Modena Villa - Vacation Rentals in Castellina in Chianti

Villa Gran Sogno From US $312
         

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10.0 (21 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Villa in Castellina w Pool Garden Winery From US $1,636
         

New
Villa
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety

Luxury Places to Stay in Castellina in Chianti

Over 455+ Luxury Places to Stay in or Near Castellina in Chianti
Villa La Casina From US $1,577
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Podere Gabbiano From US $1,376
         

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New
Villa
  • Air Conditioner
  • Parking
  • Pool
Holiday Home Casale Il Poggino by Interhome From US $1,369
         

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9.5 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Castellina in Chianti

Over 344+ Top-Rated Vacation Rentals with a Pool in or Near Castellina in Chianti
Cipressini From US $732
         

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10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cottage nel Chianti con piscina From US $528
         

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10.0 (2 Reviews)
House
  • Parking
  • Pool
  • Designated Smoking Area
Holiday Home Casa Patrizia by Interhome From US $198
         

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10.0 (2 Reviews)
House
  • Parking
  • Pool
  • Security/Safety

Pet-Friendly Vacation Rentals in Castellina in Chianti

Over 241+ Pet-Friendly Vacation Rentals in or Near Castellina in Chianti
Cignanbianco - Alba by Interhome From US $98
         

9.4 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Strada di Tregole Cottage From US $99
         

8.5 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Il Nespolo Charming Apartment Fonterutoli From US $288
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cignanbianco - Tramonto by Interhome From US $145
         

9.2 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
ANCIENT HOUSE OF NEL CHIANTI FOR 10 PEOPLE From US $518
         

Villa Elisa by Interhome From US $275
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Castellina in Chianti

Over 160+ Large Vacation Homes & Villas in or Near Castellina in Chianti
Molino di Cogno From US $193
         

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10.0 (49 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Villa Beba 6 In Castellina in Chianti, Tuscany From US $312
         

Viniard Villa - Residence Le Rose in Chianti From US $629
         

New
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in Castellina in Chianti

Over 14+ Wheelchair Accessible Vacation Homes in or Near Castellina in Chianti
Appartamento 510 From US $194
         

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New
Apartment
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
Palazzo Squarcialupi From US $257
         

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9.8 (76 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Appartamento 503 From US $133
         

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New
Apartment
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
Hotel Casafrassi Wine Resort From US $79
         

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8.2 (219 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Castello La Leccia From US $348
         

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9.7 (335 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Borgo Sicelle Residence From US $87
         

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9.4 (78 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Relais Riserva di Fizzano From US $225
         

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9.3 (424 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Agriturismo Villa Godenano - Pool&Restaurant From US $198
         

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9.1 (560 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Castellina in Chianti Vacation Rentals and Airbnb Places to Stay Under $200

Over 180+ Castellina in Chianti Vacation Rentals and Airbnb Places to Stay Under $200
Il Rustico From US $84
         

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9.0 (21 Reviews)
Apartment
  • Parking
  • Pool
  • Balcony/Terrace
Borgo Sicelle From US $88
         

9.8 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Castellina in Chianti

Over 188+ Instantly Bookable Vacation Homes in or Near Castellina in Chianti
Cottage Beba From US $144
         

New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cellole - Valluccia by Interhome From US $151
         

9.2 (9 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Cellole - Torretta (CTC153) by Interhome From US $145
         

About Castellina in Chianti Vacation Rentals

With more than 124 Castellina in Chianti vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Modenavilla and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Castellina in Chianti.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Modenavilla Castellina in Chianti, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Castellina in Chianti. Places to stay near Castellina in Chianti are 2051.4 ft² on average, with prices averaging US $1,229 a night.

Modenavilla makes it easy and safe to find and compare vacation rentals in Castellina in Chianti with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Castellina in Chianti

Type Count
Villas 116
Holiday Apartments 2
B&B 2
Vacation Homes 2
Hotels 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Castellina in Chianti

Pro Tip: Modenavilla makes it easy to compare the best listings on Modenavilla homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Modenavilla homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Castellina in Chianti.

Weather in Castellina in Chianti

View the weather forecast for Castellina in Chianti before booking your Castellina in Chianti Vacation Rentals to confirm your best time to go.

December - February
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Castellina in Chianti Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Castellina in Chianti?
How many vacation rentals are available in Castellina in Chianti?

Currently, the total number of properties listed in 2026 is over 124 in the Castellina in Chianti area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Castellina in Chianti.