Hotels with a Pool in Siena

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Hotels with a Pool in Siena

1. Borgo Grondaie

Borgo Grondaie
Siena
  • Pool loungers
$72
$83 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Grondaie

2. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
  • Pool loungers
$189
$214 total
includes taxes & fees
Oct 28 - Oct 29
Villa Scacciapensieri Boutique Hotel

3. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Air conditioning
  • Bar
$95
$108 total
includes taxes & fees
Nov 15 - Nov 16
Sangallo Park Hotel

4. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
  • Pool loungers
$152
$171 total
includes taxes & fees
Nov 3 - Nov 4
Villa Ermellina Siena, a Tribute Portfolio Hotel

5. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
$134
$151 total
includes taxes & fees
Nov 15 - Nov 16
Four Points by Sheraton Siena

6. Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
  • Poolside bar
  • Pool loungers
$78
$89 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Il Giardino

7. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
  • Outdoor pool
$152
$170 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Villa L'Avvenire

8. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
  • Poolside bar
$139
$157 total
includes taxes & fees
Nov 15 - Nov 16
Guild Living Siena Senior Resort & Residence

9. Hotel La Colonna

Hotel La Colonna
Siena
  • Pool loungers
$46
$54 total
includes taxes & fees
Nov 8 - Nov 9
Hotel La Colonna

10. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Outdoor pool
  • Hot tub
$107
$124 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino

11. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$274
$308 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Certosa Di Maggiano

12. Mulino di Quercegrossa

Mulino di Quercegrossa
Castelnuovo Berardenga
  • Pool loungers
$92
$110 total
includes taxes & fees
Oct 29 - Oct 30
Mulino di Quercegrossa

13. Agriturismo il Poggiarello

Agriturismo il Poggiarello
Siena
  • Outdoor pool
  • Children's pool
$164
$184 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo il Poggiarello

14. Castello La Leccia

Castello La Leccia
Castellina in Chianti
  • Full-service spa
$199
$224 total
includes taxes & fees
Nov 8 - Nov 9
Castello La Leccia

15. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
  • Pool loungers
  • Hot tub
$174
$198 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Squarcialupi

16. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Poolside bar
  • Pool loungers
$111
$130 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Il Piccolo Castello

17. Fattoria Lornano Winery

Fattoria Lornano Winery
Monteriggioni
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Laundry facilities
$112
$126 total
includes taxes & fees
Nov 15 - Nov 16
Fattoria Lornano Winery

18. Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
  • Pool loungers
$165
$186 total
includes taxes & fees
Oct 26 - Oct 27
Agriturismo Villa Godenano - Pool & Suites

19. Monacianello -Fontebelvedere wine estate

Monacianello -Fontebelvedere wine estate
Ponte A Bozzone
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Non-smoking
$658
$724 total
includes taxes & fees
Oct 19 - Oct 20
Monacianello -Fontebelvedere wine estate

20. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Pool loungers
$60
$73 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Casafrassi
See more properties

Discover your perfect hotel with a pool in Siena

Breakfast included
4 stars
5 stars
Hot tub
Water park

Hotels with pools and free breakfast in Siena

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
$134
$151 total
includes taxes & fees
Nov 15 - Nov 16
Four Points by Sheraton Siena

Borgo Grondaie

Borgo Grondaie
Siena
$72
$83 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Grondaie

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
$189
$214 total
includes taxes & fees
Oct 28 - Oct 29
Villa Scacciapensieri Boutique Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
$152
$171 total
includes taxes & fees
Nov 3 - Nov 4
Villa Ermellina Siena, a Tribute Portfolio Hotel

Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
$95
$108 total
includes taxes & fees
Nov 15 - Nov 16
Sangallo Park Hotel

Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
$78
$89 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Il Giardino

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
$152
$170 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Villa L'Avvenire

Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
$139
$157 total
includes taxes & fees
Nov 15 - Nov 16
Guild Living Siena Senior Resort & Residence

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
Ca' Bianca Tuscany Relais

Castello La Leccia

Castello La Leccia
Castellina in Chianti
$199
$224 total
includes taxes & fees
Nov 8 - Nov 9
Castello La Leccia
View all properties

4-star hotels with pools in Siena

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
$134
$151 total
includes taxes & fees
Nov 15 - Nov 16
Four Points by Sheraton Siena

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
$189
$214 total
includes taxes & fees
Oct 28 - Oct 29
Villa Scacciapensieri Boutique Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
$152
$171 total
includes taxes & fees
Nov 3 - Nov 4
Villa Ermellina Siena, a Tribute Portfolio Hotel

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107
$124 total
includes taxes & fees
Oct 27 - Oct 28
Belvedere di San Leonino

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
$174
$198 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Squarcialupi

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
$111
$130 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Il Piccolo Castello

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
$60
$73 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Casafrassi
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.
View all properties

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

A historic square with cobblestone pavement, surrounded by multi-story buildings with traditional architecture.

Piazza del Campo

9.6/10 (1,995 reviews)
Piazza del Campo is worth passing through for a few pics when in Siena City Centre. Why not live the cultural experience and visit the churches, cathedral, and museums in the area— your sightseeing tour starts here.
See properties
A grand cathedral with intricate Gothic architecture, a prominent bell tower, and a bustling square with people.

Siena Cathedral

9.6/10 (1,693 reviews)
Siena City Centre is home to Siena Cathedral, so why not stop by during your stay in Siena.
See properties
A historic building with a statue in front.

Banca Monte dei Paschi di Siena

8.6/10 (116 reviews)
If you're planning a bit of sightseeing head to Banca Monte dei Paschi di Siena— just one of the monuments in Siena City Centre. Why not live the cultural experience and visit the museums, churches, and cathedral in the area— your sightseeing tour starts here.
See properties
A historic building with a tall tower and arched windows.

Palazzo Pubblico

9.4/10 (583 reviews)
Palazzo Pubblico is worth a pic or two when discovering Siena City Centre.
See properties
A historic cityscape with prominent architecture, including a bell tower and a cathedral.

Fortezza Medicea

9.0/10 (335 reviews)
If you're planning a bit of sightseeing head to Fortezza Medicea— just one of the monuments in Siena Historical Center. Why not live the cultural experience and visit the churches, cathedral, and museums in the area— your sightseeing tour starts here.
See properties
A historic square with a prominent tower and a large open space with people walking.

Torre del Mangia

9.4/10 (121 reviews)
If you're planning a bit of sightseeing head to Torre del Mangia— just one of the monuments in Siena City Centre. Why not live the cultural experience and visit the churches, cathedral, and museums in the area— your sightseeing tour starts here.
See properties
A large brick church with a bell tower and a circular window.

Basilica di San Domenico

9.8/10 (22 reviews)
Siena City Centre is home to Basilica di San Domenico, so why not stop by during your stay in Siena.
See properties

Siena State Archives

8.0/10 (28 reviews)
If museums are on your list of things to see, you might want to browse the collections at Siena State Archives in Siena City Centre. You can also discover the churches and cathedral in the area. If you want to see more of the museums in Siena, you can easily walk to Civic Museum or Museum of Torture.
See properties

Keep exploring