Find Hotels with Pool in Chianti Region
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2 Oct - 4 OctOur top choices for Chianti Region hotels with a pool
1. Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina in Chianti
- Countryside farm stay's outdoor pool beckons with scenic vineyard views.
£71
includes taxes & fees
19 Oct - 20 Oct
2. Belvedere di San Leonino
Belvedere di San LeoninoCastellina in Chianti
- Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
£109
includes taxes & fees
15 Oct - 16 Oct
3. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
- Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
£161
includes taxes & fees
13 Oct - 14 Oct
4. La Pensione di Vignamaggio
La Pensione di VignamaggioPanzano in Chianti
- Dive into poolside tranquility with a seasonal outdoor pool nestled among gardens and a charming terrace at this Italian retreat.
£183
includes taxes & fees
20 Oct - 21 Oct
5. Hotel Villa Campomaggio
Hotel Villa CampomaggioRadda in Chianti
- Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.
£156
includes taxes & fees
20 Oct - 21 Oct
£122
includes taxes & fees
21 Sept - 22 Sept
£232
includes taxes & fees
7 Oct - 8 Oct
8. Villa Le Barone
Villa Le BaroneGreve in Chianti
- Dive into luxury at this Tuscan retreat with 2 outdoor pools, mountain views, and a poolside bar for ultimate relaxation.
£197
includes taxes & fees
11 Oct - 12 Oct
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Hotels with pools and free breakfast in Chianti Region
£71
includes taxes & fees
19 Oct - 20 Oct
£60
includes taxes & fees
18 Oct - 19 Oct
£93
includes taxes & fees
18 Oct - 19 Oct
£161
includes taxes & fees
13 Oct - 14 Oct
£109
includes taxes & fees
15 Oct - 16 Oct
£173
includes taxes & fees
20 Sept - 21 Sept
£57
includes taxes & fees
22 Sept - 23 Sept
£93
includes taxes & fees
20 Sept - 21 Sept
£183
includes taxes & fees
20 Oct - 21 Oct
£133
includes taxes & fees
19 Oct - 20 Oct
4-star hotels with pools in Chianti Region
£109
includes taxes & fees
15 Oct - 16 Oct
£93
includes taxes & fees
18 Oct - 19 Oct
£161
includes taxes & fees
13 Oct - 14 Oct
£156
includes taxes & fees
20 Oct - 21 Oct
£94
includes taxes & fees
18 Oct - 19 Oct
£93
includes taxes & fees
20 Oct - 21 Oct
£115
includes taxes & fees
14 Oct - 15 Oct
£120
includes taxes & fees
7 Oct - 8 Oct
£108
includes taxes & fees
28 Sept - 29 Sept
£110
includes taxes & fees
19 Oct - 20 Oct
5-star hotels with pools in Chianti Region
£232
includes taxes & fees
7 Oct - 8 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the WorldGaiole in Chianti
£333
includes taxes & fees
19 Oct - 20 Oct
£119
includes taxes & fees
19 Oct - 20 Oct
£420
includes taxes & fees
11 Oct - 12 Oct
£532
includes taxes & fees
16 Oct - 17 Oct
£464
includes taxes & fees
20 Oct - 21 Oct
£622
includes taxes & fees
11 Oct - 12 Oct
£707
includes taxes & fees
17 Oct - 18 Oct
£598
includes taxes & fees
20 Oct - 21 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.
View all propertiesTop Chianti Region Hotel Reviews
Relais Vignale & Spa
10/10 Excellent
"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."
Park Hotel Chianti
10/10 Excellent
"The staff are very helpful and kind."
Castello Vicchiomaggio
10/10 Excellent
"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."
Palagina la Dimora
8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Castello di Spaltenna- Small Luxury Hotels of the World
10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
COMO Castello Del Nero
10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Borgo Vescine
10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Villa Le Barone
10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Hotel Villa Campomaggio
10/10 Excellent
"This resort is one of the most beautiful properties I have ever stayed in. Free use of the spa just was icing on the cake! Great breakfast spread and our dinner in the restaurant was delicious! We will be back!!"
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