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
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A bathroom with a bathtub, a stone wall, and a wooden door.
A table with breakfast items, a clear view of the countryside, and a white umbrella.

1. 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$118
includes taxes & fees
6 Nov - 7 Nov
Villa I Barronci Resort & Spa
A swimming pool with clear water, surrounded by lounge chairs and trees.
A modern bathroom with a large white basin, a wooden bench with towels, and a glass-enclosed shower.
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".

2. 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$151
includes taxes & fees
4 Nov - 5 Nov
Salvadonica - Borgo del Chianti
A poolside area with a pool, lounge chairs, and a building in the background.
A courtyard with a building featuring arched windows and a tiled roof.
A traditional room with a sofa, chairs, a desk, and a window with curtains.
A stone wall with a metal staircase and a black arched door.

3. 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$174
includes taxes & fees
25 Oct - 26 Oct
Villa il Poggiale - Dimora Storica
A pool area with a view of a hilly landscape, surrounded by greenery and outdoor furniture.
A table set for two with wine glasses and a bottle, overlooking a scenic landscape.
A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.
A hammock suspended between trees in a garden with a view of a hilly landscape.

4. 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$324
includes taxes & fees
13 Oct - 14 Oct
Villa il Fedino
A swimming pool surrounded by lush greenery and a forested hillside.
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.
An aerial view of a large, two-story house with a swimming pool, surrounded by lush greenery and fields.

5. 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$169
includes taxes & fees
13 Oct - 14 Oct
B&B La Fonte del Machiavelli
Exterior
Terrace/patio
Fitness facility
In-room dining

6. 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$140
includes taxes & fees
21 Oct - 22 Oct
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by tall trees and a clear sky.
A couple sitting at an outdoor table with a view of the countryside.
A traditional stone house with a tiled roof, surrounded by lush greenery and a well-maintained garden.
A cozy room with a wooden ceiling, a window with a view, and a table with books.

7. Fonte de' Medici

Fonte de' Medici
San Casciano in Val di Pesa
S$340
includes taxes & fees
11 Oct - 12 Oct
Fonte de' Medici
A pool with a view of a lush valley and distant buildings.
A courtyard with stone buildings, arched doorways, and potted plants.
A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

8. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
S$255
includes taxes & fees
9 Oct - 10 Oct
Castello Vicchiomaggio
A swimming pool with multiple lounge chairs and umbrellas.
A resort with a pool area, umbrellas, and a stage for events.
An aerial view of a church with a bell tower, surrounded by olive groves and a hilly landscape.
A courtyard with a building featuring a tower, surrounded by trees and potted plants.

9. Villa Castiglione

Villa Castiglione
Impruneta
  • Outdoor pool paradise where sips meet sunshine in the heart of the Italian countryside.
S$100
includes taxes & fees
2 Nov - 3 Nov
Villa Castiglione
A person sitting by a swimming pool with a stone building in the background.
A bartender at a bar with a variety of liquor bottles in the background.
A stone building with a wooden door and an arched window.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

10. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
  • Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.
S$193
includes taxes & fees
7 Nov - 8 Nov
Hotel Borgo di Cortefreda Relais
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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 woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.
A table with breakfast items, a clear view of the countryside, and a white umbrella.

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
S$118
includes taxes & fees
6 Nov - 7 Nov
Villa I Barronci Resort & Spa
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.
A stone building with a tower, a glass structure, and outdoor seating.
A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
S$151
includes taxes & fees
4 Nov - 5 Nov
Salvadonica - Borgo del Chianti
A covered outdoor area with columns, potted plants, and a view of the sea.
A poolside area with a pool, lounge chairs, and a building in the background.
A traditional room with a sofa, chairs, a desk, and a window with curtains.
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$174
includes taxes & fees
25 Oct - 26 Oct
Villa il Poggiale - Dimora Storica
An arched entrance with a lantern above, flanked by two potted plants.
A hammock suspended between trees in a garden with a view of a hilly landscape.
A pool area with a view of a hilly landscape, surrounded by greenery and outdoor furniture.
A bedroom with a four-poster bed, a sofa, a dining table with chairs, and a large painting on the wall.

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
S$324
includes taxes & fees
13 Oct - 14 Oct
Villa il Fedino
A bedroom with a bed, a wardrobe, and a window.
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.
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.

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
S$169
includes taxes & fees
13 Oct - 14 Oct
B&B La Fonte del Machiavelli
Exterior
Terrace/patio
Fitness facility
In-room dining

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$140
includes taxes & fees
21 Oct - 22 Oct
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 breakfast tray with bread, eggs, and a flower by a window.
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by tall trees and a clear sky.
A cozy room with a large window, a tray of breakfast items, and a bed with a blanket.

Fonte de' Medici

Fonte de' Medici
San Casciano in Val di Pesa
S$340
includes taxes & fees
11 Oct - 12 Oct
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.
View all properties

Top San Casciano in Val di Pesa Hotel Reviews

Villa Neroli

Villa Neroli

10/10 Excellent
"Amazing hotel-great breakfast, calm place, friendly and helpful staff"
Niklas 4-night trip
Posted 2 days ago
Villa Neroli
Hu Firenze Camping In Town

Hu Firenze Camping In Town

8/10 Good
"A very well maintained campsite with good amenities and a bustling friendly atmosphere on the whole. The only downside is beyond the control of the campsite and was the bus service into central Florence. Appalling service with infrequent and misleading times. Overall other than the logistics of going to central Florence I would recommend the campsite highly"
David 3-night trip
Posted 4 days ago
Hu Firenze Camping In Town

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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