Holiday rentals with a pool in Old Toronto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Old Toronto

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

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Top Guest favourite
Apartment in Entertainment District
5 out of 5 average rating, 15 reviews

Walk to CN Tower | 1+1 BR | Free Parking

Stylish experience, centrally-located place steps from hotspots CN Tower, Lake Ontario, Lakeshore, Rogers Centre, Ripley's Aquarium. If here for business/weekend getaway, will be surrounded by DT's top attractions, restaurants, entertainment stylish bedroom unit with 2 beds, full bathroom, streaming services (Netflix etc.) Large windows with city views. Access to key amenities. Perfect home base for Toronto adventure *NOTE Parties strictly prohibited, $1000 fine will be enforced for violations

Superhost
Condo in Entertainment District
4.9 out of 5 average rating, 163 reviews

Modern 2 Bd condo near CN tower/MTCC/Rogers Centre

This spacious and modern suite is conveniently located in the heart of Toronto (Front and John Street). It’s situated within the Entertainment District, home to Toronto’s iconic CN Tower (3-5 min walk), Ripley’s Aquarium, Rogers Centre and the Metro Toronto Convention Center (directly across the street). Amenities: Parking Available for Charge Free unlimited high-speed WiFi Smart TVs w/ cable, Youtube & Netflix Fully equipped kitchen Private balcony Rooftop Infinity Pool Gym access & hot tub

Superhost
Condo in Entertainment District
4.86 out of 5 average rating, 132 reviews

Luxury 1BR Executive Condo • Panoramic City Views

★ This stylishly appointed 1BR condo has everything you need: a spacious open-concept layout with high ceilings and hardwood floors throughout; warm, modern décor; a cozy living area with sofa, armchair, and large flat-screen TV; dining table that seats 3; sleek kitchen with stainless steel appliances; dedicated workspace; comfortable queen bed in the bedroom; bathroom with shower/tub combo; in-suite washer/dryer; high-speed internet; breathtaking panoramic views of Toronto; and an A+ location!

Top Guest favourite
Condo in Yorkdale
5 out of 5 average rating, 118 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Guest favourite
Apartment in Entertainment District
4.98 out of 5 average rating, 52 reviews

Top Area w/ Sunset View, King Bed, Parking, Pool

Free Indoor Parking! Be one of the first guests to enjoy my newly furnished condo. Perfect for business travel, remote workers, and probably the best location for tourists in the city. Considered the top Airbnb friendly luxury condo building in Toronto. 300 Front Street West is directly across from the CN and Blue Jays Stadium, a 3 minute walk from the Rogers Centre, and right in the middle of the best restaurants and nightlife in the city. All this while still being whisper quiet at night.

Guest favourite
Condo in Fort York
4.97 out of 5 average rating, 131 reviews

Lux Waterfront Condo by Rogers -IndoorPool-Parking

This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

Top Guest favourite
Home in The Beaches
4.99 out of 5 average rating, 155 reviews

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Top Guest favourite
Loft in Liberty Village
4.96 out of 5 average rating, 106 reviews

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

Guest favourite
Condo in Harbourfront
4.93 out of 5 average rating, 174 reviews

Modern High-Floor Luxury w/ Balcony, Near CN Tower

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

Superhost
Apartment in Entertainment District
4.9 out of 5 average rating, 52 reviews

Gorgeous 2bedroom Condo Beside MTCC & CN TOWER

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Superhost
Condo in Discovery District
4.91 out of 5 average rating, 32 reviews

Artfully Designed 1 Bed+Den Condo -DowntownToronto

Experience urban luxury in this stylish 1-bedroom plus den condo in downtown Toronto. Enjoy a modern living area with floor-to-ceiling windows, a fully equipped kitchen, and a comfortable bedroom with a queen-sized bed. The versatile den serves as a workspace or additional sleeping area. Located in a vibrant neighbourhood with easy access to dining, shopping, and entertainment options. Amenities include a pool, gym, jacuzzi and a sauna.

Top Guest favourite
Apartment in Fort York
4.99 out of 5 average rating, 124 reviews

The Fort York Flat

Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators. 

Popular amenities for Old Toronto rentals with a pool

Quick stats about holiday rentals with a pool in Old Toronto

  • Total rentals

    2.3K properties

  • Nightly prices starting at

    $17 NZD before taxes and fees

  • Total number of reviews

    62K reviews

  • Family-friendly rentals

    750 properties are a good fit for families

  • Pet-friendly rentals

    540 properties allow pets

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

Destinations to explore

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  2. Canada
  3. Ontario
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  5. Old Toronto
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