Vacation rentals with a pool in Winnipeg

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Winnipeg

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

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Guest favourite

Condo in Winnipeg

4.91 out of 5 average rating, 159 reviews

Lap of Luxury - New 2 Bdrm w Free Bonus Amenities

Live. Play. Stay or simply Relax to the Max in the Lap of Luxury, Terraces of Tuxedo. Winnipeg's most affluent and desirable neighbourhood - safe, clean, quiet yet, close to everything travellers are looking for. Surrounded by generational wealth, Tuxedo turns her nose to the rest. Discover her new sister - the Seasons of Tuxedo for some of the best shopping. Or find her old friend, the Assiniboine Forest for a forage not far from your door. Look at the latest upgrades 01/08/2024!!

Guest favourite

Tiny homes in Richer

4.89 out of 5 average rating, 245 reviews

Little Western Cabin

Need a place to relax with your significant other, or maybe just get away on your own? Book your getaway to this cozy little Western Cabin. Located in Wild Oaks Campground this cabin is the perfect place to connect with nature and each other. Take a dip in the pond during the summer months, or enjoy the hot tub and pool. Bring your snow shoes in the winter and enjoy a hike outside on one of our many trails, or get cozy by the campfire.(Hot tub/pool is not available during the winter months)

Guest favourite

Home in Winnipeg

4.98 out of 5 average rating, 52 reviews

Hot tub, king Bed, ensuite, Pool, attached Garage

Welcome to our house on the cove. We are a pet friendly (small dogs under 30lbs) $75 pet fee per stay. 2 small pet max. Private residence. It features 3 bedrooms & 2 full baths and main floor powder room. Open concept main floor & Theatre room in basement. Close to sevenoaks hospital, health sciences centre , garden city mall & north perimeter Pool open June-Aug as pictured . Pool closed for 2024 season Hot tub professionally Maintained . Shorter stays may be approved at host discretion

Guest favourite

Condo in Downtown Winnipeg

4.93 out of 5 average rating, 199 reviews

Executive Downtown Comfort with amenities galore

Thoughtfully decorated with all the conveniences of home. Whether working or just relaxing, you will surely love the balcony with barbecue, hot tub, sauna, or gym. Heated indoor parking for mid sized vehicle, sorry no trucks. Main floor of the building is connected to a convenience store, restaurant, and vape shop. Within walking distance of the art gallery, MTS, & Convention Centre , the Forks, & Osborne Village with trendy shops and restaurants. 2 day min. stay. Welcome!

Guest favourite

Guest suite in Winnipeg

4.93 out of 5 average rating, 95 reviews

The Luxe on Vista

This stylish place to stay is perfect for couples ! Sorry, no parties at all. You will love this getaway in St.Vital ! You have a private entrance to your 2 bedroom , 1 bath , full kitchen , living and dining room with a wood burning fireplace! Outside you’ll find your brand new 94 jet hot tub , a bar and a heated salt water pool with diving board ! Enjoy the bbq and have an amazing vacation. Pool is seasonal and closes beginning of October and reopens May. Hot tub is year round

Apartment in Fort Garry

5 out of 5 average rating, 3 reviews

Modern & Relaxing 2 Bedroom Condo

You’ll love my place! I guarantee it! Fully furnished 2 bd/1 Bth condo comes with dedicated parking spot, Wi-Fi, full suite kitchen (dishwasher/fridge/oven/microwave) & washer/dryer. Have I told you about the view? 6th floor overlooking the amazing Red River! Walking distance to University of Manitoba, Investors Group Football Stadium, St. Vital Mall and public transit. Many retail outlets, grocery stores, and restaurants can be reached within minutes.

Condo in River Heights

New place to stay

Sun-kissed condo with river view

Enjoy a stylish experience at this centrally located place, 5 minutes walk from Osborn Village. The place is on the 7th floor and facing south with big windows, tons of natural light, spacious balcony, and cozy hard wood floor. From the balcony you shave a beautiful view to Assiniboine river surrounded by nature. - Everything you need to cook - Wifi -Tv in the living room and projector in the bedroom - Each floor has a laundry shared laundry room

Top guest favourite

Guest suite in St. Clements

4.91 out of 5 average rating, 11 reviews

Rural paradise with urban access

You’ll have tons of space and privacy in this beautiful, homey attached suite. It’s close to tons of outdoor amenities for those that love to get out, and the city is only a 15 minute drive away! We welcome you to enjoy the pool area and then sit and enjoy the cozy fireplace while you curl up and watch a movie. If you want a break from the busyness of life, this is the place!