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Vacation rentals with a pool in Downtown Toronto, Old Toronto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Downtown Toronto, Old Toronto

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

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Condo in Downtown Toronto

4.91 out of 5 average rating, 127 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

Condo in Downtown Toronto

5 out of 5 average rating, 113 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Enjoy our luxury 3 bedroom [2 queen 1 double bed], 2 bathroom condo, located in the heart of the Entertainment District. The condo is a short walk to many of the city’s most exciting attractions - CN Tower, Rogers Centre, Scotiabank arena, and the Metro Convention Centre. There is plenty of shopping, fine dining and entertainment in the surrounding areas accessible by foot. For our guests pleasure we have designed the condo to be modern, stylish, and relaxing. We looking forward to hosting you!

Condo in Downtown Toronto

4.85 out of 5 average rating, 142 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

Beautifully decorated, cozy apartment in a modern building. Has everything you need for a great stay; business or pleasure. Located right in the downtown core, steps from Scotiabank Arena (NHL, NBA), Rogers Centre (MLB), CN Tower, Ripley's Aquarium, Harbourfront Centre, Metro Toronto Convention Centre (MTCC) and more. Easy access via underground PATH to Union Station. Building features 24/7 security and high end amenities: indoor/outdoor pools, hot-tub, sauna, and gym. Supermarket downstairs.

Condo in Fort York

4.89 out of 5 average rating, 404 reviews

Lakeside Condo Studio In Downtown Toronto

Luxury waterfront condo in Historic Fort York District with amazing amenities. Right by the waterfront LakeOntario and minutes from downtown Toronto. The studio is very clean and contemporary with balcony facing the lake. Walking distance to PorterAirport, ScotiaArena, BMO field,RogerCentre, MolsonAmphitheatre, CNE,OntarioPlace and everything Lakeshore has to offer. Easy access to all of downtown right at your doorstep with 5 min tram ride to UnionStation, UpExpress, GoStation and ViaRail.

Condo in Fort York

4.95 out of 5 average rating, 125 reviews

One Of A Kind Downtown Sanctuary w/ CN Tower View

Hosted by David and Lily Our cozy, one of a condo is perfect for your next getaway! Our space was custom designed and curated to provide a unique experience while feeling at home and relaxed. Located in a prime downtown location right next to the lake, you can take advantage of amazing views, extensive amenities and the convenience of being so close to all of the action downtown. Great for couples, solo adventurers, and business travellers. Airport transfer available upon request.

Condo in Downtown Toronto

4.87 out of 5 average rating, 105 reviews

Luxury 1BR Executive Suite with Stunning Views!

This beautifully designed 1BR condo has it all: a spacious, open concept suite with high ceilings and hardwood floors throughout; beautifully designed; inviting living area with sofa, armchair and large flat screen TV; small dining table comfortably seats 3 guests; modern kitchen with stainless steel appliances, dedicated work space; bedroom with comfortable queen size bed, bathroom with shower/tub; washer/dryer ensuite. High speed Internet, absolutely stunning panoramic views of Toronto!

Condo in Davisville Village

4.93 out of 5 average rating, 250 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Condo in Downtown Toronto

4.93 out of 5 average rating, 206 reviews

College Park :2Bd+2bth + Free parking

950 sq.ft. luxurious 2 Bed 2 Bath including underground parking. In the coveted Bay and College neighbourhood. 5-10min walk to University, Queens Park, Dundas Square,Eaton Centre, Yorkville,ROM, City Hall,Nathan Philips SquareChurch Street, UofT, Ryerson 20-25 minute walk to CN Tower;Rogers Center 3 Min : Womens Hospital, 7 mins to Toronto General Hos Loblaws, 24 hr Metro Walking Distance to 3 subway stations (Wellesley,Queens Park,College Station). Pool,Gym,Hot Tub

Condo in Downtown Toronto

4.95 out of 5 average rating, 137 reviews

High Floor | CN Tower, ScotiaArena, Rogers, MTCC

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!

Condo in Fort York

4.89 out of 5 average rating, 124 reviews

Lakeside Downtown Oasis accommodating 4 ppl

Enjoy a stylish experience at this centrally located place. My ONE BEDROOM PLUS DEN condo comfortably sleeps 4 people and overlooks the lake and is within walking distance to most Toronto attractions ( Budweiser Stage, BMO field, Exhibition Place, Billy Bishop Airport, CN tower, Ontario Place, countless bars, restaurants and venues. During your Stay you will have access to the state of the art facilities such as gym, sauna, pool, roof-top terrace, paid parking on site.

Condo in Downtown Toronto

4.94 out of 5 average rating, 155 reviews

Stylish 1BR/2 bed CN Tower view, Free Parking

Centrally located, 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 longer waits.

Home in The Beaches

4.99 out of 5 average rating, 118 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

Welcome to the Toronto Beach and to this century old home, right on the beach with a private pool and spa that is 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 (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

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Popular amenities for Downtown Toronto, Old Toronto rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Downtown Toronto

5 out of 5 average rating, 8 reviews

Stunning Home Downtown Toronto!

Home in Scarborough

4.91 out of 5 average rating, 57 reviews

Ravine Paradise ! heated pool and hot tub!

Home in North York

4.92 out of 5 average rating, 50 reviews

Toronto Pool Retreat

Home in Mimico

4.78 out of 5 average rating, 27 reviews

private backyard SPA oasis in Toronto

Home in Scarborough

4.93 out of 5 average rating, 112 reviews

Entire house with Pool, ravine, and nature trail

Home in Scarborough

5 out of 5 average rating, 8 reviews

Lakeview Cottage in the City with Pool

Home in Niagara

4.91 out of 5 average rating, 291 reviews

King West Victorian Studio Gem

Home in Central Etobicoke

4.97 out of 5 average rating, 95 reviews

Home Away From Home, 2 bedrooms, free parking

Condo rentals with a pool

Condo in Fort York

4.94 out of 5 average rating, 33 reviews

Spacious condo with desk, gym and pool

Condo in Downtown Toronto

4.86 out of 5 average rating, 111 reviews

2 Bedroom CN Tower Waterfront Oasis w Parking

Condo in Downtown Toronto

4.89 out of 5 average rating, 174 reviews

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

Condo in Fort York

4.97 out of 5 average rating, 107 reviews

Luxury Waterfront Downtown Condo w/ Pool & Parking

Condo in Downtown Toronto

4.87 out of 5 average rating, 318 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

Condo in Fort York

4.85 out of 5 average rating, 104 reviews

Luxury Condo with Parking. CN Tower + Lake View

Condo in Toronto

4.93 out of 5 average rating, 144 reviews

SPECTACULAR SUITE IN HUMBER BAY SHORES TORONTO!

Condo in Downtown Toronto

4.93 out of 5 average rating, 140 reviews

3BR Rooftop Pool-Gym-Steps-MTCC-CN Tower-Parking

Quick stats about vacation rentals with a pool in Downtown Toronto, Old Toronto

Total rentals
2K properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
52K reviews
Family-friendly rentals
670 properties are a good fit for families
Pet-friendly rentals
500 properties allow pets
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace

Destinations to explore