Hotels with a Pool in Certaldo

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Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Hotels with a Pool in Certaldo

A pool area with a view of vineyards and rolling hills.

1. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (389 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
$124 total
includes taxes & fees
Nov 15 - Nov 16
Poderi Arcangelo
An aerial view of a large estate with a swimming pool, multiple buildings, and extensive landscaping.

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, (532 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 $81
$95 total
includes taxes & fees
Dec 8 - Dec 9
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, (483 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 $80
$95 total
includes taxes & fees
Dec 13 - Dec 14
Villa I Barronci Resort & Spa
A swimming pool with a sunshade, lounge chairs, and a building with arched windows.

4. Hotel Le Renaie

Hotel Le Renaie
3.0 star property
San Gimignano
  • Pool loungers
8.8 out of 10, Excellent, (34 reviews)
Splash into vacation mode at the seasonal outdoor pool surrounded by Tuscan countryside. Kids have their own dedicated pool while adults lounge under umbrellas. After swimming, explore nearby hiking trails or rent bicycles for mountain adventures.
The price is $145
$166 total
includes taxes & fees
Dec 5 - Dec 6
Hotel Le Renaie
A swimming pool with lounge chairs, a stone building, and a clear blue sky.

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 $88
$103 total
includes taxes & fees
Nov 15 - Nov 16
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 $46
$57 total
includes taxes & fees
Nov 16 - Nov 17
Park Hotel Chianti
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

7. 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 $94
$104 total
includes taxes & fees
Nov 29 - Nov 30
Villa San Lucchese
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

8. Cappuccina Country Resort

Cappuccina Country Resort
4.0 star property
San Gimignano
  • Poolside bar
  • Pool umbrellas
8.8 out of 10, Excellent, (109 reviews)
Poolside bliss awaits with a seasonal outdoor retreat featuring umbrellas for shade and a cocktail bar. Steps from Piazza Duomo, this hotel also delights with garden views, free gourmet breakfasts, and hiking trails nearby.
The price is $172
$197 total
includes taxes & fees
Nov 15 - Nov 16
Cappuccina Country Resort
A pool area with lounge chairs and umbrellas, surrounded by cypress trees and a vineyard in the background.

9. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
  • Poolside bar
  • Pool loungers
10.0 out of 10, Exceptional, (2 reviews)
The price is $451
$502 total
includes taxes & fees
Dec 8 - Dec 9
Tenuta Bartoli
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

10. 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, (241 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 $71
$83 total
includes taxes & fees
Dec 1 - Dec 2
Villa Sabolini
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

11. Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
9.6 out of 10, Exceptional, (350 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 $131
$150 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Sovestro
A clear blue swimming pool surrounded by greenery and a view of distant hills.

12. 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 $101
$112 total
includes taxes & fees
Dec 13 - Dec 14
Villa il Poggiale - Dimora Storica
A pool area with lounge chairs and umbrellas, surrounded by neatly trimmed hedges and trees.

13. 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 $157
$179 total
includes taxes & fees
Dec 2 - Dec 3
Borgo san Benedetto
A rectangular swimming pool with a tiled border, surrounded by lounge chairs and umbrellas, set against a backdrop of rolling hills and trees.

14. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
  • Pool loungers
9.6 out of 10, Exceptional, (277 reviews)
The price is $89
$101 total
includes taxes & fees
Nov 29 - Nov 30
Relais Villa Olmo - Place of Charme
A swimming pool with a stone wall and arches, surrounded by lounge chairs and umbrellas.

15. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (67 reviews)
Swimming adventures begin at the seasonal outdoor pool where sun loungers invite lazy afternoons amid rolling countryside views. Families appreciate the dedicated children's splash pool, while cyclists explore nearby trails before dinner at Locanda del Borgo restaurant.
The price is $77
$90 total
includes taxes & fees
Nov 30 - Dec 1
Tenuta Decimo
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.

16. 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 $109
$126 total
includes taxes & fees
Nov 15 - Nov 16
Country Hotel Borgo Sant'Ippolito
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, (139 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 $217
$242 total
includes taxes & fees
Dec 11 - Dec 12
Villa Petriolo
A resort with a swimming pool, terraced gardens, and a view of rolling hills.

18. COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Tavarnelle Val di Pesa
  • Poolside bar
  • Hot tub
9.6 out of 10, Exceptional, (146 reviews)
Splashing in the seasonal pool comes with poolside dining and drinks at this luxury retreat. Spa treatments, tennis courts, and Michelin-starred cuisine round out the indulgent experience in the beautiful Chianti region.
The price is $655
$730 total
includes taxes & fees
Dec 7 - Dec 8
COMO Castello Del Nero
A rectangular pool with lounge chairs and umbrellas, surrounded by trees and a view of distant hills.

19. Villa Nencini

Villa Nencini
Volterra
  • Pool loungers
8.4 out of 10, Very good, (75 reviews)
Dive into the seasonal outdoor pool, surrounded by a verdant garden landscape from June through October. Villa Nencini complements pool days with local cuisine at its restaurant, rooftop terrace lounging, and cozy evenings by the lobby fireplace.
The price is $69
$81 total
includes taxes & fees
Nov 24 - Nov 25
Villa Nencini
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 $110
$128 total
includes taxes & fees
Nov 16 - Nov 17
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.