
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.

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.

Luxury Stay w/phenomenal view!
Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

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

Lux Waterfront Condo Pool Hot Tub Free Parking
This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

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.

City center/luxury amenities condo in Yorkville
--Safe, well-managed building in a prestigious area, check in with building staff anytime after 4 pm. --Max for 4, inquire about early check-in, late check-out, parking, and DISCOUNT for long-term renting -- Indoor swimming pool, jacuzzi, steam room, gym, are open to guests --Steps away from UofT, ROM, subway stations, and bus stops, grocery stores(Whole Food, City Market, Eataly) --Surrounded by luxury brand stores, museums, internet-famous coffee shops, and restaurants

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 1 Bedroom Suite In Heart Of Toronto
This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included In The Unit! Please NOTE There Is No Parking Included.

Stylish Condo-Yonge & Eglinton/Midtown Toronto
Stay in the heart of Midtown Toronto! This bright, modern condo is steps from Eglinton Station, groceries, shops, and restaurants. Enjoy a sleek kitchen with stone counters and stainless steel appliances, ensuite bathrooms, and a private balcony with city views. Relax with resort-style amenities: indoor pool, hot tub, sauna, gym, BBQ patio, and a Zen garden. Perfect for business or leisure—comfort, style, and convenience all in one place.

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.

1Bd+ Den Cozying Apartment in Midtown Toronto
Cozy one bedroom plus a Den apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton subway Station, 15 min commute to downtown. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) at the main floor with direct access to the building. Great restaurants nearby.
Popular amenities for Midtown rentals with a pool
House rentals with a pool

Seraya Wellness Retreat

Year-Round Heated Pool & Hot Tub Family Oasis

Luxury Spa Escape with Pool & Jacuzzi

Toronto Pool Retreat

private backyard SPA oasis in Toronto

Victorian Studio in King West – TIFF/FIFA Ready

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Casa Meya - Toronto Poolhouse Villa
Condo rentals with a pool

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Beautiful Penthouse with Breathtaking View

Lakeside Condo Studio In Downtown Toronto

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Downtown Toronto Condo with Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

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

Luxury 1BR Executive Condo • Panoramic City Views
Other holiday rentals with a pool

Stylish Stay with City Views, Pool and Gym

Luxury condo near CN Tower

Modern Condo | Breathtaking Views | CN Tower

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Urban Gem, 3 Mins to Wellesley Station, Balcony

Luxury condo 2+2 /free parking on Bay Street

Airbnb King & Queen/Wifi/ near Toronto & Casino

Your Perfect Toronto Getaway +1 Free Parking
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 NZD | $184 NZD | $192 NZD | $203 NZD | $228 NZD | $235 NZD | $239 NZD | $255 NZD | $249 NZD | $232 NZD | $235 NZD | $200 NZD |
| 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 $18 NZD 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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- Rentals with pools Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




