Rolling hills, vineyards, and scattered buildings in a hilly landscape.

Search Hotels with Pool in Castelfiorentino

  • 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 Castelfiorentino Hotels with Pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Castelfiorentino hotels with a pool

A swimming pool with lounge chairs and a view of the countryside.
A bedroom with a bed, a wardrobe, a bench, and a window with curtains.
A cozy living room with a sofa, two wicker chairs, a wooden cabinet, and a TV.
A round table with a striped tablecloth, surrounded by metal chairs, set in a grassy outdoor area with a stone wall and potted plants.

1. Agriturismo Rebarco

Agriturismo Rebarco
Castelfiorentino
฿1,483
฿1,707 total
includes taxes & fees
2 Nov - 3 Nov
Agriturismo Rebarco
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.
A courtyard with a lawn, seating area, and a weeping willow tree.

2. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
฿4,281
฿4,936 total
includes taxes & fees
18 Oct - 19 Oct
LHP Certaldo Resort
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A table set for dining outdoors with a view of the garden and trees.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

3. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
฿2,668
฿3,162 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

4. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
  • Splash into Tuscan bliss at this seasonal pool oasis, complete with poolside bar and scenic rooftop views.
฿6,678
฿7,610 total
includes taxes & fees
8 Oct - 9 Oct
Cappuccina Country Resort
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A person performing a yoga pose on a wooden deck with a view of a landscape.

5. Castelfalfi

Castelfalfi
Montaione
  • Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.
฿27,813
฿30,972 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
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 bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

6. 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.
฿2,747
฿3,249 total
includes taxes & fees
3 Nov - 4 Nov
Villa I Barronci Resort & Spa
A rectangular swimming pool with clear water, surrounded by a tiled deck. In the background, there is a building with a bell tower and a lawn with umbrellas.
An outdoor dining area with tables and chairs under umbrellas, a potted plant, and a red mat leading to the entrance.
A cozy outdoor seating area with wicker furniture, a large umbrella, and stone flooring.
A building with a tiled roof and a window, surrounded by greenery and a field of yellow flowers.

7. Country Hotel Borgo Sant'Ippolito

Country Hotel Borgo Sant'Ippolito
Lastra a Signa
  • Float in Tuscan tranquility with poolside loungers at this upscale Italian retreat.
฿4,828
฿5,499 total
includes taxes & fees
1 Nov - 2 Nov
Country Hotel Borgo Sant'Ippolito
A dining table with a view of a pool and landscaped garden.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

8. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
  • Splash into Tuscan serenity with a seasonal pool oasis that serves chilled drinks poolside.
฿3,518
฿4,135 total
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.
A man and a woman in a restaurant with a stone wall and a wooden table.
A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

9. Hotel Sovestro

Hotel Sovestro
San Gimignano
  • Tuscan countryside retreat offers two pristine outdoor pools surrounded by sun loungers for ultimate relaxation in wine country.
฿4,656
฿5,348 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Sovestro
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 bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.

10. 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.
฿2,563
฿3,046 total
includes taxes & fees
4 Nov - 5 Nov
Park Hotel Chianti
View all properties

Choose what matters most at hotels with a pool in Castelfiorentino

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Castelfiorentino Hotel Reviews

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 18 hours ago
Hu Firenze Camping In Town

Frequently asked questions

What's it like visiting Castelfiorentino?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider scenic Castelfiorentino, which has 5 places to stay with pools. During your visit, you can explore sights such as Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore, and then relax poolside at one of the accommodation options in Castelfiorentino that guests like for their pools.
What are some accommodation options with pools in Castelfiorentino?
Relais Pugliano: Offers a rooftop terrace, a seasonal outdoor pool and spa services. Agriturismo le Docce: Features a children's pool, a seasonal outdoor pool and free self parking.
How many hotels with pools will I find in Castelfiorentino?
Expedia has 5 hotels in Castelfiorentino for your poolside break.
What is there to see and do in Castelfiorentino?
Explore places such as Piazza di Santa Maria Novella while you're in the area. Make a point to visit attractions such as Cascine Park and Chianti Observatory. You'll also discover lots of options for restaurants in Castelfiorentino.
When is the best time to book a hotel with a pool in Castelfiorentino?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Castelfiorentino in the hottest months of August, July or June, when the average temperature is 23°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 7°C.
What's the best way to travel around Castelfiorentino?
Knowing the transportation options in and around Castelfiorentino can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop on a train at Castelfiorentino Station. Castelfiorentino may not have many public transport options to choose from, so consider renting a car to explore more.

Explore a world of travel with Expedia