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

Search Hotels with 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 Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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.
฿2,658
฿3,151 total
includes taxes & fees
25 Oct - 26 Oct
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 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.

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.
฿2,335
฿2,719 total
includes taxes & fees
9 Nov - 10 Nov
Salvadonica - Borgo del Chianti
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.
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.

3. 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.
฿5,996
฿6,747 total
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino
A poolside area with a pool, lounge chairs, and a building in the background.
A covered outdoor area with columns, potted plants, and a view of the sea.
A bathroom with a checkered floor, a freestanding bathtub, a pedestal sink, and a toilet.
A building with a courtyard, arched entrance, and surrounding trees.

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.
฿3,444
฿3,826 total
includes taxes & fees
3 Nov - 4 Nov
Villa il Poggiale - Dimora Storica
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.
A stone building with arched windows and a balcony overlooking a garden with lavender plants.

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.
฿3,920
฿4,463 total
includes taxes & fees
25 Oct - 26 Oct
B&B La Fonte del Machiavelli
Exterior
Terrace/patio
In-room dining
Spa treatment

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.
฿3,371
฿3,859 total
includes taxes & fees
2 Nov - 3 Nov
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A rectangular swimming pool with a tiled border, surrounded by lounge chairs and umbrellas, set against a backdrop of rolling hills and trees.
A spacious indoor area with arched windows, wooden furniture, and hanging plants.
A stone pathway leading to a terrace with potted plants and flowers, overlooking a hillside with houses.
An outdoor dining area with tables set for a meal, large windows, and a stone wall in the background.

7. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
฿3,598
฿4,071 total
includes taxes & fees
13 Nov - 14 Nov
Relais Villa Olmo - Place of Charme
A swimming pool with multiple lounge chairs and umbrellas.
A courtyard with a building featuring a tower, surrounded by trees and potted plants.
A resort with a pool area, umbrellas, and a stage for events.
A wine cellar with wooden shelves, a dining table set for six, and a brick ceiling.

8. Villa Castiglione

Villa Castiglione
Impruneta
  • Outdoor pool paradise where sips meet sunshine in the heart of the Italian countryside.
฿2,182
฿2,513 total
includes taxes & fees
15 Nov - 16 Nov
Villa Castiglione
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 bathroom with a glass-enclosed shower, a white toilet, and a sink with a mirror.
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

9. Park Hotel Chianti

Park Hotel Chianti
Tavarnelle Val di Pesa
  • Seasonal pool sanctuary amid Tuscan vineyards awaits with a refreshing poolside bar and sun loungers for ultimate relaxation.
฿2,220
฿2,669 total
includes taxes & fees
17 Nov - 18 Nov
Park Hotel Chianti
A rooftop pool with lounge chairs, a clear view of a domed building, and mountains in the background.
A modern building entrance with glass doors, a visible reflection of the street, and a sign reading 'The Social Hub.'
A pathway leading to a modern building with glass panels and a landscaped garden.
A rooftop terrace with solar panels, outdoor seating, and a central sculpture.

10. The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
Santa Maria Novella
  • Rooftop pool awaits after city explorations; refreshing oasis with terrific views.
฿2,254
฿3,009 total
includes taxes & fees
15 Nov - 16 Nov
The Social Hub Florence Belfiore
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 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
฿2,658
฿3,151 total
includes taxes & fees
25 Oct - 26 Oct
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 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
฿2,335
฿2,719 total
includes taxes & fees
9 Nov - 10 Nov
Salvadonica - Borgo del Chianti
An arched entrance with a lantern above, flanked by two potted plants.
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 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
฿5,996
฿6,747 total
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino
A building with a courtyard, arched entrance, and surrounding trees.
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 covered outdoor area with columns, potted plants, and a view of the sea.

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
฿3,444
฿3,826 total
includes taxes & fees
3 Nov - 4 Nov
Villa il Poggiale - Dimora Storica
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.
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.
A swimming pool surrounded by lush greenery and a forested hillside.

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
฿3,920
฿4,463 total
includes taxes & fees
25 Oct - 26 Oct
B&B La Fonte del Machiavelli
Exterior
Terrace/patio
In-room dining
Spa treatment

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
฿3,371
฿3,859 total
includes taxes & fees
2 Nov - 3 Nov
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
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
"Great Stay been there twice. Will be back next time in Florence"
Warren 1-night trip
Posted 7 hours ago
Plus Florence - Hostel
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"I really enjoyed my stay here. The room was clean and comfortable, and the staff was very friendly and helpful. I also enjoyed having the bar available to relax after a long day it was really good with plenty of options. Everything felt welcoming and well taken care of. I would happily stay here again!"
Jesus G. 2-night trip
Posted 2 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.

Explore a world of travel with Expedia