
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.
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!

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

3 Bdrm Wine Country Luxury Waterfront Condo
Stunning views, beautiful grounds, this waterfront condo located along the Westside Wine trail, walking distance to world-class wineries and minutes to all the amenities. 3 bedrooms 2 full baths and fully equipped kitchen. Comes with an underground parking stall and elevator or stair access from the parkade up to the unit! Outdoor pool, hot tub, and private beach. Oh, did we mention the gym, cardio machines, & weights. please note Pool and Hot tub open May long weekend to Thanksgiving weekend.

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.

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.

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.

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

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

Jasmine Cottage is ready for your 2026 stay!
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.

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

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

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

Wine Trail Retreat.

Sunny Mediterranean Influence

Urban Cottage, Private Heated Pool and Hot tub.

Beachview House

Hillside Villa-Pool|Hot Tub|King Bed|Okanagan View

The Primrose Lane Bungalow

Secrest Poolhouse
Apartment rentals with a pool

McKinley Beach Lakeside2Bed 2Bath, Private Hot Tub

Barona Beach Resort 2 Bedroom condo with pool

Luxury Penthouse Cathedral Loft with Lake View

Lakefront condo Barona Beach

Kali's Utopia

“The Flock” @ Copper Sky

LUXURY Dream Rental Suite - Playa Del Sol Resort.

2b/2ba Downtown Waterfront + Pool & Hot Tub
Other holiday rentals with a pool

The Lake Cottage - a family-friendly getaway!

The Dutch Touch

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge

Hillside Cottage w/ Panoramic Lake View

LAKESHORE VILLAS - 3 BED CONDO - SNOWBIRDS WELCOME

LEGAL Bright, Airy Suite w/Pool, Lake/Vnyd Views

Lakefront, Heated Pool, Hot Tub, Gym

Beach Lake View Resorts
When is the best time to visit Osoyoos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 SGD | $178 SGD | $178 SGD | $195 SGD | $207 SGD | $246 SGD | $327 SGD | $320 SGD | $248 SGD | $186 SGD | $182 SGD | $166 SGD |
| 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 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 $38 SGD 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!
Destinations to explore
- Vancouver Holiday rentals
- Seattle Holiday rentals
- Fraser River Holiday rentals
- Calgary Holiday rentals
- Puget Sound Holiday rentals
- Banff Holiday rentals
- Vancouver Island Holiday rentals
- Portland Holiday rentals
- Whistler Holiday rentals
- Western Montana Holiday rentals
- Greater Vancouver Holiday rentals
- Canmore Holiday rentals
- Beachfront rentals Osoyoos
- Lakehouse rentals Osoyoos
- Rentals with a fireplace Osoyoos
- Rentals with outdoor seating Osoyoos
- Flat rentals Osoyoos
- House rentals Osoyoos
- Rentals with a firepit Osoyoos
- Family-friendly rentals Osoyoos
- Rentals with beach access Osoyoos
- Townhouse rentals Osoyoos
- Rentals with a hot tub Osoyoos
- Cabin rentals Osoyoos
- Cottage rentals Osoyoos
- Rentals with lake access Osoyoos
- Fitness-friendly rentals Osoyoos
- Rentals with a washing machine and dryer Osoyoos
- Villa rentals Osoyoos
- Pet-friendly rentals Osoyoos
- Waterfront rentals Osoyoos
- Apartment rentals Osoyoos
- Hotel rooms Osoyoos
- Rentals with a patio Osoyoos
- Rentals with pools Okanagan-Similkameen
- Rentals with pools British Columbia
- Rentals with pools Canada
- Apex Mountain Resort
- Wibit The Evolution Of Waterplay
- Sitzmark Ski Hill
- Baldy Mountain
- Loup Loup Ski Bowl
- Burrowing Owl Estate Winery
- Three Sisters Winery
- Red Rooster Winery
- Kismet Estate Winery
- Road 13 Vineyards
- Liquidity Wines
- Blue Mountain Vineyard and Cellars
- Culmina Family Estate Winery
- Twin Lakes
- Osoyoos Golf Club




