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

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Check availability on Castelfiorentino Hotels with Pool

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 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 round table with a striped tablecloth, surrounded by metal chairs, set in a grassy outdoor area with a stone wall and potted plants.
A dining area with a table set for four, wooden chairs, a brick ceiling, and a large window with lace curtains.

1. Agriturismo Rebarco

Agriturismo Rebarco
Castelfiorentino
Rp1.051.115
Rp1.197.013 total
includes taxes & fees
2 Oct - 3 Oct
Agriturismo Rebarco
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
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.

2. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
Rp2.139.816
Rp2.476.156 total
includes taxes & fees
11 Oct - 12 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 restaurant with brick arches, wooden ceiling beams, and tables set for dining.
A table set for dining outdoors with a view of the garden and trees.

3. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
Rp1.792.135
Rp2.093.748 total
includes taxes & fees
19 Oct - 20 Oct
Boccioleto 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 patio area with brick walls, stone flooring, and tables with red tablecloths.
An outdoor dining area with tables and chairs under umbrellas, a potted plant, and a red mat leading to the entrance.
A building with a tiled roof and a window, surrounded by greenery and a field of yellow flowers.

4. 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.
Rp2.325.526
Rp2.660.043 total
includes taxes & fees
27 Sept - 28 Sept
Country Hotel Borgo Sant'Ippolito
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.
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.

5. 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.
Rp1.638.483
Rp1.924.689 total
includes taxes & fees
26 Oct - 27 Oct
Villa I Barronci Resort & Spa
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

6. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
  • Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.
Rp3.096.026
Rp3.527.986 total
includes taxes & fees
14 Oct - 15 Oct
Hotel Casolare Le Terre Rosse
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.
A modern bathroom with a glass-enclosed shower, a white toilet, and a sink with a mirror.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.
A modern hotel room with a bed, a desk, a chair, and a TV.

7. 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.
Rp1.542.208
Rp1.818.787 total
includes taxes & fees
12 Oct - 13 Oct
Park Hotel Chianti
A stone building with a swimming pool, outdoor seating, and trees.
A restaurant with a brick floor, white furniture, and a chalkboard menu.
A bedroom with a bed, a lamp, a chandelier, and curtains.
A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

8. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
  • Stretch out poolside at this rustic country house, complete with seasonal outdoor pool, loungers, and refreshing bar service.
Rp2.113.455
Rp2.426.766 total
includes taxes & fees
30 Sept - 1 Oct
Il Castagnolo Country B&B
A dining table with a view of a pool and landscaped garden.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
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.

9. 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.
Rp1.899.607
Rp2.232.319 total
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
A swimming pool with a view of a historic city on a hill.
A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.
A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

10. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
  • Unwind in the countryside at this Italian farm stay's outdoor pool with a refreshing poolside bar and al fresco dining.
Agriturismo Il Segreto di Pietrafitta
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Choose what matters most at hotels with a pool in Castelfiorentino

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Castelfiorentino Hotel Reviews

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Nos gustó mucho las habitaciones privadas"
Yanelys 2-night trip
Posted 3 hours ago
Plus Florence - Hostel
Villa Neroli

Villa Neroli

10/10 Excellent
"Nice location just outside of the city center. Beds comfy. Breakfast delicious."
Amy 1-night trip
Posted 5 hours ago
Villa Neroli

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.

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