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Vacation 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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The three-story house features a contemporary design with multiple balconies overlooking the surroundings. A two-car garage at the front provides accessible parking, while outdoor seating areas invite relaxation. The landscape includes minimal greenery, enhancing the home’s connection with the natural environment.
Home in Osoyoos
4.91 out of 5 average rating, 22 reviews

The Great Osoyoos Escape

Bring the whole family to our Great Escape, a spacious sanctuary with sprinkles of fun for the whole group w/ Lakeview. A true vacation home w/ brand new everything is guaranteed to have you pleased. The Osoyoos Cottages offers a little something for everyone. Walk down to the private lake, skip over to the pool & hot tub, get a quick workout in, take the kids to the playground, or stay in to enjoy the many beautiful features of our home. Come back refreshed and relaxed, it would be hard not to.

Top guest favorite
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 favorite
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 favorite
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.

Guest favorite
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.
Condo in West Kelowna
4.9 out of 5 average rating, 113 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 favorite
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 favorite
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 favorite
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 favorite
Home in Kelowna
4.95 out of 5 average rating, 103 reviews

Waterfront Oasis: Pool, Hot Tub, Pets Welcome

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, workspace, EV charger, and full family amenities, this oasis is perfect for families, couples, executives, and travel nurses seeking comfort and convenience. BL4094880

Top guest favorite
Cottage in Kelowna
5 out of 5 average rating, 100 reviews

Best time to book, 2026 now open for bookings!

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.

Guest favorite
A cozy balcony area is depicted, featuring a comfortable seating arrangement around a fire table. In the background, the horizon reveals a colorful sunset over the water, with the reflections mirrored in the calm water's surface. Lush trees provide a serene setting.
Condo in Kelowna
4.92 out of 5 average rating, 431 reviews

Downtown Lakefront Condo - Amazing Views BN82776

Business License Valid Through 2025 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

Top guest favorite
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, 45 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.

Popular amenities for Osoyoos rentals with a pool

When is the best time to visit Osoyoos?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ518ﺩ.ﺇ510ﺩ.ﺇ510ﺩ.ﺇ558ﺩ.ﺇ595ﺩ.ﺇ705ﺩ.ﺇ936ﺩ.ﺇ918ﺩ.ﺇ712ﺩ.ﺇ533ﺩ.ﺇ521ﺩ.ﺇ477
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Quick stats about vacation rentals with a pool in Osoyoos

  • Total vacation rentals

    Explore 40 vacation rentals in Osoyoos

  • Nightly prices starting at

    Osoyoos vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 1,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Osoyoos vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Osoyoos rentals

  • 4.8 Average rating

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