Castellina in Chianti Villas from SAR 670

A stone building with a clock tower, steps leading up to it, and people walking around.

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Our top choices for Castellina in Chianti villas

1. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Oltrarno

SAR 4,076 total

includes taxes & fees

9 Aug - 10 Aug

2. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Siena

SAR 1,565 total

includes taxes & fees

1 Sep - 2 Sep

3. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

SAR 20,931 total

includes taxes & fees

6 Aug - 7 Aug

Villa, Air conditioning, Courtyard View | Exterior

4. Villa Montecastello

Monteriggioni

Alvaro

SAR 769 total

includes taxes & fees

6 Aug - 7 Aug

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

Vico dʼArbia

Marina O.

6. Villa Torre Among the Hills of Siena

Vico dʼArbia

SAR 7,631 total

includes taxes & fees

6 Aug - 7 Aug

7. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Rapolano Terme

Toon M.

SAR 6,975 total

includes taxes & fees

22 Aug - 23 Aug

8. Villa Marcolina

Castelnuovo Berardenga

SAR 3,536 total

includes taxes & fees

6 Aug - 7 Aug

9. Nice apartment in villa with A/C, WIFI, pool, TV, terrace and panoramic view, close to San Gimig...

Montaione

Carole G.

10. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

SAR 7,631 total

includes taxes & fees

10 Aug - 11 Aug

11. The three owls of san gimignano

San Gimignano

SAR 670 total

includes taxes & fees

7 Aug - 8 Aug

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

San Gimignano

SAR 22,951 total

includes taxes & fees

3 Sep - 4 Sep

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

San Vivaldo

SAR 10,241 total

includes taxes & fees

3 Sep - 4 Sep

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

Montaione

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

Radda in Chianti

Amber M.

SAR 6,717 total

includes taxes & fees

1 Sep - 2 Sep

16. "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 traveler

SAR 3,848 total

includes taxes & fees

24 Aug - 25 Aug

17. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Gaiole in Chianti

"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"

Anonymous traveler

SAR 5,343 total

includes taxes & fees

7 Aug - 8 Aug

18. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "

Ravin N.

SAR 7,223 total

includes taxes & fees

13 Aug - 14 Aug

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

Certaldo - Firenze

Kelly C.

SAR 2,567 total

includes taxes & fees

9 Aug - 10 Aug

20. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Montaione

SAR 2,073 total

includes taxes & fees

1 Sep - 2 Sep

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Top Castellina in Chianti Hotel Reviews

The Hoxton, Florence

10/10 Excellent

"We absolutely adored this stunning hotel in the heart of Florence and couldn’t have been better looked after by the team throughout our stay. From the moment you walk through the door to the thoughtful evening turndown service, every detail has been carefully considered. The rooms are stylish, the bathrooms are modern and beautifully designed, and everything felt light and airy despite the Italian summer heat. The bar and terrace are gorgeous and the perfect place to relax with a drink. Service was a little slow at times, but we quickly realised that’s simply the pace of life in Florence. Don’t be afraid to ask, the staff are more than happy to help. Everyone was warm, friendly and always available when we needed anything, even via WhatsApp. A genuine 10/10 stay. We’d happily return."

25hours Hotel Florence Piazza San Paolino

8/10 Good

"Really cute and beautiful room and hotel overall, with artistic design and nice amenities. The lobby is really beautifully and thoughtfully designed, and the staff were super helpful and friendly. The hotel's location is also at the heart of the downtown at the historic center; making everything a walking distance. However, certain items in our room didn't work properly. For example the the toilet flush took extremely long to refill, and the pillows were a bit uncomfortable."

Hotel Paris

10/10 Excellent

"We had such an amazing experience at this property. We were visiting for my birthday and the staff made me feel very special by giving us complimentary drinks. We got to stay in the most beautiful hotel room I have ever been in. We felt so blessed and lucky and truly in awe the whole time. The property is minutes away from the Duomo and many other sites. Highly recommend, thank you for the amazing stay!"

Frequently asked questions

How much do villas in Castellina in Chianti cost?

Villas in Castellina in Chianti range between SAR 670 and SAR 22,951 per night. These stays offer the privacy of your own space at a price that doesn't break the bank. 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 Castellina in Chianti?

You can choose from 1851 villas in Castellina in Chianti. No matter if you're traveling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.

Why book your villa in Castellina in Chianti with Expedia?

Reserving a villa in Castellina in Chianti is as simple as deciding on your travel dates and picking the option suited to your needs. In search of something affordable or luxurious, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect pad.

How can I find cheap villas in Castellina in Chianti?

The easiest way to compare cheap villas in Castellina in Chianti is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to nab awesome rates in only a few clicks.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castellina in Chianti villas

1. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

2. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning