
Holiday rentals with a pool in Midtown
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Midtown

Total holiday rentals
Explore 350 holiday rentals in Midtown

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

Verified guest reviews
Over 5,710 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
340 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 Royal Ontario Museum, Casa Loma and Evergreen Brick Works
Top-rated rentals with a pool in Midtown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Midtown Penthouse - Toronto City Skyline View
Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. 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) on the main floor of the building. Great restaurants nearby.

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

Luxury Retreat in Yorkville | Pristine Amenities
Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. :) ➜ Approx. 600ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Midtown Executive Stay
Stay comfortably in Midtown Toronto in a well-designed 1-bedroom + den condo with two full bathrooms, ideal for mid-term and extended stays. Perfect for business travelers, professionals, and families seeking a quiet, well-equipped home. The unit features a full kitchen, in-suite washer/dryer, reliable Wi-Fi, and a private balcony. Direct indoor access to Loblaws and LCBO adds convenience during winter. Subway access is just a 5-minute walk away. Registration number: STR-2509-GKLFBS

Modern Downtown Loft with Private Garden
Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

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.

High-Floor w/ Balcony | CN Tower | Scotia | Rogers
Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

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.

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! 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.

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.

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

Toronto Pool Retreat
Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.
Popular amenities for Midtown rentals with a pool
House rentals with a pool

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

Modern Toronto Home w/ Pool, Hot Tub, Sauna | 4BR

Ravine Paradise ! heated pool and hot tub!

Luxury 4BR Designer Retreat with Heated Wave Pool

private backyard SPA oasis in Toronto

Victorian Charm – Prime FIFA Base in King West

Tranquil Estate Retreat | Pool, Pond on 3 Acres
Apartment rentals with a pool

Lux amenities/fast WIFI/walking to sub Yorkville

**30%OFF** Lake view property ❤️ of downtown

Lakeside condo/Pool/Rooftop Hottub/Parking/CNE

Lakeside Condo Studio In Downtown Toronto

Stylish 1BR on Toronto’s Harbourfront

Stylish Downtown Toronto Condo + Free Parking

Artsy and Comfy Home with a View

Private balcony + pool & hot tub & great view
Other holiday rentals with a pool

Sunston Haven Yorkville sleeps 6!

Sleek 1Bed+Den Suite Near Transit & Metro

Vanta Luxe Yorkville!

Park Regal Yorkville

2 Brm Luxury Condo Near Eglinton Subway

Modern New 2Bd 2Ba+Den Condo with Balcony

Luxe Cozy Downtown 1BR Condo w/Views&Free Parking

Beautiful Yorkville Luxury Condo
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £82 | £91 | £85 | £96 | £99 | £100 | £107 | £105 | £93 | £84 | £83 |
| 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 |
Destinations to explore
- Private suite rentals Midtown Toronto
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- House rentals Midtown Toronto
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- Luxury rentals Midtown Toronto
- Rentals with a firepit Midtown Toronto
- Bed and breakfasts Midtown Toronto
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- Smoking-friendly rentals Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washing machine and dryer Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Rentals with lake access Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Flat rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Niagara Falls
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Casino Niagara





