A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

Hotels with Swimming Pools in San Casciano in Val di Pesa

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Check availability on San Casciano in Val di Pesa Hotels with Swimming Pools

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for San Casciano in Val di Pesa hotels with a pool

A poolside area with a pool, lounge chairs, and a building in the background.
A dining area with a view, wooden furniture, and potted plants.
A covered outdoor area with columns, potted plants, and a view of the sea.
A stone wall with a metal staircase and a black arched door.

1. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
  • Relax poolside at this Tuscan villa with seasonal outdoor pool, hot tub, and sun loungers.
S$208
includes taxes & fees
13 Sept - 14 Sept
Villa il Poggiale - Dimora Storica
A pool area with a view of a hilly landscape, surrounded by greenery and outdoor furniture.
A hammock suspended between trees in a garden with a view of a hilly landscape.
A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.
A table set for two with wine glasses and a bottle, overlooking a scenic landscape.

2. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
  • Indulge in Tuscan bliss at this rural retreat where massages and facials complement leisurely days by the seasonal outdoor pool.
S$387
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino
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 bathroom with a bathtub, a stone wall, and a wooden door.

3. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
  • Sip poolside bliss at this luxury Tuscan retreat where serene mountain views frame your aquatic sanctuary.
S$258
includes taxes & fees
23 Sept - 24 Sept
Villa I Barronci Resort & Spa
A swimming pool with clear water, surrounded by lounge chairs and trees.
A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".
A stone building with a tower, a glass structure, and outdoor seating.
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

4. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
  • Take a relaxing dip in the Tuscan countryside pool with vineyard views and loungers.
S$317
includes taxes & fees
27 Aug - 28 Aug
Salvadonica - Borgo del Chianti

5. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
  • Scenic mountain-view pool with 24-hour access, poolside dining, and rejuvenating spa amenities.
S$186
includes taxes & fees
31 Aug - 1 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A swimming pool surrounded by lush greenery and a forested hillside.
An aerial view of a large, two-story house with a swimming pool, surrounded by lush greenery and fields.
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.
A dining area with tables set for meals, a bar area with shelves of bottles, and a wooden cabinet.

6. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
  • Seasonal pool paradise at Italian countryside B&B with loungers and panoramic terrace views.
S$173
includes taxes & fees
1 Sept - 2 Sept
B&B La Fonte del Machiavelli
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by tall trees and a clear sky.
A traditional stone house with a tiled roof, surrounded by lush greenery and a well-maintained garden.
A couple sitting at an outdoor table with a view of the countryside.
A breakfast tray with bread, eggs, and a flower by a window.

7. Fonte de' Medici

Fonte de' Medici
San Casciano in Val di Pesa
S$393
includes taxes & fees
26 Aug - 27 Aug
Fonte de' Medici
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Choose what matters most at hotels with a pool in San Casciano in Val di Pesa

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in San Casciano in Val di Pesa

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 pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
S$258
includes taxes & fees
23 Sept - 24 Sept
Villa I Barronci Resort & Spa
An arched entrance with a lantern above, flanked by two potted plants.
A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.
A pool area with a view of a hilly landscape, surrounded by greenery and outdoor furniture.
A hammock suspended between trees in a garden with a view of a hilly landscape.

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
S$387
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".
A swimming pool with clear water, surrounded by lounge chairs and trees.
A stone building with a tower, a glass structure, and outdoor seating.

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
S$317
includes taxes & fees
27 Aug - 28 Aug
Salvadonica - Borgo del Chianti
A covered outdoor area with columns, potted plants, and a view of the sea.
A dining area with a view, wooden furniture, and potted plants.
A courtyard with a building featuring arched windows and a tiled roof.
A stone wall with a metal staircase and a black arched door.

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
S$208
includes taxes & fees
13 Sept - 14 Sept
Villa il Poggiale - Dimora Storica
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.
A stone building with arched windows and a balcony overlooking a garden with lavender plants.
An aerial view of a large, two-story house with a swimming pool, surrounded by lush greenery and fields.
A dining area with tables set for meals, a bar area with shelves of bottles, and a wooden cabinet.

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
S$173
includes taxes & fees
1 Sept - 2 Sept
B&B La Fonte del Machiavelli

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
S$186
includes taxes & fees
31 Aug - 1 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A couple sitting at an outdoor table with a view of the countryside.
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by tall trees and a clear sky.
A breakfast tray with bread, eggs, and a flower by a window.
A traditional stone house with a tiled roof, surrounded by lush greenery and a well-maintained garden.

Fonte de' Medici

Fonte de' Medici
San Casciano in Val di Pesa
S$393
includes taxes & fees
26 Aug - 27 Aug
Fonte de' Medici
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.
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Top San Casciano in Val di Pesa Hotel Reviews

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Great place to stay."
Rahulkumar 4-night trip
Posted 2 days ago
Plus Florence - Hostel

Frequently asked questions

What's it like visiting San Casciano in Val di Pesa?
If lounging by a pool is your idea of the perfect getaway, you may want to consider relaxing San Casciano in Val di Pesa, which has 18 places to stay with pools. While you're here, you can explore sights such as Piazza di Santa Maria Novella and Piazza del Duomo, and then unwind poolside at one of the accommodation options in San Casciano in Val di Pesa that guests like for their pools.
What are some accommodation options with pools in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa: Features a full-service spa, an outdoor pool and a sauna. Relais Poggio Borgoni: Provides a snack bar/deli, a seasonal outdoor pool and daily.
How many hotels with pools should I expect to find in San Casciano in Val di Pesa?
Expedia's 18 hotels in San Casciano in Val di Pesa give you a great choice for your poolside getaway.
What is there to see and do in San Casciano in Val di Pesa?
Explore places such as Piazza di Santa Maria Novella and Piazza del Duomo while you're in the area. Make a point to visit attractions such as Villa Medicea di Lilliano - Malenchini and Boboli Gardens. The countryside and wineries are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in San Casciano in Val di Pesa?
You may want to think about a place to stay that has an outdoor pool if you're planning to visit San Casciano in Val di Pesa in the hottest months of August, July or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 7°C.

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