
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 with Free Parking
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 Private Suite By Subway w Free Parking
An entire floor is yours to use privately. Newly renovated with modern amenities, includes a 55" Smart OLED TV, Fibre Optic High-Speed WIFI, and backyard full of fun activities for couples and families. Next to public transit, a quick walk away, is TTC Eglinton W station. Centrally located, quick access to downtown or any neighbouring city (Vaughan, Markham, Brampton, Mississauga). Situated on a quiet street and walking distance from grocery stores, pharmacies, coffee shops, and eating places.

Ask re: FALL Specials-Heated Pool-tub Open 365 Day
Ask about FALL BONUS NIGHTS: BOOK 2 nights-get 3rd for free: Located right by the lake. HEATED private pool and spa. OPEN 365 days- EVEN IN WINTER !! Explore local shops on Queens St. 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

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

Modern 1Bd/2Bth + Den Condo in Midtown Toronto
Stylish and modern 1 Bd/2Bth + Den condo located in the heart of Midtown Toronto, by the intersection of Yonge + Eglinton. This pleasant 672 sq ft condo with private balcony, can comfortably accommodate up to 4 guests in two Queen beds. Perfect for families, young professionals, couples and solo travelers. Steps away from top restaurants, shopping and entertainment, with easy access to public transportation. This Airbnb has everything you will need for a memorable experience here in Toronto.

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton
Welcome to your high-floor stylish 2-bedroom, 2-bathroom condo in the heart of Toronto! Now accepting bookings through December. Enjoy the indoor pool, gym, hot tub, sauna, steam room, and one free parking spot. Loblaws is downstairs, and GoodLife is across the street. Cafes, restaurants, and parks are within a 2-minute walk. The subway is steps away. The unit includes fast Wi-Fi, Netflix, full kitchen, and in-suite laundry — perfect for work trips, weekend getaways, or extended stays.

Luxury Midtown Condo with Pool and Gym, Parking
We are hosting guests in this property for more than 2 years, however we had to create a new listing to comply with city regulations. You can find all of our reviews in our old listing: https://www.airbnb.ca/hosting/listings/editor/53566665/view-your-space Enjoy a stylish experience at this centrally located, large, and elegant unit in a brand new condominium with magnificent views. Free parking + pool gym + hot tub. This 1 bedroom + Den unit is located in the heart of midtown Toronto.

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.

Midtown Toronto Condo!
This vibrant midtown building is surrounded by diverse dining options, from restaurants to pubs, all within 1-10 minutes’ walk. The subway is just 5 minutes away, offering quick access to Rogers Centre (15 km) and Scotiabank Arena. A nearby bus stop connects you to the rest of the city. Conveniently, the building provides direct access to a Loblaws supermarket and LCBO through the parking garage. Registration number: STR-2406-HTPBPY

Spectacular Stay with CN Tower View!
Step into a professionally designed condo that offers complete privacy and comfort in the heart of Toronto’s Entertainment District. Meticulously cleaned before every stay, this stylish space is perfect for both business and leisure. Enjoy easy walks to the CN Tower, Ripley’s Aquarium, Rogers Centre, and Scotiabank Arena. With world-class dining, shopping, and nightlife just outside, everything you need is right at your doorstep.

Luxury City Vacation Getaway
Hello fellow travellers! This spacious condo will be your dream home away from home! It’s in a prime location in Toronto, right on the Yonge line! Fabulous attractions and activities are either a few steps or a short subway ride away. The kitchen is fully stocked, and the washer, dryer and dishwasher are all available for use. Please don’t hesitate to reach out with any questions! We look forward to hosting your stay!

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
Ask about discounts! Welcome to my cozy and modern condo, where you will find yourself in the heart of Toronto - CN Tower, Scotiabank Arena, Rogers Centre, Metro Toronto Convention Centre - all just steps outside your door! Enjoy beautiful views of the city skyline, harbor, and CN Tower. Two bedrooms, two full separate bathrooms, and pullout sofas will comfortably sleep 6, but we can accommodate 8 with extra mattresses.
Popular amenities for Midtown rentals with a pool
House rentals with a pool

Seraya Wellness Retreat

Luxe Haven Heated Pool Sauna Gym

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Spa Escape with Pool & Jacuzzi

Luxe, Family-Friendly Oasis Home With Outdoor Pool

private backyard SPA oasis in Toronto

Victorian Charm – TIFF/FIFA Base in King West

Fun Modern Home Game Rm Cozy Heated Floors Toronto
Condo rentals with a pool

Beautiful Skyline View Downtown Toronto

Beautiful Penthouse with Breathtaking View

Lux Waterfront Condo by Rogers -IndoorPool-Parking

Lakeside Condo Studio In Downtown Toronto

Luxury Condo with FreeParking. CN Tower Lake View

Chic, High-Rise Apartment with CN Tower Views

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
Other holiday rentals with a pool

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Charming and Luxurious 2BR+1Bath Guest Suite

Bright and Airy Guest Suite with Pool

CN Tower View 4BD Penthouse+Rogers Centre+Parking

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

Excellent Toronto view

Penthouse Corner Suite w/ Panoramic 12 FT Windows

Condo in Yorkville - Newly Furnished Luxury Unit
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 AUD | $158 AUD | $165 AUD | $174 AUD | $196 AUD | $202 AUD | $205 AUD | $219 AUD | $214 AUD | $199 AUD | $202 AUD | $171 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 340 holiday rentals in Midtown

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

Verified guest reviews
Over 5,230 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
330 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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- Rogers Centre
 - CN Tower
 - Scotiabank Arena
 - University of Toronto
 - Budweiser Stage
 - Distillery District
 - Metro Toronto Convention Centre
 - Port Credit
 - Clifton Hill
 - The Danforth Music Hall
 - Exhibition Place
 - Harbourfront Centre
 - Toronto Zoo
 - Financial District
 - CF Toronto Eaton Centre
 - Trinity Bellwoods Park
 - BMO Field
 - Massey Hall
 - Niagara Falls State Park
 - Casa Loma
 - Dufferin Grove Park
 - Legends on the Niagara Golf Course
 - Casino Niagara
 - Rouge National Urban Park