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

Find Hotels with a Pool in Siena

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Siena Hotels with a Pool

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Siena hotels with a pool

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.
A brick building with three windows, a round blue window, and a sign on the wall.
An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

1. Borgo Grondaie

Borgo Grondaie
Siena
  • Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
₩134,957
₩156,164 total
includes taxes & fees
Oct 26 - Oct 27
Borgo Grondaie
A pool with lounge chairs, a stone wall, and a building with arched windows.
An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.
A circular stone fountain with water jets in a garden setting.
A stone house with a small patio, a table, and a chair.

2. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
₩235,986
₩267,297 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Villa L'Avvenire
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 building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A courtyard with a lemon tree, potted plants, and a building with arched windows.

3. 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.
₩261,226
₩295,060 total
includes taxes & fees
Oct 18 - Oct 19
Villa Scacciapensieri Boutique Hotel
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A bathroom with two sinks, a mirror, and a shower.
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.

4. 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.
₩229,957
₩260,665 total
includes taxes & fees
Oct 25 - Oct 26
Villa Ermellina Siena, a Tribute Portfolio Hotel
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.
A wooden cabin with a balcony, arched entrance, and surrounded by trees.
A gravel pathway flanked by trees and greenery, leading to a building with a stone wall.
An outdoor patio with stone walls, two people dining at a table with food and drinks, and an umbrella providing shade.

5. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
  • Seasonal pool oasis awaits at Siena Hills with refreshing swims and mountain trail adventures.
₩195,603
₩221,333 total
includes taxes & fees
Oct 6 - Oct 7
Guild Living Siena Senior Resort & Residence
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 spacious dining area with a high arched ceiling, a red patterned rug, and several chairs.
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.

6. Hotel La Colonna

Hotel La Colonna
Siena
  • Seasonal outdoor pool retreat with loungers and umbrellas in historic Siena, just steps from Piazza del Campo.
₩79,884
₩95,584 total
includes taxes & fees
Oct 25 - Oct 26
Hotel La Colonna
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

7. 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.
₩200,652
₩228,430 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.
A bathroom with a sink, mirror, and shower.

8. 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.
₩152,697
₩175,679 total
includes taxes & fees
Oct 25 - Oct 26
Sangallo Park Hotel
A poolside area with lounge chairs and a view of the night sky.
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 rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

9. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
₩167,674
₩193,694 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
A swimming pool with lounge chairs and a view of city buildings in the background.
A breakfast buffet with various pastries, a coffee station, and a toaster.
A bar area with multiple shelves of bottles and glasses, a coffee machine, and a tray of pastries.
An outdoor patio with a brick floor, potted plants, and outdoor furniture.

10. Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
  • Poolside bliss awaits at this Siena retreat with sun loungers, umbrellas, and a stylish bar.
₩120,128
₩139,853 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Il Giardino
View all properties

Choose what matters most at hotels with a pool in Siena

Breakfast included
4 stars
5 stars
Hot tub
Water park

Hotels with pools and free breakfast in Siena

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.
A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.
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.

Borgo Grondaie

Borgo Grondaie
Siena
₩134,957
₩156,164 total
includes taxes & fees
Oct 26 - Oct 27
Borgo Grondaie
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 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.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
₩261,226
₩295,060 total
includes taxes & fees
Oct 18 - Oct 19
Villa Scacciapensieri Boutique Hotel
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.
A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.
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.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
₩229,957
₩260,665 total
includes taxes & fees
Oct 25 - Oct 26
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 stone house with a small patio, a table, and a chair.
A marble staircase with a white console table and a potted plant.
A circular stone fountain with water jets in a garden setting.

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
₩235,986
₩267,297 total
includes taxes & fees
Oct 28 - Oct 29
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
₩200,652
₩228,430 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena
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 spacious dining area with a high arched ceiling, a red patterned rug, and several chairs.
A buffet table with various breakfast items including pastries, fruits, and beverages.

Hotel La Colonna

Hotel La Colonna
Siena
₩79,884
₩95,584 total
includes taxes & fees
Oct 25 - Oct 26
Hotel La Colonna
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.
A bathroom with a sink, mirror, and shower.

Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
₩152,697
₩175,679 total
includes taxes & fees
Oct 25 - Oct 26
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.
A covered walkway with potted plants and a building with a tiled roof in the background.
A swimming pool with lounge chairs and a view of city buildings in the background.

Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
₩120,128
₩139,853 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Il Giardino
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.
A gravel pathway flanked by trees and greenery, leading to a building with a stone wall.
A building with arched windows, a central door, and decorative elements.
An outdoor patio with stone walls, two people dining at a table with food and drinks, and an umbrella providing shade.

Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
₩195,603
₩221,333 total
includes taxes & fees
Oct 6 - Oct 7
Guild Living Siena Senior Resort & Residence
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 person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.
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
₩167,674
₩193,694 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
View all properties

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 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.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
₩261,226
₩295,060 total
includes taxes & fees
Oct 18 - Oct 19
Villa Scacciapensieri Boutique Hotel
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.
A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.
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.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
₩229,957
₩260,665 total
includes taxes & fees
Oct 25 - Oct 26
Villa Ermellina Siena, a Tribute Portfolio 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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
₩200,652
₩228,430 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena
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 person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.
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
₩167,674
₩193,694 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
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.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
₩82,729
₩100,256 total
includes taxes & fees
Sep 28 - Sep 29
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 poolside area with lounge chairs, umbrellas, and a swimming pool.
A fountain in a park with tall trees and a clear sky.

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
₩178,759
₩207,432 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Il Piccolo Castello
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
₩284,956
₩322,705 total
includes taxes & fees
Oct 21 - Oct 22
Palazzo Squarcialupi
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A hallway with a wooden altar, benches, and a carpet with a floral pattern.
A bench in a park with a lamp post and a building in the background.
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
₩188,798
₩216,931 total
includes taxes & fees
Oct 15 - Oct 16
Villa Casalecchi Country Hotel
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 Siena Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 2 days ago
Hotel Athena
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 2 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 11 days ago
Villa Scacciapensieri Boutique Hotel
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 2 weeks ago
Hotel Italia
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Everything was amazing! Staff was incredibly helpful."
Tulsi 3-night trip
Posted 1 month ago
Hotel Certosa Di Maggiano

Frequently asked questions

What's it like visiting Siena?
If spending time by the pool is your idea of a great vacation, you may want to check out historic Siena, which offers 5 places to stay with pools. While you're visiting, you can explore attractions like Piazza del Campo and Palazzo Pubblico, and then take it easy poolside at one of the accommodations in Siena that guests like for their pools.
What are some accommodations with pools in Siena?
Hotel La Colonna: Hotel located near Piazza del Campo. Features a steam room, a seasonal outdoor pool, and spa services. Casale Virgili: B&B located near Piazza del Campo. Offers complimentary wireless internet access, a seasonal outdoor pool, and flat-screen televisions.
How many pool hotels are there in Siena?
Expedia has 5 hotels in Siena for your poolside break.
What is there to see and do in Siena?
Make a point to visit attractions like Val di Merse and Teatro dei Rozzi. During your stay, check out sights such as Piazza del Campo, Palazzo Pubblico, and Torre del Mangia. Visitors have positive things to say about the interesting historical sites in Siena.
When is the best time to book a hotel with a pool in Siena?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Siena in the warmest months of August, July, or June when the average temperature is 72°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 44°F.
What's the best way to travel around Siena?
Knowing the transportation options in and around Siena can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Siena Station. Siena might not have very many public transit options to choose from so consider renting a car to explore more.

Explore a world of travel with Expedia