San Gimignano Villas

A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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Our top choices for San Gimignano villas

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

1. Villa Montecastello

Monteriggioni

Alvaro

HK$1,624 total

includes taxes & fees

16 Oct - 17 Oct

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

2. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

HK$1,149 total

includes taxes & fees

14 Nov - 15 Nov

A covered balcony with a brick railing, a bench, and a view of lush greenery.

3. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

HK$5,123 total

includes taxes & fees

16 Oct - 17 Oct

A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

4. Villa Le Polle di Meletro

Rivalto

HK$1,665 total

includes taxes & fees

16 Oct - 17 Oct

A person in a swimming pool with a view of a vineyard and hills.

5. "A Casa di Franca Villa con piscina"

Gambassi Terme

"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...

Anonymous traveller

HK$16,280 total

includes taxes & fees

14 Nov - 15 Nov

A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

6. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Montespertoli

Krista G.

HK$16,888 total

includes taxes & fees

1 Nov - 2 Nov

A building with a large entrance, potted plants, and a statue in the foreground.

7. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

HK$14,255 total

includes taxes & fees

1 Nov - 2 Nov

A villa with a swimming pool, surrounded by lush greenery and vineyards.

8. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Montespertoli

HK$47,493 total

includes taxes & fees

21 Oct - 22 Oct

A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

9. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

HK$16,397 total

includes taxes & fees

15 Nov - 16 Nov

A rural property with stone buildings, a garden, and a view of rolling hills.

10. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Montaione

HK$21,954 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

11. Luxury Villa in the Florentine hills

Florence

melissa r.

HK$2,918 total

includes taxes & fees

1 Nov - 2 Nov

A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

12. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

Siena

Ron M.

HK$61,499 total

includes taxes & fees

16 Oct - 17 Oct

A stone building with a swimming pool, wooden deck, and a tall tree.

13. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

Amber M.

HK$13,071 total

includes taxes & fees

1 Nov - 2 Nov

A modern poolside area with a clear view of the landscape.

14. Aureva Tuscany, modern villa with private pool

Montelupo F.no

HK$5,278 total

includes taxes & fees

1 Nov - 2 Nov

A courtyard with a building, potted plants, and a grassy area.

15. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

Toscana

HK$19,906 total

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

16. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

HK$3,937 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a large arched entrance, potted plants, and outdoor seating.

17. Exclusive Estate | Personal Concierge & Heated Pool

impruneta

Oli P.

HK$9,800 total

includes taxes & fees

19 Oct - 20 Oct

A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

18. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

HK$114,491 total

includes taxes & fees

17 Oct - 18 Oct

A table set for tea with a view of a garden and hills.

19. Tuscan Sky Villa in San Miniato with Private Pool

San Miniato

HK$9,137 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

20. Villa Mami: A Tuscan Retreat of Elegance and Charm

Toscana

HK$23,982 total

includes taxes & fees

13 Nov - 14 Nov

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Top San Gimignano Hotel Reviews

Tenuta Decimo

10/10 Excellent

"Hermoso lugar, me fascinó."

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"We loved our stay! The winery is beautiful, and you can see the vineyards and cypress trees from your room. Beautiful views! The stay includes the best breakfast buffet in all of Italy with fresh food and coffee. The dinner restaurant is great for a cozy meal. The shuttle into town is very convenient if you don't want to walk uphill. The walk back to tenuto sovestro from town is gorgeous and enjoyable (all downhill.) We enjoyed the brief wine tasting and stories of what makes this winery special. Would definitely stay here again!"

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."

Find out more about San Gimignano

San Gimignano Villas information

Number of reviews	332
Accommodation	67 Villas
Lowest Price	HK$1,149
Highest Price	HK$114,491

Frequently asked questions

How much do villas in San Gimignano cost?

Prices for villas in San Gimignano range between HK$1,149 and HK$114,491 per night. No matter your budget, you're sure to find a place that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in San Gimignano?

San Gimignano has 67 villas to pick from. Find a place that's perfect quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.

Why book your villa in San Gimignano with Expedia?

Expedia makes it a breeze to find your dream villa in San Gimignano. Taking the kids on holiday? Use our filters to look for stays with amenities like WiFi and a pool. If you have a set budget, decide on how much you'd like to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste.

How can I find cheap villas in San Gimignano?

The best way to locate cheap villas in San Gimignano is with Expedia's user-friendly filter tool. Narrow your search by star rating, budget and amenities to grab unbeatable rates in just a couple of clicks.

What is there to do near my villa in San Gimignano?

There are loads of awesome things to do and see in San Gimignano. Don't miss leading attractions like Sant'Agostino Church, Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Tenuta Torciano Winery. Ornithological Museum, Historical Torture Museum and Torre Grossa are also on many to-do lists.

Search Villas in San Gimignano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Gimignano villas

1. Villa Montecastello

2. Rooster House, cooking classes and opera

3. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

4. Villa Le Polle di Meletro

5. "A Casa di Franca Villa con piscina"

6. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

7. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

8. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

9. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

10. Villetta Brunelleschi: Privacy and Comfort on Two Levels

11. Luxury Villa in the Florentine hills

12. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

13. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

14. Aureva Tuscany, modern villa with private pool

15. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

16. Villa Il Signorino

17. Exclusive Estate | Personal Concierge & Heated Pool

18. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

19. Tuscan Sky Villa in San Miniato with Private Pool

20. Villa Mami: A Tuscan Retreat of Elegance and Charm

Find holiday rentals that suit your style

Top San Gimignano Hotel Reviews

Tenuta Decimo

Find out more about San Gimignano

San Gimignano Villas information

Frequently asked questions

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