
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.

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

The Farmer's Cottage
Welcome to The Farmer's Cottage! This 22nd-floor, 2-bedroom (king, double & pull-out couch) corner unit offers stunning views of Toronto. Steps from Trillium Park, Exhibition Place & Budweiser Stage. Close to CN Tower, Rogers Centre & Fort York. Features a full kitchen, dining table for 4, living room with tv, in-unit laundry & a 4-piece bathroom. Building amenities include an indoor pool, gym, rooftop BBQ area, hot tub, & parking for 1 vehicle. Perfect for city adventures or relaxing stays!

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.

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.

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.

Entire Unit - Modern 2 BR Condo near CN Tower
PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Please note that gym is currently closed for renovation this month. Welcome to our modern 1+1 bedroom (den is open-concept but well secluded) 1 bath condo. Enjoy a stylish experience at this centrally located place! The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto within walking distance.

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.

Entire Unit - CN Tower View - Lux. 1 BR DT Condo
PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. A 10 ft ceiling modern and stylish condo offering stunning CN Tower views. The suite is located right across CN Tower, Rogers Centre, Metro Convention and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto, enjoy sports events, or attend meetings within walking distance. We provide Wifi, Cable TV , washer/dryer, and paid parking.

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
This beautiful modern 1 bed & q bath suite is located in the heart of downtown Toronto's Entertainment & Financial District - in the prestigious 300 Front Street building in the core of the city. Enjoy a nice dinner on the balcony with a lake and CN Tower view! The building has a fully equiped Fitness center, Outdoor Pool with a 360 degree of the whole city, Steamroom, Whirlpool BBQ

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
We are back! A Luxury 2-bedroom overlooking the city. Open concept living space with a modern flare and stainless steel appliances, encompassing the city life. Bedrooms have comfy queen beds and loads of closet space. Stunning views of the CN Tower and lake. Parking, Pool, Spa, Sauna, and gym access.

FREE Parking! CN Tower Views! Rooftop Pool!
Parking included!!! Perfect Location Downtown Toronto, with amazing clear CN-Tower views, enjoy this Airbnb Friendly Building. Full access to Rooftop pool with CN Tower view!! Safe, full 24 Hour Concierge, amazing amenities, gym, steps to restaurants, bars, patios, Blue Jays Game, Parks and more.
Popular amenities for Midtown 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

Award Winning Luxury Home with Heated Pool + Sauna

Ravine Paradise ! heated pool and hot tub!

Luxury Spa Escape with Pool & Jacuzzi

Modern Custom Built Walkout to Marble Pool Game RM

Chic King West Studio – TIFF & FIFA at Your Door
Condo rentals with a pool

Stylish 2 Bdrm Gorgeous CN Tower View w/Parking!

Beautiful Condo + CN Tower View + Free Parking

Beautiful Penthouse with Breathtaking View

Beautiful Condo Across CN Tower and MTCC

Lux Waterfront Condo Pool Hot Tub Free Parking

Luxury Condo with FreeParking. CN Tower Lake View

Stylish Downtown Toronto Condo with Free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Other holiday rentals with a pool

City Views & Relaxation: Pool, Gym, Prime Location

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Presidential 2BR+Office in coveted Yorkville

Yorkville Skycrest Penthouse | King Bed | Gym+Pool

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

1 bedroom with gym and pool-6' walk from subway

Luxury condo 2+2 /free parking on Bay Street

Beautiful Yorkville Luxury Condo
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $147 AUD | $145 AUD | $152 AUD | $161 AUD | $181 AUD | $186 AUD | $189 AUD | $202 AUD | $198 AUD | $175 AUD | $160 AUD | $157 AUD |
| 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 $28 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
360 of Midtown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park




