
Vacation 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.

Year-Round Heated Pool & Hot Tub Family Oasis
Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

Toronto's Perfect View Apartment
Beautiful apartment with a wonderful view! You will have an unobstructed observation of the Toronto's CN Tower, Yacht Club at the harbor, Toronto City Airport and lake Ontario. Fully equipped gym, swimming pool and roof top terrace. You will be minutes away from most city attractions as well as the Exhibition Place. Book now for an unforgettable stay! Please be sure to check my GuideBook for best selection of restaurants and local business discounts for my guests. Send your inquiry for any info!

Luxury Downtown Condo For 6 (Near CN Tower)
Enjoy our luxury 3 bedroom [2 queen 1 double bed], 2 bathroom condo, located in the heart of the Entertainment District. The condo is a short walk to many of the city’s most exciting attractions - CN Tower, Rogers Centre, Scotiabank arena, & the Metro Convention Centre. There is plenty of shopping, fine dining and entertainment in the surrounding areas accessible by foot. For our guests pleasure we have designed the condo to be modern, stylish, and relaxing. We look forward to hosting you!

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.

Downtown Toronto 2 BDR Condo CN Tower/Lake Views
Stunning 2 bedroom & 2 bath condo in the heart of downtown Toronto! Breathtaking views of the CN Tower, Lake, and southwest sunset. Steps away from the CN Tower, Scotiabank Arena, Rogers Centre, Union Station (airport express train direct), Convention Centre, Waterfront, and more. FREE PARKING for one vehicle. Luxurious amenities: rooftop pool, indoor pool, hot tubs, sauna, gym, theater room, party rooms. Grocery, Starbucks, restaurants, banks, bars inside the building on the ground floor.

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

Lakeside Condo Studio In Downtown Toronto
Luxury waterfront condo in Historic Fort York District with amazing amenities. Right by the waterfront LakeOntario and minutes from downtown Toronto. The studio is very clean and contemporary with balcony facing the lake. Walking distance to PorterAirport, ScotiaArena, BMO field,RogerCentre, MolsonAmphitheatre, CNE,OntarioPlace and everything Lakeshore has to offer. Easy access to all of downtown right at your doorstep with 5 min tram ride to UnionStation, UpExpress, GoStation and ViaRail.

Studio by Lake -Close to Central Airport & Station
Enjoy a true Toronto Downtown experience at this centrally located studio apartment. It is minutes away from Lake Ontario/Harbourfront and about 10 minutes walk to Billy Bishop City Airport. Within 15-20 mins walkable distance you'll find some amazing restaurants and all the main tourist attractions including CN tower, Ripley's aquarium, Rogers Centre, Scotia Bank Arena, etc. A min walk to train that takes you to Union Station or around the city. Parking for extra CAD 40/night (cash only)

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.

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.

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.
Popular amenities for Midtown rentals with a pool
House rentals with a pool

Seraya Wellness Retreat

Luxury Spa Escape with Pool & Jacuzzi

Toronto Pool Retreat

private backyard SPA oasis in Toronto

Chic King West Studio – TIFF & FIFA at Your Door

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

Casa Meya - Toronto Poolhouse Villa

Stylish Condo in Downtown TO
Condo rentals with a pool

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

MillionDollarView49thFloor☀CN Tower LAKE W/Parking

Beautiful Penthouse with Breathtaking View

Lux Waterfront Condo Pool Hot Tub Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

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

Charming Condo w Parking, CN Tower View & Pool

Luxury 1 Bedroom Suite In Heart Of Toronto
Other vacation rentals with a pool

Luxury Condo w/ Pool, Parking, King Bed, Epic View

1 Bedroom Suite

Explore City Life, Pool, Gym, Patio

270° CN Tower View - Stunning 3BR - Free Parking

Stylish Rooftop Pool/CN Tower

Boho HighRise, Heart of City 2Bed2Bath w Pool/Gym

Charming and Luxurious 2BR+1Bath Guest Suite

Modern 2BR/2BA Condo | Heart of Downtown–Luxe Stay
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 CAD | $144 CAD | $151 CAD | $159 CAD | $179 CAD | $184 CAD | $187 CAD | $200 CAD | $195 CAD | $181 CAD | $184 CAD | $156 CAD |
| 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 vacation rentals with a pool in Midtown

Total vacation rentals
Explore 340 vacation rentals in Midtown

Nightly prices starting at
Midtown vacation rentals start at $14 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
330 of Midtown vacation 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
- Rentals with a patio Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washer and dryer Midtown Toronto
- House rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Condo rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Rentals with a home theater Midtown Toronto
- Apartment rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Rentals with lake access Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Townhouse rentals Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with a firepit Midtown Toronto
- Private suite rentals Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- 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
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Christie Pits Park




