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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.
An outdoor courtyard with stone walls, arched windows, and potted plants.
A rustic interior with a stone wall, a wooden staircase, and a view of the outdoors.
A 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 lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.
An aerial view of a property with a swimming pool, tennis court, and vineyard.
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.

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.
₩244,591
₩275,428 total
includes taxes & fees
Sep 27 - Sep 28
Villa Curina Resort
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.
A room with a large window overlooking a courtyard with a brick building, trees, and a clear sky.
A restaurant with tables set for dining, large windows offering a view of the landscape, and a wooden ceiling structure.
A group of people toasting with wine glasses at a table with a view of the countryside.

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
₩220,725
₩242,798 total
includes taxes & fees
Sep 29 - Sep 30
Villa di Sotto
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a window and a light fixture.

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
₩178,529
₩202,760 total
includes taxes & fees
Sep 27 - Sep 28
Agriturismo San Sano
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 building with a tower, surrounded by people dining at tables with candles.
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

5. 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
An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.
A table set for dining with a scenic view of rolling hills and distant mountains.
A courtyard with brick buildings, a column, and potted plants.
A bathroom with a large arched window, a bathtub, a sink, and a towel rack.

6. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
  • Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.
₩182,051
₩209,912 total
includes taxes & fees
Aug 30 - Aug 31
Castello di Leonina Relais
An indoor swimming pool with lounge chairs and a view of the countryside.
A modern bathroom with a large sink, mirror, and glass shower enclosure. Adjacent is a bedroom with two beds, a wooden ceiling, and a view of the outdoors.
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spacious lobby with a reception desk, potted plants, and a modern architectural design.

7. 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.
₩129,715
₩152,254 total
includes taxes & fees
Sep 28 - Sep 29
Precise House Montaperti Siena
A woman sitting by a pool with lounge chairs and umbrellas in the background.
A stone building with a bell tower, arched windows, and a gravel driveway.
A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.
A stone building with a garden in front.

8. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
  • Tuscan poolside paradise awaits with hot tub soaks and scenic lounging in rural tranquility.
₩348,855
₩396,614 total
includes taxes & fees
Aug 30 - Aug 31
Borgo Argenina
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

9. 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 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 cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A rustic stone building with a garden in front.

10. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
₩157,740
₩183,076 total
includes taxes & fees
Sep 21 - Sep 22
Belvedere di San Leonino
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

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 3 weeks 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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