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

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. 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. Outside? Oh yes—sprawling patios, a sizzling BBQ, heated saltwater pool, and panoramic vineyard views. We’re right upstairs if you need anything—but otherwise, it’s your little piece of paradise.

Fantastic Lakeside Resort Getaway!

NO Cleaning Fee! Enjoy this bright 2-bed/2-bath condo in the heart of Kelowna. Sleeps 6 with a king, queen, and queen sofa-bed. Cook in a full kitchen, relax by the gas fireplace, stream Netflix on the large TV, or sip morning coffee on the balcony. A very walkable neighbourhood with nearby parks, beaches, wineries, breweries, shops, and restaurants. Free self check-in, secure parking, in-suite laundry, central heat/air, and high-speed WiFi. 2 pools with hot tubs, one open year round!

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".

Barona Beach Lakefront Condo

Welcome to Barona Beach! BARONA BEACH IS ONE OF THE FEW PROPERTIES NOT AFFECTED BY THE SHORT TERM RENTAL BAN IN BC. Located on 600’ of sandy beach and surrounded by orchards and nearby wineries. Relax and unwind in this private and quiet condo. Take advantage of the numerous amenities such as the heated pool, hot tub, well equipped gym or a treatment at the onsite spa. The unit is on the main floor and is fully stocked. You will enjoy the entire condo that overlooks the canal and lake.

That Modern 70s Suite - Poolside Retreat

* LEGALLY LICENCED BY THE CITY OF KELOWNA- license number listed* Your reservation won't be cancelled due to the new legislations starting in May 2024 Welcome to the Garden Suite -This is a perfect getaway spot to the Okanagan! This is not your Grandma's house! Updated and modern 70's style suite - this space will take you back a few eras Enjoy a refreshing dip in the pool and a chilled glass of something local in Summer. Private garden entrance studio suite with private bath.

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

Charming Kelowna Retreat: Your Ideal Waterfront Escape! Experience this beautiful retreat featuring vaulted ceilings, a cozy fireplace, and serene willow-tree views. Enjoy a handcrafted hot tub, sparkling pool, and strolls to hidden beaches and the Mission Creek Greenway. With a chef’s kitchen and workspace, with exclusive use of all amenities, this oasis is perfect for families, couples, executives, and travel nurses seeking comfort and convenience. BL4094880

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.