
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 Casa Loma, Royal Ontario Museum 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.

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto
Experience best of Yorkville, Toronto’s most prestigious neighborhood. This stylish, furnished condo features a comfortable queen bed, modern living space, dedicated workspace, high-speed Wi-Fi, and fully equipped kitchen for the seamless stay. Enjoy premium amenities including fitness centre, pool, hot tub and sauna. Just steps from world-class dining, luxury shopping, art galleries, and University of Toronto, it’s the perfect home base for business travelers, couples, and city explorers alike.
4.98 out of 5 average rating, 105 reviews
Stylish Downtown Toronto Condo + Free Parking
Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!
4.98 out of 5 average rating, 225 reviews
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!
4.97 out of 5 average rating, 192 reviews
Luxury Downtown Condo For 4 (CN Tower Views)
Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.
4.94 out of 5 average rating, 129 reviews
Luxury Downtown Condo For 6 (CN Tower View)
Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.
4.98 out of 5 average rating, 129 reviews
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
4.99 out of 5 average rating, 168 reviews
Modern Downtown Loft with Private Garden
GUESTS STAYING LESS THAN 28 DAYS MAY NOT USE THE POOL, GYM AND BUILDING AMENITIES. Welcome to this modern and spacious (765 ft2 / 71 m2) one bedroom condo loft in the prestigious Verve Residences and Lofts minutes away from Yonge & Bloor, Yorkville, the Village, Eaton Centre, University of Toronto, two Subway lines and other landmarks, museums and restaurants. This condo features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in downtown.
4.88 out of 5 average rating, 120 reviews
Prime location • Amazing views • FREE parking
Welcome to your perfect getaway in the heart of downtown Toronto! This modern and stylish apartment offers breathtaking views of the city skyline, making it an ideal retreat for both business travelers and tourists. Located just steps away from the CN Tower, Rogers Centre, and Scotiabank Arena, you'll be right in the midst of the city's main attractions. The convenience of Union Subway Station nearby ensures easy access to all parts of Toronto. Experience the best that Toronto has to offer!
4.96 out of 5 average rating, 101 reviews
Midtown 1BR | Workspace, Parking + Sofa Bed
Enjoy a comfortable Midtown Toronto stay with a dedicated workspace, high-speed Wi-Fi, flexible sleeping space, and included parking — ideal for couples, solo travellers, small families, or guests combining work and leisure. Restaurants, cafés, and pubs are a short walk away, with the subway only 5 minutes away for easy access to downtown Toronto and major attractions. Loblaws and LCBO are also accessible directly through the building’s parking garage. Registration number: STR-2406-HTPBPY
4.99 out of 5 average rating, 93 reviews
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
4.81 out of 5 average rating, 110 reviews
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.
4.84 out of 5 average rating, 165 reviews
Canadiana Downtown Condo w/King Bed + Free Parking
We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!
4.92 out of 5 average rating, 184 reviewsPopular amenities for Midtown rentals with a pool
House rentals with a pool

Casa Meya – Toronto Poolhouse Villa
4.91 out of 5 average rating, 107 reviews
Toronto Pool Retreat
4.86 out of 5 average rating, 111 reviews
King West Studio – TIFF, Dining & Nightlife
4.91 out of 5 average rating, 347 reviews
Ravine Paradise ! heated pool and hot tub!
4.92 out of 5 average rating, 125 reviews
Luxurious 2 bdr suite near SQ1, UTM, parking/pool
4.96 out of 5 average rating, 123 reviews
Leaside Rental w/ Backyard& Pool
4.95 out of 5 average rating, 42 reviews
Luxury 4BR Designer Retreat with Heated Wave Pool
5.0 out of 5 average rating, 17 reviews
Private Pool Lakeview House
4.93 out of 5 average rating, 75 reviewsApartment rentals with a pool

Central downtown condo next2 CNtower+free parking
4.85 out of 5 average rating, 106 reviews
College Park :2Bd+2bth + Free parking
4.93 out of 5 average rating, 227 reviews
Beautiful Condo Across CN Tower and MTCC
4.84 out of 5 average rating, 167 reviews
Fort York- Lake View Studio Condo + Indoor Parking
4.98 out of 5 average rating, 111 reviews
Stylish 1BR on Toronto’s Harbourfront
4.93 out of 5 average rating, 126 reviews
Charming Condo w Parking, CN Tower View & Pool
4.94 out of 5 average rating, 151 reviews
Toronto CN Tower 2 Bed 2 B w Master King w Parking
4.85 out of 5 average rating, 206 reviews
Luxury 1 Bedroom Suite In Heart Of Toronto
4.91 out of 5 average rating, 346 reviewsOther holiday rentals with a pool

Stylish Condo-Yonge & Eglinton/Midtown Toronto
4.95 out of 5 average rating, 39 reviews
Midtown Penthouse - Toronto City Skyline View
5.0 out of 5 average rating, 43 reviews
2 Brm Luxury Condo Near Eglinton Subway
4.77 out of 5 average rating, 143 reviews
Midtown Executive Stay
5.0 out of 5 average rating, 17 reviews
Beautiful Yorkville Luxury Condo
4.8 out of 5 average rating, 69 reviews
Spacious 3BR - Free Parking - 5 min walk to Subway
4.85 out of 5 average rating, 55 reviews
Modern 2BR/2BA with Pool & Gym | Yonge & Eglinton
4.98 out of 5 average rating, 62 reviews
Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST
4.95 out of 5 average rating, 78 reviewsWhen 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 | £98 | £112 | £129 | £100 | £107 | £105 | £93 | £85 | £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
- Townhouse rentals Midtown Toronto
- House rentals Midtown Toronto
- Luxury rentals Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Apartment rentals Midtown Toronto
- Rentals with lake access Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Flat rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Loft rentals Midtown Toronto
- Private suite rentals Midtown Toronto
- Rentals with breakfast Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Niagara Falls
- Toronto Eaton Centre
- Niagara Falls State Park
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum





