
Holiday rentals with a pool in Midtown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Midtown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Stylish Downtown Toronto Condo Free Parking | FIFA
Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today.

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

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

Toronto Vacation | ➊ The One Toronto Villa
The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Fireplace High-Floor 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!

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.

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub
Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

2BR Across from CN Tower & 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

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

Stunning Skyline View Condo, Steps 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.

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 Midtown rentals with a pool
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

Newly renovated, close to airport, washer/dryer

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Spa Escape with Pool & Jacuzzi

Comfortable &Stylish 4BD Stay Near Toronto Airport

Modern Custom Built Walkout to Marble Pool Game RM

Chic King West Studio – FIFA at Your Door
Apartment rentals with a pool

2BR by Union, Scotia Bank Arena CN Tower + Parking

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

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

Lakeside Condo Studio In Downtown Toronto

Luxury Condo with FreeParking. CN Tower Lake View

Beautiful Lake View Studio Condo + 1 free Parking

Charming Condo w Parking, CN Tower View & Pool

Closest condo to Rogers Centre/CN tower in Toronto
Other holiday rentals with a pool

Gorgeous Midtown 2Br/2Ba Condo

City Views, Pool & Gym Access, Prime Location

Stylish Downtown Toronto Condo | Lakeside Living

Prime location • Amazing views • FREE parking

Luxury condo 2+2 /free parking on Bay Street

Beautiful Yorkville Luxury Condo

Spacious 3BR - Free Parking - 5 min walk to Subway

Yorkville Luxury Condo | Pool, Sauna, Gym
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £79 | £78 | £82 | £86 | £97 | £100 | £101 | £108 | £106 | £94 | £85 | £84 |
| 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 Midtown

Total holiday rentals
Explore 370 holiday rentals in Midtown

Nightly prices starting at
Midtown holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 5,430 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
360 of Midtown holiday rentals include wifi access

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

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

Nearby attractions
Midtown’s top spots include Casa Loma, Royal Ontario Museum and Christie Pits Park
Destinations to explore
- Townhouse rentals Midtown Toronto
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- Rentals with a hot tub Midtown Toronto
- Luxury rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with a patio Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Loft rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Private suite rentals Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University
- Toronto City Hall




