A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

Find Hotels with a Pool in Siena

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Check availability on Siena Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Siena hotels with a pool

A modern lounge area with a sofa, dining table, chairs, and a view of outdoor umbrellas and a pool.
A spacious lobby with multiple seating areas, a bar, and a mezzanine level with a view of the bar.
A modern interior with high ceilings, dark columns, and a seating area with tables and chairs.
A modern hotel lobby with a central seating area, a kitchen in the background, and a marble wall with a mural.

1. Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence
Florence
  • Florence's upscale hotel features a refreshing pool, providing serenity after Uffizi Gallery visits.
$95 nightly
$120 total
Nov 6 - Nov 7
Total with taxes and fees
Radisson Blu Hotel, Florence
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.
A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.
A bathroom with two sinks, a mirror, and a shower.

2. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
  • Siena hotel's seasonal outdoor pool offers serene relaxation with scenic views and sun loungers.
$153 nightly
$172 total
Nov 3 - Nov 4
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel
A covered outdoor seating area with a pool in the background.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

3. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
  • Dive into a sun-drenched paradise with this hotel's stunning outdoor pool, complete with a poolside bar and tennis court nearby.
$267 nightly
$301 total
Nov 12 - Nov 13
Total with taxes and fees
Hotel Certosa Di Maggiano
A swimming pool surrounded by lush greenery and a stone pathway.
A spacious room with a large bed, a wooden dresser, a round coffee table with fruit and wine, and a patterned rug.
A room with a large window offering a view of a landscaped garden with trees and a pathway.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

4. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
  • Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.
$158 nightly
$179 total
Oct 22 - Oct 23
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel
A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.
A brick building with three windows, a round blue window, and a sign on the wall.
A courtyard with brick buildings, a stone wall, and a view of the surrounding town.
A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

5. Borgo Grondaie

Borgo Grondaie
Siena
  • Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
$76 nightly
$87 total
Nov 2 - Nov 3
Total with taxes and fees
Borgo Grondaie
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

6. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
  • Seasonal pool retreat in Siena where vibrant summer days culminate in relaxation amidst Italian gardens and medieval views.
$135 nightly
$152 total
Nov 15 - Nov 16
Total with taxes and fees
Four Points by Sheraton Siena
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A bathroom with a sink, mirror, and shower.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

7. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
  • Bask in this hotel's seasonal outdoor pool oasis, just steps from Siena's iconic Piazza del Campo, where summer sunshine awaits.
$91 nightly
$103 total
Nov 6 - Nov 7
Total with taxes and fees
Sangallo Park Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
A large building with multiple rooms, surrounded by a field of lavender.
An arched brick corridor leading to a dining area with tables set for a meal.

8. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
  • Float in tuscan splendor with vineyard views from two pools at this wine country hotel.
$365 nightly
$413 total
Nov 4 - Nov 5
Total with taxes and fees
Borgo Scopeto Wine & Country Relais
A poolside area with lounge chairs, a lifebuoy, and a stone wall.
A buffet table with various breakfast items including pastries, fruits, and beverages.
A row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.

9. Hotel La Colonna

Hotel La Colonna
Siena
  • Seasonal outdoor pool retreat with loungers and umbrellas in historic Siena, just steps from Piazza del Campo.
$45 nightly
$53 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel La Colonna
Pool
An outdoor patio with stone flooring, a table with chairs, and potted plants.
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Breakfast meal

10. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
$102 nightly
$120 total
Nov 9 - Nov 10
Total with taxes and fees
Hotel Borgo San Luigi
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Choose what matters most at hotels with a pool in Siena

Breakfast included
Spa
4 stars
5 stars
Hot tub

Hotels with pools and free breakfast in Siena

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.
A brick building with three windows, a round blue window, and a sign on the wall.
A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.
A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

Borgo Grondaie

Borgo Grondaie
Siena
$76 nightly
$87 total
Nov 2 - Nov 3
Total with taxes and fees
Borgo Grondaie
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A bathroom with a sink, mirror, and shower.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
$91 nightly
$103 total
Nov 6 - Nov 7
Total with taxes and fees
Sangallo Park Hotel
A neatly made bed with a blue and white polka dot bedspread, a pair of pillows, a lamp, and a camera on a bedside table.
A breakfast buffet with various pastries, a coffee station, and a toaster.
An outdoor patio with a brick floor, potted plants, and outdoor furniture.
A swimming pool with lounge chairs and a view of city buildings in the background.

Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
$71 nightly
$82 total
Nov 18 - Nov 19
Total with taxes and fees
Hotel Il Giardino
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A swimming pool surrounded by lush greenery and a stone pathway.
A large, historic building with a covered patio and a well-maintained garden.
A room with a large window offering a view of a landscaped garden with trees and a pathway.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
$158 nightly
$179 total
Oct 22 - Oct 23
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.
A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
$153 nightly
$172 total
Nov 3 - Nov 4
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel
An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.
A marble staircase with a white console table and a potted plant.
A stone house with a small patio, a table, and a chair.
A circular stone fountain with water jets in a garden setting.

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
$143 nightly
$163 total
Oct 26 - Oct 27
Total with taxes and fees
Hotel Villa L'Avvenire
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
$135 nightly
$152 total
Nov 15 - Nov 16
Total with taxes and fees
Four Points by Sheraton Siena
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.
An outdoor patio with stone walls, two people dining at a table with food and drinks, and an umbrella providing shade.
A building with arched windows, a central door, and decorative elements.
A gravel pathway flanked by trees and greenery, leading to a building with a stone wall.

Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
$127 nightly
$144 total
Nov 1 - Nov 2
Total with taxes and fees
Guild Living Siena Senior Resort & Residence
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.
A poolside area with lounge chairs, a lifebuoy, and a stone wall.
A row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.
A buffet table with various breakfast items including pastries, fruits, and beverages.

Hotel La Colonna

Hotel La Colonna
Siena
$45 nightly
$53 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel La Colonna
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107 nightly
$125 total
Oct 27 - Oct 28
Total with taxes and fees
Belvedere di San Leonino
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Hotels with pools and spas in Siena

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.
An outdoor patio with stone walls, two people dining at a table with food and drinks, and an umbrella providing shade.
A building with arched windows, a central door, and decorative elements.
A gravel pathway flanked by trees and greenery, leading to a building with a stone wall.

Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
$127 nightly
$144 total
Nov 1 - Nov 2
Total with taxes and fees
Guild Living Siena Senior Resort & Residence
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.
A poolside area with lounge chairs, a lifebuoy, and a stone wall.
A row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.
A buffet table with various breakfast items including pastries, fruits, and beverages.

Hotel La Colonna

Hotel La Colonna
Siena
$45 nightly
$53 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel La Colonna
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.
A dining area with a table set for two, featuring wine bottles and bread.

Castello La Leccia

Castello La Leccia
Castellina in Chianti
$200 nightly
$225 total
Nov 8 - Nov 9
Total with taxes and fees
Castello La Leccia
A person sitting in a corner of a room with tiled walls and a bench.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A fountain in a park with tall trees and a clear sky.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
$104 nightly
$123 total
Nov 13 - Nov 14
Total with taxes and fees
Hotel Il Piccolo Castello
A poolside area with lounge chairs and a stone building in the background.
A historic building with a courtyard, stone arches, and a tiled roof.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A spa area with a stone ceiling, a large bathtub, and a seating area.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
$190 nightly
$216 total
Oct 21 - Oct 22
Total with taxes and fees
Palazzo Squarcialupi
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4-star hotels with pools in Siena

A courtyard with a lemon tree, potted plants, and a building with arched windows.
A swimming pool surrounded by lush greenery and a stone pathway.
A large, historic building with a covered patio and a well-maintained garden.
A room with a large window offering a view of a landscaped garden with trees and a pathway.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
$158 nightly
$179 total
Oct 22 - Oct 23
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
$135 nightly
$152 total
Nov 15 - Nov 16
Total with taxes and fees
Four Points by Sheraton Siena
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.
A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
$153 nightly
$172 total
Nov 3 - Nov 4
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
$107 nightly
$125 total
Oct 27 - Oct 28
Total with taxes and fees
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A building with arched windows, a courtyard with a pond, and a metal fence.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
$56 nightly
$68 total
Oct 26 - Oct 27
Total with taxes and fees
Hotel Casafrassi
A person sitting in a corner of a room with tiled walls and a bench.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A fountain in a park with tall trees and a clear sky.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
$104 nightly
$123 total
Nov 13 - Nov 14
Total with taxes and fees
Hotel Il Piccolo Castello
A poolside area with lounge chairs and a stone building in the background.
A historic building with a courtyard, stone arches, and a tiled roof.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A spa area with a stone ceiling, a large bathtub, and a seating area.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
$190 nightly
$216 total
Oct 21 - Oct 22
Total with taxes and fees
Palazzo Squarcialupi
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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Top Siena Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"By the time you check out. You feel like you are saying goodbye to family. This hotel goes above and beyond for their guests. From Michelle, Lorenzo, Faith, etc. the whole team made out stay 5/5+. We cannot wait to go back!"
Alma 5-night trip
Posted 9 hours ago
Hotel Certosa Di Maggiano
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff was wonderful, friendly, and very helpful. The breakfast in the morning was excellent. The bar area was also very welcoming. The grounds of the hotel were very beautiful."
Wyn 3-night trip
Posted 3 days ago
Villa Scacciapensieri Boutique Hotel
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 7 days ago
Hotel Italia

Frequently asked questions

What are the best hotels in Siena with outdoor pools?
Hotel Certosa Di Maggiano is a standout option in Siena, boasting a remarkable traveller rating of 9.8. This 4-star hotel features a splendid outdoor pool surrounded by sun loungers, great for families looking to relax after a day of exploring. Guests rave about the lovely staff and the wonderful breakfast offerings, creating a delightful start to your day before heading out to discover the beauty of Tuscany. The hotel also provides a poolside bar, ensuring refreshing drinks are just steps away.For those seeking a cozy and inviting atmosphere, Borgo Grondaie offers a charming retreat with a rating of 9.6. This 3-star hotel not only features an outdoor pool but also provides amenities like mountain bikes for onsite adventures. Guests appreciate the clean and comfortable rooms, as well as the excellent service from the friendly staff, making it a great choice for families wanting to enjoy both relaxation and activity.Another exceptional option is Ca' Bianca Tuscany Relais, which boasts an impeccable rating of 10.0. This hotel offers a lovely pool area and a poolside bar, along with spacious and comfortable rooms. Guests consistently highlight the great location and the super friendly staff that elevate the experience, creating a welcoming environment for families.Villa Scacciapensieri Boutique Hotel, rated 9.2, offers comfort and elegance with its outdoor pool and top service. Families can enjoy the nice pool area while relishing the delicious food offerings, ensuring a satisfying stay.Lastly, the Sangallo Park Hotel, with a traveller rating of 9.0, provides a more budget-friendly option with an outdoor pool. This 3-star hotel ensures families can enjoy complimentary breakfast and free WiFi, making it convenient for those looking to maintain a good value while enjoying their time in Siena.
How much does a hotel with outdoor pool in Siena cost?
Enjoy staying in a hotel in Siena with an outdoor pool. You can find a great deal from $82 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Siena hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Siena for you.

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