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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

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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 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, 132 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.Ā  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, 118 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
Two white Adirondack chairs are positioned on a concrete patio. The chairs face a sandy beach leading to a calm lake, with gentle waves visible. Beyond the lake, mountains rise under a clear blue sky, creating a serene outdoor setting.
Home in Oliver
4.92 out of 5 average rating, 50 reviews

Osoyoos Beachside Cottage *Almost lakefront!* #83

The Beachside Cottage is a luxurious 2500sqft 4 bedrooms / 2.5 bathrooms home located just a few steps to the beach on a dead end street in a quiet relaxing area. Enjoy views of the lake while reading a book or having your morning coffee. Amazing beach with swimming area. Pathways to stroll. Spend the evening down at the beach and enjoy smores around one of the fire pits. Wineries and fruit stands nearby. Large common pool area, 2 hot tubs, clubhouse & gym. Boat slip available as well for rent.

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 spacious view captures the outdoor heated pool alongside an inviting hot tub, with lush greenery and pathways surrounding the area. In the distance, Osoyoos Lake and mountains are visible under a clear blue sky, enhancing the serene lakeside environment.
Flat in Osoyoos
4.96 out of 5 average rating, 49 reviews

Lakeshore Villas Resort - Lake Front Condo

The lake front condo is a 3 bedroom / 2 bathroom 1380 sq. ft home located on the quieter side of Osoyoos lake. With sweeping views of the lake from the two large balconies with Weber BBQ, dining, and lounge seating. Condo is located across the street from the beach, and outdoor heated pool, hot tub, and gym. The Pool is open from May long weekend to Thanksgiving. Posted rates from October through March are based on 1 or 2 guests, additional cost for more guests. Snowbirds Welcome

Top guest favourite
A tranquil hot tub is surrounded by lush greenery and colorful plants. Three individuals relax in the water, enjoying the serene atmosphere. Comfortable loungers are visible in the background, enhancing the peaceful setting of the backyard oasis.
Home in Kelowna
4.95 out of 5 average rating, 101 reviews

Waterfront Oasis: Pool, Hot Tub, Pets Welcome

Charming Kelowna Retreat: Your Ideal Escape! Experience comfort with vaulted ceilings, a cozy fireplace, and Smart TV, all overlooking a willow-filled backyard oasis. Unwind in the handcrafted hot tub, swim in the pool, or kayak on Okanagan Lake. Just 5 minutes to a hidden beach and Mission Creek Greenway, close to wineries, golf, Kelowna General Hospital, and Okanagan College. Perfect for families, couples, executives, or travel nurses. Your peaceful getaway awaits! BL4094880

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.

Guest favourite
A modern three-story home with a light gray exterior and large windows. The building features two spacious decks with glass railings. A two-car garage is visible, alongside a stone pathway leading to the entrance. The surrounding landscape includes natural hills and gravel.
Home in Osoyoos
5 out of 5 average rating, 24 reviews

Serenity Home In Osoyoos

Enjoy the cottage life in beautiful Okanagan wine country. This peaceful home and the surrounding vicinity will have everything you ever wanted in lake gateway. The Osoyoos Cottages offers a beautiful private lake w/ volleyball courts, a pool/playground that kids will love and a gym for all your workouts. Or take a step-back and enjoy your lazy days on the dual deck set-up at the Serenity Home. We welcome you and your family to come stay in our home!

Guest favourite
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.
Apartment 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

Popular amenities for Osoyoos rentals with a pool

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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 £23 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Osoyoos holiday rentals include wifi 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!

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