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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.

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Top Guest favourite
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, 139 reviews

Lakeview Oasis: Pool, Hot tub, Gym & Wineries

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 favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 128 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 favourite
Guest suite in Naramata
4.85 out of 5 average rating, 145 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.

Top Guest favourite
A modern kitchen and dining area is presented, featuring a spacious wooden dining table surrounded by black chairs. The kitchen includes stainless steel appliances and blue pendant lights. A large mirror is mounted on the adjacent wall, reflecting natural light that brightens the room.
Townhouse in West Kelowna
5 out of 5 average rating, 18 reviews

Waterfront Cottage for 6 + Boat Slip | Newport

The top vacation spot for families! Our beautifully appointed cottage is your opportunity to escape to a private waterfront oasis on the lake with a patio tucked away for a quiet retreat and some alone time. Enjoy spectacular shared amenities like a heated outdoor swimming pool, hot tub, access to 350 feet of beachfront and a dedicated boat slip with a hydraulic lift. This incredible location allows you to experience quiet serenity, warm Okanagan sunshine and waterfront luxury in one place.

Top Guest favourite
An indoor pool area features a turquoise pool surrounded by a smooth tile deck. Two rattan chairs are positioned nearby, complementing lush greenery that adds a serene touch. Sunlight streams through large glass block windows, illuminating the space and providing views into an adjacent cozy bedroom.
Guest suite in West Kelowna
5 out of 5 average rating, 58 reviews

Suite with private indoor pool and sauna

After a day of wine tasting and hiking, relax in your private infrared sauna, then cool off with a swim in the pool surrounded by tropical plants. Enjoy stunning views of Okanagan Lake and mountains from your private patio nestled among the pines. Downtown Kelowna is just a 10-minute drive away for local shopping and dining. When you're ready for rest, fall asleep to the peaceful sounds of nature on this quiet side street. Note: construction next door, noise may occur between 7am and 8pm

Guest favourite
Home in West Kelowna
4.82 out of 5 average rating, 33 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 favourite
Train in Oliver, BC V0H 1T5 Canada
4.99 out of 5 average rating, 120 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 favourite
Guesthouse in Kelowna
5 out of 5 average rating, 37 reviews

Carriage w/hot tub &pool. Close to wineries & golf

Slice of Paradise is a cozy private carriage home . Inside you’ll find a private bedroom with a comfortable new queen size bed for a restful night, in the living room is a new queen size pull-out couch. Fully equipped kitchen for all your cooking needs. Step outside to a private patio area, electric BBQ Enjoy the quiet pool area and relax in the sparkling hot tub. When renting we respect your privacy. The pool and hot tub will be yours only during your stay .

Top Guest favourite
Home in Kelowna
4.96 out of 5 average rating, 134 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 favourite
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, 467 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 favourite
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, 149 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

Guest favourite
A serene rooftop infinity pool is highlighted, with water extending toward a scenic view of Okanagan Lake. A lounge area with stylish seating is visible nearby, creating a tranquil atmosphere for relaxation under the clear blue sky.
Hotel room in Kelowna
4.88 out of 5 average rating, 250 reviews

2BR Spacious Resort Suite w/Rooftop Infinity Pool

This 1170 sq ft (approx.) luxury suite in downtown Kelowna backs directly on to Okanagan Lake. The suite includes a gourmet kitchen, dining area, living room, gas fireplace, and in-suite laundry. Relax in the rooftop infinity pool and hot tub with sweeping lake views of the valley below — the perfect ending to a day of exploration around the vibrant Okanagan Valley. Nightly parking charge of $24 for a single space.

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