TOP Hotels with Pools in Val d'Elsa for 2026 - Val d'Elsa Hotels with a Pool | Expedia.co.uk

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 Pool

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29 Sept - 30 Sept

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30 Sept - 1 Oct

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

Pool

Breakfast meal

A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

1. Hotel Borgo San Luigi

Monteriggioni

Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.

£113

includes taxes & fees

29 Oct - 30 Oct

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 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.

2. Villa Sabolini

Colle di Val d'Elsa

Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.

£110

includes taxes & fees

19 Oct - 20 Oct

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

Colle di Val d'Elsa

Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.

£113

includes taxes & fees

29 Oct - 30 Oct

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

San Gimignano

Splash into Tuscan serenity with a seasonal pool oasis that serves chilled drinks poolside.

£83

includes taxes & fees

22 Oct - 23 Oct

A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.

A stone structure with a tiled roof, surrounded by lush greenery and purple wisteria vines.

Terrace/patio

An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.

5. 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.

£89

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with a view of a historic city on a hill.

A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

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.

A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.

6. 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.

£143

includes taxes & fees

29 Sept - 30 Sept

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

A gravel driveway leading to a stone building with a garden and tall trees.

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.

7. Tenuta Sovestro - Agriturismo e Winery

San Gimignano

Seasonal splashes in Tuscan paradise await, with plush loungers, umbrellas, and vibrant poolside bar serving cold drinks.

£151

includes taxes & fees

22 Oct - 23 Oct

A swimming pool at night with a stone building in the background.

A bathroom with a skylight, a large mirror, a double sink, a shower, and a toilet.

A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

8. Tenuta Decimo

San Gimignano

Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.

£42

includes taxes & fees

28 Oct - 29 Oct

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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.

Breakfast meal

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

Pool

Hotel Borgo San Luigi

Monteriggioni

£113

includes taxes & fees

29 Oct - 30 Oct

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

Colle di Val d'Elsa

£113

includes taxes & fees

29 Oct - 30 Oct

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 swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

Villa Sabolini

Colle di Val d'Elsa

£110

includes taxes & fees

19 Oct - 20 Oct

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 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.

Hotel Il Piccolo Castello

Monteriggioni

£116

includes taxes & fees

26 Oct - 27 Oct

A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.

A dining area with a table set for two, overlooking a vineyard.

A pathway flanked by tall, slender trees leading to a distant point.

An outdoor seating area with a table, two sofas, and an umbrella.

Tenuta Bartoli

San Gimignano

£391

includes taxes & fees

29 Sept - 30 Sept

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

Poggibonsi

£109

includes taxes & fees

2 Oct - 3 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A vineyard landscape with rows of grapevines and a person holding a glass.

A modern interior with a bar area, seating, and a staircase.

Locanda le Piazze

Castellina in Chianti

£315

includes taxes & fees

12 Oct - 13 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.

An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

A stone building with a wooden door and a balcony with flower planters.

Riserva di Fizzano Residence

Castellina in Chianti

£150

includes taxes & fees

8 Oct - 9 Oct

A hotel with a pool, outdoor seating, and a mountainous backdrop.

A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.

An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

£1,326

includes taxes & fees

29 Oct - 30 Oct

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

A gravel driveway leading to a stone building with a garden and tall trees.

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.

Tenuta Sovestro - Agriturismo e Winery

San Gimignano

£151

includes taxes & fees

22 Oct - 23 Oct

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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.

Breakfast meal

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

Pool

Hotel Borgo San Luigi

Monteriggioni

£113

includes taxes & fees

29 Oct - 30 Oct

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

Colle di Val d'Elsa

£113

includes taxes & fees

29 Oct - 30 Oct

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 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.

Hotel Il Piccolo Castello

Monteriggioni

£116

includes taxes & fees

26 Oct - 27 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A vineyard landscape with rows of grapevines and a person holding a glass.

A modern interior with a bar area, seating, and a staircase.

Locanda le Piazze

Castellina in Chianti

£315

includes taxes & fees

12 Oct - 13 Oct

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 swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

Villa Sabolini

Colle di Val d'Elsa

£110

includes taxes & fees

19 Oct - 20 Oct

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

Poggibonsi

£109

includes taxes & fees

2 Oct - 3 Oct

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.

A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

Cappuccina Country Resort

San Gimignano

£161

includes taxes & fees

29 Sept - 30 Sept

A person sitting by a swimming pool with a stone building in the background.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

A stone building with a wooden door and an arched window.

Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

£116

includes taxes & fees

24 Oct - 25 Oct

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 view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

La Collegiata

San Gimignano

£157

includes taxes & fees

9 Oct - 10 Oct

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

Relais Castel Bigozzi

Monteriggioni

£129

includes taxes & fees

22 Oct - 23 Oct

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 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."

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."

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

8/10 Good

"Very good location and breakfast."

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!"

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"

Mormoraia

Mormoraia

10/10 Excellent

"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."

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."

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."

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."

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