
Holiday rentals with a pool in Okanagan-Similkameen
Find and book unique homes with a pool on Airbnb
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.
ValueLocationComfort

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
ValueLocationEV charging

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.
LocationFamilyQuiet

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.
LocationFamilyWalkability

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.
FamilyLocationDecor

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".
LocationFamilySleep quality

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.
LocationFamilyHot tub

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.
FamilyLocationHospitality

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.
LocationFamilyBathroom

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
FamilyLocationSleep quality

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!
FamilyValueBarbecue

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
ValueFamilyAccess
Popular amenities for Okanagan-Similkameen rentals with a pool
House rentals with a pool

Oliver Oasis, Cab Franc: great swim spa & views!
LocationValueHiking

Large spacious home with HOT Tub Pool & View
FamilyValueNearby

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

Lakefront, Heated Pool, Hot Tub, Gym
FamilyLocationBeach

Khaluna Lake House | Lake View + Private Pool
FamilyLocationGetting around

New Luxury Home with Pool & Amazing Views
LocationViewComfort

The LEDGE: Luxury Lakeview Pool, Hot Tub & Gym
FamilyValueCondition

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

Fantastic Lakeside Resort Getaway!
ValueLocationNearby

Luxury Penthouse Cathedral Loft with Lake View
LocationValueNearby

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

Beautiful Lakeview, Mountains
FamilyValueHospitality

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

Waterscapes 2 queen beds 2bath fab condo #4087859
LocationValueBeach

Breathtaking Views Truly One of a kind 2 + Condo
ValueFamilyBeach

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

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

Les Chambres Roses B&B – Queen Green Room
LocationAir conditioningDecor

The Dutch Touch
LocationFamilyBeach

Heated pool, hot tub, 4 AC lake view bedrooms
LocationFamilyAccess

Pool & Hot Tub with a Lakeview! Peachland Vacation
FamilyLocationPool

Osoyoos Cottage - Snowbirds Welcome!
FamilyLocationLayout

Suite with private indoor pool and sauna
LocationFamilyWalkability

The Wine Country Villa with Pool and 3 Acres
FamilyLocationHospitality
Destinations to explore
- Rentals with breakfast Okanagan-Similkameen
- Family-friendly rentals Okanagan-Similkameen
- Waterfront rentals Okanagan-Similkameen
- Beachfront rentals Okanagan-Similkameen
- Townhouse rentals Okanagan-Similkameen
- Rentals with a sauna Okanagan-Similkameen
- Rentals with lake access Okanagan-Similkameen
- Villa rentals Okanagan-Similkameen
- Cottage rentals Okanagan-Similkameen
- Boutique hotels Okanagan-Similkameen
- RV rentals Okanagan-Similkameen
- Condo rentals Okanagan-Similkameen
- Cabin rentals Okanagan-Similkameen
- Ski-in/ski-out rentals Okanagan-Similkameen
- Apartment rentals Okanagan-Similkameen
- Private suite rentals Okanagan-Similkameen
- House rentals Okanagan-Similkameen
- Rentals with a kayak Okanagan-Similkameen
- Rentals with beach access Okanagan-Similkameen
- Rentals with a hot tub Okanagan-Similkameen
- Hotel rooms Okanagan-Similkameen
- Bed and breakfasts Okanagan-Similkameen
- Pet-friendly rentals Okanagan-Similkameen
- Farmstay rentals Okanagan-Similkameen
- Guesthouse rentals Okanagan-Similkameen
- Rentals with pools British Columbia
- Rentals with pools Canada
- 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
- Mission Hill Family Estate Winery
- Baldy Mountain Resort
- Tantalus Vineyards
- Kangaroo Creek Farm
- Kelowna Downtown Ymca
- Skaha Lake Park
- Quails' Gate Estate Winery
- Waterfront Park
- Kelowna City 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
- Tastings British Columbia
- Wildlife British Columbia
- Art workshops 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
- Galleries Canada
- Art workshops Canada
- Tastings Canada
- Landmarks Canada
- Water sports Canada
- Cooking Canada
- Food tours Canada
- Outdoors Canada
- Architecture Canada
- Wildlife Canada





