
Holiday rentals with a pool in Okanagan-Similkameen
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Top-rated rentals with a pool in Okanagan-Similkameen
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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

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.

Sagebrush Caboose
Out in the wilds of the Okanagan desert, just this side of lost, is a place where you can walk down a serene path to finding you. You will find yourself diving deep into the fresh sage mountain air while enjoying nature, rugged scenery, privacy, and good times. Our guests have always rated Sagebrush Caboose 5 stars on cleanliness! Our unique place offers a queen size luxury bed in the loft and the couch can be a double bed. Although remote and off-grid this caboose has wifi speeds of 50 mbps.

Hotel with Private Large Home
Master bedroom with two queens, bathroom & walk in closet Two bedrooms with single Queens each Main bathroom with tub Residential kitchen Dining room Living room 2 x 50 inch tv’s Deck with seating and bbq House sleeps 8 comfortably. Pub/liqour store right beside plus close to all shopping centres. Quiet area 1.5km from skaha beach. Bus stop next door. Business name: Apple Tree Inn House is separate from the Inn. Pool shared with property. Seasonal pool. Property number: 250-492–3029

Wine Trail Retreat.
Unwind at this welcoming family home. The suite was lovingly built with repurposed cabinetry, worry free flooring, comfort minded details throughout the space giving a charming feel. Kids welcome. Enjoy walks in the woods, lake and city views. The suite is located on a hillside with attractions in every direction. Enjoy the quiet street, wide open spaces and warm sunrises. Although wineries, shops and restaurants are only five minutes away, the area feels peaceful and secluded.

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".

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.

Oliver Oasis, Merlot: great pool, hot tub & views!
Welcome to your vacation home in the heart of Wine Country! This property has something for everyone in your crew, whether its a dip in the pool or hot tub, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -smart TVs in bedrooms -private heated pool and *Just Added* new Calspa hot tub Please Note: pool open mid-May - Oct. *Per regulations, this property is registered in BC

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

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Canyon House Vacation Home BC license H147103718
Apartment rentals with a pool

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Spectacular View! 2 Bedroom Lakefront Resort

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Suite with private indoor pool and sauna

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Osoyoos Cottage - Snowbirds Welcome!
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- Okanagan Lake
- Apex Mountain Resort
- University of British Columbia Okanagan Campus
- CedarCreek Estate Winery
- Mt. Boucherie Estate Winery - West Kelowna
- Knox Mountain Park
- Boyce-Gyro Beach Park
- Mission Creek Regional Park
- Mission Hill Family Estate Winery
- Tantalus Vineyards
- Baldy Mountain Resort
- Kangaroo Creek Farm
- Quails' Gate Estate Winery
- Kelowna Downtown Ymca
- Skaha Lake Park
- Kelowna City Park
- Waterfront Park
- Rotary Beach Park
- Scandia Golf & Games
- Black Mountain Golf Club
- Tower Ranch Golf & Country Club
- Burrowing Owl Estate Winery
- Stuart Park
- Arrowleaf Cellars
- Things to do Okanagan-Similkameen
- Things to do British Columbia
- Cultural tours British Columbia
- Cooking British Columbia
- Wildlife British Columbia
- Art workshops British Columbia
- Tastings British Columbia
- Food tours British Columbia
- Water sports British Columbia
- Outdoors British Columbia
- Landmarks British Columbia
- Things to do Canada
- Cultural tours Canada
- Workouts Canada
- Art workshops Canada
- Tastings Canada
- Water sports Canada
- Landmarks Canada
- Cooking Canada
- Food tours Canada
- Outdoors Canada
- Architecture Canada
- Wildlife Canada





