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Villa Hotel Guide - Hotels with Pool in Villa, Radda in Chianti

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Check availability on Villa Hotels with Pool

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Villa hotels with a pool

A spa area with a stone ceiling, a pool, and two sun loungers.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
An outdoor cafe with tables and chairs, a yellow umbrella, and a stone building in the background.
A modern bathroom with a freestanding bathtub, a vanity with a mirror, and marble walls.

1. 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.
€97
includes taxes & fees
17 Nov - 18 Nov
Hotel Palazzo San niccolò & Spa
A clear blue pool with lounge chairs and a stone building in the background.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

2. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
€99
includes taxes & fees
22 Oct - 23 Oct
Hotel Colle Etrusco Salivolpi
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

3. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
€75
includes taxes & fees
27 Oct - 28 Oct
Agriturismo San Sano
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
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.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.

4. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.
€120
includes taxes & fees
1 Nov - 2 Nov
Palazzo Leopoldo Dimora Storica & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

5. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
€59
includes taxes & fees
8 Nov - 9 Nov
Hotel Villa San Giorgio
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.
A historic building with a stone facade, arched entrance, and a wooden balcony.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

6. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
  • Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.
€108
includes taxes & fees
8 Nov - 9 Nov
Villa Casagrande Resort & SPA
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.
A historic stone building with a large arched window and a small balcony.
A stone archway leading to a window with a view of tall trees and a distant landscape.

7. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
  • Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.
€147
includes taxes & fees
27 Oct - 28 Oct
Castello di Tornano Wine Resort
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
An outdoor dining area with a pool, potted plants, and umbrellas.
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.

8. 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.
€200
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
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.
A person relaxing in a hot tub with a view of a building and trees in the background.

9. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
€111
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.
A modern bathroom with a glass-enclosed shower, a white toilet, and a sink with a mirror.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

10. Park Hotel Chianti

Park Hotel Chianti
Tavarnelle Val di Pesa
  • Seasonal pool sanctuary amid Tuscan vineyards awaits with a refreshing poolside bar and sun loungers for ultimate relaxation.
€71
includes taxes & fees
17 Nov - 18 Nov
Park Hotel Chianti
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

Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 14 hours ago
Hotel Italia
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 23 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Personnels très gentils, dégustation de vins super bon et intéressant, souper excellent, très bonne qualité nourriture, vin, huile d’olive. Je recommande cet endroit fortement"
Nadine 1-night trip
Posted 2 days ago
Poderi Arcangelo
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 10 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

What are some accommodation options 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 centre. La Certosa di Pontignano: Provides a children's pool, a seasonal outdoor pool and a rooftop terrace. Hotel Athena: Features a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Executive: Features a rooftop terrace, an outdoor pool and a snack bar/deli. NH Siena: Provides an indoor pool, an outdoor pool and 2 restaurants.
What is there to see and do in Villa?
Make a point to visit attractions such as 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 beautiful countryside, selection of wineries and cosy cafes.
When is the best time to book a hotel with a pool in Villa?
You may want to think about accommodation that has an outdoor pool if you're planning to visit Villa in the warmest months of August, July or June, when the average temp is 22°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 6°C.