Hotels with a Pool in Siena

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Hotels with a Pool in Siena

1. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
  • Outdoor pool
  • Poolside bar
  • Pool loungers
10.0 out of 10, Exceptional, (221 reviews)
Sunshine-filled days become magical moments at the picturesque outdoor pool, where attentive staff serve cold drinks from the poolside bar. Beyond the water, this beautiful hotel offers tennis courts, mountain biking, and a feast-worthy breakfast.
The price is $227
$256 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Certosa Di Maggiano

2. Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
8.8 out of 10, Excellent, (609 reviews)
Sauna sessions complement refreshing swims at the seasonal outdoor pool, open June to September. Italian cuisine at IL PALIO restaurant and a 24-hour fitness center round out a perfect Tuscan retreat near Fortezza Medicea.
The price is $134
$151 total
includes taxes & fees
Nov 15 - Nov 16
Four Points by Sheraton Siena

3. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
  • Pool loungers
9.0 out of 10, Wonderful, (60 reviews)
Poolside perfection awaits with mountain views at this Beaux Arts retreat. Children splash in their dedicated pool while adults unwind on sun loungers. After swimming, guests savor al fresco dining at La Rosa Nobile restaurant with garden views.
The price is $139
$156 total
includes taxes & fees
Nov 24 - Nov 25
Villa Ermellina Siena, a Tribute Portfolio Hotel

4. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Air conditioning
  • Bar
9.0 out of 10, Wonderful, (622 reviews)
Poolside relaxation awaits from May through September, with dedicated morning-to-evening swim hours just steps from Siena's historic center. Bicycle rentals, concierge services, and a praised breakfast buffet complete this refreshing Italian retreat.
The price is $106
$120 total
includes taxes & fees
Nov 6 - Nov 7
Sangallo Park Hotel

5. Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (225 reviews)
Poolside bliss awaits with refreshing drinks from the bar, sun-soaked loungers, and shady umbrellas. After exploring nearby Piazza del Campo, guests return to cool waters, a rooftop terrace, and friendly staff praised for exceptional service.
The price is $77
$88 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Il Giardino

6. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
  • Poolside bar
8.8 out of 10, Excellent, (60 reviews)
Poolside paradise awaits from May through September, complemented by rejuvenating yoga classes and a 24-hour fitness center. Hiking trails surround this convenient Piazza del Campo accommodation, offering the perfect blend of relaxation and adventure.
The price is $97
$111 total
includes taxes & fees
Nov 8 - Nov 9
Guild Living Siena Senior Resort & Residence

7. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
  • Outdoor pool
9.8 out of 10, Exceptional, (17 reviews)
The price is $105
$119 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Villa L'Avvenire

8. Hotel La Colonna

Hotel La Colonna
3.0 star property
Siena
  • Pool loungers
8.0 out of 10, Very good, (268 reviews)
Poolside paradise awaits from May through October at this Siena retreat near Piazza del Campo. Luxuriate in the seasonal outdoor oasis, complemented by a rejuvenating steam room and elegant garden terrace for the perfect Italian summer escape.
The price is $45
$52 total
includes taxes & fees
Nov 8 - Nov 9
Hotel La Colonna

9. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
  • Outdoor pool
  • Hot tub
9.6 out of 10, Exceptional, (211 reviews)
Seasonal pool beckons after exploring scenic Tuscan hills and nearby wineries. Cycling adventures, vineyard visits, and Italian dining at Il Cortile with al fresco seating complete this tranquil countryside retreat.
The price is $106
$124 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino

10. 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 $158
$178 total
includes taxes & fees
Nov 11 - Nov 12
Castello La Leccia

11. Borgo Grondaie

Borgo Grondaie
3.0 star property
Siena
  • Pool loungers
9.6 out of 10, Exceptional, (473 reviews)
Poolside bliss meets Italian charm in this seasonal outdoor oasis. Friendly staff, complimentary bicycles, and nearby hiking trails create the perfect Siena retreat, just moments from Piazza del Campo.
The price is $73
$84 total
includes taxes & fees
Dec 4 - Dec 5
Borgo Grondaie

12. 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 $111
$130 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Il Piccolo Castello

13. Fattoria Lornano Winery

Fattoria Lornano Winery
Monteriggioni
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Laundry facilities
8.4 out of 10, Very good, (6 reviews)
The price is $108
$122 total
includes taxes & fees
Nov 9 - Nov 10
Fattoria Lornano Winery

14. Monacianello -Fontebelvedere wine estate

Monacianello -Fontebelvedere wine estate
Ponte A Bozzone
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Non-smoking
The price is $657
$723 total
includes taxes & fees
Nov 4 - Nov 5
Monacianello -Fontebelvedere wine estate

15. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • 2 outdoor pools
  • Pool loungers
9.6 out of 10, Exceptional, (219 reviews)
Pristine pools nestled among vineyard-covered hills create the perfect summer escape at this guesthouse. Lounge on sun-drenched decks between wine tastings, mountain bike adventures, and delectable breakfast buffets in this romantic Italian retreat.
The price is $271
$307 total
includes taxes & fees
Nov 16 - Nov 17
Dievole Wine Resort

16. 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, (236 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

17. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
  • Poolside bar
  • Pool loungers
9.2 out of 10, Wonderful, (456 reviews)
Dipping toes into the refreshing seasonal outdoor pool, vacationers savor poolside cocktails between tennis matches. Lounge chairs invite relaxation beneath the Tuscan sun, while children splash happily in their dedicated pool.
The price is $112
$131 total
includes taxes & fees
Nov 5 - Nov 6
Hotel Borgo San Luigi

18. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
  • Pool loungers
9.8 out of 10, Exceptional, (116 reviews)
Sparkling pool waters beckon between adventures in the Tuscan hills. Guests appreciate the peaceful atmosphere, attentive staff, and nearby winery experiences. Bicycles await for countryside exploration.
The price is $72
$84 total
includes taxes & fees
Nov 4 - Nov 5
Agriturismo San Sano

19. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (166 reviews)
Poolside paradise awaits at this upscale Italian hotel where guests can alternate between the rooftop and natural outdoor pools. After swimming, visitors can unwind in the hot tub, sauna, or indulge in Ayurvedic treatments.
The price is $80
$94 total
includes taxes & fees
Nov 5 - Nov 6
Castello di Leonina Relais

20. Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
8.4 out of 10, Very good, (623 reviews)
Swim laps in the indoor pool or lounge beneath umbrellas at the seasonal outdoor retreat, cocktail in hand from the poolside bar. Beyond water pleasures, guests discover massage treatments at the full-service spa and nearby cycling adventures.
The price is $93
$109 total
includes taxes & fees
Nov 17 - Nov 18
Precise House Montaperti Siena
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.

Discover your perfect hotel with a pool in Siena

Hotels with pools and free breakfast in Siena

4-star hotels with pools in Siena

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.

Top neighborhoods in Siena

Siena City Centre

Siena City Centre wraps you in a medieval dream where Gothic architecture and UNESCO history come alive at every turn. The magnificent Piazza del Campo unfolds like a shell beneath the soaring Torre del Mangia tower, while the striped marble Duomo dazzles with intricate mosaics. Narrow cobblestone alleys reveal hidden churches and artisan workshops where centuries of Tuscan traditions continue. Traditional trattorias serve incredible pici pasta and wild boar, while charming enotecas offer local Chianti tastings. Most of the center is blissfully car-free, making it perfect for wandering on foot despite the occasionally challenging steep streets. Historic palazzos converted to boutique hotels provide an authentic stay amid this living museum.

Siena Historical Center

Siena's Historical Center wraps you in medieval charm with its shell-shaped Piazza del Campo and striking black-and-white striped Duomo. Climb the Torre del Mangia clock tower for breathtaking views over terracotta rooftops cascading down ancient hillsides. Wander through narrow cobblestone streets where Gothic architecture tells stories of centuries past. The neighborhood truly comes alive during the famous Palio horse race. Traditional Tuscan trattorias serve mouthwatering pici pasta and wild boar in intimate stone-walled spaces. Stay in converted medieval palazzos that balance historic charm with modern comforts. The pedestrian-only streets make exploring on foot a delight, though sturdy shoes are essential for the steep, winding pathways.

Camollia

Step through medieval gates into Camollia, where ancient palazzos and Gothic arches tell centuries of Sienese history. Wander narrow cobblestone streets to discover Porta Camollia, the historic entrance to Siena's northern quarter. The hilltop Basilica dell'Osservanza rewards your climb with breathtaking Tuscan countryside panoramas. Sports enthusiasts can catch events at the nearby Siena Stadium. Traditional trattorias serve hearty Tuscan cuisine like ribollita and pici pasta paired with local Chianti wines. Small family-run B&Bs and historic apartments offer authentic lodging with warm Italian hospitality. Walking remains the primary way to experience this charming neighborhood, just a peaceful 15-minute stroll from Siena's main transit hub.

Ravacciano

Ravacciano offers a slice of real Italian life just outside Siena's tourist buzz. This residential neighborhood feels refreshingly local, with family-run trattorias serving traditional Tuscan dishes and locals chatting over morning espresso at the corner bar. You'll trade tourist crowds for authentic daily rhythms and peaceful evening strolls through narrow streets lined with cream and ochre buildings. Getting around requires some planning as bus service is limited and the historic center is a 25-minute uphill walk. Simple bed & breakfasts and apartment rentals provide budget-friendly alternatives to pricier city-center accommodations. This quiet retreat gives you the perfect balance of Tuscan tranquility and access to Siena's magnificent attractions.

San Prospero

San Prospero invites you to wander through a living medieval storybook. Narrow cobblestone streets lead to honey-colored stone churches and hidden courtyards where locals gather. The Basilica di San Domenico and Fortezza Medicea showcase Siena's rich past, while the pedestrian-only zones let you soak up the authentic Tuscan atmosphere at your own pace. Family-run trattorias serve handmade pici pasta and Chianti Classico in intimate settings with traditional lunch and dinner hours. Historic palazzo conversions and boutique B&Bs offer atmospheric stays with beamed ceilings and period furnishings. Getting around requires comfortable shoes for the cobblestones, as the neighborhood's medieval design creates a peaceful, car-free experience.

Top landmarks in Siena