

A hot tub on a deck with a view of vineyards and hills.

Podere La Quercia

San Gimignano

10/10 Excellent

James

An aerial view of a vineyard with terraced fields, a large building with a swimming pool, and a road running through the property.

Agriturismo Macinatico 1

San Gimignano

10/10 Excellent

Irene

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

A stone building with a paved pathway leading to an arched entrance.

Capanna 1826

San Gimignano

10/10 Excellent

Jane

A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

Palazzo Mari

San Gimignano City Centre

10/10 Excellent

Pancho

A formal garden with neatly trimmed hedges, a central fountain, and stone pathways.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing in every way. The beauty of waking around is unlike any other. When we got there after a long day of traveling we had just missed the lunchtime to eat, and when went to shower the handle broke off- this is not a complaint. First they extended lunch without being asked and fixed the shower within minutes. From there on everything was amazing. Take time to eat the incredible breakfast in the garden, watch the breathtaking sunset in the back it’s incredible. Alessio- does it all he was...

John

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

Palazzo di Valli

Siena

10/10 Excellent

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

Casa Vacanze Le Case

San Gimignano

10/10 Excellent

Andrew

A swimming pool with lounge chairs and a view of a hill with buildings.

Agriturismo Il Casolare di Bucciano

San Gimignano

10/10 Excellent

We stayed here as part of our tour through Tuscany. Although we wanted to visit San Gimignano, we knew that it would be packed with tourists and bus tours, so we wanted to find a place close enough to visit the town, but away from the hectic crowds. Agriturismo Il Casolare di Bucciano perfectly suited those needs; we had a lovely view of San Gimignano from the grounds. Our GPS had trouble finding this place, because it is a rural address, but the personal connection always seems to work - a...

Jennifer

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Linna

A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Jassiel

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 62 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 Piazza Duomo.

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.

San Gimignano Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Gimignano vacation rentals

1. Materia Rooms San Gimignano

2. Palazzo al Torrione 2

3. B&B Palazzo Tortoli

4. Casa Vacanze Le Case

5. Donna Nobile

6. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

7. Affittacamere Le Ginestre

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

9. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

10. Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

11. Nuovissimo Appartamento Appena Fuori Dalle Antiche Mura di SAN Gimignano,

12. Comfortable double room with a bathroom in the historic center of San Gimignano.

13. THE FORMER CONVENT

14. IL CASTAGNOLO COUNTRY B&B Torre Becci

15. I'Quercecchio Relax with Sauna - In the historic center of San Gimignano

16. IL CASTAGNOLO COUNTRY B&B

17. IL CASTAGNOLO COUNTRY B&B Torre Chigi

18. IL VECCHIO CONVENTO

19. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

20. Casa Bardi: Superior Apartment with Sauna + Parking

Find vacation rentals that suit your style

Top San Gimignano Hotel Reviews

Podere La Quercia

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in San Gimignano?

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

How many vacation rentals are there in San Gimignano?

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

What’s a vacation rental in San Gimignano like?