
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.
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!

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

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.

Fantastic Lakeside Resort Getaway!
No Cleaning Fee. Easy self check in. Fully Licensed with Province and City. Well appointed, this 2 bed/2 full bath downtown oasis sleeps 6 comfortably If you are looking for markets, family fun activities, more than 30 wineries, concerts, plays and more, you've come to the right place! Discovery Bay is Kelowna's luxury resort in the heart of Downtown. Steps from breweries, wineries,shopping and amazing restaurants. 1 hr drive from Big White and Silverstar at a fraction of their room price

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".

Barona Beach Lakefront Condo
Welcome to Barona Beach! BARONA BEACH IS ONE OF THE FEW PROPERTIES NOT AFFECTED BY THE SHORT TERM RENTAL BAN IN BC. Located on 600’ of sandy beach and surrounded by orchards and nearby wineries. Relax and unwind in this private and quiet condo. Take advantage of the numerous amenities such as the heated pool, hot tub, well equipped gym or a treatment at the onsite spa. The unit is on the main floor and is fully stocked. You will enjoy the entire condo that overlooks the canal and lake.

2b/2ba Downtown Waterfront + Pool & Hot Tub
Relax in this gorgeous condo while enjoying breathtaking mountain views from large windows. We use all unscented, almost 100% natural cleaning products. Details below. This 5-star location is a quick stroll to the waterfront, hiking and biking trails, cafes, restaurants, shopping and arts district. The condo is fully equipped for an effortless stay. Enjoy private resort amenities: indoor & outdoor pools, hot tubs, fitness centre & steam room. Pets are welcome with approval.

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.

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.

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

Cozy Stay in Wine Country
Welcome to your relaxing retreat in the heart of Canada’s wine country! SoOak Cottage is Nestled in Oliver, this cozy stay offers the perfect blend of comfort and adventure. Steps from award-winning wineries and two world-class golf courses, it’s ideal for couples. Enjoy a private hot tub, fire pit, and access to a shared pool and Putting Green. Whether you’re sipping local wine or teeing off in the sun, your perfect getaway starts here.

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
House rentals with a pool

Beautiful, Private Home with Pool and Hot tub

Beautiful Naramata Oasis w Private Pool & Hottub

Canyon House Vacation Home BC license H147103718

Guest Suite Oasis

Wine Trail Retreat.

Urban Cottage, Private Heated Pool and Hot tub.

Beachview House

Family Friendly Cottage at the Poolside Retreat
Condo rentals with a pool

Amazing Beachfront Two Storey Condo

Incredible 2 bedroom condo w/Hot tub & great views

3 bedroom overlooking Okanagan Lake

Lakefront & Pool - 3br/2bath

Kali's Utopia

“The Flock” @ Copper Sky

Okanagan Gem-King Bed-Gym-Pool & More @ Copper Sky

Beachside Getaway! Pool and lake view
Other holiday rentals with a pool

Townhouse at Lakefront Resort with Pool, Boat slip

Stunning Lake View Pool/Hot Tub Outdoor Kitch

West Kelowna Beach Front Cottages16

Pool+HotTub | LakefrontHome |Peachland | Okanagan

Casa del Mar! Pool, Hot Tub & Lakefront Resort

The Great Osoyoos Escape

Waterfront Condo

Mountain Haven Lake & Scenic Vistas - CasaLoma
Destinations to explore
- Rentals with a patio Okanagan-Similkameen
- Guesthouse rentals Okanagan-Similkameen
- Family-friendly rentals Okanagan-Similkameen
- Rentals with an EV charger Okanagan-Similkameen
- Fitness-friendly rentals Okanagan-Similkameen
- Farmstay rentals Okanagan-Similkameen
- Villa rentals Okanagan-Similkameen
- Cottage rentals Okanagan-Similkameen
- Waterfront rentals Okanagan-Similkameen
- Boutique hotels Okanagan-Similkameen
- Rentals with a fire pit Okanagan-Similkameen
- Rentals with lake access Okanagan-Similkameen
- Private suite rentals Okanagan-Similkameen
- Rentals with beach access Okanagan-Similkameen
- Rentals with a hot tub Okanagan-Similkameen
- Condo rentals Okanagan-Similkameen
- Rentals with a fireplace Okanagan-Similkameen
- Beachfront rentals Okanagan-Similkameen
- Townhouse rentals Okanagan-Similkameen
- Rentals with breakfast Okanagan-Similkameen
- Rentals with a washing machine and dryer Okanagan-Similkameen
- RV rentals Okanagan-Similkameen
- House rentals Okanagan-Similkameen
- Rentals with a kayak Okanagan-Similkameen
- Cabin rentals Okanagan-Similkameen
- Rentals with a sauna Okanagan-Similkameen
- Ski-in/ski-out rentals Okanagan-Similkameen
- Hotel rooms Okanagan-Similkameen
- Rentals with outdoor seating Okanagan-Similkameen
- Smoking-friendly rentals Okanagan-Similkameen
- Bed and breakfasts Okanagan-Similkameen
- Pet-friendly rentals Okanagan-Similkameen
- Apartment rentals Okanagan-Similkameen
- Rentals with a home theatre Okanagan-Similkameen
- Rentals with pools British Columbia
- Rentals with pools Canada
- Okanagan Lake
- Apex Mountain Resort
- Kangaroo Creek Farm
- Black Mountain Golf Club
- Sagebrush Golf Club
- Knox Mountain Park
- Sunset Ranch Golf & Country Club
- Splash BC Water Parks (Kelowna Wibit)
- Kelowna Springs Golf Club
- Mission Creek Regional Park
- Wibit The Evolution Of Waterplay
- Baldy Mountain
- CedarCreek Estate Winery
- Douglas Lake
- Tower Ranch Golf & Country Club
- SpearHead Winery
- Burrowing Owl Estate Winery
- Red Rooster Winery
- Mt. Boucherie Estate Winery - West Kelowna
- Kismet Estate Winery
- Blue Mountain Vineyard and Cellars
- Tantalus Vineyards
- Liquidity Wines
- Three Sisters Winery




