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

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

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

1. Antico Borgo il Cardino

San Gimignano

Craig

฿5,070

฿5,765 total

includes taxes & fees

14 Oct - 15 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.

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.

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

2. Hotel Casolare Le Terre Rosse

San Gimignano

Jodie

฿5,736

฿6,535 total

includes taxes & fees

24 Oct - 25 Oct

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

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.

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

3. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

฿3,872

฿4,409 total

includes taxes & fees

8 Nov - 9 Nov

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.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

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

4. Relais Della Rovere

Colle di Val d'Elsa

Megan

฿4,701

฿5,322 total

includes taxes & fees

31 Oct - 1 Nov

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

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

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

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

5. Villa Sabolini

Colle di Val d'Elsa

Patricia

฿2,890

฿3,329 total

includes taxes & fees

3 Nov - 4 Nov

A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

A buffet table with various food items and a sign reading 'TORRELUCENT'.

A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

6. Cappuccina Country Resort

San Gimignano

tony

฿7,431

฿8,437 total

includes taxes & fees

20 Oct - 21 Oct

A table set for dining with a view of a hilltop town.

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

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

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

7. La Collegiata

San Gimignano

Farzad

฿5,321

฿6,116 total

includes taxes & fees

30 Oct - 31 Oct

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A hotel room with a bed, a desk, a chair, and a window with curtains.

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

8. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

฿2,765

฿3,155 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor dining area with tables set for two, overlooking a scenic landscape with mountains and trees.

A modern room with a large window, a bed, a desk, and a wardrobe.

A balcony with a table, a lamp, and a vase of flowers, overlooking a scenic landscape.

A hotel entrance with arched brick architecture and a sign reading "hotel bel soggiorno".

9. Hotel Bel Soggiorno

San Gimignano City Centre

Sheri

฿5,838

฿6,647 total

includes taxes & fees

13 Oct - 14 Oct

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

A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

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.

10. Hotel Leon Bianco

San Gimignano City Centre

CINTHIA ELAINE DE

฿3,626

฿4,214 total

includes taxes & fees

1 Nov - 2 Nov

A dining table with a view of a pool and landscaped garden.

A table set for breakfast with a scenic view of hills and trees.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

11. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

Ronaldo

฿3,498

฿4,111 total

includes taxes & fees

22 Oct - 23 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.

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

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

12. Hotel Sovestro

San Gimignano

Farzad

฿4,475

฿5,148 total

includes taxes & fees

2 Nov - 3 Nov

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

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

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

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

13. Hotel Le Colline

San Gimignano

Federico

฿3,228

฿3,776 total

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

A stone-walled room with a bench and a small shelf.

A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.

14. Borgo Pignano Volterra Tuscany

Volterra

Robert

฿17,071

฿18,966 total

includes taxes & fees

22 Oct - 23 Oct

A historic street with a hotel entrance featuring an arched doorway and potted plants.

A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

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

A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

15. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

Michael

฿3,312

฿3,868 total

includes taxes & fees

4 Nov - 5 Nov

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 sofa, a desk, a bunk bed, and a patterned floor.

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

16. Villa San Lucchese

Poggibonsi

James

฿3,781

฿4,159 total

includes taxes & fees

4 Nov - 5 Nov

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 hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

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

17. La Cisterna

San Gimignano City Centre

Kathy Ann

฿3,318

฿3,875 total

includes taxes & fees

5 Nov - 6 Nov

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

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

18. Agriturismo Il Segreto di Pietrafitta

San Gimignano

"This was truly one of my best travel experiences. The attention to detail from every staff member and from the owners and the friendly hospitality make you feel relaxed and comfortable from the minute you step onto the property. The views are breathtaking. We visited other argiriturismos which were beautiful but the views and character at Il Segreto were unmatched in our opinion. We ate dinner on property every night and looked forward to it each day. We loved the changing multi-course menu and...

safet

฿7,853

฿8,826 total

includes taxes & fees

14 Oct - 15 Oct

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.

19. Hotel San Lino

Volterra

Paul

฿3,348

฿3,908 total

includes taxes & fees

16 Oct - 17 Oct

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

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

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

A pool area with lounge chairs and a view of the countryside.

20. il Casale del Cotone

San Gimignano

Mary

฿5,262

฿5,976 total

includes taxes & fees

1 Nov - 2 Nov

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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 Athena

10/10 Excellent

"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."

Hotel Borgo San Luigi

10/10 Excellent

"This was one of the greatest hotel experiences we’ve had. The property is top notch. The staff are amazing. We plan on coming back for sure. It it centrally located to great sights and wineries, everything seemed to be 20 to 30 minutes away."

Castelfalfi

10/10 Excellent

"Beautiful place to stay!"

Hotel Italia

10/10 Excellent

"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."

Il Chiostro del Carmine

10/10 Excellent

"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

More cheap stays in Castel San Gimignano

Cannon d'Oro

Via Montanini 28 Siena SI

฿1,920

฿2,225 total

6 Nov - 7 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

฿2,589

฿2,960 total

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

฿2,827

฿3,222 total

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (452 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

฿3,180

฿3,611 total

3 Nov - 4 Nov

includes taxes & fees

8.8/10 Excellent! (112 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Borgo Tignano

Località Tignano Volterra PI

Get rates

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 San Gimignano Communal Palace 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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Book Hotels in Castel San Gimignano on Expedia.it

Find hotels in Castel San Gimignano from ฿2,225

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Castel San Gimignano

Check prices for these dates

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Our top choices for Castel San Gimignano hotels

1. Antico Borgo il Cardino

2. Hotel Casolare Le Terre Rosse

3. Hotel Palazzo San Lorenzo & SPA

4. Relais Della Rovere

5. Villa Sabolini

6. Cappuccina Country Resort

7. La Collegiata

8. Hotel La Vecchia Cartiera

9. Hotel Bel Soggiorno

10. Hotel Leon Bianco

11. Relais Santa Chiara Hotel by Double Hospitality

12. Hotel Sovestro

13. Hotel Le Colline

14. Borgo Pignano Volterra Tuscany

15. Hotel L' Antico Pozzo San Gimignano

16. Villa San Lucchese

17. La Cisterna

18. Agriturismo Il Segreto di Pietrafitta

19. Hotel San Lino

20. il Casale del Cotone

Learn more about Castel San Gimignano

Top Castel San Gimignano Hotel Reviews

Hotel Athena

Hotel Borgo San Luigi

Castelfalfi

Hotel Italia

Il Chiostro del Carmine

Fattoria di Vegi

Borgo Scopeto Wine & Country Relais

Grand Hotel Continental Siena – Starhotels Collezione

Four Points by Sheraton Siena

More cheap stays in Castel San Gimignano

Cannon d'Oro

Torre del Fuggisole

Piccolo Hotel Etruria

Albergo Centrale

Porta Pispini Residence

Borgo Tignano

Frequently asked questions

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