Hotels with a Pool in Chianti Region
Chianti Region
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Hotels with a Pool in Chianti Region

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

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Hotels with a Pool in Chianti Region

Relax by the serene pool surrounded by lush greenery and a picturesque hillside view.

Perched on a hillside, this historic building offers a serene setting and panoramic views of lush greenery.

Enjoy breathtaking views of the lush landscape from the room's expansive doorway.

Castello Vicchiomaggio

Greve in Chianti

9.4 out of 10, Exceptional, (344)

9.4/10

Exceptional

(344)

Castello Vicchiomaggio

Relax by the serene pool surrounded by lush greenery and vineyards, with lounge chairs and umbrellas at your disposal.

Relax in a serene outdoor seating area with lounge chairs and umbrellas, surrounded by a scenic view of rolling hills.

Experience the charm of a traditional Mediterranean-style building surrounded by lush greenery and beautiful flowers.

Enjoy a meal amidst the serene countryside views from our outdoor dining area.

Relais Vignale & Spa

4.0 star property

Radda in Chianti

9.2 out of 10, Wonderful, (272)

9.2/10

Wonderful

(272)

The price is $181

$181

$235 total

includes taxes & fees

Aug 6 - Aug 7

Relais Vignale & Spa

Relax by the serene pool surrounded by lush greenery and rolling hills.

Relax in this inviting space with a dining table for meals and socializing, a comfortable sofa for lounging, and a large mirror for added ambiance.

Experience the tranquil atmosphere of this serene outdoor space, featuring an arched window, door, and lush greenery.

Relax in this stylish living room with a comfortable sofa, round coffee table, and floor lamp.

Pieve Aldina - Fontenille Collection

5.0 star property

Radda in Chianti

10.0 out of 10, Exceptional, (18)

10.0/10

Exceptional

(18)

The price is $305

$305

$345 total

includes taxes & fees

Jul 18 - Jul 19

Pieve Aldina - Fontenille Collection

Relax by the serene pool surrounded by lush greenery and stone buildings.

Stroll through the historic garden, surrounded by vibrant flowers and a charming entrance.

Relax in a spacious room with a large bed, bathtub, and a side table.

Traditional architecture meets serene gardens in this historic building.

La pietra del cabreo

Greve in Chianti

10.0 out of 10, Exceptional, (84)

10.0/10

Exceptional

(84)

La pietra del cabreo

Relax by the serene pool surrounded by a lush garden and breathtaking mountain views.

Bathroom features a bathtub, chair, and table with a bowl of fruit.

Stately building with a classical facade, surrounded by lush greenery and a serene atmosphere.

Relax in this cozy corner room with a view of lush greenery, featuring a comfortable seating area and a beautiful vase of flowers.

Torre a Cona Wine Estate

Rignano sull'Arno

9.6 out of 10, Exceptional, (79)

9.6/10

Exceptional

(79)

The price is $398

$398

$440 total

includes taxes & fees

Aug 5 - Aug 6

Torre a Cona Wine Estate

Relax by the serene pool surrounded by lush greenery and a shaded patio area.

Guests can dine in style with tables set amidst rustic charm, surrounded by exposed beams and a herringbone floor.

Experience the charm of a traditional European-style building with a stone staircase, arched doorway, and historic details.

Relax in a tranquil outdoor space with tables, chairs, and a potted plant, surrounded by a traditional stone facade and arched doorway.

Agriturismo San Sano

3.0 star property

Gaiole in Chianti

10.0 out of 10, Exceptional, (59)

10.0/10

Exceptional

(59)

The price is $114

$114

$130 total

includes taxes & fees

Aug 3 - Aug 4

Agriturismo San Sano

Surrounded by natural rock formations and cypress trees, this pool area offers a serene escape.

Experience a traditional setting with a rustic stone wall, vaulted ceiling, and a mural featuring religious figures.

Experience the charm of a traditional stone building with a well-manicured lawn and lush greenery.

Host events and gatherings in this historic venue, featuring a prominent tower and well-lit entrance.

Castello di Tornano Wine Resort

Gaiole in Chianti

9.0 out of 10, Wonderful, (87)

9.0/10

Wonderful

(87)

The price is $269

$269

$305 total

includes taxes & fees

Jul 27 - Jul 28

Castello di Tornano Wine Resort

Relax by the pool surrounded by lush greenery and a scenic hillside view.

Experience serene nights in a secluded setting, surrounded by lush greenery and a warm, inviting glow.

Enjoy a sophisticated dining experience with a long table set amidst lush greenery and natural ambiance.

Stunning stone staircase leads to a traditional entrance, flanked by lush potted plants and a decorative statue.

Terre di Baccio

Greve in Chianti

10.0 out of 10, Exceptional, (56)

10.0/10

Exceptional

(56)

The price is $304

$304

$339 total

includes taxes & fees

Aug 8 - Aug 9

Terre di Baccio

Relax by the serene pool surrounded by lush greenery and trees, perfect for sunbathing and lounging.

Traditional building with a central entrance, multiple windows, and a small balcony.

Two single beds with matching headboards and footboards, each adorned with a patterned design, are featured in this classic room.

Cozy living room with a fireplace, ornate mirror, and chandelier.

Villa San Lucchese

4.0 star property

Poggibonsi

9.4 out of 10, Exceptional, (326)

9.4/10

Exceptional

(326)

The price is $154

$154

$176 total

includes taxes & fees

Aug 3 - Aug 4

Villa San Lucchese

Relax by the pool surrounded by lush greenery and enjoy scenic views from the villa's patio.

Explore the historic town's charming architecture, featuring a prominent church with a tall spire and traditional buildings.

Enjoy cooking in this well-equipped kitchen with an oven and stainless steel range hood.

Relax in a shaded outdoor seating area surrounded by lush greenery and comfortable tables.

Il Borro - Relais & Châteaux

Loro Ciuffenna

9.2 out of 10, Wonderful, (85)

9.2/10

Wonderful

(85)

The price is $590

$590

$649 total

includes taxes & fees

Jul 31 - Aug 1

Il Borro - Relais & Châteaux

Relax by the serene pool, surrounded by lush green hills and a distant castle.

Relax and socialize in our inviting bar area, featuring a traditional fireplace, comfortable seating, and a curated selection of beverages.

Relax in a serene courtyard surrounded by lush greenery and historic charm.

Cozy living area with a vaulted ceiling, fireplace, and comfortable seating.

Villa Le Barone

4.0 star property

Greve in Chianti

9.4 out of 10, Exceptional, (125)

9.4/10

Exceptional

(125)

The price is $210

$210

$238 total

includes taxes & fees

Jul 18 - Jul 19

Villa Le Barone

Relax by the serene pool surrounded by lush gardens and rolling hills.

Enjoy dining under the shade of a large tree in this outdoor patio with comfortable seating and a traditional building backdrop.

Enjoy cooking classes in a well-equipped kitchen with a stone wall and a view of lush greenery.

Relax in this serene bedroom with a stone accent wall, a plush bed, and a cozy reading nook.

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

9.6 out of 10, Exceptional, (229)

9.6/10

Exceptional

(229)

The price is $212

$212

$238 total

includes taxes & fees

Jul 22 - Jul 23

Salvadonica - Borgo del Chianti

Stroll through the courtyard, surrounded by arches and columns, and enjoy dining or events in a beautifully appointed space.

Relax in a stylish lounge area with a black leather sofa, white armchair, and stone sculpture.

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

Relax by the serene pool surrounded by a beautiful garden and a picturesque building.

Villa Casagrande Resort & SPA

4.0 star property

Figline e Incisa Valdarno

9.2 out of 10, Wonderful, (362)

9.2/10

Wonderful

(362)

The price is $148

$148

$167 total

includes taxes & fees

Aug 3 - Aug 4

Villa Casagrande Resort & SPA

Relax by the pool surrounded by lush green hills and a clear sky.

Perched on a hillside, this historic building offers stunning views of lush surroundings and features a grand, multi-level design.

Stunning garden wall with arches and lush green surroundings.

Relax in comfort with a spacious bed, desk, and reading area.

Castello La Leccia

Castellina in Chianti

10.0 out of 10, Exceptional, (72)

10.0/10

Exceptional

(72)

The price is $171

$171

$193 total

includes taxes & fees

Jul 21 - Jul 22

Castello La Leccia

Classic hotel room with a large bed, wooden headboard, and a painting of a cherub.

Enjoy al fresco dining in a serene garden setting with a table for two, shaded by a large umbrella.

Enjoy a spacious living area with a kitchen, dining table, and large window offering a view of the outdoors.

Agriturismo Vecchio Borgo di Inalbi

Impruneta

9.0 out of 10, Wonderful, (79)

9.0/10

Wonderful

(79)

Agriturismo Vecchio Borgo di Inalbi

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Enjoy al fresco dining with a view of the surrounding landscape from this sheltered outdoor dining area.

Relax in a serene space with a large bed, framed landscape painting, and bench.

Relax on the balcony with a checkered armchair and enjoy the view from the comfort of a metal-framed bed.

Hotel Borgo di Cortefreda Relais

4.0 star property

Barberino Tavarnelle

9.4 out of 10, Exceptional, (434)

9.4/10

Exceptional

(434)

The price is $181

$181

$206 total

includes taxes & fees

Aug 1 - Aug 2

Hotel Borgo di Cortefreda Relais

Enjoy cooking in this kitchen with an oven, microwave, and sink, and dine at the wooden table with a view of the outdoors.

Relax in a classic bedroom with a comfortable bed, bedside table, and sitting area.

Enjoy a peaceful dining experience with a clear view of the surrounding landscape from this elegant space.

Villa la Palagina

4.0 star property

Figline e Incisa Valdarno

9.0 out of 10, Wonderful, (326)

9.0/10

Wonderful

(326)

Villa la Palagina

Relax by the serene pool surrounded by a sandy area and a majestic tree.

Relax in a serene space with a large bed and a view of the surrounding green landscape.

Relax in a serene space with a large bed, flat-screen TV, and glass desk, all set against a stunning panoramic view.

Stroll through a serene courtyard surrounded by mature trees and a well-maintained garden.

Villa I Barronci Resort & Spa

4.0 star property

San Casciano in Val di Pesa

9.2 out of 10, Wonderful, (388)

9.2/10

Wonderful

(388)

The price is $208

$208

$236 total

includes taxes & fees

Jul 28 - Jul 29

Villa I Barronci Resort & Spa

Relax by the serene pool surrounded by lush green hills and a wooden deck.

Escape to a serene countryside haven with a traditional stone house surrounded by a well-maintained garden and rolling hills.

Relax in a spacious room with a large bathtub, a comfortable bed, and a cozy seating area.

Relax on the balcony with a serene mountain view, candlelit lantern, and a vase of fresh flowers.

Borgo Del Cabreo

Greve in Chianti

10.0 out of 10, Exceptional, (257)

10.0/10

Exceptional

(257)

Borgo Del Cabreo

Relax by the pool surrounded by lush greenery and lounge under the shade of an umbrella.

Relax in this cozy living room with a comfortable sofa, TV, and wooden cabinet.

Stroll along the tree-lined pathway to a traditional villa, surrounded by lush greenery and a sense of seclusion.

Enjoy meals in a charming dining area with tables, chairs, and a chandelier.

Dievole Wine Resort

Castelnuovo Berardenga

9.6 out of 10, Exceptional, (160)

9.6/10

Exceptional

(160)

The price is $336

$336

$379 total

includes taxes & fees

Jul 28 - Jul 29

Dievole Wine Resort

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

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Camping Village Il Poggetto
Villa Le Barone
Castello di Tornano Wine Resort
Hotel Valdarno
Palagina la cascina
Castello Vicchiomaggio
Villa I Barronci Resort & Spa
Pieve Aldina - Fontenille Collection
Castello La Leccia
Hotel Palazzo San Lorenzo & SPA
La pietra del cabreo
Borgo Del Cabreo
Villa Sabolini
Hotel Le Pozze Di Lecchi
Villa la Palagina
Hotel Certaldo
Agriturismo San Sano
Glamping Village Orlando in Chianti
Belvedere di San Leonino
Palazzo Squarcialupi
Chianti Village Morrocco
Hotel Il Viandante
Villa il Poggiale - Dimora Storica
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Hotels with a Pool in Chianti Region

Check prices for these dates

Hotels with a Pool in Chianti Region

Castello Vicchiomaggio

Castello Vicchiomaggio

Top landmarks in Chianti Region

Meleto Castle

Keep exploring

Keep exploring