Tuscany vacation rentals

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Latest Tuscany vacation rental deals

MOST POPULARFlorence
Vacation homes from C$ 118

Best Tuscany vacation rentals

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C$ 45 - C$ 287C$ 287 - C$ 530C$ 530 - C$ 772C$ 772 - C$ 1,013C$ 1,013+ per night

Property Types

ApartmentHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Tuscany

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Il Castellare - Poggioni
Il Castellare
Poggioni, TO, Italy
9.6Wonderful(10)
Parking
Pool
Pet friendly
C$ 100+
Check availability
hu Firenze Camping in Town - Florence - Bedroom
hu Firenze Camping in Town
Campo di Marte
8.6Very good(14353)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 106+
Check availability
Agriturismo Il Sasso - Montepulciano
Agriturismo Il Sasso
Montepulciano, TO, Italy
9.2Wonderful(380)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 121+
Check availability
La casina in Via Fiorita - Montepulciano
La casina in Via Fiorita
Montepulciano, TO, Italy
9.3Wonderful(137)
Free Wi-Fi
Pet friendly
C$ 139+
Check availability
Madreperla Apartment Fdm - Forte dei Marmi
Madreperla Apartment Fdm
Forte dei Marmi, TO, Italy
8.0Very good(3)
Pet friendly
C$ 140+
Check availability
Bellarmino Boutique Apartments, Montepul - Montepulciano - Bedroom
Bellarmino Boutique Apartments, Montepul
Montepulciano, TO, Italy
8.9Very good(401)
Free Wi-Fi
C$ 183+
Check availability
Holiday home in Cortona - Cortona - Dining room
Holiday home in Cortona
Cortona, TO, Italy
9.8Wonderful(10)
Free Wi-Fi
Pool
Pet friendly
C$ 184+
Check availability
Villa Nottola - Montepulciano
Villa Nottola
Montepulciano, TO, Italy
9.0Wonderful(1785)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 187+
Check availability
La Pievina - Montepulciano
La Pievina
Montepulciano, TO, Italy
9.7Wonderful(1680)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 202+
Check availability
Villa Augusto - Cortona - Bedroom
Villa Augusto
Cortona, TO, Italy
9.4Wonderful(210)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 224+
Check availability
Paolo Guinigi, Elegant Apartment Suite, Masterful Interior inside the Walls of Lucca - Lucca - Living room
Paolo Guinigi, Elegant Apartment Suite, Masterful Interior inside the Walls of Lucca
Lucca, TO, Italy
9.8Wonderful(17)
C$ 224+
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Podere Santaadele - Montepulciano
Podere Santaadele
Montepulciano, TO, Italy
8.7Very good(163)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 228+
Check availability
Cortona Charme - Cortona - Room amenity
Cortona Charme
Cortona, TO, Italy
9.6Wonderful(15)
Parking
Free Wi-Fi
Pet friendly
C$ 297+
Check availability
La Falconara - Montepulciano
La Falconara
Montepulciano, TO, Italy
9.7Wonderful(289)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 318+
Check availability
Agriturismo Merigge Wellness & Spa Montepulciano - Montepulciano - Bedroom
Agriturismo Merigge Wellness & Spa Montepulciano
Montepulciano, TO, Italy
9.6Wonderful(254)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 373+
Check availability
Entro Le Mura - Montepulciano
Entro Le Mura
Montepulciano, TO, Italy
9.3Wonderful(48)
Free Wi-Fi
C$ 428+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Tuscany

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Tuscany with confidence.

How early should you book a vacation rental in Tuscany?

Book at least 3 days before your stay begins to get the best price for your Tuscany vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
August
C$ 253
C$ 243
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 9% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Tuscany vacation rental

  • If you’re looking for a cheap vacation rental in Tuscany, you should consider visiting during the low season. The cheapest vacation homes in Tuscany can be found in April and February.
  • The cheapest night for renting a vacation home in Tuscany is Saturday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Tuscany for 5 days.
  • Parking, air-conditioned, pet friendly, pool, spa, and wifi are the most popular vacation rental property amenities in Tuscany
  • Vacation rentals in Tuscany are around 149% cheaper than hotels on average. Search here to compare prices for all accommodation types in Tuscany.
  • The city in Tuscany with the most affordable vacation homes is Montepulciano, with around 370 properties and an average price of C$ 167. The most popular vacation rentals in Tuscany among KAYAK users are La Pievina, Agriturismo Il Sasso, and Villa Nottola.

FAQs when booking a vacation home in Tuscany

  • What is the most popular vacation rental destination in Tuscany?

    Based on KAYAK vacation rental searches, the most popular destination is Florence (43% of total searches to Tuscany). The next most popular destinations are Montepulciano (9%) and San Gimignano (9%). Searches for vacation rentals in Roccastrada (7%), Impruneta (7%) and Pienza (4%) are also popular.

  • How much is a vacation rental in Tuscany for tonight?

    In the last 72 hours, users have found Tuscany vacation rentals for tonight for as low as C$ 76. Search here for similar prices

  • How much is a vacation rental in Tuscany for this weekend?

    In the last 72 hours, users have found Tuscany vacation rentals for this weekend for as low as C$ 61 per night. Search here for similar prices

  • How much is a vacation rental for a week in Tuscany?

    The average price for a weekly Tuscany vacation rental found by KAYAK users in the last 2 weeks is C$ 1,396.

  • How much is a vacation rental for a month in Tuscany?

    The average price for a monthly Tuscany vacation rental found by KAYAK users in the last 2 weeks is C$ 5,984.

  • What types of vacation rentals are available in Tuscany?

    There are loads of different property types that you can make your vacation home in Tuscany. You’ll find agritourism, apartments, farm stays, houses, villas, condos, campgrounds, chalets, luxury tents, barns, caravans, castles, cottages, vacation villages, homestays, hotels, towers, boats, cabins, lodges and caravan parks.

  • What are some of the most-loved vacation rentals available in Tuscany?

    There are many types of properties available for Tuscany vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are hu Firenze Camping in Town and Camping Village Il Poggetto.

  • Are there any pet-friendly vacation rentals in Tuscany?

    There are a number of dog and pet-friendly Tuscany vacation rentals, with around 15% allowing you to bring your pet along with you.

Where to stay in Tuscany?

Our map will help you find the perfect place to stay in Tuscany by showing you the exact location of each vacation home.

Everything you need to know for your stay in Tuscany

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