
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.

Stylish Condo | Walk to BMO Field + FIFA Festivals
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!

Luxury CN Tower and Lake View Penthouse Sleeps 10
Experience luxury in our 41st-floor penthouse at 300 Front St W, Toronto. Steps from the CN Tower, this 2 Bedroom + Large Den (3rd Bedroom) offers stunning CITY, LAKE & SUNSET VIEWS. This beautiful apartment features a wrap-around balcony, 5 beds including a king bed, queen sofa bed, and a fully stocked kitchen. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and an outdoor rooftop pool with exceptional views. Perfect for up to 10 guests.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

Stunning Skyline View Condo, Steps to CN Tower
Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

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.

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.

Stylish 1BR on Toronto’s Harbourfront
Discover the ultimate Toronto experience in our fabulous 1BR condo on Yonge Street, right in the heart of downtown. My husband Saeid and I are proud to host you in this vibrant space with unbeatable access to the Harbourfront, CN Tower, and all of Toronto’s top attractions. Enjoy stunning city views from our thoughtfully decorated condo, featuring a fully-equipped kitchen and a cozy bedroom. Plus, access to great amenities for your comfort. Your Toronto adventure begins here!

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.

2BR Across from CN Tower & MTCC
A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers
Elegant modern suite in the heart of Entertainment District and 1-min walk to Rogers Centre, Metro Toronto Convention Centre, CN Tower & PATH (Largest Underground Shopping Complex in the world) Perfect for conferences and seasonal travellers. State of the art amenities including high end gym equipment, spin room, steam room, whirlpool pool and roof top pool. Conveniently located at Front & John, my property is your doorstep to Toronto!

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

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Spa Escape with Pool & Jacuzzi

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

Ravine Paradise ! heated pool and hot tub!

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto

Victorian Charm – Prime FIFA Base in King West

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

Beautiful Condo Across CN Tower and MTCC

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

Beautiful Lake View Studio Condo + 1 free Parking

Luxury 1 Bedroom Suite In Heart Of Toronto

Luxury Downtown Condo For 4 (CN Tower Views)

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Closest condo to Rogers Centre/CN tower in Toronto
Other vacation rentals with a pool

3Min Walk to Wellesley Station, Museums and Shops

Luxury Retreat in Yorkville | Pristine Amenities!

Dreamy City Views | High-Rise | Pool & Gym Access

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

Chic Condo Near Top Restaurants, Bars, Attractions

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

1 bedroom with gym, pool, stores/6' walk to subway

Beautiful Yorkville Luxury Condo
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ411 | ﺩ.ﺇ404 | ﺩ.ﺇ448 | ﺩ.ﺇ419 | ﺩ.ﺇ470 | ﺩ.ﺇ485 | ﺩ.ﺇ492 | ﺩ.ﺇ525 | ﺩ.ﺇ514 | ﺩ.ﺇ455 | ﺩ.ﺇ415 | ﺩ.ﺇ408 |
| 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 350 vacation rentals in Midtown

Nightly prices starting at
Midtown vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 5,530 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
340 of Midtown vacation rentals include wi-fi 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
Destinations to explore
- Bed and breakfasts Midtown Toronto
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- Rentals with a fireplace Midtown Toronto
- Rentals with a washer and dryer Midtown Toronto
- Rentals with a fire pit Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
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- Rentals with a sauna Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with lake access Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with a patio Midtown Toronto
- Condo rentals Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Niagara Falls State Park
- Exhibition Place
- Downsview Park
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Niagara Falls
- Massey Hall
- Scarborough Town Center
- York University





