Best San Gimignano Villas: Private & Luxury Villa Accommodations in San Gimignano

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

1. Villa "Arnilù" with Private Pool & Wi-Fi

San Gimignano

includes taxes & fees

12 Aug - 13 Aug

Villa, Air conditioning, Courtyard View | Exterior

2. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

3 Aug - 4 Aug

3. Rooster House, cooking classes and opera

Toscana

includes taxes & fees

12 Aug - 13 Aug

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

Certaldo

includes taxes & fees

13 Aug - 14 Aug

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

2 Aug - 3 Aug

6. "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

includes taxes & fees

24 Aug - 25 Aug

7. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

San Vivaldo

includes taxes & fees

6 Aug - 7 Aug

8. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Montaione

includes taxes & fees

28 Aug - 29 Aug

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Top San Gimignano Hotel Reviews

Hotel Bel Soggiorno

10/10 Excellent

"The vie to the hills was amazing. Location was spectacular."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"This hotel is located in the most beautiful place in Tuscany. My husband and I were very impressed with the tranquility and picturesque beauty we were awed by daily. The staff are very friendly, the food is fabulous and it was just the perfect environment to explore wineries and castles or just lay back having a cocktail and swimming in their pool."

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"We had an exceptional stay at Residenza d’Epoca Palazzo Buonaccorsi. Set within a beautifully preserved 12th-century palace, the hotel is full of history, charm and authentic Tuscan character. From the moment you step inside, you feel immersed in the atmosphere of medieval San Gimignano. Our room overlooked the beautiful cobbled streets of the old town, and waking up to those breathtaking views each morning was unforgettable. The location is perfect for exploring everything on foot while enjoying the peaceful atmosphere. Breakfast was one of the highlights of our stay. It was beautifully presented in a charming historic dining room and offered a wonderful selection of fresh fruit, local cheeses and cured meats, homemade cakes and pastries, eggs, bruschetta, cereals and excellent Italian coffee. Everything was fresh, high quality and prepared with care. The hosts were incredibly warm and welcoming, making us feel at home from the moment we arrived. Their recommendations for local restaurants were excellent, and every place they suggested turned out to be fantastic. If you’re looking for an authentic Tuscan experience in a historic building with wonderful hospitality, delicious breakfast and an unbeatable location, this is the perfect place to stay. We would happily return and highly recommend it. ⭐⭐⭐⭐⭐"

Torraccia di Chiusi

10/10 Excellent

"Wonderful stay. The staff were all very helpful and Maria gave us a lovely tour of the wine estate where she explained the history of the building and we ended tasting the wines. The pool has magnificent views of the Tuscan countryside and was extremely clean. The single track leading to the property is unmade and steep so I wouldn't recommend a very small car, but definitely worth the journey."

Hotel Leon Bianco

10/10 Excellent

"Great hotel and fantastic staff. Couldn't be better located in the middle of the main Piazza, but still very quiet in that respect - I had very noisy neighbours (whose kids played well into the night), but that's not the hotel's fault. My room had everything I needed and was very comfortable. Every staff member I met couldn't have been kinder."

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San Gimignano Villas information

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Frequently asked questions

How much do villas in San Gimignano cost?

Villas in San Gimignano cost between and per night. These stays give you the privacy of your own space at a price you can afford. This price was 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?

There are villas in San Gimignano. Whether you're holidaying with the family or planning a weekend escape with some friends, Expedia will help you find the ideal base for your crew.

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

There are plenty of fun things to fill your itinerary with in San Gimignano. You won't want to miss renowned attractions like Tenuta Torciano Winery, Sovestro in Poggio Winery and Castello di Monsanto. Castello della Paneretta, Museo Civico and Castle of Oliveto also appeal to many visitors.

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Check prices for these dates

Our top choices for San Gimignano villas

1. Villa "Arnilù" with Private Pool & Wi-Fi

2. Villa Montecastello

3. Rooster House, cooking classes and opera

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

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

6. "A Casa di Franca Villa con piscina"

7. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

8. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

9. Villa Cattleya

10. Villa Il Conventino with pool and Wi-Fi

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

12. Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

13. Villa Marcolina

14. Villa Marina with private pool, Borgo del Silenzio

15. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

16. Luxury Villa in the Florentine hills

17. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

18. Villa Il Signorino

19. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Find holiday rentals that suit your style

Top San Gimignano Hotel Reviews

Hotel Bel Soggiorno

Hotel Casolare Le Terre Rosse

Hotel Le Colline

Hotel Sovestro

Residenza d'Epoca Palazzo Buonaccorsi

Relais Santa Chiara Hotel by Double Hospitality

Torraccia di Chiusi

La Cisterna

Hotel Leon Bianco

Find out more about San Gimignano

San Gimignano Villas information

Frequently asked questions

Explore a world of travel with Expedia

Search San Gimignano Villa Accommodation

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Gimignano villas

1. Villa "Arnilù" with Private Pool & Wi-Fi

2. Villa Montecastello

3. Rooster House, cooking classes and opera

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

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

6. "A Casa di Franca Villa con piscina"

7. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

8. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

9. Villa Cattleya

10. Villa Il Conventino with pool and Wi-Fi

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

12. Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

13. Villa Marcolina

14. Villa Marina with private pool, Borgo del Silenzio

15. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

16. Luxury Villa in the Florentine hills

17. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

18. Villa Il Signorino

19. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Find holiday rentals that suit your style

Top San Gimignano Hotel Reviews

Hotel Bel Soggiorno

Find out more about San Gimignano

San Gimignano Villas information

Frequently asked questions

Explore a world of travel with Expedia