Holiday rentals with a pool in Okanagan-Similkameen

'Suite Skaha Retreat' Modern Pool House (licensed)

This self contained, modern, renovated 'pool house' is a city inspected, licensed (#00112755) suite that offers a private setting, beautiful landscaping, including a real palm tree,🌴 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.

LEGAL Bright, Airy Suite w/Pool, Lake/Vnyd 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

Okanagan | LakesideHome | HotTub & Pool | Licensed

Welcome to Peachland, located centrally in wine country. Stay at a peaceful 4 bedroom lakeside home with your own private hot tub, pool, and boat mooring buoy. Enjoy wine tours with pickup from home, swimming, boating, kayaking, paddleboarding, or relaxing by the water. Embrace breathtaking lake and mountain views. Engage in year-round activities including golf, beaches, hiking, cycling, and skiing and snowboarding. Experience the ultimate lakefront escape in the heart of the Okanagan Valley.

Spectacular Lakeside Resort Getaway!

No Cleaning Fee. Easy self check in. Well appointed, this 2 bed/2 full bath downtown oasis sleeps 6 comfortably If you are looking for markets, family fun activities, more than 30 wineries, concerts, plays and more, you've come to the right place! Discovery Bay is Kelowna's luxury resort in the heart of Downtown. Steps from breweries, wineries,shopping and amazing restaurants, you may not need your vehicle at all 1 hr drive from Big White and Silverstar at a fraction of their room price

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.

Licensed View Suite w/Pool & Hot Tub

The self checkin suite is located in the Upper Mission. It’s a private unit in a guest house attached to our home. The room has a separate entrance with keyless entry. It’s within a five minute drive to wineries, beaches and restaurants . This cozy suite includes a queen bed and private three piece ensuite with shower. It has a scenic view of the city and Okanagan Lake. You will have access to our beautiful yard along with salt water pool and 8 person Hot Tub. 2 guests MAX

The Wine Country Villa with Pool and 3 Acres

Hello, and welcome to our beautiful Oliver villa, private pool. The villa is located on 3 acres of privacy, all to yourself, and close to many wineries and orchards. You’ll love my place because of the pool, the vineyard views, the outdoors space and the mountain views. My place is good for golfers, wine-o's, athletes in training, people wanting to get away from it all, couples, families with kids and will consider pets. Let us know how we can help.