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Check availability on Bossi Hotels with a Pool

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Bossi hotels with a pool

A swimming pool with a clear view of the surrounding landscape, including trees and distant hills.
A covered outdoor area with brick arches, potted plants, and a door leading to a building.
A courtyard with stone walls, arched windows, and potted plants.
An outdoor courtyard with stone walls, arched windows, and potted plants.

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
₩140,890
₩287,319 total
includes taxes & fees
Aug 31 - Sep 1
Castello di Bossi
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.
A restaurant with tables set for dining, large windows offering a view of the landscape, and a wooden ceiling structure.
A room with a large window overlooking a courtyard with a brick building, trees, and a clear sky.
A group of people toasting with wine glasses at a table with a view of the countryside.

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
₩220,725
₩242,798 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
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.
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

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.
₩308,202
₩351,779 total
includes taxes & fees
Aug 31 - Sep 1
Castello di Tornano Wine Resort
A woman sitting by a pool with lounge chairs and umbrellas in the background.
A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.
A stone building with a bell tower, arched windows, and a gravel driveway.
A stone building with a garden in front.

4. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
  • Tuscan poolside paradise awaits with hot tub soaks and scenic lounging in rural tranquility.
₩345,636
₩392,955 total
includes taxes & fees
Aug 30 - Aug 31
Borgo Argenina
A swimming pool surrounded by lush greenery and a stone pathway.
A room with a large window offering a view of a landscaped garden with trees and a pathway.
A spacious room with a large bed, a wooden dresser, a round coffee table with fruit and wine, and a patterned rug.
A courtyard with a lemon tree, potted plants, and a building with arched windows.

5. 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.
₩284,409
₩320,897 total
includes taxes & fees
Aug 30 - Aug 31
Villa Scacciapensieri Boutique Hotel
A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.
A villa with a swimming pool, outdoor seating, and a tennis court.
A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

6. 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.
₩244,591
₩275,428 total
includes taxes & fees
Sep 13 - Sep 14
Villa Curina Resort
A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.
A brick building with three windows, a round blue window, and a sign on the wall.
A courtyard with brick buildings, a stone wall, and a view of the surrounding town.
A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

7. Borgo Grondaie

Borgo Grondaie
Siena
  • Seasonal pool with Tuscan views invites summer dips in tranquil garden setting surrounded by Italian charm.
₩238,452
₩270,269 total
includes taxes & fees
Sep 1 - Sep 2
Borgo Grondaie
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

8. 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.
₩209,357
₩238,339 total
includes taxes & fees
Aug 31 - Sep 1
Four Points by Sheraton Siena
A swimming pool with a view of a historic building surrounded by olive trees.
An outdoor café with tables and chairs, surrounded by stone walls and greenery.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.
A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

9. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
  • Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.
₩320,368
₩365,161 total
includes taxes & fees
Aug 31 - Sep 1
Castello di Meleto
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

10. 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.
₩859,256
₩961,127 total
includes taxes & fees
Sep 19 - Sep 20
Hotel Le Fontanelle
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Choose what matters most at hotels with a pool in Bossi

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Bossi Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The resort is amazingly restored and preserved and has a wonderful family feel while remains very private and has an exclusive appeal. If it is at all possible I would highly recommend the family style dinner served on Monday night which is available to all the guests. It fascinating to interact with the people who are here for the first time or revisiting for the 30th time."
Bryan 2-night trip
Posted 3 days ago
Borgo Vescine
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Natasha 4-night trip
Posted 6 days ago
Villa Casagrande Resort & SPA
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."
Katie 5-night trip
Posted 3 weeks ago
Hu Norcenni Girasole Village
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'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: Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool, and 2 restaurants. Borgo Scopeto Wine & Country Relais: Provides 2 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli. Castello di Spaltenna- Small Luxury Hotels of the World: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants.
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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