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Check availability on Bossi Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 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.

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
NT$2,300
NT$5,506 total
includes taxes & fees
Oct 20 - Oct 21
Castello di Bossi
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 room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

2. 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.
NT$3,387
NT$3,833 total
includes taxes & fees
Nov 2 - Nov 3
Sangallo Park Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
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."
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

3. 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.
NT$4,430
NT$4,981 total
includes taxes & fees
Nov 2 - Nov 3
Four Points by Sheraton Siena
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 spacious room with a large bed, a wooden dresser, a round coffee table with fruit and wine, and a patterned rug.
A room with a large window offering a view of a landscaped garden with trees and a pathway.

4. 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.
NT$6,038
NT$6,820 total
includes taxes & fees
Oct 21 - Oct 22
Villa Scacciapensieri Boutique Hotel
An indoor swimming pool with lounge chairs and a view of the countryside.
A spacious lobby with a reception desk, potted plants, and a modern architectural design.
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.

5. 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.
NT$2,623
NT$3,099 total
includes taxes & fees
Nov 1 - Nov 2
Precise House Montaperti 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.
NT$10,501
NT$11,908 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
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.

7. 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.
NT$17,456
NT$19,558 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Le Fontanelle
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
NT$9,305
NT$10,521 total
includes taxes & fees
Oct 28 - Oct 29
Dievole Wine Resort
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.

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.
NT$4,051
NT$4,598 total
includes taxes & fees
Oct 9 - Oct 10
Villa Curina Resort
A pool area with lounge chairs and a service person attending to a guest.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A stone building with outdoor seating and a garden with roses.
A historic stone building with multiple windows and a courtyard.

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.
NT$24,287
NT$27,074 total
includes taxes & fees
Oct 11 - Oct 12
Borgo San Felice 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

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 4 days ago
Borgo Vescine
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Borgo San Luigi

Hotel Borgo San Luigi

8/10 Good
"Great breakfast and clean room. However, not a very kid friendly with no high chair available in the room and the few ones in the restaurant were broken or dirty. Good place for adulte."
Samuel 2-night trip
Posted 5 days 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 9 days ago
Hu Norcenni Girasole Village
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

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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