
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.

The Acorn Squash Cottage #59
The Acorn Squash Cottage is a luxurious 2800sqft 4 bedroom / 2.5 bath home located at the Osoyoos Cottages steps from the beach and pool. Enjoy the resort facilities while reading a book or having your morning coffee. Amazing green spaces with strolling pathways to explore. Beautiful beach with swimming area. 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 Full access to garage
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!

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

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.

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.

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.

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.

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

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.

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.

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.

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
House rentals with a pool

Magical Lake View

Canyon House Vacation Home BC license H147103718

Wine Trail Retreat.

Sunny Mediterranean Influence

Urban Cottage, Private Heated Pool and Hot tub.

Pool+HotTub | LakefrontHome |Peachland | Okanagan

Large spacious home with HOT Tub Pool & View

The Primrose Lane Bungalow
Condo rentals with a pool

Lakefront condo Barona Beach

Kali's Utopia

Beachside Getaway! Pool and lake view

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

Fantastic Lakeside Resort Getaway!

Peony Paradise - Copper Sky 2 Bdr W. Kelowna Gem

Barona Beach Lakeside Retreat

3 Bdrm Wine Country Luxury Waterfront Condo
Other vacation rentals with a pool

The Lake Cottage - a family-friendly getaway!

Guest Suite Oasis

Waterfront Oasis: Pool, Hot Tub, Pets Welcome

Beachview House

Hillside Cottage w/ Panoramic Lake View

The French Quarters

Hot tub Fri to Sun, Fall/Winter, & book 2026 now!

LEGAL Bright, Airy Suite w/Pool, Lake/Vnyd Views
When is the best time to visit Osoyoos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,493 GYD | G$29,075 GYD | G$29,075 GYD | G$31,794 GYD | G$33,886 GYD | G$40,161 GYD | G$50,619 GYD | G$51,875 GYD | G$34,513 GYD | G$30,330 GYD | G$29,702 GYD | G$27,192 GYD | 
| Avg. temp | -2°C | 0°C | 5°C | 10°C | 15°C | 18°C | 23°C | 23°C | 17°C | 9°C | 2°C | -2°C | 
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 G$6,275 GYD 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!
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