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 favourite

Guest suite in Oliver

4.79 out of 5 average rating, 39 reviews

Hot tub, views, wine Oliver private suite own bath

FREE PARKING! EV CHARGING The estate is centrally located in the Okanagan Valley with easy access to Osoyoos 15, Penticton 30, Kelowna 65 minutes and 1 minute drive to the town of Oliver. It is surrounded by other vineyards orchards great outdoor activities including car racing, golfing, fishing, hiking. While staying, taste our wines, join us for special events, enjoy high quality king size mattress and hypoallergenic bedsheets. The comforter and pillows are wrapped in 100% cotton duvet covers.

Guest favourite

Tiny homes in Penticton

4.95 out of 5 average rating, 123 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 favourite

Guest suite in Peachland

4.87 out of 5 average rating, 229 reviews

Poolside Retreat, our mini resort

Our spacious guest suite is situated on the lower floor of our house, where we live, and is one of two unique accommodations offered at the Poolside Retreat our licensed mini resort. Suits families and mature adults wishing for a private, quiet relaxing vacation. Seasonal Pool and lawned badminton area, set in stunning surroundings. Located by scenic farmland ideal for hiking, cycling, and enjoying the menagerie of nearby farm animals, plus only 3 min drive to the lake and Peachland town.

Guest favourite

Guest suite in West Kelowna

4.95 out of 5 average rating, 206 reviews

Wine Trail: clean & bright w private beach (#9656)

(Pending City issuing reg #) Large, clean, & bright newly renovated suite with private entrance, king-sized bed, and granny-style kitchen. .5 km to both Quail's Gate & The Hatch wineries. A quick 5-minute drive to over 8 additional award-winning wineries (including the stunning Mission Hills winery), multiple hiking trails, and the Gellatly Bay lake front area (boat launch, walking path, sandy beach). A short 7-minute drive to the bridge to go to downtown Kelowna. Private beach available.

Guest favourite

Vacation home in Kelowna

4.96 out of 5 average rating, 106 reviews

Year-Round Heated Pool Hot Tub Vineyard Lake Views

Welcome to LAVASAN! Kelowna’s most unique LICENSED vacation rental, with a private vineyard and year-round heated pool. Nestled in Lakeview Heights, walking distance to some of the most notable wineries in the Okanagan, our private 4 Bed / 3 Bath home complete with a Private Vineyard, Heated Pool, Waterslide, Hot Tub, Movie and Games Rooms, and ample off-street parking, is yours to enjoy. LAVASAN truly has it all! *Please read our house rules and listing details prior to booking.*

Guest favourite

Barn in Princeton

4.95 out of 5 average rating, 94 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 favourite

Guest suite in Kelowna

4.83 out of 5 average rating, 304 reviews

Private, 1 bedroom space, Hot Tub access.

You must be 25 years or older to book this space. 10 mins to downtown. 40 mins to Big White. Clean new fully furnished 1 Queen bedroom . Our newest addition to our already 600+ great hosting experiences with Airbnb. Fully stocked, c/w shower, Living room & dinning table area. Comfy brand new double bed pull out couch in living room folds out for up to 2 extra guests. Comes complete with sheets, quilts & pillows. 36" flat screen, cable & WiFi. dishes, pots pans...everything!

Guest favourite

Guest suite in Kelowna

4.93 out of 5 average rating, 279 reviews

That Modern 70s Garden 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.

Superhost

Guest suite in Penticton

4.78 out of 5 average rating, 114 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 favourite

Condo in West Kelowna

4.83 out of 5 average rating, 132 reviews

Amazing Cove Lakefront Resort Full Condo !!

Beautiful Lakefront / Poolside Resort ***Fully licensed with the City of West Kelowna and the new STR regulations, see registration number below*** Guests have access to all amenities including: Swimming Pool (With Bar) / Kids Pool / Water Slide / Gym / Putting Green / Lake & Beachfront / Hot Tubs / Underground Garage / and Restaurant Located next to the Cove is Gellatly Tree Nut Farm - a popular walking path and heritage site - we recommend checking it out 😊

Guest favourite

Condo in Kelowna

4.91 out of 5 average rating, 317 reviews

Downtown Lakefront Condo - Amazing Views BN82776

Business License Valid Through 2024 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

Guest favourite

Guest suite in Naramata

4.81 out of 5 average rating, 221 reviews

The Shire - Naramata Wine Country - Full Suite

~700 sq ft Master Suite, ideal for two but can accommodate up to four people, in a quaint garden cottage in the heart of BC wine country. Suite has its own private entry with one king size bed, sofa, tv, private covered deck with bbq, large walk in rainfall shower and access to pool. and hot tub. The suite has a kitchenette with a small refrigerator, microwave, ice maker, toaster, kettle, inversion hot-plate, kitchen sink, cutlery and dishes.