Best Villas in Val d'Elsa 2026

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

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Our top choices for Val d'Elsa villas

Villa, Air conditioning, Courtyard View | Exterior

1. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Sept - 26 Sept

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

San Gimignano

includes taxes & fees

21 Sept - 22 Sept

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

Certaldo

includes taxes & fees

12 Oct - 13 Oct

4. Tuscan Sky Villa in San Miniato with Private Pool

San Miniato

includes taxes & fees

21 Sept - 22 Sept

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

1 Oct - 2 Oct

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

Montaione

includes taxes & fees

21 Sept - 22 Sept

7. "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

21 Sept - 22 Sept

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

Montespertoli

Scott M.

includes taxes & fees

30 Sept - 1 Oct

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Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"Very helpful staff and a delight to stay."

La Cisterna

8/10 Good

"Hotel and room are good for one or two nice day. Balcony room had a nice view.. My only negative and caution is regarding the on-site restaurant. Although, in it by itself, it could be considered a decent restaurant, but considering all the really excellent restaurants around it’s quite subpar for this town. With a group of 11 persons that have been traveling in Italy for a week the l general consensus was that the restaurant was OK, but nothing memorable or exceptional. And that situations could be normally fine, but the problem is that eating the Cisterna restaurant results in missing out on an excellent meal at one of a dozen restaurants within five minute walk. In summary, a stay at the hotel is nice but I would avoid the restaurant unless you just need to fill your stomach quickly"

LHP Certaldo Resort

10/10 Excellent

"For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile."

Hotel Le Colline

10/10 Excellent

"Our stay was very pleasant. The staff was fantastic. Awesome breakfast. Room was spacious and clean. Easy access to city center. The only “down” side was that the AC wasn’t very effective but we expected that with older accommodations and extreme August heat. I would definitely stay there again."

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Val d'Elsa Villas information

Number of reviews	4
Accommodation	296 Villas
Lowest Price	£110
Highest Price	£897

Frequently asked questions

How much do villas in Val d'Elsa cost?

Prices for villas in Val d'Elsa range between £110 and £897 per night. Whatever your budget, you can find a place that fits your needs with 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 Val d'Elsa?

Val d'Elsa has 296 villas to pick from. Find your next perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.

Why book your villa in Val d'Elsa with Expedia?

Booking a villa in Val d'Elsa is as simple as clicking on your travel dates and selecting an option that has what you need. Seeking something luxurious or affordable, or a stay that also features a pool? Use Expedia's search filters to narrow your results and find the perfect fit.

How can I find cheap villas in Val d'Elsa?

Expedia is here to help you track down cheap villas in Val d'Elsa. Simply use our filter tool to select star rating, budget and amenities to refine your search and find an amazing place to stay in a matter of clicks.

What is there to do near my villa in Val d'Elsa?

Whatever you love doing, Val d'Elsa has plenty to keep you on the move. San Lucchese Convent, Magione Castle and Fountain of Fate are on many travellers' itineraries. Don't forget to explore Church of San Lorenzo, Piazza Arnolfo di Cambio and Tenuta Torciano Winery either. With Expedia's Val d'Elsa hotel deals, you'll be able to see more awesome attractions like these with the money you save.

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San Gimignano Holiday Rentals

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa villas

1. Villa Montecastello

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

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

4. Tuscan Sky Villa in San Miniato with Private Pool

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

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

7. "A Casa di Franca Villa con piscina"

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

9. Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

10. Villetta Brunelleschi: Privacy and Comfort on Two Levels

11. Rooster House, cooking classes and opera

12. Villa Le Polle di Meletro

13. Luxury Villa in the Florentine hills

14. Villa Cattleya

15. GuestHost - Porta Romana Elegant House with Private Parking!

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

17. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

18. Villa Il Signorino

19. Sunflowers abode Your rustic home in the center of all Tuscan destinations!

20. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Find out more about Val d'Elsa

Val d'Elsa Villas information

Frequently asked questions

Explore a world of travel with Expedia