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 $25 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 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.

1 of 1 pages1 / 1
Guest favourite
A stylish living area features a leather sofa and an accent chair, creating a cozy seating arrangement. A modern coffee table is positioned centrally, with a small plant and decorative items. The open kitchen area includes sleek cabinetry and a microwave, enhancing the contemporary design.
Apartment in Yorkville
4.98 out of 5 average rating, 101 reviews

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.

Top guest favourite
A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.
Apartment in Downtown Toronto
4.93 out of 5 average rating, 121 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.

Top guest favourite
A living area features large glass doors allowing natural light to fill the space and offering a view of the city skyline. A comfortable sofa and accent chair provide seating, complemented by a low coffee table and a decorative area rug beneath. A potted plant adds a touch of greenery.
Flat in Davisville Village
5.0 out of 5 average rating, 41 reviews

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.

Superhost
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Apartment in Yorkdale
5.0 out of 5 average rating, 160 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

Superhost
Flat in Downtown Toronto
4.92 out of 5 average rating, 159 reviews

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 .

Top guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 103 reviews

Private Cozy Downtown Condo

Centrally located in Toronto, this apartment fits 4 people and boasts full access to amenities, in unit laundry, and a brief walk to the North and South Subway lines to navigate and explore the city with ease. 736 Bay Street promises a comfortable stay for any working professional, a family visiting sick kids or any of the surrounding hospitals, friends looking to discover the vibrant city, and everything in between. Parking is available, pets ARE permitted, and this is a non-smoking unit.

Superhost
Apartment in Davisville Village
4.99 out of 5 average rating, 90 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

Top guest favourite
A modern living space is highlighted by large windows offering panoramic city views. A deep red area rug anchors the room, complementing the sleek furniture. Two barstools and a compact table are positioned near the kitchen, providing a functional dining space.
Apartment in Davisville Village
4.94 out of 5 average rating, 291 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Superhost
A modern living area features a spacious gray sectional sofa and a minimalist coffee table. Large windows allow for ample natural light and provide views of the surrounding city. A potted plant adds a touch of greenery, complementing the sleek kitchen design.
Flat in Yorkville
4.8 out of 5 average rating, 104 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

Top guest favourite
A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.
Apartment in Davisville Village
4.94 out of 5 average rating, 69 reviews

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.

Guest favourite
A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.
Apartment in Davisville Village
4.85 out of 5 average rating, 158 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.

Top guest favourite
An open-concept living space features a modern kitchen with dark wood cabinetry and red accents. A dining table with stylish chairs is positioned beside a cozy seating area, while floor-to-ceiling windows allow natural light to fill the room, offering a view of the vibrant city.
Apartment in Downtown Toronto
4.97 out of 5 average rating, 104 reviews

Modern 2BR 2BATH Urban Core Hotel-Style Condo

Consistently ranked among Toronto’s top condos and hosts, this upscale, fully furnished two-bedroom, two-bathroom suite is in the heart of the Entertainment and Theatre District. Steps from the CN Tower and Union Station, and moments to the Rogers Centre, Scotiabank Arena, MTCC, Ripley’s Aquarium, AGO, and TIFF. Enjoy arrival essentials, luxury hotel-style amenities, iconic renovated outdoor rooftop pool, and a fully equipped home for families or business guests.

Popular amenities for Midtown rentals with a pool

When is the best time to visit Midtown?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$142 SGD$140 SGD$155 SGD$167 SGD$191 SGD$219 SGD$170 SGD$182 SGD$178 SGD$158 SGD$144 SGD$141 SGD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C