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Check availability on Villa Hotels with a Pool

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Villa hotels with a pool

An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A restaurant with a table set for two, overlooking a scenic landscape.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
An outdoor dining area with a pool, potted plants, and umbrellas.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
₩241,150
₩313,285 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
An outdoor cafe with tables and chairs, a yellow umbrella, and a stone building in the background.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

2. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
  • Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.
₩267,172
₩303,242 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Palazzo San niccolò & Spa
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.
₩311,199
₩351,672 total
includes taxes & fees
Oct 5 - Oct 6
Palazzo Leopoldo Dimora Storica & Spa
A person relaxing in a clear pool surrounded by natural scenery.
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

4. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
  • Escape to a luxury Tuscan retreat with a seasonal outdoor pool and on-site winery.
₩501,673
₩564,353 total
includes taxes & fees
Sep 30 - Oct 1
Pieve Aldina - Relais & Châteaux
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A stone building with a courtyard, a covered seating area, and a small bell tower.

5. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
₩202,648
₩229,148 total
includes taxes & fees
Oct 5 - Oct 6
Borgo di Pietrafitta Relais
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
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.

6. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
₩83,896
₩101,671 total
includes taxes & fees
Sep 11 - Sep 12
Hotel Casafrassi
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

7. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
₩130,538
₩149,827 total
includes taxes & fees
Oct 7 - Oct 8
Agriturismo San Sano
A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.
A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.
A formal garden with geometric hedges, a stone building with green shutters, and a staircase leading to a covered area.
A traditional stone building with a garden featuring geometric hedges and potted plants.

8. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
  • Rustic Tuscan farm stay captivates with a seasonal outdoor pool and garden views in the heart of wine country.
₩280,399
₩320,952 total
includes taxes & fees
Oct 5 - Oct 6
Badia a Coltibuono
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
  • Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.
₩316,103
₩357,100 total
includes taxes & fees
Sep 29 - Sep 30
Hotel Villa Campomaggio
A clear blue pool with lounge chairs and a stone building in the background.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

10. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
₩153,765
₩173,835 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Colle Etrusco Salivolpi
View all properties

Choose what matters most at hotels with a pool in Villa

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Villa Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff were very friendly and helpful. The bar service is the best."
Harley 1-night trip
Posted 6 hours ago
Villa Scacciapensieri Boutique Hotel
Hotel Athena

Hotel Athena

10/10 Excellent
"Clean, well located, friendly staff, wonderful views"
Jared 3-night trip
Posted 2 days ago
Hotel Athena
Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 4 days ago
Borgo San Felice Resort
Hotel Italia

Hotel Italia

10/10 Excellent
"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."
Hannah 1-night trip
Posted 6 days ago
Hotel Italia
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Lovely room and gorgeous location. Best to have a car when coming as it is far away from major areas. Lots of in-house facilities and walks. Good for a relaxing break. We enjoyed family holiday, with visits to the pool and easy drive to Florence."
Rahul 2-night trip
Posted 12 days ago
Villa Pitiana
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 2 weeks ago
Poderi Arcangelo
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 1 month ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

What are some accommodations with pools in Villa?
Radisson Blu Hotel, Florence: Hotel located near Ponte Vecchio. Features free self parking, an outdoor pool, and a 24-hour fitness center. La Certosa di Pontignano: Features a full-service spa, an outdoor pool, and a sauna. Hotel Athena: Offers a children's pool, a seasonal outdoor pool, and a rooftop terrace. Villa I Barronci Resort & Spa: Features sun loungers, a pool, and complimentary wireless internet access. Villa Pitiana: Provides a snack bar/deli, 3 outdoor pools, and free self parking.
What is there to see and do in Villa?
Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. Discover sights such as Castello di Radda Winery, Castello di Albola, and Badia a Coltibuono during your stay. Villa appeals to visitors with its its beautiful countryside, selection of wineries, and cozy coffeehouses.
When is the best time to book a hotel with a pool in Villa?
You may want to think about an accommodation that offers an outdoor pool if you're planning to visit Villa in the hottest months of August, July, or June when the average temp is 72°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 44°F.

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