
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.

Chic King West Studio – TIFF & FIFA at Your Door
Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto 20 Min walk BMO Field 15 Mins to TIFF Overlooks Park + Outdoor Public Pool Open Concept 745 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry for long term guests Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District

Luxury Downtown Condo For 4 (CN Tower Views)
Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

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

“Amazing 2 Bedrooms Condo” in Downtown Toronto”
Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

Stylish 1BR/2 bed CN Tower view, Free Parking
Centrally located on 20 John Street. The Rogers Centre, MTCC and CN Tower are right across the street! Walking distance to Financial District, Union Station, bars, Scotia Bank Arena, with easy access to the 401 & more! The space has 10 foot ceilings and windows, with a south view of the CN Tower. Parking space included! This unit is on the quiet LOFT side of building. Other listings may seem similar, but if it’s on the tower side, it’s much busier and elevators may have a longer wait.

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.

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Beautiful Condo Across CN Tower and MTCC
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

Cozy Condo Next to CN Tower
Experience the best of Toronto in our modern one-bedroom plus one sofa bed condo, ideally located in the vibrant heart of the city. Enjoy breathtaking views from a high floor, offering a perfect retreat for urban explorers and business travelers. With easy access to top attractions, including the iconic CN Tower, and excellent commuting options, our condo combines comfort with convenience, making it the ideal base to discover Toronto's charm and energy.

Canadiana Downtown Condo w/King Bed + Free Parking
We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!

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.

King West Triplex Main FLR PVT APT 1 BDRM Parking
KING WEST TRIPLEX Mainfloor unit is overlooking the Park and has a Pool in front, baseball and tennis courts, ping pong table and enclosed Dog Park! Hardwood floors, 12ft ceilings, private parking in the rear and a private back patio. Pets permitted. Two blocks from King and Bathurst, club, bars/patio restaurant district, and grocery store. Long term: Request 31 nights or more to avoid paying an additional 13% tax.
Popular amenities for Old Toronto rentals with a pool
House rentals with a pool

newly renovated, close to airport, washer/dryer

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

Seraya Wellness Retreat

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Ravine Paradise ! heated pool and hot tub!

Luxury Spa Escape with Pool & Jacuzzi

Comfortable &Stylish 4BD Stay Near Toronto Airport

Modern Custom Built Walkout to Marble Pool Game RM
Apartment rentals with a pool

Beautiful Condo + CN Tower View + Free Parking

Luxury 1+Den condo steps away from CN Tower & Lake

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)

Luxury Designer Condo, steps to CN tower

Large & Bright 2BR+Den in Midtown w/ Free Parking

Luxury 1 Bedroom Suite In Heart Of Toronto

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 6 (Near CN Tower)
Other holiday rentals with a pool

COMFY 1BR - FREE Parking - Downtown - Pool - Gym

City center/luxury amenities condo in Yorkville

Modern Condo | Breathtaking Views | CN Tower

Heart of Yorkville! Chic, modern, 1 min to Subway

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Perfect spot downtownToronto,free parking,gym,pool

Beautiful Yorkville 1br w/pool in great location.

CN Tower View! Heart of Downtown
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $139 SGD | $149 SGD | $158 SGD | $174 SGD | $187 SGD | $197 SGD | $207 SGD | $193 SGD | $172 SGD | $164 SGD | $159 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with a pool in Old Toronto

Total holiday rentals
Explore 2,620 holiday rentals in Old Toronto

Nightly prices starting at
Old Toronto holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 67,050 verified reviews to help you choose

Family-friendly holiday rentals
870 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 630 rentals that welcome pets

Rentals with dedicated workspaces
1,420 properties have a dedicated workspace

Wifi availability
2,570 of Old Toronto holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Toronto rentals

4.8 Average rating
Old Toronto stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Old Toronto’s top spots include CN Tower, Rogers Centre and Toronto Eaton Centre
Destinations to explore
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- Rentals with a hot tub Old Toronto
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- Rentals with pools Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- Toronto City Hall
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Food and drink Toronto
- Sports activities Toronto
- Sightseeing Toronto
- Art and culture Toronto
- Things to do Ontario
- Entertainment Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Tours Ontario
- Food and drink Ontario
- Art and culture Ontario
- Nature and outdoors Ontario
- Things to do Canada
- Tours Canada
- Nature and outdoors Canada
- Food and drink Canada
- Art and culture Canada
- Entertainment Canada
- Sightseeing Canada
- Sports activities Canada




