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Castiglion Fiorentino Hotels
Hotels with a Pool in Castiglion Fiorentino

Photo by Sophia Field

Hotels with a Pool in Castiglion Fiorentino

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

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Hotels with a Pool in Castiglion Fiorentino

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

Enjoy a meal with a view, surrounded by lush greenery and elegant table settings.

Relax in a serene outdoor space surrounded by lush greenery and a well-maintained lawn, featuring comfortable seating and a soothing fountain.

Relax in this stylish bedroom with a large bed, two chairs, and a side table, complemented by a unique wall mural.

AgriHotel Villa Ambra

3.0 star property

Montepulciano

9.2 out of 10, Wonderful, (158)

9.2/10

Wonderful

(158)

"Excellent staff, spacious rooms and common areas. Great large and clean swimming

"Excellent staff, spacious rooms and common areas. Great large and clean swimming pool

. Delicious breakfast and excellent wines!! Hotel has a very good restaurant for dinner and is next door to a farm to table excellent restaurant open at lunch time. "

Raquel

The price is €129

€129

includes taxes & fees

21 Jul - 22 Jul

AgriHotel Villa Ambra

Relax by the serene pool surrounded by lush greenery and trees, with lounge chairs and umbrellas providing shade.

Experience wine tastings and social gatherings in this historic cellar with a rustic ambiance, featuring a long table and comfortable seating.

Traditional stone building with arched windows and a covered entrance area featuring a bench and potted plants.

Situated in a serene garden, this traditional building features a steeply pitched roof and a gabled end.

Relais La Torre

Arezzo

9.2 out of 10, Wonderful, (37)

9.2/10

Wonderful

(37)

"Gorgeous property, lovely Tuscan experience and wonderful people. They did an exceptional job restoring such an old property. Quiet, peaceful and lovely experience. "

Anthea

The price is €159

€159

includes taxes & fees

31 Jul - 1 Aug

Relais La Torre

Guests can enjoy a serene garden view from the comfort of their room.

Experience the charm of a traditional building with a rustic entrance, surrounded by lush greenery and flowering plants.

Enjoy a serene atmosphere surrounded by lush trees and a well-manicured lawn.

B&B Ortali Country House

Arezzo

10.0 out of 10, Exceptional, (25)

10.0/10

Exceptional

(25)

"Great stop over. Wonderful host and breakfast. "

chris

The price is €92

€92

includes taxes & fees

21 Jul - 22 Jul

B&B Ortali Country House

Relax by the serene pool surrounded by lush greenery and city views.

Enjoy a warm dining experience in our restaurant, where a chef prepares meals in the kitchen area and guests can dine at tables set with fine linens and wine.

Enjoy a casual dining experience under the stars in our serene outdoor setting.

Stately building with a central entrance and two wings, surrounded by a well-maintained lawn and a gravel path.

Hotel Le Capanne

3.0 star property

Arezzo

9.2 out of 10, Wonderful, (48)

9.2/10

Wonderful

(48)

"Great Hotel , good

"Great Hotel , good pool

, great service , great restaurant Country Farm look boutique hote. The only issue we had is very slow an intermittent internet service."

dan

The price is €115

€115

includes taxes & fees

27 Jul - 28 Jul

Hotel Le Capanne

Relax in a charming outdoor seating area with a pergola, wicker chairs, and a brick backdrop.

Cozy living room with a fireplace, sofa, and coffee table, offering a view of lush greenery.

Traditional kitchen with oven, sink, and stove, leading to a dining area with a wooden table and seating.

Tenuta Santo Pietro

Pienza

9.6 out of 10, Exceptional, (111)

9.6/10

Exceptional

(111)

"Beautiful hotel with a very good restaurant. We enjoyed the breakfast,lunch and dinner. Nice

"Beautiful hotel with a very good restaurant. We enjoyed the breakfast,lunch and dinner. Nice pool

and lounge area. Great location near beautiful Pienza and Montepulciano. "

Constantine

The price is €206

€206

includes taxes & fees

18 Aug - 19 Aug

Tenuta Santo Pietro

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

Cozy retreat with a large bed, bedside tables, and a mirror, offering a simple and functional space for a comfortable stay.

Relax in a serene spa room with a hot tub, counter, and amenities for a tranquil retreat.

Relax in our spacious lobby with comfortable seating and lush greenery.

Hotel Forum

4.0 star property

Foiano della Chiana

8.2 out of 10, Very good, (59)

8.2/10

Very good

(59)

"VERY NICE FRONT DEST AND GOOD BREAKFAST"

Shivani

Hotel Forum

Relax on the spacious terrace with a breathtaking view of rolling hills and distant mountains.

Stroll through a serene courtyard with a covered walkway, surrounded by lush greenery and historic architecture.

Explore a serene courtyard with a beautifully maintained garden and arched windows.

A table set for a meal, featuring a variety of bread, pastries, and condiments.

Hotel Relais II Chiostro di Pienza

4.0 star property

Pienza

8.8 out of 10, Excellent, (590)

8.8/10

Excellent

(590)

"Great, convenient location for when we stayed to attend a wedding. The room was clean, quiet and spacious, and we really appreciated having access to a

"Great, convenient location for when we stayed to attend a wedding. The room was clean, quiet and spacious, and we really appreciated having access to a pool

on the property for a quick dip when it was super hot outside. And the breakfast was varied and delicious!"

Nola

Hotel Relais II Chiostro di Pienza

Relax by the serene indoor pool, surrounded by contemporary art.

Relax in a stylish room with a neatly made bed, a cozy seating area, and a convenient bedside table.

Relax in a spacious lounge area with comfortable seating and expansive views of the outdoors.

Enjoy meals in this dining area with a long counter featuring a variety of food options and a view of the surrounding hills.

A Point Arezzo Park Hotel

4.0 star property

Arezzo

7.8 out of 10, Good, (136)

7.8/10

Good

(136)

"This hotel has so much potential, but many details are missing. From music to create a pleasant atmosphere in the communal areas, especially restaurant and breakfast space. (So awkward to hear everyone chew their food around you and the kitchen staff comments in the background) To electrical jobs left undone in the room leaving holes in the ceiling right above our heads on the pillows, or dead light switches that forced us to get up from the bed to turn the lights on and off. Good features...

Anonymous traveller

A Point Arezzo Park Hotel

Relax by the pool, surrounded by comfortable seating for a serene escape.

Situated on a cobblestone street, this hotel features a traditional tower and a welcoming entrance.

Enjoy cooking in this well-equipped kitchen with a gas stove and stainless steel range hood, adjacent to a dining area with a simple table and chairs.

Experience a charming courtyard with traditional stone buildings, potted plants, and a wooden bench for relaxation.

Borgo Pulciano Agriturismo

Montone

8.6 out of 10, Excellent, (29)

8.6/10

Excellent

(29)

"The photos do not do this location justice! It is even more beautiful. I usually stay in Tuscany but now Umbria is at the top of my list. Besides being elegant, comfortable, and super clean, Borgo Pulciano Agriturismo is very affordable! It is super pet and family friendly. It also has probably the best breakfast I have ever had in Italy! And there are 2 pools! Absolutely the best! "

Robin

Borgo Pulciano Agriturismo

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

Relax in a serene spa room with a hot tub, wooden benches, and a convenient kettle and glasses nearby.

Relax in the charming courtyard with a gravel ground, surrounded by rustic wooden benches and tables.

Enjoy meals in the well-appointed kitchen and dining area, featuring a stove, oven, and microwave, with a checkered table set for a meal.

Villa di Sotto

Castelnuovo Berardenga

9.2 out of 10, Wonderful, (26)

9.2/10

Wonderful

(26)

"Amazing family operating this property. Wonderful food and rooms. View is stunning and the pools are what you need after a long tourist day"

Torsten

Villa di Sotto

Relax by the spacious pool surrounded by lounge chairs and a shaded area with a picturesque view of rolling hills.

Situated on a grassy slope, this two-story house features an arched entrance and a balcony on the upper floor.

Enjoy meals in this dining area with a view, featuring a table set for a meal and a modern kitchen.

Relax in a serene space with a large bed, wooden nightstand, and a table with a vase of flowers.

Tuscany Living - Terra Antica

Montepulciano

10.0 out of 10, Exceptional, (3)

10.0/10

Exceptional

(3)

"This property is a gem! "

Joy

The price is €278

€278

includes taxes & fees

23 Jul - 24 Jul

Tuscany Living - Terra Antica

Relax in a serene patio area with lounge chairs and umbrellas, surrounded by lush greenery and a nearby swimming pool.

Wine enthusiasts can enjoy a vast selection of bottles on display in this cellar.

Cozy retreat with a large bed, dresser, and chair, featuring a canopy and traditional architectural details.

Experience the warm welcome at our lobby, featuring a reception desk, comfortable seating area, and a beautiful arched wall.

Villa Curina Resort

Castelnuovo Berardenga

9.6 out of 10, Exceptional, (60)

9.6/10

Exceptional

(60)

"Wonderful property and stay! We very much enjoyed our short time here, beautiful

"Wonderful property and stay! We very much enjoyed our short time here, beautiful pool

and grounds, incredible sunset views, and unbelievable food! - A romantic villa under the Tuscan sun!"

Mark

Villa Curina Resort

Welcome to Svetoni Wine Resort, where a traditional facade and serene gardens set the tone for a peaceful stay.

Relax in this stylish living room with a comfortable sofa, ottoman, and large window.

Relax in this serene space with a view, featuring a comfortable chair, a small table, and a mirror.

Villa Svetoni Wine Resort

Montepulciano

9.8 out of 10, Exceptional, (46)

9.8/10

Exceptional

(46)

"Holy guacamole this place was heaven. I don't write many reviews, we only stayed for one night as we were doing a driving tour of Tuscany and Umbria, but this is a standout amongst all of the places we stopped as a place we will return and recommend to friends. Our kids loved the

, my wife loved waking up and walking in the vineyards as well as the sunflower farm just down the road, I loved the unusual simple beauty of the place, the kindness of the staff and the Michelin stared restaurant...

Kris

Villa Svetoni Wine Resort

Relax by the serene pool, surrounded by a tranquil water fountain and lush greenery.

Relax in this inviting living room with a stone wall, comfortable sofa, and warm ambiance.

Surrounded by lush greenery and a field of lavender, this charming building offers a serene natural setting.

Surrounded by well-maintained gardens and a swimming pool, this historic property offers a serene and natural environment.

LaChiusa Tuscany

3.0 star property

Torrita di Siena

9.2 out of 10, Wonderful, (62)

9.2/10

Wonderful

(62)

"Beautiful view, responsive and friendly and helpful staff. Our room was charming with a lot of history!"

Heather

The price is €216

€216

includes taxes & fees

6 Aug - 7 Aug

LaChiusa Tuscany

Relax in a spacious room with a large bed and a balcony overlooking a serene garden.

Relax on the patio with a scenic view of the surrounding mountains.

Experience the authentic charm of Tuscany at Hotel Chimera, where a traditional stone facade and rustic architecture set the tone for a serene getaway.

Chimera Tuscany Resort

4.0 star property

Arezzo

10.0 out of 10, Exceptional, (13)

10.0/10

Exceptional

(13)

"Most importantly, the staff were lovely, professional and helpful. They provided a superior breakfast. The property was newly renovated to a very high specification, the

"Most importantly, the staff were lovely, professional and helpful. They provided a superior breakfast. The property was newly renovated to a very high specification, the pool

area was beautiful along with the other out buildings. Even the bedding was wonderful quality. 10 minutes from Arezzo, a perfect location for fun in town and relaxation by a

area was beautiful along with the other out buildings. Even the bedding was wonderful quality. 10 minutes from Arezzo, a perfect location for fun in town and relaxation by a pool

. Great for a couple, family or big house party. "

jeffrey

Chimera Tuscany Resort

Guests can enjoy a serene poolside experience with a clear view of the surrounding hills.

Relax in this serene room with a comfortable bed and a view of the lush garden through the large window.

Relax in this inviting living room with a sofa, patterned rug, and stone fireplace.

Enjoy meals in this spacious dining area with a high ceiling and brick wall, featuring wooden tables and chairs.

Agriturismo il Querciolo

Marciano della Chiana

9.2 out of 10, Wonderful, (7)

9.2/10

Wonderful

(7)

"Lovely agriturismo in Tuscany, we enjoyed our four days. Great for families, wonderful

"Lovely agriturismo in Tuscany, we enjoyed our four days. Great for families, wonderful pool

with vista views of the countryside and vineyards, ping pong, and football tables for the kids. Cesare was such a welcoming and pleasant host."

John

Agriturismo il Querciolo

Relax in a serene space with a comfortable bed, a bedside table, and a vase with fresh flowers.

Relax in this inviting living space with a comfortable chair and a beautiful view.

Bathroom features a sink, faucet, and woven basket with dried flowers.

Stylish residential building with balconies and potted plants.

Hotel I Due Cigni

3.0 star property

Montepulciano

9.4 out of 10, Exceptional, (420)

9.4/10

Exceptional

(420)

"Excellent hotel. Inexpensive, spotlessly clean family owned small hotel. Wonderful breakfast with freshly made cakes. Fabulous hosts. It’s located in a very small town with limited restaurants/shops nearby, but there are a couple of restaurants walking distance and Montepulciano is only a short drive. Swimming

is great, but about a 5 minute drive away. "

Claire

Hotel I Due Cigni

Relax by the pool with a view of the sea and distant mountains.

Check-in at our welcoming reception area, featuring a central desk and comfortable seating.

Relax by the serene beach with a clear view of the distant mountains, surrounded by lush roses and comfortable lounge chairs.

Enjoy breakfast in style with a beautifully set table and comfortable seating area overlooking the outdoors.

Hotel Kursaal - Umbria

3.0 star property

Passignano sul Trasimeno

9.4 out of 10, Exceptional, (45)

9.4/10

Exceptional

(45)

"Although not there very long, I liked the hotel. It had everything. ...a very nice

"Although not there very long, I liked the hotel. It had everything. ...a very nice pool

, the beautiful view of the Lake, a fanstastic restaurant, great staff."

CAROYL

The price is €103

€103

includes taxes & fees

21 Jul - 22 Jul

Hotel Kursaal - Umbria

Relax by the serene pool surrounded by lush greenery and mature trees, with lounge chairs and umbrellas nearby.

Formal dining area with stone vaulted ceiling and large windows offering a view of the outdoors.

Guests can enjoy a serene atmosphere amidst well-maintained gardens and rolling hills.

Enjoy formal dining in this elegant space with round tables, comfortable chairs, and a beautiful flower-filled planter.

Borgo Sant'Ambrogio Resort

5.0 star property

Trequanda

9.6 out of 10, Exceptional, (88)

9.6/10

Exceptional

(88)

"This resort is a must if you are visiting Tuscany, very close to Pienza, Montepulciano. The service is extraordinary from the first moment we arrived, and I had an issue with the car. The

"This resort is a must if you are visiting Tuscany, very close to Pienza, Montepulciano. The service is extraordinary from the first moment we arrived, and I had an issue with the car. The pool

, gardens, and the whole resort is the best place for a relaxed stay and visit around. In the evening, the restaurant setting and food are not to miss. It made our trip very enjoyable. Thanks "

Jose Manuel

The price is €206

€206

includes taxes & fees

29 Jul - 30 Jul

Borgo Sant'Ambrogio Resort

Relax in a comfortable seating area with a lawn and pool nearby.

Relax in this inviting living space with a long sofa, armchairs, and a functional workspace.

Relax in the hotel's serene spa area, featuring a hot tub and comfortable seating.

Welcome to our hotel lobby, featuring a reception desk, seating area, and polished floor.

Hotel Garden Experience

4.0 star property

Città di Castello

8.4 out of 10, Very good, (151)

8.4/10

Very good

(151)

"Excellent hotel. Very nice and service minded staff. Great breakfast. Located about 25 min on foot from the historic center of the city. The only negative was that it lacked (written) information in english."

Anonymous traveller

The price is €74

€74

includes taxes & fees

27 Jul - 28 Jul

Hotel Garden Experience

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 Castiglion Fiorentino

Tennis Club Castiglionese

Tennis Club Castiglionese is in the heart of Castiglion Fiorentino, so why not stop by during your stay?

See propertiesSee properties in Tennis Club Castiglionese

Tennis Club Castiglionese

Agricola Buccelletti Winery

Travellers might want a tour of Agricola Buccelletti Winery, just one of the places to visit in the heart of La Strada-Santa Cristina.

See propertiesSee properties in Agricola Buccelletti Winery

Agricola Buccelletti Winery

Cassero Tower

If you're planning a bit of sightseeing during your trip, head to Cassero Tower – just one of the monuments in central Castiglion Fiorentino.

See propertiesSee properties in Cassero Tower

Cassero Tower

Archaeological Museum

You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.

See propertiesSee properties in Archaeological Museum

Archaeological Museum

Vasari Loggia

You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.

See propertiesSee properties in Vasari Loggia

Vasari Loggia

Municipal Art Gallery

You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

See propertiesSee properties in Municipal Art Gallery

Municipal Art Gallery

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Hotels with a Pool in Castiglion Fiorentino

Check prices for these dates

Hotels with a Pool in Castiglion Fiorentino

AgriHotel Villa Ambra

AgriHotel Villa Ambra

Relais La Torre

Relais La Torre

B&B Ortali Country House

B&B Ortali Country House

Hotel Le Capanne

Hotel Le Capanne

Top landmarks in Castiglion Fiorentino

Tennis Club Castiglionese

Agricola Buccelletti Winery

Cassero Tower

Keep exploring

Keep exploring