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

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Check availability on Siena Hotels with Pool

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 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.

1. Borgo Grondaie

Borgo Grondaie
Siena
  • Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
2.583.955 ₫
2.990.007 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Borgo Grondaie
A swimming pool surrounded by lush greenery and a stone pathway.
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A spacious room with a large bed, a wooden dresser, a round coffee table with fruit and wine, and a patterned rug.

2. 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.
5.001.562 ₫
5.649.376 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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 spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

3. 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.
4.402.878 ₫
4.990.823 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Villa Ermellina Siena, a Tribute Portfolio Hotel
A pool with lounge chairs, a stone wall, and a building with arched windows.
A dining table with food and drinks, a pool in the background, and a garden.
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.

4. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
4.397.387 ₫
4.984.782 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Hotel Villa L'Avvenire
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 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.

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.
3.745.111 ₫
4.237.749 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Guild Living Siena Senior Resort & Residence
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.
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.
3.841.780 ₫
4.373.615 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Four Points by Sheraton Siena
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 row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.

7. Hotel La Colonna

Hotel La Colonna
Siena
  • Seasonal outdoor pool retreat with loungers and umbrellas in historic Siena, just steps from Piazza del Campo.
1.512.241 ₫
1.811.398 ₫ total
includes taxes & fees
11 Oct - 12 Oct
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 hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
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.
2.923.618 ₫
3.363.637 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Sangallo Park Hotel
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.
An outdoor patio with a brick floor, potted plants, and outdoor furniture.
A covered walkway with potted plants and a building with a tiled roof in the background.

9. Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
  • Poolside bliss awaits at this Siena retreat with sun loungers, umbrellas, and a stylish bar.
2.300.031 ₫
2.677.691 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Hotel Il Giardino
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.
A rustic stone building with a garden in front.
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.

10. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
3.216.350 ₫
3.715.474 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
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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 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
2.583.955 ₫
2.990.007 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Borgo Grondaie
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A room with a large window offering a view of a landscaped garden with trees and a pathway.
A swimming pool surrounded by lush greenery and a stone pathway.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
5.001.562 ₫
5.649.376 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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 swimming pool with a wooden deck, lounge chairs, and umbrellas.
A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
4.402.878 ₫
4.990.823 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 pool with lounge chairs, a stone wall, and a building with arched windows.
A stone house with a small patio, a table, and a chair.
A marble staircase with a white console table and a potted plant.

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
4.397.387 ₫
4.984.782 ₫ total
includes taxes & fees
29 Oct - 30 Oct
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
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
3.841.780 ₫
4.373.615 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.

Hotel La Colonna

Hotel La Colonna
Siena
1.512.241 ₫
1.811.398 ₫ total
includes taxes & fees
11 Oct - 12 Oct
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 hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A bathroom with a sink, mirror, and shower.

Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
2.923.618 ₫
3.363.637 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 swimming pool with lounge chairs and a view of city buildings in the background.
An outdoor patio with a brick floor, potted plants, and outdoor furniture.

Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
2.300.031 ₫
2.677.691 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Hotel Il Giardino
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 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.

Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
3.745.111 ₫
4.237.749 ₫ total
includes taxes & fees
12 Oct - 13 Oct
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 rustic stone building with a garden in front.
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
3.216.350 ₫
3.715.474 ₫ total
includes taxes & fees
15 Oct - 16 Oct
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 building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A room with a large window offering a view of a landscaped garden with trees and a pathway.
A swimming pool surrounded by lush greenery and a stone pathway.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
5.001.562 ₫
5.649.376 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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 swimming pool with a wooden deck, lounge chairs, and umbrellas.
A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
4.402.878 ₫
4.990.823 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
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
3.841.780 ₫
4.373.615 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 rustic stone building with a garden in front.
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
3.216.350 ₫
3.715.474 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A building with arched windows, a courtyard with a pond, and a metal fence.
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
1.583.962 ₫
1.919.547 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Hotel Casafrassi
A person sitting in a corner of a room with tiled walls and a bench.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
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.

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
3.428.977 ₫
3.978.981 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hotel Il Piccolo Castello
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
5.341.657 ₫
6.053.012 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Squarcialupi
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
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.

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
3.621.559 ₫
4.161.234 ₫ total
includes taxes & fees
12 Oct - 13 Oct
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.
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Top Siena Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"
Julia 5-night trip
Posted 15 hours ago
Hotel Certosa Di Maggiano
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 4 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 4 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 13 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

Frequently asked questions

What's it like visiting Siena?
If spending time by the pool is your idea of a great holiday, you may want to consider historic Siena, which offers 5 places to stay with pools. During your trip, you can explore attractions such as Piazza del Campo and Palazzo Pubblico, and then relax poolside at one of the accommodation options in Siena that guests like for their pools.
How many pool hotels can I expect to find 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 such as Val di Merse and Teatro dei Rozzi. During your stay, visit 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 offers an outdoor pool if you'll be visiting Siena in the warmest months of August, July or June, when the average temperature is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 6°C.
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. If you want to venture outside the area, take a train from Siena Station. Siena might not have many public transport options, so consider renting a car to explore more.

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