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

Find Hotels with a 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 a Pool

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Castelfiorentino hotels with a pool

1. Agriturismo Rebarco

Agriturismo Rebarco
Castelfiorentino
NT$1,999
NT$2,272 total
includes taxes & fees
Sep 21 - Sep 22
Agriturismo Rebarco

2. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Luxurious seasonal pool with loungers offers refreshing mountain escape at this spa hotel.
NT$3,224
NT$3,766 total
includes taxes & fees
Sep 28 - Sep 29
Boccioleto Resort&Spa

3. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
  • Splash into Italian elegance at this historic hotel's sun-drenched pool, where Tuscan adventures await.
NT$4,433
NT$5,096 total
includes taxes & fees
Oct 19 - Oct 20
LHP Certaldo Resort

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.
NT$4,819
NT$5,483 total
includes taxes & fees
Sep 21 - Sep 22
Country Hotel Borgo Sant'Ippolito

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.
NT$3,588
NT$4,167 total
includes taxes & fees
Oct 19 - Oct 20
Villa I Barronci Resort & Spa

6. 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.
NT$4,535
NT$5,172 total
includes taxes & fees
Sep 30 - Oct 1
Il Castagnolo Country B&B

7. Il Borgo Di Villa Castelletti

Il Borgo Di Villa Castelletti
Signa
  • Tranquil seasonal outdoor pool creates a refreshing oasis in this Italian retreat with historic Villa Castelletti gardens.
NT$3,444
NT$3,935 total
includes taxes & fees
Oct 6 - Oct 7
Il Borgo Di Villa Castelletti

8. 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.
NT$5,458
NT$6,223 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Casolare Le Terre Rosse

9. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
NT$6,715
NT$7,387 total
includes taxes & fees
Sep 20 - Sep 21
Castello Vicchiomaggio

10. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
NT$3,362
NT$3,919 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Le Colline
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

Villa Neroli

Villa Neroli

10/10 Excellent
"My cousin and I were on a month trip with many stops in 4 countries. Florence was our 2nd last stop. Villa Nerolli was my favorite overall stay. It was so very relaxing with the scents of roses, bamboo, jasmine and wisteria everywhere. Simply beautiful and a symphony for all the senses. The food, service, pool, and drinks were fabulous 💖 I hope to make it back one day 🙏"
Susan 3-night trip
Posted 2 days 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 check out 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 and unwind poolside at one of the accommodations in Castelfiorentino that guests like for their pools.
What are some accommodations 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 are there in Castelfiorentino?
Expedia has 5 hotels in Castelfiorentino for your poolside break.
What is there to see and do in Castelfiorentino?
Explore places like Piazza di Santa Maria Novella while you're in the area. Make a point to visit attractions like 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 with an outdoor swimming pool if you will be visiting Castelfiorentino in the hottest months of August, July, or June when the average temperature is 73°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 44°F.
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. If you want to venture outside of the area, hop on a train at Castelfiorentino Station. Castelfiorentino may not have many public transit choices so consider renting a car to explore more.

Explore a world of travel with Expedia