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Check availability on Bossi Hotels with a Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 rustic interior with a stone wall, a wooden staircase, and a view of the outdoors.
A covered outdoor area with brick arches, potted plants, and a door leading to a building.
An outdoor courtyard with stone walls, arched windows, and potted plants.

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
₩95,509
₩228,666 total
includes taxes & fees
Oct 19 - Oct 20
Castello di Bossi
A swimming pool surrounded by lush greenery and a stone pathway.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A spacious room with a large bed, a wooden dresser, a round coffee table with fruit and wine, and a patterned rug.

2. 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.
₩252,222
₩284,890 total
includes taxes & fees
Oct 18 - Oct 19
Villa Scacciapensieri Boutique Hotel
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
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 table set for breakfast with various dishes, drinks, and a newspaper.

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.
₩729,129
₩816,934 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Le Fontanelle
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

4. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
₩361,884
₩409,986 total
includes taxes & fees
Nov 10 - Nov 11
Dievole Wine Resort
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 building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

5. 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.
₩183,988
₩206,855 total
includes taxes & fees
Nov 5 - Nov 6
Four Points by Sheraton Siena
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A stone building with a garden, tall trees, and a clear blue sky.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

6. 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.
₩443,212
₩502,575 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An arched brick corridor leading to a dining area with tables set for a meal.
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

7. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
  • Float in tuscan splendor with vineyard views from two pools at this wine country hotel.
₩512,083
₩578,339 total
includes taxes & fees
Nov 3 - Nov 4
Borgo Scopeto Wine & Country 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 living area with a wooden coffee table, a large potted plant, and a sofa.

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.
₩126,233
₩147,791 total
includes taxes & fees
Nov 5 - Nov 6
Precise House Montaperti Siena
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.
A bathroom with a sink, mirror, and shower.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

9. 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.
₩127,905
₩145,209 total
includes taxes & fees
Nov 8 - Nov 9
Sangallo Park Hotel
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.

10. 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.
₩175,149
₩198,619 total
includes taxes & fees
Oct 23 - Oct 24
Villa Curina Resort
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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

Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 2 days ago
Hotel Athena
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 11 days ago
Borgo Vescine
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 2 weeks ago
Hu Norcenni Girasole Village

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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