Holiday rentals with a pool in Okanagan-Similkameen

'Suite Skaha Retreat' Modern Pool House (licensed)

This self contained, modern, renovated 'pool house' is a city inspected, licensed (#00112755) suite that offers a private setting, beautiful landscaping, including a real palm tree,🌴 pool and many sitting areas to enjoy the property. Located steps from Skaha Lake, below Skaha Bluffs Provincial Park and walking distance to Painted Rock Winery. Enjoy our kayaks and SUPs as well as a shed to lock your bikes/gear. Here's your opportunity to enjoy the Okanagan lifestyle and all it has to offer.

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. 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. Outside? Oh yes—sprawling patios, a sizzling BBQ, heated saltwater pool, and panoramic vineyard views. We’re right upstairs if you need anything—but otherwise, it’s your little piece of paradise.

Lakefront condo Barona Beach

Welcome to Barona Beach! BARONA BEACH IS ONE OF THE FEW PROPERTIES NOT AFFECTED BY THE SHORT TERM RENTAL BAN IN BC. This bright and cozy unit is on the third floor and has a spectacular view of the lake and canal. You can see the famous Mission Hill Winery Bell Tower from the bedroom window. Fully furnished and stocked for all your vacation needs. The bedroom features a queen bed and the living room has a comfortable pull out couch. Enjoy the pool, hot tub or lake which are just steps away.

Gorgeous Lake & Mountain views -

🌅 ONE-OF-A-KIND Corner Unit with Wrap-Around Balcony & Unobstructed Views 🌅 Step outside to an extra-large private deck, perfect for relaxing or entertaining, featuring: • No neighboring units looking in — rare privacy • Extra-large wrap-around balcony • BBQ, outdoor dining table & chairs • Comfortable outdoor couch 🏖️ Resort-Style Clubhouse Amenities • 2 pools (mid-May–Sept) • Gym • Games room (pool table & ping pong) • Tennis, pickleball & badminton • Oversized chess & putting green

Fantastic Lakeside Resort Getaway!

NO Cleaning Fee! 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, and high-speed WiFi. 2 pools with hot tubs, one open year round!

That Modern 70s Suite - Poolside Retreat

* LEGALLY LICENCED BY THE CITY OF KELOWNA- license number listed* Your reservation won't be cancelled due to the new legislations starting in May 2024 Welcome to the Garden Suite -This is a perfect getaway spot to the Okanagan! This is not your Grandma's house! Updated and modern 70's style suite - this space will take you back a few eras Enjoy a refreshing dip in the pool and a chilled glass of something local in Summer. Private garden entrance studio suite with private bath.

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

Charming Kelowna Retreat: Your Ideal Waterfront Escape! Experience this beautiful retreat featuring vaulted ceilings, a cozy fireplace, and serene willow-tree views. Enjoy a handcrafted hot tub, sparkling pool, and strolls to hidden beaches and the Mission Creek Greenway. With a chef’s kitchen and workspace, with exclusive use of all amenities, this oasis is perfect for families, couples, executives, and travel nurses seeking comfort and convenience. BL4094880

Luxury Penthouse Cathedral Loft with Lake View

Welcome to the cathedral loft with stunning lake views we will be undergoing a full renovation with over $100k in upgrades to be completed March 2026 Book your stay now!!! Centrally located downtown Kelowna with the ability to sleep up to 12 people. This desirable spot is ready to host you and your group for any occasion! Check out our modern space and see what else the Okanagan has to offer. Pool and amenities subject to seasonal & building requirements.

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

Poolside Retreat, private and tranquil mini resort

Welcome to our spacious, bright walk-out suite with high ceilings, situated on the lower level of our house, where we reside in a quiet Peachland setting, adjacent to farmland. Enjoy our seasonal pool, outdoor games area, badminton, and peaceful nights with no highway noise. In summer, soak up the sun; in winter, curl up by the cozy fireplace, watch a favourite movie on Netflix or Amazon or play a board game. Great for mature adults and families.