Castel San Gimignano Holiday Rentals, San Gimignano: Private House Rentals

A city with historic towers and a vineyard.

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Our top choices for Castel San Gimignano hotels

A garden with a stone pathway, wooden benches, and various potted plants.

A swimming pool with lounge chairs and blue umbrellas, surrounded by trees and a stone wall.

A room with two beds, a desk with a chair, a television, and a window with curtains.

A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.

1. Antico Borgo il Cardino

San Gimignano

Craig

Rp2.738.422

Rp3.113.688 total

includes taxes & fees

13 Oct - 14 Oct

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

A man and a woman in a restaurant with a stone wall and a wooden table.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

2. Hotel Sovestro

San Gimignano

Manuel

Rp2.749.102

Rp3.145.720 total

includes taxes & fees

25 Oct - 26 Oct

A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.

A lobby with a round table, a cream-colored sofa, and a decorative lamp.

A dining area with a stone wall, a spiral staircase, and floral upholstered chairs.

A dining area with two ornate chairs, a table with a vase of red flowers, and a wall-mounted television.

3. Hotel Volterra In Superior

Volterra

Brian

Rp1.991.543

Rp2.292.161 total

includes taxes & fees

1 Oct - 2 Oct

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

A narrow street with historic buildings, a clear sky, and pedestrians.

A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

A hotel entrance with a glass door, a welcome mat, and two potted plants.

4. Albergo Etruria

Volterra

Michelle

Rp2.067.186

Rp2.375.328 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

5. Villa San Lucchese

Poggibonsi

Simona

Rp2.240.078

Rp2.586.915 total

includes taxes & fees

2 Oct - 3 Oct

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A stone building with a rustic garden, a hanging light fixture, and a gravel path.

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

6. il Casale del Cotone

San Gimignano

Mary

Rp4.858.547

Rp5.445.824 total

includes taxes & fees

12 Oct - 13 Oct

A person sitting in a hot tub with a waterfall feature in the background.

A tiled shower area with a square light fixture above the showerhead.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

7. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

Rp2.987.370

Rp3.367.245 total

includes taxes & fees

25 Oct - 26 Oct

A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.

A swimming pool with a view of a historic city on a hill.

A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.

8. Agriturismo Il Segreto di Pietrafitta

San Gimignano

Michelle

Rp5.136.532

Rp5.752.523 total

includes taxes & fees

29 Sept - 30 Sept

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

9. Hotel San Lino

Volterra

Paul

Rp1.808.170

Rp2.110.614 total

includes taxes & fees

21 Oct - 22 Oct

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A breakfast buffet with various pastries, fruits, and beverages.

10. Villa Sabolini

Colle di Val d'Elsa

Andrew

Rp2.285.225

Rp2.594.885 total

includes taxes & fees

19 Oct - 20 Oct

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A table set for dining with a view of a vineyard.

A lobby with a reception desk, a staircase, and seating areas.

A historic square with stone buildings, a central fountain, and a tower.

11. La Cisterna

San Gimignano City Centre

john

Rp1.837.232

Rp2.142.663 total

includes taxes & fees

25 Oct - 26 Oct

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

12. Hotel Casolare Le Terre Rosse

San Gimignano

George

Rp3.079.572

Rp3.509.237 total

includes taxes & fees

14 Oct - 15 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

13. Hotel Chiusarelli

Siena City Centre

sharon

Rp3.135.798

Rp3.550.821 total

includes taxes & fees

16 Oct - 17 Oct

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

A gym with treadmills, weight machines, and free weights.

14. Hotel Leon Bianco

San Gimignano City Centre

CINTHIA ELAINE DE

Rp2.284.785

Rp2.634.971 total

includes taxes & fees

18 Oct - 19 Oct

A courtyard with a statue, stone walls, and a reception sign.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

A wooden pathway leading to a pool area with a gazebo and potted plants.

15. Relais Della Rovere

Colle di Val d'Elsa

Robert

Rp2.838.002

Rp3.202.940 total

includes taxes & fees

25 Oct - 26 Oct

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

An interior corridor with arches, columns, and a brick wall.

16. La Certosa di Pontignano

Castelnuovo Berardenga

Roberto

Rp1.715.875

Rp2.049.760 total

includes taxes & fees

19 Oct - 20 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

A modern interior with a bar area, seating, and a staircase.

17. Locanda le Piazze

Castellina in Chianti

Tara

Rp6.220.563

Rp6.965.449 total

includes taxes & fees

18 Oct - 19 Oct

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

A courtyard with a lawn, seating area, and a weeping willow tree.

A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

18. LHP Certaldo Resort

Certaldo

Arash

Rp2.128.444

Rp2.462.997 total

includes taxes & fees

15 Oct - 16 Oct

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

A bar area with a counter, bottles, and glasses.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

19. Palazzo Ravizza

Siena Historical Center

Sherri

Rp3.361.446

Rp3.799.014 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

20. Hotel Le Colline

San Gimignano

Federico

Rp1.743.628

Rp2.039.698 total

includes taxes & fees

25 Oct - 26 Oct

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Learn more about Castel San Gimignano

Medieval towers rise dramatically from this hilltop town, where you can climb Torre Grossa for panoramic Tuscan countryside views. Sample award-winning Vernaccia wine at local enotecas and explore the impressive art collection inside the Civic Museum's ancient walls.

See all hotels in Castel San Gimignano

Top Castel San Gimignano Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Got a lot of great help from the staff !"

Fattoria di Vegi

10/10 Excellent

"All aspects were superb and I highly recommend Vegi to friends, family and others. Beautiful locale and facility aesthetics, very well appointed, and excellent service."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful escape weekend. I would go back again and again. The staff was amazing. Food was incredible."

Poderi Arcangelo

10/10 Excellent

"Location is beautiful. We were in the separate house."

NH Siena

10/10 Excellent

"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."

Castelfalfi

10/10 Excellent

"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."

La Certosa di Pontignano

10/10 Excellent

"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"

More cheap stays in Castel San Gimignano

Cannon d'Oro

Via Montanini 28 Siena SI

Rp1.037.281

Rp1.242.432 total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

Rp1.748.164

Rp2.024.403 total

27 Sept - 28 Sept

includes taxes & fees

7.8/10 Good! (440 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

Rp2.632.076

Rp2.997.641 total

12 Oct - 13 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

Rp2.874.214

Rp3.263.993 total

30 Sept - 1 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

Rp3.070.278

Rp3.438.241 total

24 Oct - 25 Oct

includes taxes & fees

9/10 Wonderful! (20 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Frequently asked questions

What's the best place for a stay in Castel San Gimignano?

Located 12.8 mi (20.6 km) from the heart of Castel San Gimignano, Castelfalfi is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are La Certosa di Pontignano and Hotel Athena. See all available top hotels, or vacation rentals in Castel San Gimignano.

If I need to cancel my hotel reservation in Castel San Gimignano, will I receive a refund?

Yes, most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Castel San Gimignano.

What's the best LGBTQ-friendly place to stay in Castel San Gimignano?

Tenuta Decimo is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Castel San Gimignano.

What's the best dog-friendly hotel in Castel San Gimignano?

Antico Borgo il Cardino is a top affittacamere for people travelling with their pets, and offers an outdoor pool and a bar/lounge for its human guests. Le Volpaie is another good choice if you're bringing your pet along. See more pet-friendly hotel accommodations in Castel San Gimignano.

What are some accommodation options with pools in Castel San Gimignano?

Castelfalfi: Features 4 restaurants, a seasonal outdoor pool and a full-service spa. Poderi Arcangelo and Fattoria di Vegi are two additional hotels that offer an on-site pool. View all hotels with pools in Castel San Gimignano.

How is it staying in Castel San Gimignano?

Visitors can enjoy all that Castel San Gimignano has to offer, including the coffee shops, local tours and wineries. This city also attracts tourists with its quaint and welcoming setting. In Castel San Gimignano, there are 9 hotels and other accommodation options to choose from. Find out more about Castel San Gimignano.

What is there to see in Castel San Gimignano?

Places to visit in the wider area include Sovestro in Poggio Winery, Casa e Torre Campatelli and Piazza della Cisterna. You'll also find Vernaccia di San Gimignano Wine Museum and Torre Grossa in the area. Take a look at what more there is to see and do in Expedia's Castel San Gimignano guide.

What's the seasonal weather like in Castel San Gimignano?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castel San Gimignano is 935 mm.

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Find hotels in Castel San Gimignano from Rp1.242.432

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Castel San Gimignano

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castel San Gimignano hotels

1. Antico Borgo il Cardino

2. Hotel Sovestro

3. Hotel Volterra In Superior

4. Albergo Etruria

5. Villa San Lucchese

6. il Casale del Cotone

7. Hotel Palazzo San Lorenzo & SPA

8. Agriturismo Il Segreto di Pietrafitta

9. Hotel San Lino

10. Villa Sabolini

11. La Cisterna

12. Hotel Casolare Le Terre Rosse

13. Hotel Chiusarelli

14. Hotel Leon Bianco

15. Relais Della Rovere

16. La Certosa di Pontignano

17. Locanda le Piazze

18. LHP Certaldo Resort

19. Palazzo Ravizza

20. Hotel Le Colline

Learn more about Castel San Gimignano

Top Castel San Gimignano Hotel Reviews

Hotel Chiusarelli

Fattoria di Vegi

Salvadonica - Borgo del Chianti

Poderi Arcangelo

NH Siena

Borgo Scopeto Wine & Country Relais

Castelfalfi

Villa Scacciapensieri Boutique Hotel

La Certosa di Pontignano

More cheap stays in Castel San Gimignano

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Antico Borgo Poggiarello

Porta Pispini Residence

Frequently asked questions

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