Holiday rentals with a pool in Okanagan-Similkameen

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

Bright, Airy Suite w/Pool, Lake & Vineyard 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

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.

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.

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

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".

Beautiful suite with pool (open till Oct 1st)

Hi there My husband Darrel and I live with our four kiddos, 2 energetic boys aged 10 and 8, our beautiful little daughters who are 4 years old and 1 month and with our sheltie and kitty 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 10 years now. Absolutely love it!

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.

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.

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

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

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.