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Hotels with Swimming Pools in Bossi

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Check availability on Bossi Hotels with Swimming Pools

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

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
S$220
includes taxes & fees
2 Nov - 3 Nov
Castello di Bossi
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone building with a tower, surrounded by people dining at tables with candles.
A historic stone building with a large arched window and a small balcony.

2. 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.
S$226
includes taxes & fees
29 Oct - 30 Oct
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 bathroom with a large arched window, a bathtub, a sink, and a towel rack.
A table set for dining with a scenic view of rolling hills and distant mountains.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

3. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
  • Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.
S$175
includes taxes & fees
26 Oct - 27 Oct
Castello di Leonina Relais
A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.
A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.
A villa with a swimming pool, outdoor seating, and a tennis court.
An aerial view of a property with a swimming pool, tennis court, and vineyard.

4. 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.
S$169
includes taxes & fees
12 Oct - 13 Oct
Villa Curina Resort
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

5. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
S$106
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
An indoor swimming pool with lounge chairs and a view of the countryside.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.
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.

6. 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.
S$125
includes taxes & fees
6 Nov - 7 Nov
Precise House Montaperti Siena
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

7. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
  • Tuscan retreat offers sparkling outdoor pool with free cabanas, loungers, and refreshing poolside bar service.
S$143
includes taxes & fees
22 Oct - 23 Oct
Ultimo Mulino Wellness Country Hotel
A swimming pool surrounded by lush greenery and a stone pathway.
A courtyard with a lemon tree, potted plants, and a building with arched windows.
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.

8. 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.
S$248
includes taxes & fees
21 Oct - 22 Oct
Villa Scacciapensieri Boutique Hotel
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.
A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

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.
S$198
includes taxes & fees
7 Oct - 8 Oct
Castello di Meleto
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 reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

10. 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.
S$199
includes taxes & fees
2 Nov - 3 Nov
Four Points by Sheraton Siena
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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 3 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 3 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 4 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 8 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 spending time by the pool is your idea of a great getaway, you may want to look at Bossi, which has 9 places to stay with pools. During your visit, you can explore attractions such as Castle of Brolio and Siena Circuit, and then relax and unwind poolside at one of the accommodation options 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 swimming 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 can I expect to find 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 such as Siena Circuit and Borgo di Vescine - Tenute di Castelvecchi. During your stay, visit 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 accommodation that has an outdoor pool if you'll be visiting Bossi in the hottest months of August, July or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temperature is 6°C.

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