
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 $26 SGD 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

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!

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.

Fully furnished XL bachelor unit
448 square feet unit XL studio with queen bed It has direct elevator access to Loblaws, LCBO and Starbucks There is an indoor pool, sauna, steam room, hot tub and gym in the building It is 3 minutes walk to Eglinton station Yonge and Eglinton Center, Metro, Indigo, Shoppers Drug Mart, Sephora, Farmboy and several restaurants are in less than 10 minute walk All inclusive wifi, water, hydro, heating Dishwasher, microwave and TV Parking available in the building for a fee

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

Luxury Spa Escape with Pool & Jacuzzi

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

Ravine Paradise ! heated pool and hot tub!

Luxury 4BR Designer Retreat with Heated Wave Pool

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto
Apartment rentals with a pool

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

Lakeside condo/Pool/Rooftop Hottub/Parking/Park

FIFA Venue|BMO field|Luxury Condo with FreeParking

Stylish Downtown Toronto Condo + Free Parking

Fort York- Lake View Studio Condo + Indoor Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Artsy and Comfy Home with a View

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

6ix Hideaway | Skyline Views | Pool•Hot Tub•BBQ

Lux amenities/fast WIFI/walking to sub Yorkville

Vanta Luxe Yorkville!

Park Regal Yorkville

2 Brm Luxury Condo Near Eglinton Subway

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

Luxury Condo 2 Bed 2 Wash Heart of Yorkville

Modern Downtown Condo/UofT/ Skyline View/Eaton Ctr
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 SGD | $142 SGD | $158 SGD | $147 SGD | $165 SGD | $171 SGD | $173 SGD | $185 SGD | $181 SGD | $160 SGD | $146 SGD | $143 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 |
Destinations to explore
- Townhouse rentals Midtown Toronto
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- Rentals with a washing machine and dryer Midtown Toronto
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- Rentals with lake access Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Flat rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Rentals with breakfast 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
- 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
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Coca Cola Coliseum





