Best Chiusdino Villas: Private & Luxury Villa Accommodations in Chiusdino

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Our top choices for Chiusdino villas

A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

1. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Massa Marittima

includes taxes & fees

13 Oct - 14 Oct

A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

2. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

includes taxes & fees

1 Oct - 2 Oct

A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

3. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

Gavorrano

includes taxes & fees

18 Sept - 19 Sept

4. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Roccastrada GR

includes taxes & fees

1 Oct - 2 Oct

A house with a stone wall, a large tree, and a patio area with a bench and table.

5. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

includes taxes & fees

1 Oct - 2 Oct

6. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

includes taxes & fees

1 Oct - 2 Oct

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

7. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

13 Sept - 14 Sept

A table with a red and white checkered tablecloth, a hanging light fixture, and a view of green hills and trees.

8. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Murlo

"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...

martina p.

includes taxes & fees

29 Sept - 30 Sept

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Top Chiusdino Hotel Reviews

Hotel Italia

8/10 Good

"Clean, well maintained property that you’ll feel safe spending the night."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

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Our top choices for Chiusdino villas

1. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

2. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

3. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

4. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

5. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

6. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

7. Villa Montecastello

8. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

9. Villa Liberty in The Centre - No Ztl

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

11. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

12. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

13. Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning

14. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

15. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

16. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

17. Villa Torre Among the Hills of Siena

18. The San Leonino House

19. Stunning villa with large pool in the heart of Chianti 12km from Siena

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

Find holiday rentals that suit your style

Top Chiusdino Hotel Reviews

Hotel Italia

Hotel Athena

Castello di Leonina Relais

Borgo Vescine

NH Siena

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Borgo San Felice Resort

Fattoria di Vegi

Find out more about Chiusdino

Chiusdino Villas information

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Search Chiusdino Villa Accommodation

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chiusdino villas

1. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

2. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

3. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

4. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

5. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

6. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

7. Villa Montecastello

8. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

9. Villa Liberty in The Centre - No Ztl

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

11. Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

12. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

13. Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning

14. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

15. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

16. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

17. Villa Torre Among the Hills of Siena

18. The San Leonino House

19. Stunning villa with large pool in the heart of Chianti 12km from Siena

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

Find holiday rentals that suit your style

Top Chiusdino Hotel Reviews

Hotel Italia

Find out more about Chiusdino

Chiusdino Villas information

Explore a world of travel with Expedia