Vacation Rentals in Chianti Region
Chianti Region
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Vacation homes in Chianti Region

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your current months are July, 2025 and August, 2025.

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Vacation homes in Chianti Region

Relax in a cozy retreat with a neatly made bed, bedside table, and modern bathroom amenities.

Enjoy a compact retreat with a kitchenette, dining area, and comfortable bed, plus storage and a cozy seating area.

Enjoy a casual dining experience surrounded by lush greenery and natural ambiance.

Hu Firenze Camping In Town

Florence

8.8 out of 10, Excellent, (1463)

8.8/10

Excellent

(1463)

The price is $66

$66

$80 total

includes taxes & fees

Jul 20 - Jul 21

Hu Firenze Camping In Town

Relax by the serene pool surrounded by lush greenery and tall cypress trees.

Experience a warm and inviting space with a fireplace, dining area, and fully equipped kitchen.

Freshly prepared breakfast options are available at this outdoor buffet.

Enjoy cooking in this fully equipped kitchen with a stove, toaster, and microwave.

Fattoria il Milione Agriturismo

4.0 star property

Florence

8.2 out of 10, Very Good, (203)

8.2/10

Very Good

(203)

The price is $102

$102

$129 total

includes taxes & fees

Jul 13 - Jul 14

Fattoria il Milione Agriturismo

Relax in this stylish living room with a comfortable sofa, flat-screen TV, and a beautiful orchid plant.

Relax in a spacious living room with a comfortable sofa, armchair, and daybed, perfect for unwinding.

Relax in this stylish room with a large bed, two sofas, and a coffee table, surrounded by a large window and a cozy fireplace.

Relax by the fireplace in this stylish living room, featuring a comfortable sofa and flat-screen TV.

La Torre Del Cestello

Historic Centre of Florence

9.0 out of 10, Wonderful, (190)

9.0/10

Wonderful

(190)

The price is $120

$120

$146 total

includes taxes & fees

Aug 6 - Aug 7

La Torre Del Cestello

Relax in a cozy space with a rustic charm, featuring a comfortable sofa and armchair, a flat-screen TV, and a large pendant light.

Experience the perfect blend of history and modernity in this charming room, featuring a stone wall, wooden ceiling, and vibrant artwork.

Cozy retreat with a large bed, nightstands, and a comfortable reading nook.

Relax in this spacious living area with a sofa, dining table, and kitchenette.

Palazzo Mannaioni Suites

4.0 star property

Historic Centre of Florence

9.2 out of 10, Wonderful, (1016)

9.2/10

Wonderful

(1016)

Palazzo Mannaioni Suites

Enjoy panoramic views of the city from this rooftop terrace, featuring a sofa, chairs, and tables amidst lush greenery.

Relax in a cozy space with a large bed, nightstand, and potted plant.

Staircase leads to a cozy seating area with a sofa and ottomans, surrounded by bookshelves and a large potted plant.

Fresh ingredients on display in the FOODY's food area, offering a variety of produce, packaged goods, and beverages.

Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Historic Centre of Florence

9.2 out of 10, Wonderful, (658)

9.2/10

Wonderful

(658)

The price is $150

$150

$182 total

includes taxes & fees

Jul 15 - Jul 16

Palazzo Alfieri Residenza d’epoca – Alfieri Collezione

Relax by the pool surrounded by comfortable lounge chairs and a reception desk nearby.

Work out with a city view at this rooftop gym, featuring a treadmill, elliptical trainer, and stationary bike.

Relax on the rooftop terrace with wicker sofas and armchairs, surrounded by a potted olive tree and stunning city views.

Relax in a comfortable space with a bed, dining area, and modern kitchen.

Forte16

Santissima Annunziata

9.6 out of 10, Exceptional, (835)

9.6/10

Exceptional

(835)

The price is $201

$201

$235 total

includes taxes & fees

Jul 13 - Jul 14

Forte16

Enjoy a meal or drink on the balcony with a stunning view of Florence Cathedral and the Baptistery.

Kitchen features a modern stove, patterned backsplash, and wooden floor.

Relax in this spacious living area with a comfortable sofa, dining table, and traditional partition with intricate carvings.

Cozy retreat with a traditional design, featuring a bookshelf, table, and chandelier.

Firenze Rentals

Historic Centre of Florence

9.2 out of 10, Wonderful, (388)

9.2/10

Wonderful

(388)

The price is $143

$143

$207 total

includes taxes & fees

Jul 28 - Jul 29

Firenze Rentals

Relax in a serene garden setting with a patio, table, and chairs surrounded by lush greenery and mature trees.

Compact kitchen with stainless steel appliances, sink, and range hood.

Stroll through the warm-toned corridor, lined with wooden beams and a lush climbing plant, to a beautifully designed gate.

Cozy living room with a traditional wooden ceiling, comfortable seating, and a floor lamp, perfect for relaxation and socializing.

Numa Palazzo San Niccolò

Historic Centre of Florence

9.6 out of 10, Exceptional, (153)

9.6/10

Exceptional

(153)

The price is $125

$125

$152 total

includes taxes & fees

Jul 20 - Jul 21

Numa Palazzo San Niccolò

Enjoy a tranquil retreat with a balcony offering a view of lush greenery and a traditional tiled roof.

Enjoy a meal on the balcony with a view of the surrounding landscape.

Relax in this stylish living room with a flat-screen TV, round coffee table, and comfortable sofa.

Cozy retreat with a comfortable bed, white headboard, and colorful quilt, featuring a window with a white curtain and a door with a brass handle.

Bob W Ponte Vecchio

Historic Centre of Florence

9.2 out of 10, Wonderful, (176)

9.2/10

Wonderful

(176)

Bob W Ponte Vecchio

Enjoy the city views from our rooftop terrace, featuring a sofa, chairs, and tables amidst lush greenery.

Fresh produce, packaged goods, and beverages are neatly arranged on shelves and in a glass case, showcasing the restaurant's offerings.

Welcome to our lobby, featuring a high ceiling, arched alcoves, and a reception desk with plush armchairs.

Relax in a spacious room with a comfortable bed, bedside table, and large window offering a scenic view.

Rivalta Hotel

4.0 star property

Historic Centre of Florence

9.2 out of 10, Wonderful, (350)

9.2/10

Wonderful

(350)

The price is $188

$188

$224 total

includes taxes & fees

Jul 15 - Jul 16

Rivalta Hotel

Enjoy a sea view from the covered porch of this cabin, which features a dining area with a table and chairs.

Enjoy meals in the dining area with a view of the outdoor deck, and cook in the well-equipped kitchen with a small island and sink.

Relax by the pool surrounded by lush surroundings and scenic views.

Relax in this serene bedroom with a comfortable bed, bedside table, and TV, offering a peaceful view of the outdoor area.

Hu Norcenni Girasole Village

4.0 star property

Figline e Incisa Valdarno

8.6 out of 10, Excellent, (296)

8.6/10

Excellent

(296)

Hu Norcenni Girasole Village

Enjoy a romantic meal on this scenic riverfront terrace with a stunning view of the surrounding mountains.

Traditional European-style buildings line a picturesque hilly landscape.

Enjoy a peaceful retreat with a view of lush greenery from the comfort of this room, featuring a table for dining and a TV for entertainment.

Enjoy a restful stay in this cozy room with a large bed, desk, and city view.

Serristori Palace Residence

Historic Centre of Florence

9.6 out of 10, Exceptional, (137)

9.6/10

Exceptional

(137)

Serristori Palace Residence

Experience the charm of a traditional European-style building with a historic arched entrance and decorative metal grille.

Relax in this stylish living room with a comfortable sofa, dining table, and modern TV.

Classic design room with a sofa, table, chairs, and a mirror, featuring a stone wall and wooden ceiling with exposed beams.

Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample storage.

Numa Florence Palazzo Belfiore

Historic Centre of Florence

9.6 out of 10, Exceptional, (346)

9.6/10

Exceptional

(346)

The price is $202

$202

$236 total

includes taxes & fees

Jul 27 - Jul 28

Numa Florence Palazzo Belfiore

Relax by the serene pool surrounded by lush greenery and palm trees.

Guests can dine al fresco in a beautifully landscaped outdoor area with tables, chairs, and umbrellas.

Relax in a serene outdoor space surrounded by lush greenery, featuring a porch, bench, and table.

Welcome to Camping Il Poggetto, where a serene natural setting awaits.

Camping Village Il Poggetto

3.0 star property

Rignano sull'Arno

8.0 out of 10, Very Good, (49)

8.0/10

Very Good

(49)

The price is $65

$65

$74 total

includes taxes & fees

Jul 13 - Jul 14

Camping Village Il Poggetto

Classic design with a large bed, bedside tables, and a window with curtains.

Relax in this stylish living room with a sofa, armchair, and ottoman, complemented by wall-mounted lamps and a beautiful artwork.

Enjoy meals and social gatherings in this stylish space with a large dining table and comfortable seating area.

Stunning classical building with a symmetrical facade and ornate details.

Palazzo Branchi

Historic Centre of Florence

8.8 out of 10, Excellent, (255)

8.8/10

Excellent

(255)

The price is $143

$143

$172 total

includes taxes & fees

Aug 7 - Aug 8

Palazzo Branchi

Escape to a serene villa surrounded by lush greenery and a tranquil pool.

Experience the tranquility of a traditional Mediterranean villa surrounded by a lush olive grove.

Step outside to a tranquil patio with tables, chairs, and a stunning mountain view.

Relax in a spacious living area with a high ceiling, featuring a comfortable sofa, flat-screen TV, and scenic views from the balcony.

Relais Villa Olmo

Impruneta

9.4 out of 10, Exceptional, (212)

9.4/10

Exceptional

(212)

The price is $303

$303

$337 total

includes taxes & fees

Jul 23 - Jul 24

Relais Villa Olmo

Enjoy meals for two at this dining area with a table, chair, and side table.

Stunning hallway with a checkered floor, featuring a door with intricate metalwork, a mirror, and a wicker basket with flowers.

Classic hotel entrance with double doors and large windows.

Stunning entrance with symmetrical design, featuring two doors with metalwork, a central arch, and a checkered floor.

Residence Hilda

Historic Centre of Florence

9.8 out of 10, Exceptional, (190)

9.8/10

Exceptional

(190)

The price is $282

$282

$324 total

includes taxes & fees

Jul 29 - Jul 30

Residence Hilda

Experience the charm of POPARTMENT, a classic hotel with arched windows and a balcony, perfect for a bike-friendly getaway.

Work and dine in comfort with a spacious bed, desk, and kitchenette.

Enjoy meals in style with a dining table set for four, a potted plant, and a well-equipped kitchen area.

Relax in this serene outdoor seating area with wicker chairs and a small table, surrounded by lush potted plants.

PopArtment

San Jacopino

9.0 out of 10, Wonderful, (727)

9.0/10

Wonderful

(727)

PopArtment

Contemporary hotel room with a large bed, two bedside tables, and a full-length mirror.

Relax in a stylish lounge area with sofas, chairs, and tables, surrounded by lush greenery.

Relax in a stylish lounge area with comfortable seating and a large window offering a view.

Guests can park their vehicles in designated spaces surrounded by lush greenery and trees.

Porta al Prato

4.0 star property

Santa Maria Novella

8.8 out of 10, Excellent, (152)

8.8/10

Excellent

(152)

Porta al Prato

Enjoy meals or snacks in the dining area, relax by the console table, and stay inspired by the motivational quote on the wall.

Fresh fruits and modern appliances adorn this sleek kitchen, complete with a stainless steel kettle and a stylish faucet.

Enjoy cooking in this well-equipped kitchen with a sleek oven, coffee maker, and kettle.

Relax in comfort with a plush bed, featuring a striped headboard and botanical-print pillows.

Mamo Florence - Cavour Apartments

Historic Centre of Florence

9.4 out of 10, Exceptional, (13)

9.4/10

Exceptional

(13)

The price is $89

$89

$211 total

includes taxes & fees

Jul 14 - Jul 15

Mamo Florence - Cavour Apartments

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.

Top landmarks in Chianti Region

Castello di Meleto, Gaiole in Chianti, Tuscany

Meleto Castle

Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

See propertiesSee properties in Meleto Castle

Meleto Castle

Castellina in Chianti which includes farmland

Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this relaxing area.

See propertiesSee properties in Buondonno Winery

Buondonno Winery

Antinori nel Chianti Classico

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the stunning cathedral and wineries in this walkable area.

See propertiesSee properties in Antinori nel Chianti Classico

Antinori nel Chianti Classico

The Mall Luxury Outlet

During your visit to Reggello, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and churches in this walkable area.

See propertiesSee properties in The Mall Luxury Outlet

The Mall Luxury Outlet

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

See propertiesSee properties in Tenuta Torciano Winery

Tenuta Torciano Winery

Castle of Brolio

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.

See propertiesSee properties in Castle of Brolio

Castle of Brolio

Learn more about Chianti Region

Chianti Region, well-known for its wineries and castle, features attractions such as Borgo di Vescine - Tenute di Castelvecchi and Castello di Albola. This relaxing city has something for everyone including restaurants as well as sights like Castello di Radda Winery and Il Molino di Grace Winery. All are within a rural setting.

See all hotels in Chianti Region

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Hotels near Il Molino di Grace Winery
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Hotels near Castello di Radda Winery
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Apartments in Chianti Region

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Palagina la cascina
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Castello di Tornano Wine Resort
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Pieve Aldina - Fontenille Collection
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Glamping Village Orlando in Chianti
Hotel Certaldo
Ultimo Mulino Wellness Country Hotel
Belvedere di San Leonino
Hotel Casafrassi Wine Resort
Hotel Tenuta Il Burchio
Villa il Poggiale - Dimora Storica
Palazzo Squarcialupi
Hotel Colle Etrusco Salivolpi
Chianti Village Morrocco
Hotel Il Viandante
Castello Di Montemasso
Locanda le Piazze
Borgo di Pietrafitta Relais
Park Hotel Chianti
Villa San Filippo
Villa Le Calvane
Villa Lecchi Hotel Wellness
Villa Il Palagio
Hotel Albergo Italia
Il Verreno
La Pensione di Vignamaggio
Castello di Montegufoni
Hotel Palazzo San niccolò & Spa
Tenuta CorteDomina
Tenuta di Sticciano
Agriturismo Bio Fattoria Bacio
I Salici Agriturismo
Casa Vacanze Le Fornaci

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Vacation homes in Chianti Region

Check prices for these dates

Vacation homes in Chianti Region

Hu Firenze Camping In Town

Hu Firenze Camping In Town

Top landmarks in Chianti Region

Meleto Castle

Learn more about Chianti Region

Keep exploring

Keep exploring

Most popular destinations