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

Tiny home in Penticton

4.95 out of 5 average rating, 122 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.

Mar 29 – Apr 5

$152 per night

Guest favorite

Guest suite in Peachland

4.87 out of 5 average rating, 226 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 three 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.

Oct 1 – 8

$99 per night

Guest favorite

Guesthouse in Naramata

4.94 out of 5 average rating, 35 reviews

The French Quarter

We are delighted to share with you our little piece of heaven. Gated 1 acre estate located in the heart of beautiful Naramata with a micro vineyard, salt water heated pool and gorgeous Okanagan lake views. You will have your own private living quarter, 572 sq ft nestled above the detached garage. Less then 10 mins walk to restaurants, downtown Naramata, 3 wineries (Serendipity, Therapy and Kettle Valley)and Manitou beach. Bike/Walk the famous KVR Trail/Wine tour/Swim/Dine/Sleep...REPEAT :)

Jan 15 – 22

$146 per night

Guest favorite

Condo in West Kelowna

4.86 out of 5 average rating, 101 reviews

Beautiful Cove Lakeside Resort Full Condo !

Relax with the whole family at this peaceful place to stay. Our little oasis is a beautiful, lakefront , 2 bedroom condo located at the prestige “Cove Lakeside Resort” located on the west side wine trail which includes many amazing wineries very close by . Such as Mission Hill, Quails Gate, The Hatch, Crown and Thieves, Mt Boucharie, Volcanic and a few more :)!! The Condo comes with full amenities of the resort (2 pools/ water slide open May 24-Oct 1 ) , hot tub /gym/spa/open year round .

Jan 18 – 25

$156 per night

Guest favorite

Vacation home in Kelowna

4.96 out of 5 average rating, 105 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.*

Nov 23 – 30

$293 per night

Guest favorite

Guest suite in West Kelowna

4.95 out of 5 average rating, 206 reviews

WK Wine Trail: clean & bright with private beach

Large, clean, & bright newly renovated suite with private entrance, king-sized bed, and granny-style kitchen. Within .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 to guests as well.

Aug 25 – Sep 1

$172 per night

Guest favorite

Barn in Princeton

4.95 out of 5 average rating, 91 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

Nov 13 – 20

$89 per night

Guest favorite

Guest suite in Kelowna

4.82 out of 5 average rating, 297 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!

Sep 15 – 22

$97 per night

Guest favorite

Guest suite in Kelowna

4.93 out of 5 average rating, 275 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.

Jul 13 – 20

$138 per night

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!

Oct 9 – 16

$91 per night

Guest favorite

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.

Apr 25 – May 2

$192 per night

Superhost

Condo in Kelowna

4.87 out of 5 average rating, 210 reviews

Playa del Sol 2 bedroom condo

Welcome to beautiful Playa Del Sol in the heart of Okanagan Mission. Just steps to Okanagan Lake in the summer , this is where you want to vacation! I have a fully equipped two bedroom condo , on the six floor overlooking the pool deck . Playa del Sol has everything you need to enjoy. Walking distance to several amenities including the Hotel Eldorado, one of Kelowna's hot spots! Note: the pool and hot tub are closed for the winter season

May 26 – Jun 2

$165 per night