Vacation 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

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Guest favorite

Guest suite in Kelowna

4.98 out of 5 average rating, 59 reviews

Lic. Outstanding 2 bedroom with pool & hot tub

Perfect home base for a family vacation, couples getaway or for a small group of friends! Our place offers indoor and outdoor fun for everyone! Inside you’ll find a pool/ping pong table and foosball, along with a 75” tv. Outside offers use of a saltwater pool and hot tub. Relax in the evening by the fire and admire the stunning views from the outdoor seating area.Close proximity to everything the Okanagan has to offer including beaches, wineries, golf, hiking and more! License #4092873 (2 bed)

Guest favorite

Tiny home in Penticton

4.95 out of 5 average rating, 138 reviews

'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.

Guest favorite

Guest suite in West Kelowna

5 out of 5 average rating, 49 reviews

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

Guest favorite

Condo in West Kelowna

4.96 out of 5 average rating, 100 reviews

Getaway Condo Hot Tub * Gym Park Inside Free!

Your semi-rural area REQUIRES A VEHICLE! There's lots to see and do! Enjoy LAKE & MOUNTAIN VIEWS plus **FREE** AMENITIES like..... * POOL * HOT TUB * GYM * PUTTING GREEN * BASKETBALL * TENNIS * BADMINTON * FOOSBALL * PICKLEBALL * PING PONG You'll be staying at Copper Sky resort-style condos located smack dab in the centre of the Okanagan Valley. A vehicle is a MUST so you can really enjoy the Okanagan; just like the locals! Your hosts, Robert and Sandi, WELCOME YOU !

Guest favorite

Condo in West Kelowna

4.95 out of 5 average rating, 112 reviews

Top floor apartment with hot tub and sauna

Come and enjoy your fresh morning coffee while enjoying a breathtaking sunrise over the Okanagan lake and gorgeous night sky at night. Amazing scenery that the beautiful Okanagan has to offer while tasting some of the best wines Kelowna and West Kelowna have to offer in any of the 9 wineries located within a 10km radius, multiple beaches, hiking trails and parks located close by. Close to all amenities, walkin clinics, organic fruit markets and restaurants all within 5 minutes of driving.

Guest favorite

Rental unit in West Kelowna

5 out of 5 average rating, 34 reviews

Home Away from Home

Bring the whole family to this great place with lots of room for fun. Enjoy lovely condo with lots of amenities. Master bedroom has brand new comfortable king bed and second bedroom has a queen bed. We also have a folding playpen/bassinet for infants to enjoy their rest. If you are looking to stay longer then 2 weeks please advise and we can coordinate special pricing. Please let us know if you have any special requests for your booking and we will be happy to make the accommodations.

Guest favorite

Rental unit in Westbank

4.91 out of 5 average rating, 120 reviews

Gorgeous Lake & Mountain views -

Our place is the ONLY one bedroom corner-unit with wrap-around balcony and amazing view on Airbnb, and you've found it! We overlook the clubhouse on the 3rd floor, so you will NOT have other units looking in on you, and the view is UNOBSTRUCTED! Extra large deck, with bbq, dining table and chairs, outdoor couch. The Clubhouse has 2 pools, gym,, pool table/ pingpong, tennis, badminton, pickleball, oversized chess, and putting green. Pools are typically open mid-May to end of Sept.

Guest favorite

Barn in Princeton

4.95 out of 5 average rating, 130 reviews

Romantic couples getaway in the Country

Brand new build offering unique features such as sauna room, deck, large chef's kitchen, generous bathroom, wood burning fireplace. Located 20 minutes from town and golf course. 10 minutes to nearest lake, with approximately 100 more within an hours drive. Bordering access to KVR trail. Outdoor activities include quading, horseback riding, biking, fishing, hunting etc. The list goes on. Leave the city behind and come enjoy the country outdoor experience where the night sky comes alive

Guest favorite

Condo in Kelowna

4.92 out of 5 average rating, 118 reviews

Healthy Home No Scent Downtown Waterfront | Nolita

Relax in this gorgeous condo while enjoying breathtaking mountain views from large windows. We use all unscented, almost 100% natural cleaning products. Details below. This 5-star location is a quick stroll to the waterfront, hiking and biking trails, cafes, restaurants, shopping and arts district. The condo is fully equipped for an effortless stay. Enjoy private resort amenities: indoor & outdoor pools, hot tubs, fitness centre & steam room. Pets are welcome with approval.

Guest favorite

Guest suite in Kelowna

4.93 out of 5 average rating, 322 reviews

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.

Guest favorite

Guest suite in Penticton

4.8 out of 5 average rating, 125 reviews

Your Slice of Penticton Paradise

Looking to have the ultimate Okanagan holiday? This is the space. Whether you're coming for sport or holiday this freshly renovated basement suite has something for everyone in your group! Cabana room, outdoor eating area, pool, aromatherapy hot tub for 8, fresh fruit trees in our fenced yard and organic veggie garden. Centrally located on main bike/run routes. The space is the full basement with ample room for everyone. Centrally located, close to shopping and both lakes!

Guest favorite

Condo in Kelowna

4.89 out of 5 average rating, 104 reviews

Fabulous Waterfront Getaway in Wine Country!

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