
Vacation 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.
Vacation 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
Had a fabulous stay at Ann’s place. It’s a gem in Osoyoos—walking distance to the golf course and so close to many wineries. Ann truly thought of everything with the house, all the little things you need.

Summer Escape • Heated Pool • Perfect for Groups!
Its a very beautifully designed home. Has great amenities. Perfect for groups or kids.

Waterfront Oasis: Pool, Hot Tub, Pets Welcome
Perfect place to stay while in Kelowna for a wedding. The outdoor space is absolutely amazing- we spent so much time outside while here and it feels so private and peaceful- you’re right on a beautiful creek and a short walk down the road to a beautiful beach as well. Raheil was extremely helpful and made sure we had everything we needed! Would definitely come back here!

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

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.
Ed and Lisa went above and beyond to make our stay special. Their home is incredibly comfortable and we enjoyed our family vacation very much. We loved spending the day by the pool and the fire table provided lovely ambiance in the evenings. The kitchen is fully equipped for any cooking needs and we had a blast cooking a birthday brunch for our mom. The hot tub is hot and the pool is a perfect temperature and each were impeccably clean. Definitely reccomend for a family looking for a weekend getaway!

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.

Private Mountain Oasis - Pool, Hot-Tub, BBQ, View
Chad’s place was an awesome option for our group. It was incredibly spacious with multiple living areas as well as options for private working space. It was clean and tidy and came equipped with everything we could have needed. We definitely enjoyed having the great outdoor space, especially the hot tub which is a great amenity. Chad was a great host and made our stay very easy. We would definitely recommended this AirBnb to our friends will look to stay here again next time we are in Kelowna.
Condo 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!

*Joy's Chic Suite* | Girl's Trip Getaway | Hot Tub
This was a great find and close to all the key tourist locations. You will need a car to visit most locations so keep that in mind. The condo comes with 2 parking spots and is very spacious, clean, and well maintained. The amenities were also a big plus! The condo itself comes very well stocked with everything you need, comfortable beds, pillows, and towels. Overall a 10/10 spot!

“The Flock” @ Copper Sky
Justin’s place was a great getaway for me and my friends. we enjoyed the amenities he kept a nice clean space very helpful with the check in and instructions, would definitely book again when i come back.

Sunset Suite: Downtown, AMAZING Views | Sleeps 6
Beautiful views in a great condo with a fantastic location. Everything was as advertised, and I also appreciated Lindsey's communication and responsiveness. The 2 br, 2 bath condo is was very comfortable for our group, and we walked to coffee, lunch, dinner, ice cream, and outdoor markets multiple times while there. We didn't tire of direct view of the lake including the beach and bridge right from the balcony. We would certainly stay there again if it were available. Thanks for hosting us Lindsey!

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
This place was amazing and Debbie made it even better leaving us wine and lots of snacks! 10/10 would recommend staying here.

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.

Extended Stay Deals | The SHORE @ Barona Beach
Condo was very clean and very well stocked. Beds were comfy with nice linens. Kids loved the bunk room. I was very impressed with the clear instructions given prior to check in and check out. Made everything extremely easy.
Destinations to explore
- Pet-friendly rentals Okanagan-Similkameen
- Rentals with a fireplace Okanagan-Similkameen
- Smoking-friendly rentals Okanagan-Similkameen
- Rentals with a patio Okanagan-Similkameen
- Villa rentals Okanagan-Similkameen
- Rentals with a home theater Okanagan-Similkameen
- Rentals with an EV charger Okanagan-Similkameen
- Fitness-friendly rentals Okanagan-Similkameen
- Rentals with breakfast Okanagan-Similkameen
- Boutique hotel rentals Okanagan-Similkameen
- Rentals with a sauna Okanagan-Similkameen
- Beachfront rentals Okanagan-Similkameen
- Kid-friendly rentals Okanagan-Similkameen
- Townhouse rentals Okanagan-Similkameen
- Rentals with outdoor seating Okanagan-Similkameen
- Waterfront rentals Okanagan-Similkameen
- Hotel rentals Okanagan-Similkameen
- Condo rentals Okanagan-Similkameen
- Rentals with lake access Okanagan-Similkameen
- Rentals with beach access Okanagan-Similkameen
- Rentals with a hot tub Okanagan-Similkameen
- Farmstay rentals Okanagan-Similkameen
- Private suite rentals Okanagan-Similkameen
- Rentals with a washer and dryer Okanagan-Similkameen
- Apartment rentals Okanagan-Similkameen
- House rentals Okanagan-Similkameen
- Rentals with a kayak Okanagan-Similkameen
- Ski-in/ski-out rentals Okanagan-Similkameen
- Rentals with a fire pit Okanagan-Similkameen
- Family-friendly rentals Okanagan-Similkameen
- Cottage rentals Okanagan-Similkameen
- Cabin 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
- Sightseeing British Columbia
- Nature and outdoors British Columbia
- Art and culture British Columbia
- Food and drink British Columbia
- Tours British Columbia
- Sports activities British Columbia
- Things to do Canada
- Entertainment Canada
- Wellness Canada
- Tours Canada
- Food and drink Canada
- Art and culture Canada
- Sightseeing Canada
- Sports activities Canada
- Nature and outdoors Canada