Tuscany vacation rentals

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Booking Insights
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Latest Tuscany vacation rental deals

MOST POPULARFlorence
Vacation homes from $46
Pisa
Vacation homes from $72
Lucca
Vacation homes from $93

Best Tuscany vacation rentals

Casale Aiola - Poggioni - Bedroom
Casale Aiola
Poggioni, TO, Italy
9.0Wonderful(5)
Villa
Parking
Free Wi-Fi
Pool
Pet friendly
$773+
Check availability
Belvilla By OYO Fontocchio - Cortona - Living room
Belvilla By OYO Fontocchio
Cortona, TO, Italy
Villa
Free Wi-Fi
Pool
$760+
Check availability
Il Giardino Degli Ulivi - Cortona
Il Giardino Degli Ulivi
Cortona, TO, Italy
9.3Wonderful(117)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
$177+
Check availability
Stunning Villa in Cortona with Swimming Pool - Cortona - Kitchen
Stunning Villa in Cortona with Swimming Pool
Cortona, TO, Italy
10Wonderful(3)
Villa
Free Wi-Fi
Pool
$175+
Check availability
Pimpinnacolo 21 - 1br P6 - Monte Argentario - Bedroom
Pimpinnacolo 21 - 1br P6
Monte Argentario, TO, Italy
Apartment
Free Wi-Fi
$328+
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Rustic Charm, Modern Comfort - Cortona - Dining room
Rustic Charm, Modern Comfort
Cortona, TO, Italy
9.7Wonderful(4)
House
Free Wi-Fi
Pool
$204+
Check availability
Belvilla By OYO Villa Letizia - Cortona - Bedroom
Belvilla By OYO Villa Letizia
Cortona, TO, Italy
8.5Very good(13)
Villa
Parking
Free Wi-Fi
Pool
Pet friendly
$184+
Check availability
Pimpinnacolo 1 - 1br M2 - Monte Argentario - Bedroom
Pimpinnacolo 1 - 1br M2
Monte Argentario, TO, Italy
Apartment
Free Wi-Fi
$328+
Check availability
Tenuta Santo Pietro - Pienza - Building
Tenuta Santo Pietro
Pienza, TO, Italy
9.3Wonderful(706)
Farm stay
Parking
Free Wi-Fi
Pool
$239+
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Agriturismo Il Casalino - Pienza
Agriturismo Il Casalino
Pienza, TO, Italy
9.5Wonderful(1718)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
$222+
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Villa I Bossi - Arezzo
Villa I Bossi
Arezzo, TO, Italy
8.1Very good(251)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
$124+
Check availability
Le Residenze Ristori - Cortona
Le Residenze Ristori
Cortona, TO, Italy
9.1Wonderful(1130)
Apartment
Parking
Free Wi-Fi
$87+
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Appartamento Mancini - Cortona
Appartamento Mancini
Cortona, TO, Italy
Apartment
Free Wi-Fi
$192+
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Casa Zeni - Cortona
Casa Zeni
Cortona, TO, Italy
9.6Wonderful(355)
Apartment
Free Wi-Fi
Pet friendly
$133+
Check availability
Casa Quercuum Dimorae - Cortona
Casa Quercuum Dimorae
Cortona, TO, Italy
House
Parking
Pool
$340+
Check availability
Podere Poggio Mendico - Arezzo
Podere Poggio Mendico
Arezzo, TO, Italy
8.1Very good(157)
Farm stay
Parking
Free Wi-Fi
Pool
$443+
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 79 days before your stay begins to get the best price for your Tuscany vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
March
$145
$129
Cheapest month to stay with an average 13% drop in price.
Most expensive month to stay with an average 59% 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 March and April.
  • The cheapest night for renting a vacation home in Tuscany is Friday. 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 6 days.
  • The cheapest Tuscany vacation rental found on KAYAK in the last 2 weeks was $46, while the most expensive was $578.
  • Wi-Fi, kitchen/kitchenette, pet friendly, air-conditioned, parking, pool, and spa are the most popular vacation rental property amenities in Tuscany
  • Vacation rentals in Tuscany are around 147% 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 Castiglione della Pescaia, with around 328 properties and an average price of $61. The most popular vacation rentals in Tuscany among KAYAK users are Gitavillage Le Marze, Agriturismo Lucerna del Lago Prile, and Awesome Home In Castiglione Della Pesc.

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 (23% of total searches to Tuscany). The next most popular destinations are Pisa (4%) and Roccastrada (3%). Searches for vacation rentals in San Gimignano (3%), Lucca (3%) and Siena (3%) 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 $83. 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 $98 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 $837.

  • 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 $3,589.

  • 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 apartments, farm stays, houses, villas, campgrounds, agritourism, chalets, condos, luxury tents, barns, caravans, cottages, holiday parks, homestays, hotels, towers, boats, cabins and lodges.

  • 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 hu Norcenni Girasole Village.

  • What are the most popular Tuscany vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Opera 19 Luxury Apartment and La Vecchia Firenze.

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

    There are a number of dog and pet-friendly Tuscany vacation rentals, with around 14% 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