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Bossi Hotels with Swimming Pool

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Check availability on Bossi Hotels with Swimming Pools

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

Our top choices for Bossi hotels with a pool

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
RM298
RM713 total
includes taxes & fees
20 Oct - 21 Oct
Castello di Bossi

2. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
  • Take a dip in the resort's idyllic outdoor pool with loungers, umbrellas, and poolside bar service in the heart of Tuscany.
RM688
RM775 total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort

3. 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.
RM585
RM681 total
includes taxes & fees
29 Oct - 30 Oct
Castello di Tornano Wine Resort

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
RM301
RM350 total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano

5. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
  • Tuscan poolside paradise awaits with hot tub soaks and scenic lounging in rural tranquility.
RM1,070
RM1,214 total
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina

6. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
RM637
RM886 total
includes taxes & fees
1 Oct - 2 Oct
Villa di Sotto

7. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
  • Experience a luxury wine country retreat with a seasonal outdoor pool, poolside cabanas, and an indulgent on-site spa.
RM2,953
RM3,295 total
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort

8. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
  • Float in warmth year-round at this Italian retreat, where two pools complement soothing spa treatments in the Siena countryside.
RM400
RM468 total
includes taxes & fees
29 Oct - 30 Oct
Precise House Montaperti Siena

9. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
RM249
RM302 total
includes taxes & fees
30 Sept - 1 Oct
Hotel Casafrassi

10. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
  • Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.
RM708
RM807 total
includes taxes & fees
26 Oct - 27 Oct
Castello di Leonina Relais
View all properties

Choose what matters most at hotels with a pool in Bossi

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Bossi Hotel Reviews

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 12 hours ago
Hu Norcenni Girasole Village
Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 3 days ago
Hotel Athena
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 3 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."
Benjamin 1-night trip
Posted 6 days ago
Hotel Borgo San Luigi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 11 days ago
Villa Scacciapensieri Boutique Hotel
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 2 weeks ago
Hotel Italia
COMO Castello Del Nero

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."
Lauren 3-night trip
Posted 2 weeks ago
COMO Castello Del Nero
Borgo Vescine

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."
Nadege 1-night trip
Posted 2 weeks ago
Borgo Vescine

Frequently asked questions

What's it like visiting Bossi?
If spending time by the pool is your idea of a great getaway, you may want to look at Bossi, which has 9 places to stay with pools. During your visit, you can explore attractions such as Castle of Brolio and Siena Circuit, and then relax and unwind poolside at one of the accommodation options in Bossi that guests like for their pools.
What are some hotels with pools in Bossi?
Hotel Athena: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. La Certosa di Pontignano: Provides an indoor pool, an outdoor pool and 2 restaurants. Grand Hotel Continental Siena – Starhotels Collezione: Hotel located near Piazza del Campo. Features a rooftop terrace, a seasonal outdoor pool and a snack bar/deli. NH Siena: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Hotel Chiusarelli: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa.
How many hotels with pools can I expect to find in Bossi?
Expedia has 9 hotels in Bossi for your poolside break.
What is there to see and do in Bossi?
Make a point to visit attractions such as Siena Circuit and Borgo di Vescine - Tenute di Castelvecchi. During your stay, visit sights such as Castle of Brolio, Meleto Castle and Villa a Sesta Polo Club.
When is the best time to book a hotel with a pool in Bossi?
You may want to think about accommodation that has an outdoor pool if you'll be visiting Bossi in the hottest months of August, July or June, when the average temperature 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 temperature is 6°C.

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