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.

1 of 1 pages1 / 1
Top guest favorite
A serene outdoor space features a swimming pool with a basketball hoop, surrounded by comfortable lounge chairs. The vibrant sunset casts a warm glow over the water, offering expansive views of Okanagan Lake and the distant hills.
Guest suite in West Kelowna
4.99 out of 5 average rating, 102 reviews

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge

Breathtaking lakeview mini-resort with spectacular views from almost every room, Enjoy a complete outdoor kitchen, heated pool with Waterslide( open May long weekend till September 30), traditional outdoor sauna, 6 person+ hot tub (open year around) , indoor infrared sauna, gym, air hockey, ping pong table, COLD PLUNGE foosball table, and trampoline. All bedrooms have king size beds. There are 3 full bathrooms and a laundry room with a washer and dryer. Our home is steps away from wineries.

Guest favorite
A scenic waterfront view is presented from a balcony featuring comfortable seating and a dining table. Trees with autumn foliage frame the serene lake, while mountains rise in the distance under a clear sky.
Condo in West Kelowna
4.85 out of 5 average rating, 115 reviews

3 Bdrm Wine Country Luxury Waterfront Condo

Stunning views, beautiful grounds, this waterfront condo located along the Westside Wine trail, walking distance to world-class wineries and minutes to all the amenities. 3 bedrooms 2 full baths and fully equipped kitchen. Comes with an underground parking stall and elevator or stair access from the parkade up to the unit! Outdoor pool, hot tub, and private beach. Oh, did we mention the gym, cardio machines, & weights. please note Pool and Hot tub open May long weekend to Thanksgiving weekend.

Top guest favorite
Guest suite in Naramata
4.86 out of 5 average rating, 152 reviews

Naramata Vineyard . Heated Pool . Walk to Wineries

Welcome to your vineyard escape! Our bright, comfy 1,500 sq. ft. suite is tucked beneath the vines and just a lazy stroll from amazing local wineries. This property is not suitable for children under 12. You’ll have two queen bedrooms (one private, one semi), a full bathroom, and a spacious open area with a living room, dining area, and kitchenette. Sprawling patios, a BBQ, pool, and vineyard views. We’re right upstairs if you need anything—otherwise, it’s your little piece of paradise.

Guest favorite
Vacation home in Penticton
4.83 out of 5 average rating, 100 reviews

Hotel with Private Large Home

Master bedroom with two queens, bathroom & walk in closet Two bedrooms with single Queens each Main bathroom with tub Residential kitchen Dining room Living room 2 x 50 inch tv’s Deck with seating and bbq House sleeps 8 comfortably. Pub/liqour store right beside plus close to all shopping centres. Quiet area 1.5km from skaha beach. Bus stop next door. Business name: Apple Tree Inn House is separate from the Inn. Pool shared with property. Seasonal pool. Property number: 250-492–3029

Top guest favorite
A modern outdoor area features a solar-heated infinity pool surrounded by lounging chairs. A shaded seating area with comfortable furniture and elegant drapes is visible. Scenic views of the surrounding landscape are complemented by greenery in the background.
Guesthouse in Penticton
5.0 out of 5 average rating, 35 reviews

Wine with a View

We are delighted to share with you our little piece of heaven. Spectacular views of Okanagan Lake and rolling vineyards from your own balcony. Tastefully decorated with modern furniture, art work and luxurious bedding. Little extras include fireplace, king size bed, AC and plush robes. Shared outdoor solar heated infinity pool available seasonally. Located between Penticton and Naramata close to the KVR bike trail. Complimentary bottle of wine on arrival. Enjoy your "Wine with a View".

Guest favorite
Home in West Kelowna
4.81 out of 5 average rating, 48 reviews

Pool, Hot Tub, Private Vineyard & Lake Views

Welcome to SUNVIEW! Quintessentially Kelowna B&B! Enjoy some of the most stunning lake and vineyard views from our 20’ crystal clear seasonal above ground pool, or our year-round 8 person Jacuzzi hot tub, or our spacious patio, or one of our many bedrooms. No matter which window you look out of at SUNVIEW you are sure to either see a luscious vineyard or that calming Okanagan Lake water. Minutes to some of Okanagan’s most notable wineries or a short drive to Downtown Kelowna.

Top guest favorite
Train in Oliver
4.99 out of 5 average rating, 133 reviews

Runaway Express Coach

Our little caboose seems to have escaped the Kettle Valley Rail Line; offering a slice of peaceful, mountain retreat. The passengers whistle with pleasure as they rest in the queen size luxury bed. Tucked away amongst the rocks, pines and burbling creek; the cute woodstove brings it together as a cozy place for dreaming. In the past two years the railroad tycoons staying here have always rated us 5 stars on cleanliness. Includes business ready wifi speeds of 350 mbps.

Top guest favorite
Home in Kelowna
4.97 out of 5 average rating, 144 reviews

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Waterfront Retreat on Mission Creek with Pool & Hot Tub. Launch a kayak from the backyard and reach Okanagan Lake in under 100 metres. Relax beneath majestic willow trees, unwind in the handcrafted hot tub, cool off in the pool, or gather around the firepit. Inside, enjoy vaulted ceilings, a cozy fireplace, and a fully equipped kitchen. Family- and pet-friendly, minutes from beaches, the Greenway, wineries, golf courses and downtown Kelowna. BL409488.

Top guest favorite
A cozy balcony area is depicted, featuring a comfortable seating arrangement around a fire table. In the background, the horizon reveals a colorful sunset over the water, with the reflections mirrored in the calm water's surface. Lush trees provide a serene setting.
Condo in Kelowna
4.92 out of 5 average rating, 487 reviews

Downtown Lakefront Condo - Amazing Views BN82776

Business License Valid Through 2026 Indoor and outdoor pools 2 bedroom (2nd bedroom converted from a den) 1 bathroom with standing shower Updated kitchen with stainless steel appliances and granite countertops 2 balconies facing east and west Wifi & Telus TV with Crave & HBO + Chromecast Laptop friendly working space with monitor Washer and dryer Coffee + Espresso Machine 1 underground parking space Central location in Kelowna's downtown waterfront

Top guest favorite
A private heated pool is featured, overlooking sprawling vineyard views and distant hills. The sun illuminates the scene, casting reflections on the tranquil water surface. The patio area is bordered by manicured grass, enhancing the serene outdoor setting.
Home in Oliver
4.98 out of 5 average rating, 53 reviews

Oliver Oasis, Merlot: great pool, hot tub & views!

Welcome to your vacation home in the heart of Wine Country! This property has something for everyone in your crew, whether its a dip in the pool or hot tub, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -smart TVs in bedrooms -private heated pool and *Just Added* new Calspa hot tub Please Note: pool open mid-May - Oct. *Per regulations, this property is registered in BC

Top guest favorite
A private pool area features a turquoise-blue swimming pool surrounded by a spacious concrete deck. Comfortable seating is provided with blue lounge chairs and a cozy outdoor sofa set. Lush greenery and colorful flowers enhance the garden-like atmosphere.
Home in Westbank
4.92 out of 5 average rating, 128 reviews

Beautiful suite with pool (open till Oct 1st)

Hi there My husband Darrel and I live with our four kiddos, 2 energetic boys aged 11 and 9, and our beautiful girls aged 4 and 1, with our sheltie on a beautiful and quite street in West Kelowna. My husband is Canadian and has lived in Kelowna for over 20 years so can help you with directions, fun activities to do and much more. I am from the Netherlands (can speak Dutch) and have been in Canada 14 years now. Absolutely love it!

Guest favorite
A well-maintained pool area is displayed, featuring clear blue water surrounded by a spacious deck. Lush greenery and flowering plants add color to the landscape, while a stunning view of the lake and distant mountains is visible in the background.
Home in Westbank
4.84 out of 5 average rating, 154 reviews

Sunny Mediterranean Influence

The perfect vacation home. Wineries, parks, beaches, views, pool, garden, grocery and liquor stores are all within a short walk or drive. Spacious layout and plenty of parking space. Property is just over an hour away from beautiful Big White Ski Hill in Kelowna and Apex Ski Hill in Penticton. And about 20 minutes away from Telemark Nordic Cross Country Skiing and Snowshoe trails right in West Kelowna. West Kelowna BL# - 8748

Popular amenities for Okanagan-Similkameen rentals with a pool

Destinations to explore