Hotels with a Pool in Certaldo

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Hotels with a Pool in Certaldo

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.

1. LHP Certaldo Resort

Certaldo

Outdoor pool
Pool loungers

$111

$129 total

includes taxes & fees

Oct 29 - Oct 30

A pool area with lounge chairs and a view of a vineyard.

A narrow alleyway with cobblestone path, surrounded by traditional stone buildings with green shutters.

An outdoor dining area with tables arranged in a semi-circle, surrounded by trees and a view of the countryside.

An aerial view of a castle-like building surrounded by lush greenery and vineyards.

2. Agriturismo Bio Fattoria Bacio

Certaldo

Poolside bar
Pool loungers

$98

$134 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with a wooden deck, lounge chairs, and umbrellas in a landscaped garden.

A table set for a meal with various cheeses, meats, and a bottle of wine, outdoors with a house in the background.

A bedroom with a large bed, a bathtub, a window with curtains, and a TV on the wall.

A modern living room with a sofa, a lamp, and a view through an archway to a kitchen area.

3. Borgo Elissa

Certaldo

Outdoor pool

$108

$125 total

includes taxes & fees

Oct 25 - Oct 26

A pool area with lounge chairs and umbrellas, a stone building with arches, and a clear sky.

A bedroom with a large bed, a wooden desk, and a view of a vineyard through large arched windows.

A building with a white facade, a tiled roof, and a balcony with a railing. There is a door with an arch and a window with shutters.

A dining area with wooden tables and chairs, brick arches, and large windows.

4. Tenuta di Sticciano

Certaldo

2 outdoor pools
Poolside bar
Pool loungers

$152

$172 total

includes taxes & fees

Oct 15 - Oct 16

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

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

5. Hotel Sovestro

San Gimignano

2 outdoor pools
Poolside bar
Pool loungers

$132

$152 total

includes taxes & fees

Nov 2 - Nov 3

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.

6. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Outdoor pool
Poolside bar
Pool loungers
Hot tub

$91

$106 total

includes taxes & fees

Nov 12 - Nov 13

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

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

A table set for breakfast with a scenic view of hills and trees.

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

7. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

Poolside bar
Pool loungers

$104

$122 total

includes taxes & fees

Oct 22 - Oct 23

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 bartender at a bar with a variety of liquor bottles in the background.

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

8. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Poolside bar
Pool loungers
Full-service spa

$139

$160 total

includes taxes & fees

Nov 14 - Nov 15

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

A yellow building with stone pillars, multiple windows, and a statue in the garden.

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

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

9. Villa San Lucchese

Poggibonsi

Poolside bar
Pool loungers

$113

$124 total

includes taxes & fees

Nov 4 - Nov 5

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

A hotel room with a large mirror, a mannequin, a grey armchair, and a small wooden stool.

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

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

10. Tenuta Bartoli

San Gimignano

Poolside bar
Pool loungers

$456

$508 total

includes taxes & fees

Oct 18 - Oct 19

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 living room with leather furniture, a glass coffee table, and a white brick wall.

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

11. Park Hotel Chianti

Tavarnelle Val di Pesa

Poolside bar
Pool loungers

$66

$79 total

includes taxes & fees

Nov 5 - Nov 6

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

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

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

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

12. Relais Della Rovere

Colle di Val d'Elsa

Outdoor pool
Pool loungers

$129

$146 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A garden with a wooden bar, stone pathway, and various plants.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

13. Villa Sabolini

Colle di Val d'Elsa

Outdoor pool
Poolside bar
Pool loungers

$95

$109 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a view of a historic city on a hill.

A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.

A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.

A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

14. Agriturismo Il Segreto di Pietrafitta

San Gimignano

Outdoor pool
Poolside bar

$260

$292 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

15. Hotel Casolare Le Terre Rosse

San Gimignano

Pool loungers

$168

$192 total

includes taxes & fees

Oct 24 - Oct 25

A courtyard with a swimming pool, lounge chairs, and umbrellas.

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

An outdoor patio with stone walls, a stone lamp post, and a table with chairs.

A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

16. Hotel San Lino

Volterra

Poolside bar
Pool loungers

$99

$116 total

includes taxes & fees

Oct 15 - Oct 16

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A room with a wooden floor, a bathtub, a chair, a bed, and large windows offering a view of the countryside.

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

17. Fattoria di Vegi

Castellina in Chianti

Outdoor pool
Pool loungers

$257

$290 total

includes taxes & fees

Oct 30 - Oct 31

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

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

18. Boccioleto Resort&Spa - Place of Charme

Montaione

Pool loungers
Hot tub

$71

$85 total

includes taxes & fees

Nov 3 - Nov 4

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.

A cozy outdoor seating area with wicker furniture, a large umbrella, and stone flooring.

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

19. Country Hotel Borgo Sant'Ippolito

Lastra a Signa

Pool loungers

$124

$142 total

includes taxes & fees

Oct 16 - Oct 17

A clear blue pool with lounge chairs and a stone building in the background.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A stone building with a wooden bench outside.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

20. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Outdoor pool
Poolside bar
Pool loungers

$122

$138 total

includes taxes & fees

Oct 25 - Oct 26

See more properties

Discover your perfect hotel with a pool in Certaldo

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top neighborhoods in Certaldo

Certaldo Alto

A paved road flanked by a brick wall and a brick building with arched windows.

A dilapidated brick structure with a chimney, surrounded by grass and trees.

Certaldo Alto

The Certaldo Alto neighborhood offers attractions such as Casa del Boccaccio and Palazzo Pretorio.

See properties

Top landmarks in Certaldo

Casa del Boccaccio

8.6/10 (7 reviews)

If museums are on your list, you might want to check out the upcoming exhibitions at Casa del Boccaccio in Certaldo Alto. If you want to see more of the museums in Certaldo, you can easily walk to Museum of Sacred Art.

See properties

Church of Saint Jacob and Saint Philip

8.8/10 (3 reviews)

Certaldo Alto is home to Church of Saint Jacob and Saint Philip, so why not stop by during your stay in Certaldo.

See properties

Palazzo Pretorio

7.2/10 (5 reviews)

If you're planning a bit of sightseeing head to Palazzo Pretorio— just one of the monuments in Certaldo Alto.

See properties

Museum of Sacred Art

6.0/10 (1 review)

Museum of Sacred Art is just one of the attractions in Certaldo Alto, Certaldo so you might want to stop by during your trip. If you want to experience more of the culture Certaldo has to offer, head to Casa del Boccaccio, Tenuta Torciano Winery, and Church of Saint Jacob and Saint Philip.

See properties

Museo del Chiodo

Museo del Chiodo is just one of the attractions in Certaldo Alto, Certaldo so you might want to stop by during your trip. If you want to experience more of the culture Certaldo has to offer, head to Casa del Boccaccio, Tenuta Torciano Winery, and Church of Saint Jacob and Saint Philip.

See properties

Chiesa dei Santi Tommaso e Prospero

If you're planning a bit of sightseeing head to Chiesa dei Santi Tommaso e Prospero— just one of the monuments in Certaldo Alto.

See properties

Keep exploring

More ways to book

Book Hotels with a Pool in Certaldo on it.hotels.com