
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.

Luxury Stay in Yorkville Prime Toronto Location
Indulge in luxury living at this beautifully furnished 1-bedroom apartment, ideally located in the prestigious Yorkville neighborhood of Toronto. Designed for comfort and style, this serene retreat features high-end finishes and a warm, welcoming ambiance. Just steps from Toronto’s main transit line, you’ll be surrounded by designer boutiques, renowned art galleries, chic cafés, stylish bars, and top-rated restaurants. Whether you’re here to shop, explore, or relax, enjoy the this upscale suite.

Luxury Condo with View 2 Bedroom 2 Washroom
Indulge in luxury at our stunning 2-bedroom, 2-washroom Downtown Toronto Yorkville retreat! Unwind in style on your private balcony overlooking the city, or relax in the heart of Toronto's upscale neighborhood. Perfect for couples or friends seeking a luxurious getaway. Amenities: - 2 spacious bedrooms - 2 modern washrooms - Private balcony with city views - Upscale decor and amenities - Prime Yorkville location -Gym and Pool Book now and experience the best of Toronto's luxury hospitality!

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.

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

Spacious 3BR - Free Parking - 5 min walk to Subway
Our space is a luxury new unit with stylish furniture, located just 5 minutes walk away Eglinton Subway Station and a wide selection of shops and restaurants. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ 5 min walk to subway station ➜ Close to Yonge & Eglinton Centre ➜ Located near Yonge St corridor ➜ Over 900 sqft of space ➜ Free parking for 1 car ➜ 24HR self check-in ➜ Walk score of 98 - Excellent! ➜ Transit score of 90 - Excellent!

“Amazing 2 Bedrooms Condo” in Downtown Toronto”
Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

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.

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.

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 go for walks on the boardwalk ! 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.

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.

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
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

Award Winning Luxury Home with Heated Pool + Sauna

Seraya Wellness Retreat

Luxury Spa Escape with Pool & Jacuzzi

Lake Ontario Waterfront House 15 Min To DT Toronto

private backyard SPA oasis in Toronto

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg
Apartment rentals with a pool

Stylish 2 Bdrm Gorgeous CN Tower View w/Parking!

Beautiful Penthouse with Breathtaking View

Lux Waterfront Condo Pool Hot Tub Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Designer Condo, steps to CN tower

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 4 (CN Tower Views)

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Other holiday rentals with a pool

Vibrant City Stay: Patio, Gym, and Pool Access

London Studio Designed by Architect

Stylish 1BR+Den with Stunning Panoramic City Views

Steps to CN Tower |1+1BR| w/ View & Free Parking

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

Luxury Penthouse Suite SQ1

One Bedroom Condo In Downtown

Amazing View in High-rise Condo
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 SGD | $132 SGD | $139 SGD | $147 SGD | $165 SGD | $170 SGD | $172 SGD | $184 SGD | $180 SGD | $167 SGD | $170 SGD | $144 SGD |
| 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 $26 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
360 of Midtown holiday 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
- Townhouse rentals Midtown Toronto
- Rentals with a cinema Midtown Toronto
- Rentals with a firepit Midtown Toronto
- House rentals Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with a patio Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Rentals with lake access Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Flat rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Apartment rentals Midtown Toronto
- Loft rentals Midtown Toronto
- Private suite 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
- The Danforth Music Hall
- Bay Station
- BMO Field
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara




