Hotels with a Pool in Certaldo

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Tonight
Nov 6 - Nov 7
Tomorrow
Nov 7 - Nov 8
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Hotels with a Pool in Certaldo

A poolside area with lounge chairs and umbrellas, surrounded by a landscaped garden with red flowers.

1. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (388 reviews)
Swimming among vineyards becomes reality across 3 spectacular outdoor pools surrounded by Tuscan countryside. Farm-fresh meals, wine tastings from the attached winery, and nearby medieval towns complete an idyllic Italian retreat.
The price is $108
$125 total
includes taxes & fees
Nov 26 - Nov 27
Poderi Arcangelo
A person sitting by a swimming pool with a stone building in the background.

2. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
4.0 star property
Tavarnelle Val di Pesa
  • Poolside bar
  • Pool loungers
  • Full-service spa
9.4 out of 10, Exceptional, (531 reviews)
Splashing around becomes an elevated experience at this Tuscan hotel's seasonal outdoor oasis. A dedicated children's pool, full-service spa, and hiking trails through Chianti vineyards complete the picture-perfect countryside escape.
The price is $86
$101 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Borgo di Cortefreda Relais - Place of Charme
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

3. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (481 reviews)
Poolside bliss awaits at this Tuscan hotel's serene outdoor oasis. Mountain biking trails, vineyard excursions, and an onsite Italian restaurant complement days spent lounging under umbrellas with cocktails from the poolside bar.
The price is $81
$96 total
includes taxes & fees
Nov 19 - Nov 20
Villa I Barronci Resort & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

4. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
  • Poolside bar
  • Pool loungers
  • Hot tub
9.0 out of 10, Wonderful, (116 reviews)
The price is $60
$66 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Villa San Giorgio
A stone building with a swimming pool, outdoor seating, and trees.

5. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (66 reviews)
Poolside paradise awaits at this Italian country B&B where seasonal outdoor swimming meets vineyard views. Travelers refresh with local wines, explore nearby hiking trails on rental bikes, and unwind on sun loungers until sunset.
The price is $93
$108 total
includes taxes & fees
Nov 13 - Nov 14
Il Castagnolo Country B&B
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

6. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (282 reviews)
Sip refreshing drinks at the poolside bar while lounging by the seasonal outdoor pool. This hotel in Chianti offers free bicycle rentals for exploring nearby wineries, plus attentive staff who ensure memorable experiences amid Tuscan landscapes.
The price is $58
$70 total
includes taxes & fees
Nov 24 - Nov 25
Park Hotel Chianti
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

7. Hotel Le Colline

Hotel Le Colline
3.0 star property
San Gimignano
  • Pool loungers
9.2 out of 10, Wonderful, (144 reviews)
Poolside paradise awaits at this winery-attached Tuscan retreat where sun loungers and umbrellas create perfect relaxation spots. After morning swims, guests explore nearby hiking trails or rent bicycles for countryside adventures.
The price is $98
$115 total
includes taxes & fees
Nov 14 - Nov 15
Hotel Le Colline
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

8. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
  • Poolside bar
  • Pool loungers
9.4 out of 10, Exceptional, (360 reviews)
Poolside adventures await with a waterslide, children's pool, and refreshing drinks from the bar. Tennis enthusiasts will appreciate the on-site court while adventurers can explore nearby hiking trails after enjoying the hearty breakfast buffet.
The price is $104
$115 total
includes taxes & fees
Nov 8 - Nov 9
Villa San Lucchese
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

9. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.2 out of 10, Wonderful, (237 reviews)
Poolside paradise awaits at this upscale retreat, where tropical drinks complement sun-soaked loungers after cycling through scenic Tuscan landscapes. The hotel boasts excellent dining, spacious rooms, and attentive staff who make every guest feel special.
The price is $79
$91 total
includes taxes & fees
Nov 30 - Dec 1
Villa Sabolini
A poolside area with a pool, lounge chairs, and a building in the background.

10. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.6 out of 10, Exceptional, (163 reviews)
Seasonal swimming surrounded by sun loungers creates perfect summer days at this historic villa. After dipping in the azure waters, guests rejuvenate with sauna sessions, Thai massages, or bubbling hot tub soaks before dining poolside.
The price is $77
$86 total
includes taxes & fees
Dec 2 - Dec 3
Villa il Poggiale - Dimora Storica
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

11. Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
9.6 out of 10, Exceptional, (347 reviews)
Splashing in dual outdoor pools surrounded by Tuscan countryside vistas creates unforgettable moments at this winery-adjacent hotel. Poolside bar service, sun loungers, and umbrellas enhance the experience while hiking trails beckon beyond.
The price is $133
$153 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Sovestro
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

12. Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
4.0 star property
Montaione
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (134 reviews)
Mountain relaxation reaches peak perfection at the seasonal outdoor pool, where cold drinks from the poolside bar complement sauna sessions. Guests praise the stunning views, fresh mountain air, and exceptional staff at this upscale retreat.
The price is $54
$67 total
includes taxes & fees
Nov 8 - Nov 9
Boccioleto Resort&Spa - Place of Charme
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.

13. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
  • Poolside bar
  • Pool loungers
10.0 out of 10, Exceptional, (2 reviews)
The price is $460
$511 total
includes taxes & fees
Nov 7 - Nov 8
Tenuta Bartoli
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.

14. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • 2 outdoor pools
  • Pool loungers
9.6 out of 10, Exceptional, (57 reviews)
Sparkling outdoor pools invite guests to splash and unwind amid garden surroundings at this Colonial retreat. Families appreciate the dedicated children's pool, while active travelers enjoy tennis, basketball, and volleyball facilities.
The price is $160
$182 total
includes taxes & fees
Dec 2 - Dec 3
Borgo san Benedetto
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.

15. Country Hotel Borgo Sant'Ippolito

Country Hotel Borgo Sant'Ippolito
4.0 star property
Lastra a Signa
  • Pool loungers
9.0 out of 10, Wonderful, (266 reviews)
Swimming laps in the seasonal outdoor pool provides perfect refreshment between countryside bicycle adventures. Indulgent massages and facials await after sunny afternoons spent lounging beneath stylish pool umbrellas at this charming Italian retreat.
The price is $121
$139 total
includes taxes & fees
Nov 7 - Nov 8
Country Hotel Borgo Sant'Ippolito
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

16. Castello La Leccia

Castello La Leccia
Castellina in Chianti
  • Full-service spa
10.0 out of 10, Exceptional, (124 reviews)
Pool enthusiasts marvel at the seasonal outdoor swimming haven surrounded by meticulously manicured grounds. After cooling off, guests can explore hiking trails, enjoy complimentary bicycles, or indulge in a massage at the onsite spa.
The price is $172
$194 total
includes taxes & fees
Nov 12 - Nov 13
Castello La Leccia
A poolside area with lounge chairs, a pergola, and a view of rolling hills.

17. Villa Petriolo

Villa Petriolo
Cerreto Guidi
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (137 reviews)
Floating between two scenic pools, visitors soak in Tuscan vineyard vistas with craft cocktails from the poolside bar. The attached winery, hiking trails, and full-service spa with massage treatments complete this countryside wellness escape.
The price is $221
$246 total
includes taxes & fees
Dec 4 - Dec 5
Villa Petriolo
A rooftop pool with lounge chairs, a clear view of a domed building, and mountains in the background.

18. The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
4.0 star property
Santa Maria Novella
  • Pool
  • Free WiFi
  • Air conditioning
  • Gym
  • Laundry facilities
  • 24/7 front desk
9.4 out of 10, Exceptional, (806 reviews)
Dive into summer splendor at the seasonal outdoor pool, open May through October, after exploring nearby Florence attractions. Modern rooms with workspace comforts complement this upscale hotel's 24-hour fitness center and concierge services.
The price is $61
$83 total
includes taxes & fees
Nov 8 - Nov 9
The Social Hub Florence Belfiore
A villa with a swimming pool, surrounded by lush greenery and hills.

19. Relais Sassa al Sole

Relais Sassa al Sole
San Miniato
  • Poolside bar
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (57 reviews)
Mountain adventure meets poolside relaxation at this Belle Époque farm stay. Seasonal swimming, a steamy hot tub, and pampering massage services create perfect recovery after horseback riding or mountain biking excursions.
The price is $242
$266 total
includes taxes & fees
Nov 19 - Nov 20
Relais Sassa al Sole
A poolside area with lounge chairs, umbrellas, and a swimming pool.

20. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (369 reviews)
Seasonal outdoor swimming beckons with umbrellas and loungers creating perfect relaxation spots. Guests savor Italian cuisine at the pool-view restaurant, La Ducareccia, while enjoying handcrafted cocktails from the poolside bar.
The price is $112
$131 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Il Piccolo Castello
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.
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Discover your perfect hotel with a pool in Certaldo

Breakfast included
4 stars

Top neighborhoods in Certaldo

A paved road flanked by a brick wall and a brick building with arched windows.
Photo by LigaDue
Open Photo by LigaDue

Certaldo Alto

The Certaldo Alto neighborhood offers attractions such as Casa del Boccaccio and Palazzo Pretorio.

Top landmarks in Certaldo

Church of Saint Jacob and Saint Philip

8.8/10 (3 reviews)
Certaldo Alto is home to Church of Saint Jacob and Saint Philip, so why not stop by during your stay in Certaldo.
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About the destination

Certaldo is a relaxing city where you can spend time appreciating the historic sites. Simply book an excursion to enjoy your stay a little more. Learn about the local heritage of Certaldo at landmarks like Casa del Boccaccio and Palazzo Pretorio. Check out other sights like Museo del Chiodo and Museum of Sacred Art.