A historic square with stone buildings, a prominent tower, and outdoor seating areas.

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Check availability on Val d'Elsa Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Val d'Elsa hotels with a pool

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

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
₩196,698
₩227,165 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Borgo San Luigi
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A garden with a wooden bar, stone pathway, and various plants.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

2. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
₩173,764
₩197,311 total
includes taxes & fees
Oct 19 - Oct 20
Villa Sabolini
A wooden pathway leading to a pool area with a gazebo and potted plants.
A courtyard with a statue, stone walls, and a reception sign.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.

3. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
  • Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.
₩179,453
₩203,568 total
includes taxes & fees
Oct 29 - Oct 30
Relais Della Rovere
A dining table with a view of a pool and landscaped garden.
A table set for breakfast with a scenic view of hills and trees.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

4. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
  • Splash into Tuscan serenity with a seasonal pool oasis that serves chilled drinks poolside.
₩143,674
₩168,838 total
includes taxes & fees
Oct 20 - Oct 21
Relais Santa Chiara Hotel by Double Hospitality
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A dining area with a table, chairs, a potted plant, and arched windows with curtains.
A stone structure with a tiled roof, surrounded by lush greenery and purple wisteria vines.
An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.

5. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
  • Tuscany's idyllic seasonal outdoor pool offers sun-soaked relaxation among garden views at this charming farm stay retreat.
₩142,841
₩160,209 total
includes taxes & fees
Oct 1 - Oct 2
Agriturismo Nerbona
A swimming pool with a view of a historic city on a hill.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.
A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.

6. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
  • Unwind in the countryside at this Italian farm stay's outdoor pool with a refreshing poolside bar and al fresco dining.
₩257,997
₩291,513 total
includes taxes & fees
Sep 29 - Sep 30
Agriturismo Il Segreto di Pietrafitta
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
A rustic stone building with a wooden ceiling and a view of a vineyard.

7. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
  • Seasonal splashes in Tuscan paradise await, with plush loungers, umbrellas, and vibrant poolside bar serving cold drinks.
₩239,773
₩271,463 total
includes taxes & fees
Oct 22 - Oct 23
Tenuta Sovestro - Agriturismo e Winery
A swimming pool at night with a stone building in the background.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.
A stone building with a tiled roof, a gravel path, and potted plants.
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

8. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
₩68,335
₩82,880 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Decimo
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

9. Villa San Lucchese

Villa San Lucchese
Poggibonsi
  • Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.
₩168,774
₩194,906 total
includes taxes & fees
Oct 2 - Oct 3
Villa San Lucchese
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone wall with a rustic stone building partially visible behind it.
A balcony with a stone wall, a wooden ceiling, and a view of a green landscape.
A stone-walled terrace with a table set for two, a bottle, and candles.

10. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
  • Tuscan splendor meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.
₩209,298
₩237,940 total
includes taxes & fees
Oct 29 - Oct 30
Relais la Costa - Dimora Storica
View all properties

Choose what matters most at hotels with a pool in Val d'Elsa

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Val d'Elsa

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Pool
An outdoor patio with stone flooring, a table with chairs, and potted plants.
Breakfast meal

Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
₩196,698
₩227,165 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Borgo San Luigi
A courtyard with a statue, stone walls, and a reception sign.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
₩179,453
₩203,568 total
includes taxes & fees
Oct 29 - Oct 30
Relais Della Rovere
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A breakfast buffet with various pastries, fruits, and beverages.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
₩173,764
₩197,311 total
includes taxes & fees
Oct 19 - Oct 20
Villa Sabolini
A person sitting in a corner of a room with tiled walls and a bench.
A fountain in a park with tall trees and a clear sky.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
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
₩178,759
₩207,432 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Il Piccolo Castello
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
An outdoor seating area with a table, two sofas, and an umbrella.
A dining area with a table set for two, overlooking a vineyard.
A spacious living area with a fireplace, comfortable seating, and an arched doorway.

Tenuta Bartoli

Tenuta Bartoli
San Gimignano
₩630,986
₩701,796 total
includes taxes & fees
Sep 29 - Sep 30
Tenuta Bartoli
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

Villa San Lucchese

Villa San Lucchese
Poggibonsi
₩168,774
₩194,906 total
includes taxes & fees
Oct 2 - Oct 3
Villa San Lucchese
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A vineyard landscape with rows of grapevines and a person holding a glass.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A modern interior with a bar area, seating, and a staircase.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
₩468,677
₩524,799 total
includes taxes & fees
Oct 12 - Oct 13
Locanda le Piazze
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
An outdoor dining area with tables and chairs, a pergola structure, and potted plants.
A pool area with a view of vineyards and hills.
A stone building with a wooden door and a balcony with flower planters.

Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
₩258,386
₩287,310 total
includes taxes & fees
Sep 29 - Sep 30
Riserva di Fizzano Residence
A hotel with a pool, outdoor seating, and a mountainous backdrop.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
₩2,159,355
₩2,378,375 total
includes taxes & fees
Oct 29 - Oct 30
Castello di Casole, A Belmond Hotel, Tuscany
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
A rustic stone building with a wooden ceiling and a view of a vineyard.

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
₩239,773
₩271,463 total
includes taxes & fees
Oct 22 - Oct 23
Tenuta Sovestro - Agriturismo e Winery
View all properties

4-star hotels with pools in Val d'Elsa

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Pool
An outdoor patio with stone flooring, a table with chairs, and potted plants.
Breakfast meal

Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
₩196,698
₩227,165 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Borgo San Luigi
A courtyard with a statue, stone walls, and a reception sign.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
₩179,453
₩203,568 total
includes taxes & fees
Oct 29 - Oct 30
Relais Della Rovere
A person sitting in a corner of a room with tiled walls and a bench.
A fountain in a park with tall trees and a clear sky.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
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
₩178,759
₩207,432 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Il Piccolo Castello
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A vineyard landscape with rows of grapevines and a person holding a glass.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A modern interior with a bar area, seating, and a staircase.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
₩468,677
₩524,799 total
includes taxes & fees
Oct 12 - Oct 13
Locanda le Piazze
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A breakfast buffet with various pastries, fruits, and beverages.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
₩173,764
₩197,311 total
includes taxes & fees
Oct 19 - Oct 20
Villa Sabolini
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

Villa San Lucchese

Villa San Lucchese
Poggibonsi
₩168,774
₩194,906 total
includes taxes & fees
Oct 2 - Oct 3
Villa San Lucchese
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A buffet table with various food items and a sign reading 'TORRELUCENT'.

Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
₩288,428
₩328,068 total
includes taxes & fees
Oct 8 - Oct 9
Cappuccina Country Resort
A person sitting by a swimming pool with a stone building in the background.
An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
₩180,587
₩207,900 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Borgo di Cortefreda Relais
A table set for dining with a view of a hilltop town.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.

La Collegiata

La Collegiata
San Gimignano
₩268,061
₩305,664 total
includes taxes & fees
Oct 25 - Oct 26
La Collegiata
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A courtyard with stone buildings, a thatched-roof structure, and potted plants.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
₩201,215
₩232,134 total
includes taxes & fees
Oct 25 - Oct 26
Relais Castel Bigozzi
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 Val d'Elsa Hotel Reviews

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 1 hour ago
Poderi Arcangelo
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"without a doubt, this one of the nicest places that my wife and i have stayed, a hidden gem in the beautiful hills of Tuscany! the location is spotless and offers several pools and quiet areas to relax. the staff was amazing, Laura and Michael tended to everything making the stay remarkable. we had to catch a super early flight and Laura worked tirelessly to find us a private taxi to get to the airport by 5:00 am. the food was beyond explanation; best spaghetti that we have ever had, breakfast was a spread of the best meats and cheeses, etc. and home reminders including eggs and bread items. highly recommend this wonderful location if you are traveling to Tuscany, we will be returning in the future."
Gregory 2-night trip
Posted 3 hours ago
Hotel Sovestro
Villa Sabolini

Villa Sabolini

8/10 Good
"Beautiful 14th century villa in the Tuscan hills with very pretty pool and restaurant areas, and very helpful and friendly staff. The food was hearty and enjoyable, but not the highest standard, even compared to restaurants in the area. It's in a great location for exploring Florence, Chianti region and Siena. The room we used (superior garden view) was good, very interesting features due to the age of the property, with a stunning view. However, it was not very cosy for spending time in and the A/C struggled as well. Overall we were very happy with our choice and had a great stay!"
Morgan 10-night trip
Posted 3 days ago
Villa Sabolini
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

8/10 Good
"I can’t fault the hotel in general, but honestly, it felt a bit soulless. We stayed at the sister hotel Relais Della Rovere earlier in the week and loved it. It felt warm, authentic and welcoming. The bar was by reception and constantly had people in it and all areas of the hotel were charming, whereas the Palazzo San Lorenzo, while impressive looking, lacked character inside despite being an old palace and in an area of architectural beauty/interest. As you are up the top of the old town, although there are some nice restaurants, they all keep strange opening hours/ days and on a Monday there is nowhere in walking distance to get lunch and limited options for dinner on a Sunday. That would have been fine if the hotel had food options, but they only do breakfast (which is very nice ) and then dinner for two hours in the evening. We were expecting Caffe San Lorenzo to do food, but we never saw it open and apparently they don’t do food despite it stating they do on the website. Maybe it’s off season for them, but the website doesn’t give opening times or say what days the restaurant/ caffe Lorenzo are closed. You get two small bottles of water in the fridge in the room daily, but there is nowhere to get any other bottled drinks throughout the day or around the pool unless you drive down to the main town to a supermarket. Whilst a decent hotel, we wanted somewhere to relax and not have to venture far to eat and drink after a busy week previously, this didn’t tick that box for us"
Jodi 3-night trip
Posted 5 days ago
Hotel Palazzo San Lorenzo & SPA
Mormoraia

Mormoraia

10/10 Excellent
"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."
Kathleen 4-night trip
Posted 6 days ago
Mormoraia
LHP Certaldo Resort

LHP Certaldo Resort

10/10 Excellent
"For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile."
Navneet 3-night trip
Posted 2 weeks ago
LHP Certaldo Resort
Hotel Le Colline

Hotel Le Colline

10/10 Excellent
"Our stay was very pleasant. The staff was fantastic. Awesome breakfast. Room was spacious and clean. Easy access to city center. The only “down” side was that the AC wasn’t very effective but we expected that with older accommodations and extreme August heat. I would definitely stay there again."
Claudia 2-night trip
Posted 2 months ago
Hotel Le Colline
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Kelly 2-night trip
Posted 2 months ago
Castello di Casole, A Belmond Hotel, Tuscany
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

10/10 Excellent
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
mark 1-night trip
Posted 4 months ago
Hotel Pescille by Double Hospitality

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