
Holiday rentals with a pool in Okanagan-Similkameen
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Top-rated rentals with a pool in Okanagan-Similkameen
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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

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge
Breathtaking lakeview mini-resort with spectacular views from almost every room, Enjoy a complete outdoor kitchen, heated pool with Waterslide( open May long weekend till September 30), traditional outdoor sauna, 6 person+ hot tub (open year around) , indoor infrared sauna, gym, air hockey, ping pong table, COLD PLUNGE foosball table, and trampoline. All bedrooms have king size beds. There are 3 full bathrooms and a laundry room with a washer and dryer. Our home is steps away from wineries.

'Suite Skaha Retreat' Modern Pool House (licensed)
This self contained, modern, renovated 'pool house' is a city inspected, licensed suite that offers a private setting, beautiful landscaping, pool and many sitting areas to enjoy the property. Located steps from Skaha Lake, below Skaha Bluffs Provincial Park and walking distance to Painted Rock Winery. Enjoy our kayaks and SUPs as well as a shed to lock your bikes/gear. Here's your opportunity to enjoy the Okanagan lifestyle and all it has to offer. City Lic#00112755, BC Permit #H210316582

Bright, Airy Suite w/Pool, Lake & Vineyard Views
Imagine opening french doors to a large, quiet pool with stunning lake & vineyard views. Set your own pace from this newly-renovated lower-level, walk-out suite with two comfy bedrooms, one bath (shower), full kitchen, indoor & outdoor seating areas & in-suite laundry. Best for those seeking a calm setting with everything at their fingertips. Steps to your first winery, mins to the water. (Pool June - Sept) A home-away-from-home in the off-season with discounted weekly/monthly rates. Lic. #9159

Wine with a View
We are delighted to share with you our little piece of heaven. Spectacular views of Okanagan Lake and rolling vineyards from your own balcony. Tastefully decorated with modern furniture, art work and luxurious bedding. Little extras include fireplace, king size bed, AC and plush robes. Shared outdoor solar heated infinity pool available seasonally. Located between Penticton and Naramata close to the KVR bike trail. Complimentary bottle of wine on arrival. Enjoy your "Wine with a View".

Pool, Hot Tub, Private Vineyard & Lake Views
Welcome to SUNVIEW! Quintessentially Kelowna B&B! Enjoy some of the most stunning lake and vineyard views from our 20’ crystal clear seasonal above ground pool, or our year-round 8 person Jacuzzi hot tub, or our spacious patio, or one of our many bedrooms. No matter which window you look out of at SUNVIEW you are sure to either see a luscious vineyard or that calming Okanagan Lake water. Minutes to some of Okanagan’s most notable wineries or a short drive to Downtown Kelowna.

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.

Beautiful suite with pool (open till Oct 1st)
Hi there My husband Darrel and I live with our four kiddos, 2 energetic boys aged 10 and 8, our beautiful little daughters who are 4 years old and 1 month and with our sheltie and kitty on a beautiful and quite street in West Kelowna. My husband is Canadian and has lived in Kelowna for over 20 years so can help you with directions, fun activities to do and much more. I am from the Netherlands (can speak Dutch) and have been in Canada 10 years now. Absolutely love it!

Waterfront Oasis with Pool, Hot Tub, Pet Friendly
Waterfront Retreat on Mission Creek with Pool & Hot Tub. Launch a kayak from the backyard and reach Okanagan Lake in under 100 metres. Relax beneath majestic willow trees, unwind in the handcrafted hot tub, cool off in the pool, or gather around the firepit. Inside, enjoy vaulted ceilings, a cozy fireplace, and a fully equipped kitchen. Family- and pet-friendly, minutes from beaches, the Greenway, wineries, golf courses and downtown Kelowna. BL409488.

Downtown Lakefront Condo - Amazing Views BN82776
Business License Valid Through 2026 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

Cozy Stay in Wine Country
Welcome to your relaxing retreat in the heart of Canada’s wine country! SoOak Cottage is Nestled in Oliver, this cozy stay offers the perfect blend of comfort and adventure. Steps from award-winning wineries and two world-class golf courses, it’s ideal for couples. Enjoy a private hot tub, fire pit, and access to a shared pool and Putting Green. Whether you’re sipping local wine or teeing off in the sun, your perfect getaway starts here.

Sunny Mediterranean Influence
The perfect vacation home. Wineries, parks, beaches, views, pool, garden, grocery and liquor stores are all within a short walk or drive. Spacious layout and plenty of parking space. Property is just over an hour away from beautiful Big White Ski Hill in Kelowna and Apex Ski Hill in Penticton. And about 20 minutes away from Telemark Nordic Cross Country Skiing and Snowshoe trails right in West Kelowna. West Kelowna BL# - 8748
Popular amenities for Okanagan-Similkameen rentals with a pool
House rentals with a pool

Guest Suite Central

Lakefront, Heated Pool, Hot Tub, Gym

Oliver Oasis, Merlot: great pool, hot tub & views!

Lakeview Retreat with Pool, Sauna, Hot Tub & Dock

Secrest Poolhouse

Pool+HotTub | LakefrontHome |Peachland | Okanagan

Canyon House Vacation Home BC license H147103718

Okanagan Retreat
Apartment rentals with a pool

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

Beautiful Lakeview, Mountains

Breathtaking Views Truly One of a kind 2 + Condo

3 Bdrm Wine Country Luxury Waterfront Condo

Waterscapes 2 queen beds 2bath fab condo #4087859

W. Kelowna Gem | Peony Paradise | Copper Sky 2 Bdr

Spectacular View! 2 Bedroom Lakefront Resort

Top Floor w/ Views + Hot Tub, Sauna & Pool
Other holiday rentals with a pool

Osoyoos Lake View | 2BR Hot Tub Retreat

Les Chambres Roses B&B – Queen Green Room

2BR Penthouse Oasis • Pool, Hot tub + Gym

Suite with private indoor pool and sauna

Okanagan Views! Beautiful, Modern 1 Bedroom Suite

Naramata Dreaming - Poolside Panoramic Escape

The Dutch Touch

Waterfront Cottage for 6 + Boat Slip | Newport
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- Okanagan Lake
- Apex Mountain Resort
- CedarCreek Estate Winery
- University of British Columbia Okanagan Campus
- Mt. Boucherie Estate Winery - West Kelowna
- Knox Mountain Park
- Mission Creek Regional Park
- Boyce-Gyro Beach Park
- Kangaroo Creek Farm
- Mission Hill Family Estate Winery
- Tantalus Vineyards
- Baldy Mountain Resort
- Skaha Lake Park
- Quails' Gate Estate Winery
- Kelowna Downtown Ymca
- Arrowleaf Cellars
- Rotary Beach Park
- Kelowna City Park
- Scandia Golf & Games
- Waterfront Park
- Black Mountain Golf Club
- Tower Ranch Golf & Country Club
- Burrowing Owl Estate Winery
- Stuart Park
- Things to do Okanagan-Similkameen
- Food and drink Okanagan-Similkameen
- Nature and outdoors Okanagan-Similkameen
- Things to do British Columbia
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- Things to do Canada
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