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

Hotels with Swimming Pool in Siena, Tuscany

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Check availability on Siena Hotels with Swimming Pool

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
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 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.
P6,223
P7,201 total
includes taxes & fees
Oct 29 - Oct 30
Borgo Grondaie
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.
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.
P12,045
P13,605 total
includes taxes & fees
Oct 18 - Oct 19
Villa Scacciapensieri Boutique Hotel
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.
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.

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.
P10,604
P12,019 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.
An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.

4. Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
P10,590
P12,005 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.
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.
P9,019
P10,206 total
includes taxes & fees
Oct 12 - Oct 13
Guild Living Siena Senior Resort & Residence
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

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.
P9,252
P10,533 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena
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.
A buffet table with various breakfast items including pastries, fruits, and beverages.

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.
P3,637
P4,357 total
includes taxes & fees
Oct 11 - Oct 12
Hotel La Colonna
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A bathroom with a sink, mirror, and shower.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

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.
P7,041
P8,101 total
includes taxes & fees
Oct 25 - Oct 26
Sangallo Park Hotel
A swimming pool with lounge chairs and a view of city buildings in the background.
A bar area with multiple shelves of bottles and glasses, a coffee machine, and a tray of pastries.
A covered walkway with potted plants and a building with a tiled roof in the background.
A breakfast buffet with various pastries, a coffee station, and a toaster.

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.
P6,983
P8,037 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Il Giardino
A poolside area with lounge chairs and a view of the night sky.
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

10. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
P8,181
P9,426 total
includes taxes & fees
Oct 28 - Oct 29
Belvedere di San Leonino
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 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
P6,223
P7,201 total
includes taxes & fees
Oct 29 - Oct 30
Borgo Grondaie
A courtyard with a lemon tree, potted plants, and a building with arched windows.
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.
A swimming pool surrounded by lush greenery and a stone pathway.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
P12,045
P13,605 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 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.
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
P10,604
P12,019 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 circular stone fountain with water jets in a garden setting.
A marble staircase with a white console table and a potted plant.
A stone house with a small patio, a table, and a chair.

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
P10,590
P12,005 total
includes taxes & fees
Oct 29 - Oct 30
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 building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
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.

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
P9,252
P10,533 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 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.
A poolside area with lounge chairs, a lifebuoy, and a stone wall.

Hotel La Colonna

Hotel La Colonna
Siena
P3,637
P4,357 total
includes taxes & fees
Oct 11 - Oct 12
Hotel La Colonna
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A bathroom with a sink, mirror, and shower.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
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
P7,041
P8,101 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 covered walkway with potted plants and a building with a tiled roof in the background.
An outdoor patio with a brick floor, potted plants, and outdoor furniture.
A breakfast buffet with various pastries, a coffee station, and a toaster.

Hotel Il Giardino

Hotel Il Giardino
Siena Historical Center
P6,757
P7,788 total
includes taxes & fees
Oct 30 - Oct 31
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
P9,019
P10,206 total
includes taxes & fees
Oct 12 - Oct 13
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 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.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
P8,181
P9,426 total
includes taxes & fees
Oct 28 - Oct 29
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 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.
A swimming pool surrounded by lush greenery and a stone pathway.

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
P12,045
P13,605 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 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.
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
P10,604
P12,019 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 building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
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.

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
P9,252
P10,533 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 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.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
P8,181
P9,426 total
includes taxes & fees
Oct 28 - Oct 29
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
P3,815
P4,623 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Casafrassi
A person sitting in a corner of a room with tiled walls and a bench.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A fountain in a park with tall trees and a clear sky.
A poolside area with lounge chairs, umbrellas, and a swimming pool.

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
P8,243
P9,565 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.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
P13,010
P14,738 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 clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
A spacious living room with striped sofas, a coffee table, and a chandelier.
A hallway with a wooden altar, benches, and a carpet with a floral pattern.

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
P8,711
P10,009 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.
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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 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.

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