Holiday rentals with a pool in Osoyoos

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.

4.97 out of 5 average rating, 131 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!

4.97 out of 5 average rating, 118 reviews

Cottage in Osoyoos

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

4.93 out of 5 average rating, 15 reviews

An outdoor patio is framed by a pergola adorned with greenery. Comfortable seating is arranged around a dining table, surrounded by planters with vibrant flowers. The grassy area complements the villa's colorful exterior, offering a welcoming space for relaxation and socializing.

Townhouse in Osoyoos

Lakefront Villa - Your Perfect Vacation!

This beautiful 2 bedroom/2 bathroom 925sqft ground floor villa is located lakeshore in Osoyoos, BC with prestige golf courses & BC’s best wine region close by. The villa is an easily accessible ground floor townhouse with direct lake access & ample outdoor living space. With central A/C, heated pool, hot tub, fitness center, private dock & sandy beach, there truly is something for everyone! Fully equipped kitchen & laundry with cable & internet incl. Summer Rental (Sat-Sat) Off Season (flex)

4.92 out of 5 average rating, 50 reviews

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

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.

4.96 out of 5 average rating, 51 reviews

A well-maintained cottage exterior is showcased, featuring a light-colored facade and a prominent front entry. The garage door is painted in a warm red hue, harmonizing with the surrounding landscaped garden and driveway. Neighborhood homes can be seen in the background under a clear blue sky.

Cottage in Osoyoos

The Lakehouse/Snow Vacation Rental

Welcome to 'The Lakehouse'. Strategically placed in the Meadows at the end of the street bordering greenspace and trails. It is a minute walk to the pool and amenities building and only minutes from the beach. Our Cottage is spacious and modern, fully stocked with all the necessities and beyond. Let this be your home away from home and enjoy this space as much as we do. We've partnered with Baldy Mountain Resort and offer lift ticket discounts. Longer term rentals in the off season available.

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.

4.88 out of 5 average rating, 133 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.

5 out of 5 average rating, 47 reviews

An inviting outdoor area features a sparkling pool surrounded by lush greenery and vibrant flowers. A hot tub is visible nearby, while shaded seating under umbrellas provides a relaxing spot. The expansive views include rows of vineyards leading to a serene lake and distant mountains.

Chalet in Naramata

Luxurious Vineyard Retreat With Pool & Lake Views

Our Little Wine Farm is an oasis for the simple pleasures - family feasts, games with friends, strolls in the vines, and floating in the pool. Serene 10 acre vineyard setting with stunning lake views and expansive outdoor areas. Modern home, stocked kitchen, lawn/board games, ping-pong, gym, Peloton, sauna, fire pit, and EV charging. Walking distance to outstanding wineries and restaurants. * Check-ins Thursday/Friday only (excluding stays of 7+ days) * No weddings/stag(ette)s/parties

4.82 out of 5 average rating, 239 reviews

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

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.

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.

4.9 out of 5 average rating, 112 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.

Train in Oliver, BC V0H 1T5 Canada

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.

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.

4.98 out of 5 average rating, 48 reviews

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

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

5 out of 5 average rating, 22 reviews

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

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 21 reviews

An outdoor space is showcased featuring a rectangular swimming pool surrounded by a deck equipped with lounge chairs and umbrellas. Lush greenery and tall trees frame the area, creating a private atmosphere. A distant seating area is visible, providing additional options for relaxation.

Home in Naramata

Beautiful Naramata Oasis w Private Pool & Hottub

An outdoor pool is illuminated in soft blue light, surrounded by trees that create a serene backdrop. The evening sky is visible, with hints of darkness mixed with distant city lights. Lounge chairs can be seen near the edge of the pool.

4.99 out of 5 average rating, 80 reviews

Wine Trail Retreat.

4.85 out of 5 average rating, 139 reviews

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

Sunny Mediterranean Influence

A private backyard is showcased with a heated pool, surrounded by comfortable seating and an umbrella-covered table. Warm sunset colors fill the sky, while soft lighting highlights the landscaped area. A hot tub is visible near the wall, enhancing the serene outdoor setting.

5 out of 5 average rating, 46 reviews

Urban Cottage, Private Heated Pool and Hot tub.

Superhost

An outdoor patio area is presented, featuring a large table accompanied by four chairs. A barbecue grill is positioned nearby, and an umbrella provides shade. The house showcases an architectural design with multiple triangular windows, allowing for ample natural light.

4.62 out of 5 average rating, 136 reviews

4 beds Kelowna Entire house pets ok lake wow hurry

Superhost

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

4.98 out of 5 average rating, 54 reviews

A spacious bungalow is displayed against a clear blue sky, featuring a light gray exterior and a well-manicured front yard. The driveway leads to the covered entrance, flanked by lush shrubs and greenery, with a garage visible to the left.

Home in Oliver

The Primrose Lane Bungalow

4.81 out of 5 average rating, 26 reviews

An expansive saltwater pool is surrounded by lounge chairs and shaded seating under a gazebo. Lush greenery and scenic views of Okanagan Lake enhance the space, while clear blue skies complement the serene atmosphere, inviting relaxation and enjoyment.

Home in Naramata

Stunning Vineyard Haven: Home w/ Hot Tub and Pool!

Apartment rentals with a pool

Apartment in McKinley East

A wide-angle view captures the scenic landscape alongside the Okanagan Lake, featuring a marina with boats and a residential area nestled among trees. The hills in the background rise gently, providing a serene backdrop to the water below under a clear blue sky.

5 out of 5 average rating, 57 reviews

McKinley Beach Lakeside2Bed 2Bath, Private Hot Tub

A modern living area showcases a light-filled space with a large window offering views. A cozy sectional sofa faces a streamlined coffee table, complemented by a soft area rug. A fireplace is integrated into the design, and decorative elements include plants and wall art.

4.92 out of 5 average rating, 193 reviews

Luxury Penthouse Cathedral Loft with Lake View

A scenic view of a shimmering lake is framed by lush greenery and hills in the background. The foreground features a canal bordered by trees, while a neighboring building with orange accents is visible, completing the picturesque lakeside landscape.

4.8 out of 5 average rating, 171 reviews

Lakefront condo Barona Beach

The open-concept kitchen and dining area features dark wood cabinetry and stainless steel appliances. A central island provides additional counter space. A dining table accommodates several guests, while large glass doors lead to an outdoor space, allowing natural light to brighten the room.

4.86 out of 5 average rating, 131 reviews

Kali's Utopia

An open-concept kitchen area features granite countertops and modern lighting fixtures. A comfortable seating area with a sectional sofa is visible in the background, alongside a large window that allows natural light to fill the space. Decorative elements add a touch of style to the ambiance.

4.98 out of 5 average rating, 114 reviews

“The Flock” @ Copper Sky

An open-concept living area features a lounge with a black sectional sofa, a dining table with four yellow plates, and a modern kitchen equipped with stainless steel appliances. A flatscreen TV is visible, and a doorway leads to a bedroom. Large windows provide natural light.

4.96 out of 5 average rating, 123 reviews

LUXURY Dream Rental Suite - Playa Del Sol Resort

4.93 out of 5 average rating, 152 reviews

2b/2ba Downtown Waterfront + Pool & Hot Tub

The living area is designed with a blue couch facing a round white coffee table. Two patterned armchairs complement the space, which is brightened by natural light from large windows. Two decorative lamps are positioned beside a wall adorned with framed botanical prints.

4.91 out of 5 average rating, 153 reviews

Fantastic Lakeside Resort Getaway!

Other holiday rentals with a pool

5 out of 5 average rating, 24 reviews

A charming cottage exterior showcases a red and white color scheme, framed by manicured landscaping. Pathways lined with shrubbery lead to the entrance, which features generous windows allowing for ample natural light. The backdrop presents a subtle, mountainous landscape.

Cottage in Oliver

The Lake Cottage - a family-friendly getaway!

A cozy living area is highlighted by large windows that provide ample natural light and views of the mountains. A stone fireplace is centered between two comfortable gray sofas, and a round coffee table rests on a textured area rug, enhancing the inviting ambiance.

4.98 out of 5 average rating, 86 reviews

📍Vacation Mode Cottage w/Hot tub, Pool/Lake Views!

4.96 out of 5 average rating, 49 reviews

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

Lakeshore Villas Resort - Lake Front Condo

Guest suite in Lakeview Heights

A serene outdoor space features a swimming pool with a basketball hoop, surrounded by comfortable lounge chairs. The vibrant sunset casts a warm glow over the water, offering expansive views of Okanagan Lake and the distant hills.

5 out of 5 average rating, 67 reviews

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge

5 out of 5 average rating, 26 reviews

A spacious outdoor lounge area is presented with a sectional sofa and a fire pit, offering captivating views of Lake Okanagan. Sunlight filters through the overhead structure, highlighting the comfortable seating and a grassy area beyond.

Cottage in Kelowna

Hillside Cottage w/ Panoramic Lake View

An outdoor patio features a glass-topped dining table surrounded by wicker chairs. A grill is positioned nearby, with views of the lake and surrounding mountains visible in the background. Blue skies and puffy clouds create a serene atmosphere.

4.9 out of 5 average rating, 50 reviews

Beachside Getaway! Pool and lake view

4.96 out of 5 average rating, 57 reviews

A master bedroom is presented, featuring a comfortable king bed adorned with soft bedding and an assortment of pillows. Framed botanical art is displayed above the bed, with nightstands on either side. Light enters through a nearby window dressed with dark curtains.

Flat in West Kelowna

Home Away from Home