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

Find Hotels with a Pool in San Casciano in Val di Pesa

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on San Casciano in Val di Pesa Hotels with a Pool

Tonight
Sep 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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

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.
₩199,265
₩228,594 total
includes taxes & fees
Sep 14 - Sep 15
Villa I Barronci Resort & Spa
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.
An arched entrance with a lantern above, flanked by two potted plants.
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.
₩338,944
₩379,112 total
includes taxes & fees
Oct 4 - Oct 5
Villa il Fedino

3. 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.
₩140,143
₩160,395 total
includes taxes & fees
Sep 24 - Sep 25
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
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 courtyard with a building featuring arched windows and a tiled roof.
A stone wall with a metal staircase and a black arched door.

4. 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.
₩208,393
₩230,791 total
includes taxes & fees
Sep 13 - Sep 14
Villa il Poggiale - Dimora Storica
A swimming pool surrounded by lush greenery and a forested hillside.
A dining area with tables set for meals, a bar area with shelves of bottles, and a wooden cabinet.
A stone building with arched windows and a balcony overlooking a garden with lavender plants.
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

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.
₩162,421
₩184,932 total
includes taxes & fees
Oct 4 - Oct 5
B&B La Fonte del Machiavelli
A swimming pool with clear water, surrounded by lounge chairs and trees.
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.
A modern bathroom with a large white basin, a wooden bench with towels, and a glass-enclosed shower.

6. 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.
₩291,739
₩327,190 total
includes taxes & fees
Oct 11 - Oct 12
Salvadonica - Borgo del Chianti
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 breakfast tray with bread, eggs, and a flower by a window.
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
₩370,005
₩413,243 total
includes taxes & fees
Sep 24 - Sep 25
Fonte de' Medici
View all properties

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 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.

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
₩199,265
₩228,594 total
includes taxes & fees
Sep 14 - Sep 15
Villa I Barronci Resort & Spa
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 poolside area with a pool, lounge chairs, and a building in the background.
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
₩208,393
₩230,791 total
includes taxes & fees
Sep 13 - Sep 14
Villa il Poggiale - Dimora Storica
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 table set for two with wine glasses and a bottle, overlooking a scenic landscape.
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
₩338,944
₩379,112 total
includes taxes & fees
Oct 4 - Oct 5
Villa il Fedino
A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.
A swimming pool with clear water, surrounded by lounge chairs and trees.
A stone building with a tower, a glass structure, and outdoor seating.
A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
₩291,739
₩327,190 total
includes taxes & fees
Oct 11 - Oct 12
Salvadonica - Borgo del Chianti

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
₩140,143
₩160,395 total
includes taxes & fees
Sep 24 - Sep 25
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
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.
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
₩162,421
₩184,932 total
includes taxes & fees
Oct 4 - Oct 5
B&B La Fonte del Machiavelli
A swimming pool with a stone border, a white lounge chair, and potted plants.
A hotel room with a bed, curtains, a chair, and a bedside table with a lamp.
An outdoor dining area with a table set for two, featuring a meal with bread, a cup, and a glass.
A sauna with wooden walls, a white bathtub, and a wooden bucket.

Hotel Sor Paolo

Hotel Sor Paolo
San Casciano in Val di Pesa
Hotel Sor Paolo
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 traditional stone house with a tiled roof, surrounded by lush greenery and a well-maintained garden.
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
₩370,005
₩413,243 total
includes taxes & fees
Sep 24 - Sep 25
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

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Ok"
Jorge 3-night trip
Posted 1 hour ago
Plus Florence - Hostel

Frequently asked questions

What's it like visiting San Casciano in Val di Pesa?
If relaxing by the 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. During your trip, you can explore sights such as Piazza di Santa Maria Novella and Piazza del Duomo, and then take it easy poolside at one of the accommodations in San Casciano in Val di Pesa that guests like for their pools.
What are some accommodations 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: Offers a snack bar/deli, a seasonal outdoor pool, and daily.
How many hotels with pools are there 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 like Piazza di Santa Maria Novella and Piazza del Duomo while you're in the area. Make a point to visit attractions like 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 72°F. Lodging 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 temperature is 44°F.

Explore a world of travel with Expedia