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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.
Condo in West Kelowna
4.97 out of 5 average rating, 133 reviews

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!

Top Guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 119 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
A vibrant palm tree is positioned beside a spacious swimming pool, reflecting the clear blue sky above. Lush greenery lines the perimeter of the pool area, with mountains visible in the background, creating a serene outdoor environment for relaxation.
Tiny home in Penticton
4.95 out of 5 average rating, 153 reviews

'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.

Guest favourite
A cozy living area features a stone fireplace with a glowing fire and a mounted television displaying the flames. A wicker chair sits next to a wooden coffee table, while a rustic side table complements the space.
Condo in Kelowna
4.88 out of 5 average rating, 136 reviews

323 Snowghost Inn

THIS CONDO IS NOT IN KELOWNA. IT IS AT BIG WHITE SKI RESORT. Top floor, cozy, comfortable one bedroom suite within eyesight of Big White Ski Hill, Village center. Very comfortable Futon fold down couch in living room. 43 and 38 inch tv’s. All amenities in kitchen, including tassimo coffee machine. Three inch thick feather bed on futon for comfort. Ski locker fifteen feet from ski run. Indoor Hot tub and swimming pool, pool table, foos ball table….and universal gym! See pics.

Top 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, 240 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.

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, 114 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
A spacious living and dining area features a light-colored sectional sofa draped with a warm throw. A large wooden dining table surrounded by white chairs and black accent chairs is complemented by woven pendant lights above. Bright natural light streams through double doors.
Home in Osoyoos
4.98 out of 5 average rating, 48 reviews

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

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.

Top Guest favourite
Home in Kelowna
4.95 out of 5 average rating, 105 reviews

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

Top Guest favourite
Cottage in Kelowna
5 out of 5 average rating, 102 reviews

Happy New Year! Time to book 2026 dates!

Welcome to Jasmine Cottage, Kelowna 3 bedroom, 2 bath - Step into our fully equipped cottage, where breathtaking lake and mountain views set the stage for unforgettable memories. Dive into fun with seasonal pools, hot tubs, tennis/pickleball courts, mini golf, volleyball, and private late. Let the kids enjoy the playground and soak up the sun on our lake sundecks. One dog is permitted, subject to approval at the time of booking, with a paid pet fee.

Top 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.
Apartment in Osoyoos
4.91 out of 5 average rating, 46 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.

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, 22 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

Popular amenities for Osoyoos rentals with a pool

When is the best time to visit Osoyoos?

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Avg. price$211 AUD$208 AUD$208 AUD$227 AUD$242 AUD$287 AUD$381 AUD$374 AUD$290 AUD$217 AUD$212 AUD$194 AUD
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Quick stats about holiday rentals with a pool in Osoyoos

  • Total holiday rentals

    Explore 40 holiday rentals in Osoyoos

  • Nightly prices starting at

    Osoyoos holiday rentals start at $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Osoyoos holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Osoyoos rentals

  • 4.8 Average rating

    Osoyoos stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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  3. British Columbia
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