Hotels with a Pool in Castelfiorentino

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Hotels with a Pool in Castelfiorentino

A swimming pool with lounge chairs and a view of the countryside.

A round table with a striped tablecloth, surrounded by metal chairs, set in a grassy outdoor area with a stone wall and potted plants.

A cozy living room with a sofa, two wicker chairs, a wooden cabinet, and a TV.

A dining area with a table set for four, wooden chairs, a brick ceiling, and a large window with lace curtains.

1. Agriturismo Rebarco

Castelfiorentino

Pool
Pet friendly
Free parking
Free WiFi
Air conditioning
Laundry facilities

$44

$51 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

A table set for dining outdoors with a view of the garden and trees.

A modern outdoor area with a hot tub, lounge chairs, and a glass wall.

A two-story building with a tiled roof, a central entrance, and a small balcony.

2. Boccioleto Resort&Spa

Montaione

Pool loungers
Hot tub

$83

$99 total

includes taxes & fees

Oct 20 - Oct 21

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A table with breakfast items, a clear view of the countryside, and a white umbrella.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

3. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Outdoor pool
Poolside bar
Pool loungers
Hot tub

$86

$102 total

includes taxes & fees

Nov 2 - Nov 3

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

A courtyard with a lawn, seating area, and a weeping willow tree.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

4. LHP Certaldo Resort

Certaldo

Outdoor pool
Pool loungers

$128

$147 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

A historic stone building with a tower, a courtyard with hedges, and a covered outdoor seating area.

A table set for dining with a view of a hilltop town.

5. La Collegiata

San Gimignano

Poolside bar
Pool loungers

$115

$134 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

6. Hotel Casolare Le Terre Rosse

San Gimignano

Pool loungers

$171

$195 total

includes taxes & fees

Oct 16 - Oct 17

A rectangular swimming pool with clear water, surrounded by a tiled deck. In the background, there is a building with a bell tower and a lawn with umbrellas.

An outdoor patio area with brick walls, stone flooring, and tables with red tablecloths.

An outdoor dining area with tables and chairs under umbrellas, a potted plant, and a red mat leading to the entrance.

A building with a tiled roof and a window, surrounded by greenery and a field of yellow flowers.

7. Country Hotel Borgo Sant'Ippolito

Lastra a Signa

Pool loungers

$135

$154 total

includes taxes & fees

Oct 4 - Oct 5

A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

A modern hotel room with a bed, a desk, a chair, and a TV.

A modern bathroom with a glass-enclosed shower, a white toilet, and a sink with a mirror.

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

8. Park Hotel Chianti

Tavarnelle Val di Pesa

Poolside bar
Pool loungers

$82

$97 total

includes taxes & fees

Nov 3 - Nov 4

A dining table with a view of a pool and landscaped garden.

A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

9. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

Poolside bar
Pool loungers

$105

$123 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills in the background.

A hotel room with a wooden nightstand, a book, glasses, a lamp, and a bed with white bedding and a green pillow.

A living room with a white sofa, two round coffee tables, a potted plant, and a view through large windows.

A multi-story building with a tiled roof, stone walls, and a bell tower.

10. The Podere Wine Resort Chianti

Barberino Val d'Elsa

Pool
Free breakfast
Free WiFi
Restaurant
Air conditioning
Bar

$327

$364 total

includes taxes & fees

Oct 6 - Oct 7

A pool area with lounge chairs and a view of the countryside.

A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

11. il Casale del Cotone

San Gimignano

Poolside bar
Pool loungers

$173

$196 total

includes taxes & fees

Nov 1 - Nov 2

A person sitting by a swimming pool with a stone building in the background.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

A stone building with a wooden door and an arched window.

12. Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

Poolside bar
Pool loungers
Full-service spa

$132

$152 total

includes taxes & fees

Oct 24 - Oct 25

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

13. Villa San Lucchese

Poggibonsi

Poolside bar
Pool loungers

$104

$122 total

includes taxes & fees

Oct 30 - Oct 31

An aerial view of a villa with a swimming pool, surrounded by lush greenery and terraced gardens.

A stone building with an arched entrance, outdoor seating, and a gravel courtyard.

A restaurant with brick ceilings, glass bar counters, and multiple seating areas.

A courtyard with outdoor seating, a Christmas tree, and a building with arched windows and a tiled roof.

14. Borgo Di Colleoli Resort

Palaia

2 outdoor pools
Pool loungers

$94

$108 total

includes taxes & fees

Nov 1 - Nov 2

A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.

A stone building with an arched entrance, ivy-covered walls, and potted plants.

A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.

15. Mormoraia

San Gimignano

Poolside bar
Full-service spa

$277

$311 total

includes taxes & fees

Oct 20 - Oct 21

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

A man and a woman in a restaurant with a stone wall and a wooden table.

16. Hotel Sovestro

San Gimignano

2 outdoor pools
Poolside bar
Pool loungers

$139

$159 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a swimming pool, outdoor seating, and trees.

A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

A bedroom with a bed, a lamp, a chandelier, and curtains.

17. Il Castagnolo Country B&B

San Gimignano

Outdoor pool
Poolside bar
Pool loungers

$117

$134 total

includes taxes & fees

Oct 4 - Oct 5

A wooden pathway leading to a pool area with a gazebo and potted plants.

A courtyard with a statue, stone walls, and a reception sign.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.

18. Relais Della Rovere

Colle di Val d'Elsa

Outdoor pool
Pool loungers

$129

$147 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

19. Hotel Le Colline

San Gimignano

Pool loungers

$97

$113 total

includes taxes & fees

Oct 12 - Oct 13

A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.

An outdoor seating area with a table, two sofas, and an umbrella.

A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.

A pathway flanked by tall, slender trees leading to a distant point.

20. Tenuta Bartoli

San Gimignano

Poolside bar
Pool loungers

$460

$512 total

includes taxes & fees

Oct 28 - Oct 29

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Top landmarks in Castelfiorentino

Castle of Oliveto

10.0/10 (1 review)

If seeing the sights is on your list of things to do, head to Castle of Oliveto— just one of the landmarks located 2.6 mi (4.2 km) from central Castelfiorentino.

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Benozzo Gozzoli Museum

If museums are on your list of things to see, then you might want to head to Benozzo Gozzoli Museum, located in the heart of Castelfiorentino.If you want to experience more of the culture Castelfiorentino has to offer, head to Castle of Oliveto and Teatro del Popolo.

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Castello di Coiano

Travelers might want a tour of Castello di Coiano, just one of the places to visit in the heart of Coiano.

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Teatro del Popolo

If you’re after a show while in the center of Castelfiorentino, you might want to get tickets at Teatro del Popolo. If you want to experience more of the culture Castelfiorentino has to offer, head to Castle of Oliveto and Benozzo Gozzoli Museum.

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