Holiday rentals with a pool in Okanagan-Similkameen

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

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Charming Kelowna Waterfront Retreat: Your Ideal Escape! Set along scenic Mission Creek, framed by majestic willows, enjoy true waterfront access; launch a kayak from the backyard and reach Okanagan Lake in under 100 metres by kayak. Inside, enjoy soaring vaulted ceilings, a cozy fireplace, and serene willow views. Relax in the hot tub, swim in the pool, or stroll to nearby beaches and the Greenway. Perfect for families, couples, and professionals, with exclusive use of all amenities. BL4094880

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.

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.

Stunning Vineyard Haven: Home w/ Hot Tub and Pool!

Nestled amidst vineyards and overlooking the serene Okanagan Lake, this exquisite home invites you to unwind and savor its stunning panoramic views. Features two pool decks, and secluded privacy, it's an ideal retreat for those seeking relaxation in the Okanagan. The home boasts lounging options, including a spacious 50'x20' unheated pool and hot tub spa, as well as a 1,200 sqft deck off the main level. Easy access to vineyards, promising an unforgettable getaway! You won’t be disappointed!

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".

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!

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.

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.

Peachland Panoramic View Guest Suites

While we live upstairs, you will enjoy the privacy and comfort of the guest suites downstairs which include 2 bedrooms with king size beds, each with full ensuite with walk in shower and ensuite closets. The living room, kitchenette and a covered patio with bbq to enjoy your meal and view! Also, soak in the hot tub with a view of lake and stars! Enjoy easy access to popular shops and restaurants from this charming place to stay.