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

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
₩95,509
₩228,666 total
includes taxes & fees
Oct 20 - Oct 21
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 room with a large window offering a view of a landscaped garden with trees and a pathway.
A courtyard with a lemon tree, potted plants, and a building with arched windows.

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 22 - Oct 23
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 table set for breakfast with various dishes, drinks, and a newspaper.
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.

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 narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a view of a forest through a window, a table with a lamp, and a chair.
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.
₩365,656
₩414,260 total
includes taxes & fees
Nov 9 - Nov 10
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 reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

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.
₩185,906
₩209,011 total
includes taxes & fees
Nov 2 - Nov 3
Four Points by Sheraton Siena
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
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.
A stone building with a garden, tall trees, and a clear blue sky.

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.
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.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

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
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
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.

8. 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 villa with a swimming pool, outdoor seating, and a tennis court.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

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.
₩176,975
₩200,690 total
includes taxes & fees
Oct 24 - Oct 25
Villa Curina Resort
An indoor swimming pool with lounge chairs and a view of the countryside.
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.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

10. 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.
₩127,549
₩149,333 total
includes taxes & fees
Nov 1 - Nov 2
Precise House Montaperti Siena
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 Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 2 days ago
Hotel Italia
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 12 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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