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Hotels with a Pool in Casole d'Elsa

October 2026
4
November 2026

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Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Hotels with a Pool in Casole d'Elsa

A clear blue pool with a view of distant mountains and trees.
A modern hotel lobby with abstract art on the walls, comfortable seating, and a view of the city.
A table set for dining with a view of the countryside.
A modern bathroom with a marble vanity, a glass shower enclosure, and a large mirror.

1. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
$83
$100 total
includes taxes & fees
Oct 5 - Oct 6
Relax Hotel Acquaviva
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

2. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • Outdoor pool
  • Pool loungers
  • Hot tub
$1,013
$1,116 total
includes taxes & fees
Nov 2 - Nov 3
Castello di Casole, A Belmond Hotel, Tuscany
A swimming pool with tiled flooring, lounge chairs, and umbrellas.
A cozy living room with a wooden dining table, a sofa, and a fireplace.
A stone building with a tiled courtyard, outdoor seating, and potted plants.
A stone building with a tiled roof, a brick pathway, and a small grassy area.

3. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
  • Outdoor pool
  • Pool loungers
$205
$227 total
includes taxes & fees
Oct 5 - Oct 6
Le Mascie Country House
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
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.

4. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$81
$93 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sabolini
Pool
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
An outdoor patio with stone flooring, a table with chairs, and potted plants.

5. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Poolside bar
  • Pool loungers
$119
$139 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Borgo San Luigi
A wooden pathway leading to a pool area with a gazebo and potted plants.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
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.

6. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
  • Outdoor pool
  • Pool loungers
$129
$147 total
includes taxes & fees
Oct 30 - Oct 31
Relais Della Rovere
A swimming pool at night with a stone building in the background.
A bathroom with a skylight, a large mirror, a double sink, a shower, and a toilet.
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

7. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Outdoor pool
  • Pool loungers
$50
$60 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Decimo
A pool area with lounge chairs and a view of the countryside.
A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A stone building with a rustic garden, a hanging light fixture, and a gravel path.

8. il Casale del Cotone

il Casale del Cotone
San Gimignano
  • Poolside bar
  • Pool loungers
$173
$196 total
includes taxes & fees
Oct 31 - Nov 1
il Casale del Cotone
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A gravel driveway leading to a stone building with a garden and tall trees.
A rustic stone building with a wooden ceiling and a view of a vineyard.

9. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
  • Poolside bar
  • Pool loungers
$164
$186 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta Sovestro - Agriturismo e Winery
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A room with a stone floor, a sofa, a chair, and a bookshelf.
A stone building with an arched entrance, ivy-covered walls, and potted plants.

10. Mormoraia

Mormoraia
San Gimignano
  • Poolside bar
  • Full-service spa
$277
$310 total
includes taxes & fees
Nov 4 - Nov 5
Mormoraia
A swimming pool with lounge chairs, surrounded by greenery and a hillside.
A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.
A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

11. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
  • Poolside bar
  • Pool loungers
$113
$131 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Pescille by Double Hospitality
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone building with a paved entrance and a well-maintained garden with potted plants.
A stone wall with a rustic stone building partially visible behind it.
A stone-walled terrace with a table set for two, a bottle, and candles.

12. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
  • Poolside bar
  • Pool loungers
  • Hot tub
$153
$173 total
includes taxes & fees
Oct 13 - Oct 14
Relais la Costa - Dimora Storica
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A balcony with a table and chairs, a view of a tall tree, and a mountainous landscape.
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A stone-walled room with a bench and a small shelf.

13. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • 3 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Full-service spa
$512
$568 total
includes taxes & fees
Oct 22 - Oct 23
Borgo Pignano Volterra Tuscany
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A table set for dining with a view of a hilltop town.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

14. La Collegiata

La Collegiata
San Gimignano
  • Poolside bar
  • Pool loungers
$115
$134 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

15. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
  • Pool loungers
$171
$195 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Casolare Le Terre Rosse
A dining area with a view of a pool and garden, featuring tables with chairs and umbrellas.
A spacious living room with a chandelier, a staircase, and a sofa.
A dining area with large windows overlooking a pool and garden.
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.

16. Molino di Foci

Molino di Foci
San Gimignano
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$154
$170 total
includes taxes & fees
Nov 1 - Nov 2
Molino di Foci
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.
A pathway flanked by tall, slender trees leading to a distant point.
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
An outdoor seating area with a table, two sofas, and an umbrella.

17. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
  • Poolside bar
  • Pool loungers
$460
$512 total
includes taxes & fees
Oct 9 - Oct 10
Tenuta Bartoli
A swimming pool with a view of a historic city on a hill.
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.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.

18. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
  • Outdoor pool
  • Poolside bar
$282
$316 total
includes taxes & fees
Oct 9 - Oct 10
Agriturismo Il Segreto di Pietrafitta
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 spacious living room with two sofas, a coffee table, and a mural of trees on the walls.
A stately building with a grand entrance, multiple arches, and a well-lit facade.

19. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
  • Outdoor pool
  • Pool loungers
$245
$277 total
includes taxes & fees
Oct 26 - Oct 27
Fattoria di Vegi
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

20. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Pool loungers
$97
$113 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Le Colline
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Discover your perfect hotel with a pool in Casole d'Elsa

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Top neighborhoods in Casole d'Elsa

Pievescola

Casole d'Elsa's Pievescola neighborhood offers attractions including Terre di Vini.

Village of Casole d'Elsa

Casole d'Elsa's Village of Casole d'Elsa neighborhood offers attractions including Archeological and Collegiate Church Museum.

Top landmarks in Casole d'Elsa

Terre di Vini

Pievescola is home to Terre di Vini, so why not stop by during your stay in Casole d'Elsa. If you'd also like to explore some of the parks in Casole d'Elsa, head to Alta Val d'Elsa River Park and Enoteca Italiana.
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Archeological and Collegiate Church Museum

8.0/10 (1 review)
If museums are on your list, you might want to check out the upcoming exhibitions at Archeological and Collegiate Church Museum in Village of Casole d'Elsa. If you want to experience more of the culture Casole d'Elsa has to offer, head to Terre di Vini.
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About the destination

If you're looking to discover somewhere new, look no further than Casole d'Elsa. Whether you're planning to stay for a night or for the week, the area around Casole d'Elsa has accommodations to fit every need. Search for hotels in Casole d'Elsa with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Casole d'Elsa hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Casole d'Elsa hotel deals are here with our lowest price guarantee.