
Vacation rentals with a pool in Midtown
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Top-rated rentals with a pool in Midtown
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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

Lux Waterfront Condo by Rogers -IndoorPool-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!

CN Tower View 4BD Penthouse+Rogers Centre+Parking
Luxury 4BD 2BR Penthouse w/ CN Tower View | 3 Baths + Free Parking Welcome to your sky-high escape in the heart of downtown Toronto. This stunning 1500sq ft, 2-bedroom, 3-bathroom penthouse at 300 Front Street West offers unbeatable views of the CN Tower and skyline. Perfect for groups, families, or business travelers — comfortably sleeps up to 8 guests. Enjoy a spacious open-concept layout, modern finishes, and a fully equipped kitchen. Free parking included (a rare find in downtown!).

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.

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.

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.

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST
Welcome to your ideal retreat in Midtown Toronto 👋🏻 , a sophisticated and inviting stay nestled near the vibrant Eglinton Station (🚶🏻4 min walk). This prime location offers guests unparalleled access to a dynamic neighborhood teeming with exceptional dining, cozy cafés, and a plethora of entertainment options. Whether you’re visiting for business, a weekend getaway, or an extended stay, this stylish rental provides the perfect blend of comfort, convenience, and urban excitement.

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 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!
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

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Guest suite 10 min to subwy w kitchen FREE parking

private backyard SPA oasis in Toronto

Modern Designer Home w/ Pool Open Game Rm/Fire Pit

Victorian Charm – TIFF/FIFA Base in King West
Condo rentals with a pool

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Beautiful Penthouse with Breathtaking View

Luxury Condo with FreeParking. CN Tower Lake View

Chic, High-Rise Apartment with CN Tower Views

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

Studio by Lake -Close to Central Airport & Station
Other vacation rentals with a pool

Pet Friendly Condo, Private Terrace, Pool & Gym

Modern Condo | Breathtaking Views | CN Tower

The Snug Oasis - Woodstock (Near Airport)

Hallmark Luxury 1 BDR condo sbwy

Modern 2BR/2BA Condo | Heart of Downtown–Luxe Stay

Condo in Heart of Mississauga

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Luxury Lakeview Condo free parking Pool Hottub Gym
Quick stats about vacation rentals with a pool in Midtown
Total rentals
340 properties
Nightly prices starting at
R173 ZAR before taxes and fees
Total number of reviews
5.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
180 properties have a dedicated workspace
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara