Holiday rentals with a pool in Osoyoos

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Osoyoos

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.
Apartment in West Kelowna
4.97 out of 5 average rating, 129 reviews

West Kelowna HotTub Save$ w/4 Nights, Chk-In 1-8pm

Your semi-rural area REQUIRES A VEHICLE! (There's lots to see and do!) BONUS...Your underground parking is *FREE!* Enjoy LAKE & MOUNTAIN VIEWS and *FREE* AMENITIES like.. *POOL *HOT TUB *GYM *PUTTING GREEN *BASKETBALL *TENNIS *BADMINTON *FOOSBALL *PICKLEBALL *PING PONG 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; like the locals! Your hosts, Robert & Sandi, WELCOME YOU!

Top guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 117 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

Guest favourite
A modern living area is displayed, featuring a flat-screen television mounted above a stylish linear electric fireplace. The large window provides a panoramic view of the surrounding landscape, showcasing the hills and water beyond. Natural light brightens the space, creating a welcoming ambiance.
Flat in Westbank
4.91 out of 5 average rating, 128 reviews

Gorgeous Lake & Mountain views -

Our place is the ONLY one bedroom corner-unit with wrap-around balcony and amazing view on Airbnb, and you've found it! We overlook the clubhouse on the 3rd floor, so you will NOT have other units looking in on you, and the view is UNOBSTRUCTED! Extra large deck, with bbq, dining table and chairs, outdoor couch. The Clubhouse has 2 pools, gym,, pool table/ pingpong, tennis, badminton, pickleball, oversized chess, and putting green. Pools are typically open mid-May to end of Sept.

Guest favourite
The cabin features a rustic wooden exterior with a covered porch. A circular fire pit made of natural stones is surrounded by log seating. Lush, green grass and trees provide a serene outdoor setting adjacent to the cabin.
Cabin in Rock Creek
4.82 out of 5 average rating, 237 reviews

Paradise on the River Cabin Retreat -Seasonal Pool

Plenty of space to explore, enjoy, and relax. You can raft down the river, enjoy the pool, trampoline, barbeque, have a campfire, play games. Golfing is located across the street. Close to the Trans Canada Trail. Covid safe, special cleaning procedures in place, social distancing, no contact check-in process. If you'd like to book a longer stay there is a weekly special 15 % off, monthly special 40% off. 11 acres of amazing views, and fresh air make this truly a paradise by the river.

Guest favourite
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.
Apartment in West Kelowna
4.9 out of 5 average rating, 107 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 favourite
A charming outdoor area is illuminated by warm string lights, casting a gentle glow over the space. Surrounding trees and flowering plants add a natural ambiance against the twilight sky, with the cozy silhouette of the caboose visible nearby.
Train in Oliver, BC V0H 1T5 Canada
4.99 out of 5 average rating, 112 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
Cottage in Osoyoos
5 out of 5 average rating, 55 reviews

3BR Cottage on Osoyoos Lake w/ Pool + Hot Tub.

Enjoy a relaxing stay at one of the best locations at The Cottages just steps away from Osoyoos Lake! Drink your morning coffee and evening wine in the beautiful sunroom or spread out in the open concept kitchen and living area. Take full advantage of the nearby private beach, clubhouse, pool, hot tubs and gym. Located 15 mins outside of Osoyoos and just minutes to some of Canada's best wineries surrounding nearby Oliver, you're sure to make lasting memories.

Guest favourite
The outdoor pool area is surrounded by lounge chairs and features a curved design. The backdrop includes several orange-hued buildings with balconies, and landscaped greenery enhances the setting. The tranquil pool reflects the sky and offers a relaxing atmosphere for guests.
Flat in Osoyoos
4.91 out of 5 average rating, 43 reviews

Osoyoos lakefront paradise

Bring the whole family to this great place with lots of room for fun. 1383 sq. ft. top floor elevator access condo. Stunning lake and mountain views, three bedrooms, two bathrooms, two patios, in suite laundry, 10' ceilings, A/C, Internet, Optic Apple TV, BBQ, fully furnished, fully equipped, Pool (May to Oct), Hot tub (May to Oct), Gym, steps to lake and private dock, boat slips available to rent. AVAILABLE FOR SNOWBIRDS FOR WINTER 2025/2026.

Top guest favourite
Guest suite in Peachland
4.88 out of 5 average rating, 290 reviews

Poolside Retreat, private and tranquil mini resort

Welcome to our spacious, bright walkout suite with high ceilings situated on the lower floor of our house, where we live, in a quiet Peachland setting, next 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.

Top guest favourite
An open-concept living space is illuminated by natural light through large windows, offering expansive views of the surroundings. A modern kitchen island is equipped with seating, while a cozy living area features a comfortable sofa. A dining area is situated nearby, enhancing the spacious feel.
Home in Osoyoos
5 out of 5 average rating, 21 reviews

Eagle View Cottage #243

Welcome to your dream getaway! This stunning 4-bedroom, 4-bathroom cottage offers unobstructed views, luxurious amenities, and everything you need for a relaxing stay. ✨ Key Features: ✔️ Spacious & Stylish – Modern design with quartz countertops and a huge sit-up island ✔️ Two Master Suites – Perfect for multiple families or groups ✔️ Golf Cart Included – Explore the community with ease ✔️ Two Living Rooms – Plenty of space for everyone

Guest favourite
A private heated pool is featured, overlooking sprawling vineyard views and distant hills. The sun illuminates the scene, casting reflections on the tranquil water surface. The patio area is bordered by manicured grass, enhancing the serene outdoor setting.
Home in Oliver
5 out of 5 average rating, 43 reviews

Oliver Oasis, Merlot: great pool, hot tub & views!

Welcome to your vacation home in the heart of Wine Country! This property has something for everyone in your crew, whether its a dip in the pool or hot tub, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -smart TVs in bedrooms -private heated pool and *Just Added* new Calspa hot tub Please Note: pool open mid-May - Oct. *Per regulations, this property is registered in BC

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 Gellatly
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

Popular amenities for Osoyoos rentals with a pool

Quick stats about holiday rentals with a pool in Osoyoos

  • Total rentals

    40 properties

  • Nightly prices starting at

    £22 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace