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Search Hotels with Swimming Pool in Bossi

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Check availability on Bossi Hotels with Swimming Pool

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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.
An outdoor 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
₹10,410
₹20,651 total
includes taxes & fees
23 Sept - 24 Sept
Castello di Bossi
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.
A stone building with a balcony overlooking a vineyard.
A group of people toasting with wine glasses at a table with a view of the countryside.
A restaurant with tables set for dining, large windows offering a view of the landscape, and a wooden ceiling structure.

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
₹15,344
₹16,879 total
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
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 restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

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.
₹48,300
₹54,238 total
includes taxes & fees
6 Oct - 7 Oct
Hotel Le Fontanelle
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 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.

4. 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.
₹11,185
₹12,968 total
includes taxes & fees
27 Sept - 28 Sept
Precise House Montaperti Siena
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 hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.
An aerial view of a property with a swimming pool, tennis court, and vineyard.

5. 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.
₹15,474
₹17,465 total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

6. The Club House

The Club House
Castelnuovo Berardenga
  • Soak up the sunshine at this luxury retreat featuring a seasonal pool and tennis courts.
₹81,451
₹90,705 total
includes taxes & fees
27 Sept - 28 Sept
The Club House
A pool area with lounge chairs and a service person attending to a guest.
A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.
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.

7. 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 on-site spa.
₹65,878
₹73,574 total
includes taxes & fees
11 Oct - 12 Oct
Borgo San Felice Resort
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 courtyard with stone walls, potted plants, and a metal fence.
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.
₹16,848
₹19,420 total
includes taxes & fees
16 Sept - 17 Sept
Borgo Argenina
A swimming pool with a view of a historic building surrounded by olive trees.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.
A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.
An outdoor café with tables and chairs, surrounded by stone walls and greenery.

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.
₹21,649
₹24,701 total
includes taxes & fees
15 Sept - 16 Sept
Castello di Meleto
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 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.

10. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
₹7,992
₹9,235 total
includes taxes & fees
11 Oct - 12 Oct
Agriturismo San Sano
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

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Just loved it!! This is a great place!!!"
Daniel 3-night trip
Posted 3 hours ago
Villa Scacciapensieri Boutique Hotel
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Kindness of the people. Spectacular environment."
Jorge 3-night trip
Posted 10 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Very nice property"
Ali 1-night trip
Posted 11 hours ago
Relais Vignale & Spa
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 2 days ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 3 days ago
Hotel Athena
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 4 days ago
Borgo Vescine
Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 9 days ago
Borgo San Felice Resort
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
Katie 6-night trip
Posted 12 days ago
Hu Norcenni Girasole Village

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?
La Certosa di Pontignano: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. Hotel Athena: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool and 2 restaurants. Hotel Chiusarelli: Hotel located near Piazza del Campo. Provides a rooftop terrace, a seasonal outdoor pool and a snack bar/deli. Fattoria di Vegi: Features 2 restaurants, a seasonal outdoor pool and a full-service spa.
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, Meleto Castle and Villa a Sesta Polo Club.
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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