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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Top guest favorite
A rectangular hot tub filled with crystal-clear water showcases swirling blue patterns. The surrounding patio features a pool in the background and wooden deck stairs leading to a dining area. Lush greenery enhances the outdoor setting, providing a serene space for relaxation.
Home in Mandalay West
4.99 out of 5 average rating, 87 reviews

Kg & ensuite, spa, pet friendly, attached garag

Home away from home . Quiet 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 7oaks, health sciences centre , cda life centre , garden city mall & north perimeter Pool open June-Aug as pictured Pool closed sept 28 2025. Hot tub professionally Maintained . Shorter stays may be approved at host discretion

Top guest favorite
A spacious bed is centered against a warm yellow wall, adorned with crisp white and brown linens. Two bedside lamps provide soft lighting, while a large black-and-white photograph of a cityscape is displayed above the headboard, reflecting a soothing ambiance.
Condo in Winnipeg
4.91 out of 5 average rating, 199 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!!

Top guest favorite
A comfortable living area features a dark sectional sofa adorned with decorative pillows. A glass coffee table holds a vase of fresh flowers, while a patterned area rug adds warmth. Wall art enhances the space, and a dining table is visible in the background.
Condo in Downtown Winnipeg
4.94 out of 5 average rating, 279 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!

Home in Winnipeg
New place to stay

Welcome to The Cabin! A cottage oasis in the city

Please, come in, and make yourself at home! The Cabin is meant to feel like a true home away from home — a place to exhale, get cozy, and let your creativity wander. Read a book, take a bath, bake cookies, sit by the fire, stroll the garden, or visit King’s Park nearby. As an artist’s house, you’ll find art supplies and little sparks of inspiration throughout. It’s perfect for a quiet writer’s retreat, a DIY art residency, or simply a cozy weekend with friends. Welcome here :)

A comfortable living area is showcased with a spacious gray sectional sofa and a round coffee table positioned in front. Natural light enters through a large window, complemented by soft blue curtains. A wall-mounted television is placed above a modern electric fireplace, contributing to the cozy ambiance.
Condo in Winnipeg
5 out of 5 average rating, 12 reviews

Lovely 2 bedroom Condo near University of Manitoba

2 bed + 1 bath, 950 square foot. Perfect space for a young professional or couple visiting Winnipeg. Located in a central and quiet neighbourhood. Walking distance to Investor’s Group Field, University of Manitoba, Grocery stores and many other shops and restaurants. Parks and nice walking paths are also nearby. 15-minute drive to downtown Winnipeg. This unit comes fully furnished with a great living room space, kitchen with all amenities, in-suite laundry, a pool and gym.

Top guest favorite
A newly installed hot tub is illuminated with soft blue lighting, creating a serene environment. Surrounding plants add a natural touch, and a glimpse of the house entrance is visible in the background, enhancing the inviting atmosphere of the outdoor space.
Guest suite in Winnipeg
4.93 out of 5 average rating, 125 reviews

The Luxe on Vista

Please note: no parties permitted. Enjoy this relaxing St. Vital retreat with a private entrance to your spacious 2-bedroom, 1-bath suite featuring a full kitchen, living and dining area, and a cozy wood-burning fireplace. This is an up-and-down residence, but you have your own private entrance and exclusive use of the backyard. Enjoy the 94-jet hot tub year-round, plus an outdoor bar (not heated), BBQ, and heated saltwater pool with diving board (seasonal May–October).

A comfortable living area features a light beige sofa paired with a single armchair. A modern glass coffee table is positioned on a plush rug, and large windows allow natural light to fill the space, offering views of greenery outside.
Apartment in Pembina Strip
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 Downtown Winnipeg
4.33 out of 5 average rating, 12 reviews

Main Downtown | Deluxe Suite w Pool, Gym & Balcony

Experience downtown Winnipeg from this sunny 2BR condo. Balcony, pool, hot tub, gym, and Outdoor parking make every stay hassle-free. Clean, cozy, and professionally managed, perfect for couples, families, and business travelers alike.

A bedroom features a spacious bed with a geometric patterned comforter complemented by brown tones. Natural light enters through a sheer curtain covering a small window. The walls are painted dark, enhancing the overall ambiance, complemented by a decorative light fixture on the ceiling.
Home in North Point Douglas

Welcome

Relax with the whole family at this peaceful place to stay.

Home in Winnipeg
New place to stay

Entire luxury home in Fort Richmond

This stylish place to stay is perfect for group trips.

A large window offers a city view, showcasing nearby buildings and parking structures. Natural light floods the room, highlighting the smooth windowsill and urban landscape outside.
Apartment in Downtown Winnipeg

Luxury Urban Condominium

Kick back and relax in this calm, stylish space.

Popular amenities for Winnipeg rentals with a pool

Quick stats about vacation rentals with a pool in Winnipeg

  • Total vacation rentals

    Explore 30 vacation rentals in Winnipeg

  • Nightly prices starting at

    Winnipeg vacation rentals start at G$4,209 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winnipeg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winnipeg rentals

  • 4.6 Average rating

    Winnipeg stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Winnipeg's top spots, include Canada Life Centre, Assiniboine Park, and Winnipeg Art Gallery

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