His And Hers Vacations - Vacation Rentals in Cavallari

Strada di Tregole Cottage From US $99
         

8.5 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mariani Bed & Breakfast From US $96
         

9.8 (17 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Villa in Lucarelli with 6 bedrooms sleeps 10 From US $1,003
         

Luxury Places to Stay in Cavallari

Over 359+ Luxury Places to Stay in or Near Cavallari
Muricciaglia 14, Emma Villas From US $2,321
         

New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Cavallari

Over 263+ Top-Rated Vacation Rentals with a Pool in or Near Cavallari
Castello La Leccia From US $411
         

10.0 (103 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Cavallari

Over 188+ Pet-Friendly Vacation Rentals in or Near Cavallari
Luxury Villa in Chianti with Winery up to 10pax From US $1,891
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa La Canonica Di Pietrafitta From US $854
         

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10.0 (1 Review)
Villa
  • Parking
  • Pet Friendly
  • Pool
Agriturismo La Ferrozzola From US $143
         

9.4 (9 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Villa Tregole by MMega From US $948
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pet Friendly
  • Pool

Large Vacation Homes & Villas in Cavallari

Over 146+ Large Vacation Homes & Villas in or Near Cavallari
Villa La Casina From US $1,577
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Villa in Castellina w Pool Garden Winery From US $1,636
         

New
Villa
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
Casa Fioraie - House with private pool From US $517
         

Molino del Ponte, Radda in Chianti, Italy From US $328
         

Wheelchair Accessible Vacation Homes in Cavallari

Over 8+ Wheelchair Accessible Vacation Homes in or Near Cavallari
Agriturismo Villa Godenano - Pool&Restaurant From US $198
         

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9.1 (560 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Palazzo Squarcialupi From US $264
         

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9.8 (73 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Querceto Di Castellina From US $191
         

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9.1 (209 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cdh Hotel Radda From US $136
         

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8.6 (324 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Collelungo From US $140
         

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9.0 (212 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Agriturismo Concadoro From US $110
         

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8.5 (104 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Borgo Vescine From US $591
         

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9.3 (333 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hotel Palazzo Squarcialupi From US $198
         

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9.2 (520 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Cavallari Vacation Rentals and Airbnb Places to Stay Under $200

Over 112+ Cavallari 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
Residenzia del Sogno From US $151
         

9.6 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Casa Chiara by Interhome From US $145
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Poggetto in Chianti Classico-La Pergola From US $189
         

New
House
  • Pet Friendly
  • Security/Safety
  • Child Friendly
Apartment Fonterutoli From US $141
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Cavallari

Over 141+ Instantly Bookable Vacation Homes in or Near Cavallari
Vacation home Olivo by Interhome From US $299
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Escape to Vineyards, Elba From US $306
         

9.4 (22 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Apartment in Radda with Garden From US $285
         

9.4 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Pretty farmhouse with terrace From US $328
         

9.2 (26 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Pool

About Cavallari Vacation Rentals

With more than 368 Cavallari vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hisandhersvacations 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 Cavallari.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hisandhersvacations Cavallari, 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 Cavallari. Places to stay near Cavallari are 1870.05 ft² on average, with prices averaging US $573 a night.

Hisandhersvacations makes it easy and safe to find and compare vacation rentals in Cavallari 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 Cavallari

Type Count
Villas 125
Holiday Apartments 103
Vacation Homes 97
Others 16
Hotels 13
B&B 10
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Cavallari

Pro Tip: Hisandhersvacations makes it easy to compare the best listings on Hisandhersvacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hisandhersvacations 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 Cavallari.

Weather in Cavallari

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

December - February
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Cavallari Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cavallari?
Which vacation homes in Cavallari are best for families?

If you are looking for a family-friendly vacation home in Cavallari, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cavallari:

How many vacation rentals are available in Cavallari?

Currently, the total number of properties listed in 2026 is over 368 in the Cavallari area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cavallari.