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Check availability on Bossi Hotels with a Pool

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Bossi hotels with a pool

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
¥11,442
¥27,396 total
includes taxes & fees
Oct 20 - Oct 21
Castello di Bossi

2. 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.
¥15,397
¥18,008 total
includes taxes & fees
Oct 25 - Oct 26
Precise House Montaperti Siena

3. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
  • Dive into tranquil luxury at this hotel's indoor and seasonal outdoor pools, complemented by a poolside bar and loungers.
¥76,873
¥86,344 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Le Fontanelle

4. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
  • Bask in this hotel's seasonal outdoor pool oasis, just steps from Siena's iconic Piazza del Campo, where summer sunshine awaits.
¥15,014
¥17,407 total
includes taxes & fees
Oct 25 - Oct 26
Sangallo Park Hotel

5. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
  • Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
¥52,553
¥59,592 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World

6. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
  • Seasonal pool retreat in Siena where vibrant summer days culminate in relaxation amidst Italian gardens and medieval views.
¥23,211
¥26,424 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Siena

7. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
  • Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.
¥26,894
¥30,476 total
includes taxes & fees
Oct 30 - Oct 31
Villa Scacciapensieri Boutique Hotel

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
¥41,912
¥47,531 total
includes taxes & fees
Oct 28 - Oct 29
Dievole Wine Resort

9. 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.
¥23,798
¥26,892 total
includes taxes & fees
Oct 4 - Oct 5
Villa Curina Resort

10. 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 onsite spa.
¥110,137
¥122,934 total
includes taxes & fees
Oct 25 - Oct 26
Borgo San Felice Resort
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

Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 22 hours ago
Hotel Athena
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"The property is absolutely beautiful. It’s peaceful and tranquil. The food at the restaurant is delicious and the breakfast buffet is plentiful with a ton of variety that will suit everyone’s pallet. The staff is very helpful and wonderful and will go above and beyond to make your stay very welcomed and comfortable. They accommodated us even when we were checking out and stored our luggage while we waited to check into our new destination. We were even given little goodie bags. Our room was comfortable and very clean. I can’t say enough nice things about this place. I would highly recommend."
John 4-night trip
Posted 1 day ago
Hotel Borgo San Luigi
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 3 days ago
Hu Norcenni Girasole Village
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 5 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
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 2 weeks 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 3 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 3 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 3 weeks ago
Borgo Vescine

Frequently asked questions

What's it like visiting Bossi?
If lounging by a pool is your idea of a great getaway, you may want to consider Bossi, which has 9 places to stay with pools. During your trip, you can explore attractions like Castle of Brolio and Siena Circuit, and then kick back and relax poolside at one of the accommodations 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: Features an indoor pool, an outdoor pool, and 2 restaurants. Grand Hotel Continental Siena – Starhotels Collezione: Features 2 restaurants, 2 outdoor pools, and a full-service spa. NH Siena: Offers 2 restaurants, an outdoor pool, and 2 bars. Hotel Chiusarelli: Hotel located near Piazza del Campo. Provides a children's pool, a seasonal outdoor pool, and free self parking.
How many hotels with pools are there 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 like Siena Circuit and Borgo di Vescine - Tenute di Castelvecchi. During your stay, check out sights such as Castle of Brolio, Cantalici Winery, and Meleto Castle.
When is the best time to book a hotel with a pool in Bossi?
You may want to think about an accommodation with an outdoor swimming pool if you plan to visit Bossi in the hottest months of August, July, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 44°F.

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