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Holiday rentals with a pool in Osoyoos

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Osoyoos

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 125 reviews

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

Top Guest favourite
A vibrant palm tree is positioned beside a spacious swimming pool, reflecting the clear blue sky above. Lush greenery lines the perimeter of the pool area, with mountains visible in the background, creating a serene outdoor environment for relaxation.
Tiny home in Penticton
4.95 out of 5 average rating, 153 reviews

'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

Top Guest favourite
A refreshing pool is surrounded by a clean patio area, featuring two lounge chairs positioned for relaxation. A bright pink flamingo float sits in the water, adding a pop of color. Lush greenery and potted plants provide a tranquil atmosphere.
Home in Osoyoos
4.98 out of 5 average rating, 45 reviews

Beautiful, Private Home with Pool and Hot tub

Private Vacation Haven, Resort Style Home Just steps away from Osoyoos Golf Course, Fairwinds Guest Suite is a brand new walk out featuring two luxurious queen bedrooms, each with it's own private ensuite. This beautiful vacation home boasts a pool, hot tub, full kitchen, living room, gym and walkout patio with bbq. Perfect choice for: -Golf Adventures -Wine Tours -Beach & Boat Lovers -Ladies Retreats -Romantic Getaways -Adventure Activities Owners live upstairs in a fully separate space.

Top Guest favourite
Home in Kelowna
4.96 out of 5 average rating, 129 reviews

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Charming Kelowna Waterfront Retreat: Your Ideal Escape! Set along scenic Mission Creek, framed by majestic willows, enjoy true waterfront access; launch a kayak from the backyard and reach Okanagan Lake in under 100 metres by kayak. Inside, enjoy soaring vaulted ceilings, a cozy fireplace, and serene willow views. Relax in the hot tub, swim in the pool, or stroll to nearby beaches and the Greenway. Perfect for families, couples, and professionals, with exclusive use of all amenities. BL4094880

Top Guest favourite
Guest suite in Naramata
4.85 out of 5 average rating, 144 reviews

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. This property is not suitable for children under 12. 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. Sprawling patios, a BBQ, pool, and vineyard views. We’re right upstairs if you need anything—otherwise, it’s your little piece of paradise.

Superhost
Guest suite in Osoyoos
5 out of 5 average rating, 3 reviews

Lake view terrace with pool

Take it easy at this unique and tranquil getaway.Our one bedroom suite is a perfect blend of calm and comfort - on the top of richter pass , only 7 min from osoyoos . Sweeping views to give you that perfect get away while your visiting the okanagan for wine tours , play , or just time away ! This is a basement suite in our home . There is beautiful chaise lounges , ample seating areas , fire table , outdoor eating area and feel free to hike the property . There are yoga mats in the suite

Top Guest favourite
A spacious bungalow is displayed against a clear blue sky, featuring a light gray exterior and a well-manicured front yard. The driveway leads to the covered entrance, flanked by lush shrubs and greenery, with a garage visible to the left.
Home in Oliver
4.98 out of 5 average rating, 54 reviews

The Primrose Lane Bungalow

We welcome you to our property, surrounded by orchards, located in the heart of wine country! This spacious bungalow overlooks the Okanagan valley and is an ideal place to vacation and spend time with loved ones. Pets are welcome as well. Enjoy an evening around the gas fireplace, watching the sun set, or a dinner on the covered deck, with a view of the hills. 5 minutes from the town of Oliver, 10 minutes from Osoyoos, plenty of biking/hiking trails, lakes, wineries and so much more.

Guest favourite
Townhouse in Osoyoos
4.92 out of 5 average rating, 12 reviews

This is the life! 3 bedroom lakefront condo

Family friendly unit max 4 adults and 3 children. No smoking, no pets, no events or parties. Fully updated top floor 2 level unit has stunning lake and mountain views, fully equipped kitchen, in-suite laundry, free on-site parking. Family friendly heated seasonal pool and hot-tub. Fitness room on-site. Located close to all the best restaurants and wineries the area has to offer. Access to private pier and cross the street for beach access. Business Licence: 3918. Registration H947609544

Top Guest favourite
A modern outdoor area features a solar-heated infinity pool surrounded by lounging chairs. A shaded seating area with comfortable furniture and elegant drapes is visible. Scenic views of the surrounding landscape are complemented by greenery in the background.
Guesthouse in Penticton
5 out of 5 average rating, 25 reviews

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".

Top Guest favourite
A spacious view captures the outdoor heated pool alongside an inviting hot tub, with lush greenery and pathways surrounding the area. In the distance, Osoyoos Lake and mountains are visible under a clear blue sky, enhancing the serene lakeside environment.
Condo in Osoyoos
4.95 out of 5 average rating, 55 reviews

Lakeshore Villas Resort - Lake Front Condo

The lake front condo is a 3 bedroom / 2 bathroom 1380 sq. ft home located on the quieter side of Osoyoos lake. With sweeping views of the lake from the two large balconies with Weber BBQ, dining, and lounge seating. Condo is located across the street from the beach, and outdoor heated pool, hot tub, and gym. The Pool is open from May long weekend to Thanksgiving. Posted rates from October through March are based on 1 or 2 guests, additional cost for more guests. Snowbirds Welcome

Top Guest favourite
A charming outdoor area is illuminated by warm string lights, casting a gentle glow over the space. Surrounding trees and flowering plants add a natural ambiance against the twilight sky, with the cozy silhouette of the caboose visible nearby.
Train in Oliver, BC V0H 1T5 Canada
4.99 out of 5 average rating, 115 reviews

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.

Guest favourite
A modern three-story home with a light gray exterior and large windows. The building features two spacious decks with glass railings. A two-car garage is visible, alongside a stone pathway leading to the entrance. The surrounding landscape includes natural hills and gravel.
Home in Osoyoos
5 out of 5 average rating, 24 reviews

Serenity Home In Osoyoos

Enjoy the cottage life in beautiful Okanagan wine country. This peaceful home and the surrounding vicinity will have everything you ever wanted in lake gateway. The Osoyoos Cottages offers a beautiful private lake w/ volleyball courts, a pool/playground that kids will love and a gym for all your workouts. Or take a step-back and enjoy your lazy days on the dual deck set-up at the Serenity Home. We welcome you and your family to come stay in our home!

Popular amenities for Osoyoos rentals with a pool

When is the best time to visit Osoyoos?

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Avg. price$204 AUD$157 AUD$176 AUD$213 AUD$227 AUD$269 AUD$357 AUD$350 AUD$271 AUD$200 AUD$273 AUD$274 AUD
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Quick stats about holiday rentals with a pool in Osoyoos

  • Total holiday rentals

    Explore 40 holiday rentals in Osoyoos

  • Nightly prices starting at

    Osoyoos holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Osoyoos holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osoyoos rentals

  • 4.8 Average rating

    Osoyoos stays are highly rated by guests—averaging 4.8 out of 5!