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.

Enjoy a classic dining experience in this elegantly set room with a long table, comfortable chairs, and a beautiful centerpiece.

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

Castello Vicchiomaggio

Greve in Chianti

9.4 out of 10, Exceptional, (343)

9.4/10

Exceptional

(343)

Castello Vicchiomaggio

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

Step into a traditional haven with an arched entrance and staircase leading to an upper level, surrounded by lush climbing plants.

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

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

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 4.763.044 ₫

4.763.044 ₫

6.176.281 ₫ total

includes taxes & fees

6 Aug - 7 Aug

Relais Vignale & Spa

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

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

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

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.

Pieve Aldina - Fontenille Collection

5.0 star property

Radda in Chianti

10.0 out of 10, Exceptional, (18)

10.0/10

Exceptional

(18)

Pieve Aldina - Fontenille Collection

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)

Dievole Wine Resort

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

Classic living room with grand piano, comfortable seating, and elegant lamps.

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

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

Il Borro - Relais & Châteaux

Loro Ciuffenna

9.2 out of 10, Wonderful, (84)

9.2/10

Wonderful

(84)

The price is 16.979.659 ₫

16.979.659 ₫

18.677.625 ₫ total

includes taxes & fees

8 Aug - 9 Aug

Il Borro - Relais & Châteaux

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.

Outdoor dining area with tables set on a sandy ground, surrounded by a low wall and a building with a tiled roof.

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

Villa San Lucchese

4.0 star property

Poggibonsi

9.4 out of 10, Exceptional, (325)

9.4/10

Exceptional

(325)

Villa San Lucchese

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

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

A charming building with a window featuring a partially open shutter.

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

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 6.063.986 ₫

6.063.986 ₫

6.792.461 ₫ total

includes taxes & fees

27 Jul - 28 Jul

Salvadonica - Borgo del Chianti

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

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

Restful retreat with a large bed, stone walls, and a potted plant.

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

Terre di Baccio

Greve in Chianti

10.0 out of 10, Exceptional, (56)

10.0/10

Exceptional

(56)

Terre di Baccio

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

Enjoy al fresco dining under a shaded pergola with scenic views of the surrounding landscape.

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 10.857.444 ₫

10.857.444 ₫

12.004.226 ₫ total

includes taxes & fees

30 Jul - 31 Jul

Torre a Cona Wine Estate

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

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

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

Experience the charm of a traditional building with a balcony and ornate balustrades, set amidst lush green surroundings.

Castello di Tornano Wine Resort

Gaiole in Chianti

9.0 out of 10, Wonderful, (87)

9.0/10

Wonderful

(87)

Castello di Tornano Wine Resort

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

Enjoy a casual dining experience in this inviting space with large windows, wooden tables, and traditional tile flooring.

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

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

Relais Villa Olmo

Impruneta

9.4 out of 10, Exceptional, (212)

9.4/10

Exceptional

(212)

The price is 6.547.712 ₫

6.547.712 ₫

7.294.040 ₫ total

includes taxes & fees

27 Jul - 28 Jul

Relais Villa Olmo

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.

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

Indulge in a spread of sweet treats and fresh pastries, served on elegant trays.

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 2.361.696 ₫

2.361.696 ₫

2.780.980 ₫ total

includes taxes & fees

17 Jul - 18 Jul

Villa I Barronci Resort & Spa

Stroll through the beautifully manicured lawn to the inviting central entrance with a covered porch.

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

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

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 pool surrounded by lounge chairs and shaded by large umbrellas.

Surrounded by lush greenery and tranquil water features, this serene outdoor space offers a peaceful retreat.

Enjoy dining in style with a beautifully set table and elegant decor.

Enjoy a delicious breakfast in bed with a tray of fresh fruit, bread rolls, and hot beverages.

Hotel Il Piccolo Castello

4.0 star property

Monteriggioni

8.6 out of 10, Excellent, (324)

8.6/10

Excellent

(324)

Hotel Il Piccolo Castello

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

Relax in a spacious living area with a bar, sofas, and a TV.

Enjoy a meal under the stars at this serene outdoor dining area, where a beautifully set table awaits with fine china and crystal glassware.

Surrounded by tall pine trees, this serene setting offers a peaceful escape amidst well-manicured grass.

Hotel Villa Cesi

4.0 star property

Impruneta

8.4 out of 10, Very good, (60)

8.4/10

Very good

(60)

Hotel Villa Cesi

Relax by the serene pool, surrounded by a curved bench and candles.

Enjoy a serene view of rolling hills and a clear sky from the large window in this peaceful retreat.

Enjoy a sumptuous spread of fresh fruits, pastries, and beverages at our buffet.

Enjoy a peaceful retreat with a view of lush greenery from the large window, complemented by a stylish wooden bed frame and elegant decor.

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property

Radda in Chianti

9.2 out of 10, Wonderful, (266)

9.2/10

Wonderful

(266)

The price is 3.912.419 ₫

3.912.419 ₫

4.486.775 ₫ total

includes taxes & fees

27 Jul - 28 Jul

Palazzo Leopoldo Dimora Storica & Spa

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

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

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

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

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 3.669.604 ₫

3.669.604 ₫

4.158.518 ₫ total

includes taxes & fees

3 Aug - 4 Aug

Villa Casagrande Resort & SPA

Relax by the serene pool surrounded by lush trees and a stone deck.

Guests can enjoy a tranquil evening on the balcony with a view of the well-maintained garden.

Enjoy a warm breakfast in this inviting dining area with a stone wall backdrop, featuring a selection of pastries and desserts on a beautifully set table.

Relax in a serene outdoor space with comfortable seating and a central table.

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property

Gaiole in Chianti

9.6 out of 10, Exceptional, (234)

9.6/10

Exceptional

(234)

Castello di Spaltenna- Small Luxury Hotels of the World

Relax by the pool surrounded by lush gardens and take in the breathtaking views of the countryside.

Enjoy al fresco dining with views of the interior from this outdoor seating area, featuring a staircase to an upper level.

Relax in a serene garden with raised beds, pathways, and a bench, surrounded by a traditional building.

Relax in a stylishly designed room with a comfortable bed, desk area, and large window.

Villa Sassolini Country Boutique Hotel

Montevarchi

9.2 out of 10, Wonderful, (45)

9.2/10

Wonderful

(45)

The price is 5.951.204 ₫

5.951.204 ₫

6.546.324 ₫ total

includes taxes & fees

18 Jul - 19 Jul

Villa Sassolini Country Boutique Hotel

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

Meleto Castle

Find out about the history of Gaiole in Chianti when you take a trip to 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. Visit 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 enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries 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 visit to Castle of Brolio. Discover the beautiful countryside and cosy cafes 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
Hotel Casafrassi Wine Resort
Hotel Tenuta Il Burchio
Hotel Colle Etrusco Salivolpi
Borgo di Pietrafitta Relais
Castello Di Montemasso
Park Hotel Chianti
Locanda le Piazze
Villa San Filippo
Villa Le Calvane
Hotel Albergo Italia
Il Verreno
Villa Lecchi Hotel Wellness
Villa Il Palagio
La Pensione di Vignamaggio
Hotel Palazzo San niccolò & Spa
Castello di Montegufoni
Castello di Volpaia
Agriturismo Bio Fattoria Bacio
Villa Panconesi
I Salici Agriturismo
Tenuta di Sticciano
Casa Vacanze Le Fornaci

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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