
Holiday rentals with a pool in Okanagan-Similkameen
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Okanagan-Similkameen
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Okanagan-Similkameen rentals with a pool
House rentals with a pool

Beautiful, Private Home with Pool and Hot tub
We had a lovely stay! We have family in Osoyoos and they were able to get in touch with our host to have a surprise set up for when we arrived, which made the stay extra special. The house is in a perfect location to be able to easily get to the golf course and to any activity that you like.

Summer Escape • Heated Pool • Perfect for Groups!
Absolutely unreal, even more magical than the photos. Jennifer was amazing as well!

Wine Trail Retreat.
Had a great stay with my wife and six month old at this spot! Lori was super friendly, respected our privacy but also available for a char about things to do (restaurants, wineries, etc.). She is also amazing with kids!! Our little man loved her. The pool area was a real highlight for us

Waterfront Oasis: Pool, Hot Tub, Pets Welcome
This is a lovely, outstanding place. Every detail and amenity has been carefully prepared. Raheil is kind and answers pretty fast. Totally and thoroughly recommended.

Sunny Mediterranean Influence
We had the most incredible stay at this hidden gem of an Airbnb. From the moment we arrived, we were blown away—not just by the warm welcome, but by the stunning views that photos truly don’t do justice. The space itself is cozy, thoughtfully decorated, and sparkling clean. It’s clear the hosts put a lot of love into creating a peaceful, inviting retreat. We especially appreciated the little touches—local recommendations, comfy linens, and even a few unexpected extras that made our stay feel special. If you’re looking for a place to unwind, reconnect with nature, and experience something truly memorable, this is it. Highly recommend, and we’re already planning our return!

Urban Cottage, Private Heated Pool and Hot tub.
What a beautiful home Ed and Lisa have to share. The outdoor space is beautiful and spacious. A great firepit and many spaces for socializing. Kitchen had everything we needed and more. The home was immaculately clean and was even more beautiful than the pictures online! Ed was on the property upon arrival and gave an in-depth tour of the space. Ed was very responsive and flexible with our small requests. As the hosts describe, after 9pm is strict quiet time on the property so we spent our time indoors each evening to be respectful to the neighbours. Thanks we had a great time!

Eagle View Cottage #243
Excellent location for a wine touring getaway with family and friends. Situated in the heart of wine country, this property offers convenient access to all major vineyards and boasts stunning views from the front deck. The unit was exceptionally clean, featuring modern furnishings and well-appointed amenities. The on-site clubhouse includes a full range of pool and fitness facilities, adding to the overall experience. The host provided clear, easy-to-follow instructions, and the property was simple to locate. Highly recommended—this is a fantastic choice for your next wine country escape.

Large spacious home with HOT Tub Pool & View
Diane created a welcoming presence, from her email communication to her onsite availability at the house. We appreciated her flexibility with both check-in and check-out times. Diane gave us helpful information about grocery stores and restaurants in the area. We chose this home as a place to gather as a family of 10. There were comfortable beds for everyone. The seating in the kitchen, on the upper deck and at poolside provided us with wonderful options for meal times. The salt water, heated swimming pool and the hot tub were the highlights for our kids and grandkids! Diane and her husband, Gordon, made sure that the pool was kept clean by covering it every night. It was wonderful to have the use of a barbeque on the upper deck, with views of the lake and spectacular sunsets. Welcoming surprises of freezies and local wine were very much appreciated by our family. Thank you, Diane and Gordon, for your kind hospitality!
Apartment rentals with a pool

Luxury Penthouse Cathedral Loft with Lake View
Julian’s place was great. We arrived early Wednesday morning and he met us well before check in time. Super easy to get a hold of during the arrival and booking process. With a large group would defiantly stay there again!

“The Flock” @ Copper Sky
Well appointed condo with amazing amenities! The hosts were always quick to respond and the place was exactly as advertised. We would 100% use this place again next time in Kelowna!

Sunset Suite: Downtown, AMAZING Views | Sleeps 6
Fantastic find and an amazing host. The location and views are better than what the pictures describe. Immaculately kept unit!

Okanagan Gem-King Bed-Gym-Pool & More @ Copper Sky
Thank you Joan!! We are so happy we stayed at Joan’s place! It was impeccably clean and extremely comfortable. The view of the mountains and lake from the balcony was stunning. The pool, steam room, hot tub and more was a lot of fun and made the trip extra special. Joan was kind, responsive and helpful throughout our whole journey. If we come back to Kelowna, without a doubt we would like to book here again.

LUXURY Dream Rental Suite - Playa Del Sol Resort.
Fantastic spot great location and great hosts. We needed a place quick as we sold ours and had a gap and it worked out perfectly well. Thanks again

Stunning Lakeside Villa
I would highly recommend this condo to anyone coming to osoyoos. The condo was clean and welcoming upon check in and the location is close to restaurants and entertainment. It’s located right across from the lake and had beautiful sunsets! I would most definitely stay here again!!

2 Bdrm 2 Bath Downtown Waterfront + Pool & Hot Tub
Beautiful home with all the necessary amenities for a few days stay. The view of Knox mountain is lovely and the neighborhood has several good restaurants and coffee shops nearby.

Downtown Lakeside Resort Getaway!
Wendy’s spot was beautiful and the perfect location for our holiday! Beds were comfortable, kitchen was stocked! Pool was amazing . Close walk to all the fun things including the beach! Highly recommend.
Destinations to explore
- Rentals with a washing machine and dryer Okanagan-Similkameen
- Villa rentals Okanagan-Similkameen
- Farm stay rentals Okanagan-Similkameen
- Rentals with lake access Okanagan-Similkameen
- Cabin rentals Okanagan-Similkameen
- House rentals Okanagan-Similkameen
- Rentals with a kayak Okanagan-Similkameen
- Rentals with beach access Okanagan-Similkameen
- Rentals with a hot tub Okanagan-Similkameen
- Hotel rentals Okanagan-Similkameen
- Smoking-friendly rentals Okanagan-Similkameen
- Rentals with outdoor seating Okanagan-Similkameen
- Rentals with a firepit Okanagan-Similkameen
- Rentals with an EV charger Okanagan-Similkameen
- Fitness-friendly rentals Okanagan-Similkameen
- Apartment rentals Okanagan-Similkameen
- Rentals with a fireplace Okanagan-Similkameen
- Private suite rentals Okanagan-Similkameen
- Cottage rentals Okanagan-Similkameen
- Ski-in/ski-out rentals Okanagan-Similkameen
- Rentals with a cinema Okanagan-Similkameen
- Family-friendly rentals Okanagan-Similkameen
- Beachfront rentals Okanagan-Similkameen
- Family-friendly rentals Okanagan-Similkameen
- Townhouse rentals Okanagan-Similkameen
- Rentals with a sauna Okanagan-Similkameen
- Pet-friendly rentals Okanagan-Similkameen
- Rentals with breakfast Okanagan-Similkameen
- Waterfront rentals Okanagan-Similkameen
- Rentals with a patio Okanagan-Similkameen
- Flat rentals Okanagan-Similkameen
- Boutique hotel rentals Okanagan-Similkameen
- Rentals with pools British Columbia
- Rentals with pools Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Okanagan-Similkameen
- Things to do British Columbia
- Tours British Columbia
- Nature and outdoors British Columbia
- Sports activities British Columbia
- Food and drink British Columbia
- Art and culture British Columbia
- Sightseeing British Columbia
- Things to do Canada
- Art and culture Canada
- Sports activities Canada
- Tours Canada
- Food and drink Canada
- Nature and outdoors Canada
- Wellness Canada
- Sightseeing Canada
- Entertainment Canada