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

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Check availability on Siena Hotels with a Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Siena hotels with a pool

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 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.

1. 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.
￥26,894
￥30,476 total
includes taxes & fees
Oct 30 - Oct 31
Villa Scacciapensieri Boutique Hotel
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 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.

2. 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.
￥14,657
￥16,658 total
includes taxes & fees
Nov 1 - Nov 2
Sangallo Park Hotel
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 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.

3. 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.
￥23,204
￥26,416 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena
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 courtyard with brick buildings, a stone wall, and a view of the surrounding town.
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.

4. Borgo Grondaie

Borgo Grondaie
Siena
  • Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
￥15,582
￥17,675 total
includes taxes & fees
Nov 1 - Nov 2
Borgo Grondaie
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 rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

5. 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.
￥26,593
￥30,144 total
includes taxes & fees
Oct 25 - Oct 26
Villa Ermellina Siena, a Tribute Portfolio Hotel
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 circular stone fountain with water jets in a garden setting.
A dining table with food and drinks, a pool in the background, and a garden.

6. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
￥26,277
￥29,797 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Villa L'Avvenire
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.
A bedroom with a bed, bedside tables, a desk, a chair, a TV, and a painting on the wall.
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.

7. 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.
￥18,485
￥21,047 total
includes taxes & fees
Nov 1 - Nov 2
Guild Living Siena Senior Resort & Residence
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 covered walkway with potted plants and a building with a tiled roof in the background.
A bar area with multiple shelves of bottles and glasses, a coffee machine, and a tray of pastries.

8. Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
  • Poolside bliss awaits at this Siena retreat with sun loungers, umbrellas, and a stylish bar.
￥13,094
￥14,938 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Giardino
A poolside area with lounge chairs, a lifebuoy, and a stone wall.
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.
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.

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.
￥9,238
￥11,054 total
includes taxes & fees
Oct 25 - Oct 26
Hotel La Colonna
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.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.

10. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.
￥17,798
￥20,827 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
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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

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 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.

Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
￥14,657
￥16,658 total
includes taxes & fees
Nov 1 - Nov 2
Sangallo Park Hotel
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 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.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
￥26,894
￥30,476 total
includes taxes & fees
Oct 30 - Oct 31
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 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.

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
￥23,204
￥26,416 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena
An outdoor patio with tables and chairs, surrounded by potted plants and a red building.
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 courtyard with brick buildings, a stone wall, and a view of the surrounding town.
A brick building with three windows, a round blue window, and a sign on the wall.

Borgo Grondaie

Borgo Grondaie
Siena
￥15,582
￥17,675 total
includes taxes & fees
Nov 1 - Nov 2
Borgo Grondaie
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 rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
￥26,593
￥30,144 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 bedroom with a bed, bedside tables, a desk, a chair, a TV, and a painting on the wall.
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
￥18,485
￥21,047 total
includes taxes & fees
Nov 1 - Nov 2
Guild Living Siena Senior Resort & Residence
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 covered walkway with potted plants and a building with a tiled roof in the background.

Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
￥13,094
￥14,938 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Giardino
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 marble staircase with a white console table and a potted plant.
A pool with lounge chairs, a stone wall, and a building with arched windows.

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
￥26,277
￥29,797 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Villa L'Avvenire
A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.
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 poolside area with lounge chairs, a lifebuoy, and a stone wall.

Hotel La Colonna

Hotel La Colonna
Siena
￥9,238
￥11,054 total
includes taxes & fees
Oct 25 - Oct 26
Hotel La Colonna
A dining area with a round table, wooden chairs, and hanging light fixtures.
A rustic outdoor dining area with wooden tables and benches, surrounded by lush greenery and flowering plants.
A cozy living room with a large window, a sofa, a coffee table, and a TV.
A spacious living room with a wooden floor, a sofa, a dining table, and a chair.

podere la strega

podere la strega
Siena
￥25,481
￥28,742 total
includes taxes & fees
Oct 4 - Oct 5
podere la strega
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4-star hotels with pools in Siena

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 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.

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
￥23,204
￥26,416 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton 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 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.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
￥26,894
￥30,476 total
includes taxes & fees
Oct 30 - Oct 31
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 rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
￥26,593
￥30,144 total
includes taxes & fees
Oct 25 - Oct 26
Villa Ermellina Siena, a Tribute Portfolio Hotel
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 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
￥17,798
￥20,827 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
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.
A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
￥19,391
￥22,400 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 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.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
￥9,567
￥11,594 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Casafrassi
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
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.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
￥31,918
￥36,179 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 clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
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
￥21,834
￥25,087 total
includes taxes & fees
Oct 17 - Oct 18
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 Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 2 days ago
Hotel Athena
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 3 days ago
Hotel Certosa Di Maggiano
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 6 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 2 weeks 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 3 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 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. Belvilla by OYO Lunghe: Provides kitchens, a communal pool, and televisions. Belvilla by OYO Tolfe: Features kitchens, a communal pool, and 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.

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