Compare Chianti Region Vacation Rentals

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Chianti Region Rentals

Relais Villa Olmo

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 Impruneta FI
Free Cancellation
Reserve now, pay when you stay
12.05 mi from city center
$192 nightly
The price is $214 total per night
$214 total
Jul 22 - Jul 23
Total with taxes and fees
Guests of Relais Villa Olmo enjoy access to a winery, a seasonal outdoor pool, and a terrace. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for EUR 185 per vehicle one-way. The front desk has multilingual staff that can help with securing valuables, tours or tickets, and dry cleaning/laundry. Other amenities at this golf residence include a picnic area, a banquet hall, and a garden.
Pool
Breakfast included
hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

Via San Cristofano 2 Impruneta FI
Free Cancellation
Reserve now, pay when you stay
14.94 mi from city center
$53 nightly
The price is $61 total per night
$61 total
Jul 5 - Jul 6
Total with taxes and fees
Guests of hu Firenze Certosa camping in town enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Pool
Pet friendly
Villa Il Palagio

Villa Il Palagio

Via Il Palagio 59 Rignano sull'Arno FI
Free Cancellation
Reserve now, pay when you stay
12.01 mi from city center
$83 nightly
The price is $96 total per night
$96 total
Jul 15 - Jul 16
Total with taxes and fees
Guests of Villa Il Palagio have access to a nightclub, an outdoor pool, and free WiFi in public areas. There's free parking, and an airport shuttle (available 24 hours) for EUR 120 per vehicle one-way. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and securing valuables. Other amenities at this family-friendly apartment building include meeting rooms, a business center, and a seasonal outdoor pool.
Pool
Parking included
Villa San Filippo

Villa San Filippo

4 out of 5
Strada delle Ginestre, 6 Barberino Tavarnelle FI
Free Cancellation
Reserve now, pay when you stay
9.91 mi from city center
$89 nightly
The price is $104 total per night
$104 total
Jul 19 - Jul 20
Total with taxes and fees
Guests of Villa San Filippo enjoy a children's pool, free WiFi in public areas, and meeting rooms. If you drive, put free parking to good use. The front desk has multilingual staff that can help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this family-friendly residence include a seasonal outdoor pool, express check-in, and express check-out.
Pool
Pet friendly
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

4 out of 5
Via Norcenni 7 Figline e Incisa Valdarno FI
6.79 mi from city center
$81 nightly
The price is $93 total per night
$93 total
Jul 5 - Jul 6
Total with taxes and fees
Hu Norcenni Girasole Village features a winery, 7 outdoor pools, and a free water park. There's free parking, and an airport shuttle (available 24 hours) for EUR 180 per vehicle roundtrip. The front desk has multilingual staff that can help with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this spa campground include a nightclub, a lazy river, and a children's pool.
Pool
Hot Tub
Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence

Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence

San Casciano in Val di Pesa Tuscany
14.25 mi from city center
Guests of this villa enjoy features like an outdoor pool, a gym, and a terrace. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, and a garden.
Pool
Kitchen
Chianti Village Morrocco

Chianti Village Morrocco

3 out of 5
Strada Morrocco 36/A Barberino Tavarnelle FI
Free Cancellation
Reserve now, pay when you stay
8.18 mi from city center
$70 nightly
The price is $80 total per night
$80 total
Jul 12 - Jul 13
Total with taxes and fees
Guests of Chianti Village Morrocco enjoy an outdoor pool, free WiFi in public areas, and conference space. For transportation, you can make use of an airport shuttle for a fee (available on request), as well as limo/town car service. The front desk has multilingual staff that can help with tours or tickets, securing valuables, and luggage storage. Other amenities at this family-friendly residence include a business center, a seasonal outdoor pool, and a terrace.
Pool
Kitchen
Castello Del Nero - Podere San Filippo

Castello Del Nero - Podere San Filippo

Strada Casaglia 3/4 Barberino Tavarnelle FI
8.55 mi from city center
At Castello Del Nero - Podere San Filippo , guests enjoy a full-service spa, a gym, and in-room fitness. You can take advantage of free parking, along with limo/town car service. A multilingual staff is on hand to assist with concierge services and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury residence include free WiFi in public areas, a seasonal outdoor pool, and express check-out.
Pool
Kitchen
Camping Village Il Poggetto.

Camping Village Il Poggetto.

3 out of 5
Via iI Poggetto 143 Rignano sull'Arno FI
11.68 mi from city center
$60 nightly
The price is $69 total per night
$69 total
Jul 5 - Jul 6
Total with taxes and fees
At Camping Village Il Poggetto., guests have access to a children's pool, free WiFi in public areas, and a seasonal outdoor pool. There's free parking and an airport shuttle for a fee. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this family-friendly campground include a terrace, laundry facilities, and a picnic area.
Pool
Pet friendly
Riserva di Fizzano Residence

Riserva di Fizzano Residence

3 out of 5
Localita Fizzano Castellina in Chianti SI
8.94 mi from city center
$248 nightly
The price is $276 total per night
$276 total
Jul 10 - Jul 11
Total with taxes and fees
Guests of Riserva di Fizzano Residence enjoy a winery, an outdoor pool, and a children's pool. There's free parking if you drive. The front desk has multilingual staff that can help with securing valuables, luggage storage, and tours or tickets. Other amenities at this family-friendly residence include free WiFi in public areas, a seasonal outdoor pool, and a library.
Pool
Breakfast included
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti Tuscany
5.19 mi from city center
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Exclusive Villa w/ Private Heated Pool, Concierge service 8 mile Florence center

Exclusive Villa w/ Private Heated Pool, Concierge service 8 mile Florence center

impruneta Toscana
11.44 mi from city center
$2,312 nightly
The price is $2,317 total per night
$2,317 total
Aug 2 - Aug 3
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this golf villa include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chianti Region Large Group Rentals

How to Book Vacation Rentals in Chianti Region



🏠 What is the best price for Chianti Region vacation rentals?

Chianti Region vacation rentals range in price, starting at $61 per night.


🏠 What types of vacation rentals in Chianti Region can I rent?

Orbitz offers a wide range of Chianti Region rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Chianti Region condo rentals.


🏠 Is it free to cancel my Chianti Region vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Chianti Region vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Chianti Region. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Chianti Region?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Chianti Region apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Chianti Region?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Chianti Region package deals will get you even more savings.

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