
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.

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

'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

Naramata Vineyard . Heated Pool . Walk to Wineries
Welcome to your vineyard escape! Our bright, comfy 1,500 sq. ft. suite is tucked beneath the vines and just a lazy stroll from amazing local wineries. This property is not suitable for children under 12. You’ll have two queen bedrooms (one private, one semi), a full bathroom, and a spacious open area with a living room, dining area, and kitchenette. Sprawling patios, a BBQ, pool, and vineyard views. We’re right upstairs if you need anything—otherwise, it’s your little piece of paradise.

New Luxury Home with Pool & Amazing Views
Luxury Large Home with private Pool, Hot Tub and Amazing Views. Live the lake & mountain life in beautiful Vineyard Estates, one of West Kelowna's most prestigious neighbourhoods. Enjoy the panoramic views while being minutes to the water, beaches, hiking trails and the world-class and boutique wineries along the West Kelowna Wine Trail. Chef-inspired kitchen w/large island, high-end appliances. Lots of outdoor and deck space. Enjoy all that Kelowna and the Okanagan has to offer in luxury!

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.

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.

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

Beautiful suite with pool (open till Oct 1st)
Hi there My husband Darrel and I live with our four kiddos, 2 energetic boys aged 11 and 9, and our beautiful girls aged 4 and 1, with our sheltie 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 14 years now. Absolutely love it!

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

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

Secrest Poolhouse

Gyro Beach Escape

Canyon House Vacation Home BC license H147103718

Lakefront, Heated Pool, Hot Tub, Gym

Pool+HotTub | LakefrontHome |Peachland | Okanagan

Poolside Oasis | 3BR Family Retreat
Condo rentals with a pool

Downtown Lakefront Condo - Amazing Views BN82776

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

Waterscapes 2 queen beds 2bath fab condo #4087859

3 Bdrm Wine Country Luxury Waterfront Condo

Luxury Penthouse Cathedral Loft with Lake View

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

Fantastic Lakeside Resort Getaway!

Breathtaking Views Truly One of a kind 2 + Condo
Other holiday rentals with a pool

Bright, Airy Suite w/Pool, Lake & Vineyard Views

Cozy Stay in Wine Country

2BR Penthouse Oasis • Pool, Hot tub + Gym

The Dutch Touch

Suite with private indoor pool and sauna

Osoyoos Lake View | 2BR Hot Tub Retreat

Peachlands luxury escape.

Okanagan Views! Beautiful, Modern 1 Bedroom Suite
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- Okanagan Lake
- CedarCreek Estate Winery
- University of British Columbia Okanagan Campus
- Knox Mountain Park
- Mission Creek Regional Park
- Boyce-Gyro Beach Park
- Mission Hill Family Estate Winery
- Baldy Mountain Resort
- Kangaroo Creek Farm
- Skaha Lake Park
- Apex Mountain Resort
- Kelowna Downtown Ymca
- Quails' Gate Estate Winery
- Rotary Beach Park
- Kelowna City Park
- Waterfront Park
- Scandia Golf & Games
- Black Mountain Golf Club
- Burrowing Owl Estate Winery
- Stuart Park
- SpearHead Winery
- Tantalus Vineyards
- Mt. Boucherie Estate Winery - West Kelowna
- Tower Ranch Golf & Country Club
- Things to do Okanagan-Similkameen
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