Vacation rentals with a pool in Okanagan-Similkameen

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Top-rated rentals with a pool in Okanagan-Similkameen

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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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

5 out of 5 average rating, 68 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

The living area is designed with a blue couch facing a round white coffee table. Two patterned armchairs complement the space, which is brightened by natural light from large windows. Two decorative lamps are positioned beside a wall adorned with framed botanical prints.

Condo in Kelowna

4.91 out of 5 average rating, 153 reviews

Fantastic Lakeside Resort Getaway!

Enjoy this bright 2-bed/2-bath condo in the heart of Kelowna. Sleeps 6 with a king, queen, and queen sofa-bed. Cook in a full kitchen, relax by the gas fireplace, stream Netflix on the large TV, or sip morning coffee on the balcony. A very walkable neighbourhood with nearby parks, beaches, wineries, breweries, shops, and restaurants. Free self check-in, secure parking, in-suite laundry, central heat/air, high-speed WiFi, and no cleaning fee! Big White Ski Resort less than an hour's drive away.

Top guest favorite

A multi-story condominium complex is presented against a backdrop of rolling mountains and a clear blue sky. The expansive view reveals Okanagan Lake shimmering in the distance, surrounded by vibrant trees showcasing autumn colors.

Condo in West Kelowna

4.97 out of 5 average rating, 132 reviews

West Kelowna Save$ w/5Nites Chk-In 1-8pm + Hot Tub

Your semi-rural area REQUIRES A VEHICLE! (There's lots to see and do!) BONUS...Your inside parking is *FREE!* Enjoy LAKE & MOUNTAIN VIEWS and *FREE* AMENITIES like.. *4-SEASON HOT TUB *OUTDOOR POOL *GYM *PUTTING GREEN *CHESS *BASKETBALL *TENNIS *BADMINTON *PICKLEBALL *PING PONG *BILLIARDS You'll be staying at Copper Sky Resort-style Condos located in the centre of the Okanagan Valley. A vehicle is a MUST so you can really enjoy the Okanagan! Your hosts, Robert & Sandi WELCOME YOU!

Top guest favorite

Cottage in Osoyoos

4.97 out of 5 average rating, 118 reviews

Relax in Luxury at the Cottages

This luxurious, rancher style home features an open concept living space in one of the most convenient locations at the cottages! Enjoy your stay in a comfortable, spacious home with a large living space and large bedrooms. Smart TVs in every room with premium cable & Netflix included! Huge private patio to relax on and a sunroom to enjoy. Two paddle boards included! Beach wagon, beach chairs, beach tent. Less than 1 minute walk to the pool & park, 3 minutes to the beach. Double garage included

Top guest favorite

A serene outdoor setting features a large heated pool with lake views, surrounded by well-maintained greenery. A wooden table holds a bottle of sparkling wine, five glasses, and decorative candles, inviting relaxation. The mountains frame the background, adding to the peaceful ambiance.

Guest suite in West Kelowna

5 out of 5 average rating, 78 reviews

LEGAL Bright, Airy Suite w/Pool, Lake/Vnyd Views

Imagine opening french doors to a large, quiet pool with stunning lake & vineyard views. Set your own pace from this newly-renovated lower-level, walk-out suite with two comfy bedrooms, one bath (shower), full kitchen, indoor & outdoor seating areas & in-suite laundry. Best for those seeking a calm setting with everything at their fingertips. Steps to your first winery, mins to the water. (Pool June - Sept) A home-away-from-home in the off-season with discounted weekly/monthly rates. Lic. #9159

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, 106 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.

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 out of 5 average rating, 24 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

A bright and inviting living space features a comfortable seating area with a sofa and side table, complemented by a round dining table with white chairs. Large windows allow light to fill the room, with a view of the surrounding landscape and a flat-screen TV mounted on the wall.

Condo in West Kelowna

4.9 out of 5 average rating, 113 reviews

Peony Paradise - Copper Sky 2 Bdr W. Kelowna Gem

Need a break from life? Relax with the whole family at the peaceful Peony Paradise with Okanagan lake views. Amenities packed for all the sport enthusiasts, a pool and hot tub for relaxation after a long day. Lounge on the private patio and enjoy the sunset while dinner is on the grill. Close proximity to grocery stores, West Kelowna's charming wineries (Mt. Boucherie, Mission Hill, Quail's Gate, Frind) and beautiful hikes. Copper Sky is destination resort you don't want to miss.

Top guest favorite

A tranquil hot tub is surrounded by lush greenery and colorful plants. Three individuals relax in the water, enjoying the serene atmosphere. Comfortable loungers are visible in the background, enhancing the peaceful setting of the backyard oasis.

Home in Kelowna

4.95 out of 5 average rating, 101 reviews

Waterfront Oasis: Pool, Hot Tub, Pets Welcome

Charming Kelowna Retreat: Your Ideal Escape! Experience comfort with vaulted ceilings, a cozy fireplace, and Smart TV, all overlooking a willow-filled backyard oasis. Unwind in the handcrafted hot tub, swim in the pool, or kayak on Okanagan Lake. Just 5 minutes to a hidden beach and Mission Creek Greenway, close to wineries, golf, Kelowna General Hospital, and Okanagan College. Perfect for families, couples, executives, or travel nurses. Your peaceful getaway awaits! BL4094880

Top guest favorite

A spacious living and dining area features a light-colored sectional sofa draped with a warm throw. A large wooden dining table surrounded by white chairs and black accent chairs is complemented by woven pendant lights above. Bright natural light streams through double doors.

Home in Osoyoos

4.98 out of 5 average rating, 48 reviews

Oliver Oasis, Cab Franc: great swim spa & views!

New listing! Welcome to your home in the heart of Wine Country! Enjoy a dip in the heated 16-person swim spa, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -completely renovated, with amazing outdoor patio overlooking vineyards -smart TVs in all 5 bedrooms -in-home gym to work off those wine calories -pool table for hanging with friends and family *Per regulations, this property is registered in BC

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, 431 reviews

Downtown Lakefront Condo - Amazing Views BN82776

Business License Valid Through 2025 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 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 West Kelowna

4.85 out of 5 average rating, 139 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