
Holiday 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.

Toronto's Perfect View Apartment
Beautiful apartment with a wonderful view! You will have an unobstructed observation of the Toronto's CN Tower, Yacht Club at the harbor, Toronto City Airport and lake Ontario. Fully equipped gym, swimming pool and roof top terrace. You will be minutes away from most city attractions as well as the Exhibition Place. Book now for an unforgettable stay! Please be sure to check my GuideBook for best selection of restaurants and local business discounts for my guests. Send your inquiry for any info!

Modern Private Suite By Subway w Free Parking
An entire floor is yours to use privately. Newly renovated with modern amenities, includes a 55" Smart OLED TV, Fibre Optic High-Speed WIFI, and backyard full of fun activities for couples and families. Next to public transit, a quick walk away, is TTC Eglinton W station. Centrally located, quick access to downtown or any neighbouring city (Vaughan, Markham, Brampton, Mississauga). Situated on a quiet street and walking distance from grocery stores, pharmacies, coffee shops, and eating places.

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

Lux Waterfront Condo Pool Hot Tub Free Parking
This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

Lakeside Condo Studio In Downtown Toronto
Luxury waterfront condo in Historic Fort York District with amazing amenities. Right by the waterfront LakeOntario and minutes from downtown Toronto. The studio is very clean and contemporary with balcony facing the lake. Walking distance to PorterAirport, ScotiaArena, BMO field,RogerCentre, MolsonAmphitheatre, CNE,OntarioPlace and everything Lakeshore has to offer. Easy access to all of downtown right at your doorstep with 5 min tram ride to UnionStation, UpExpress, GoStation and ViaRail.

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! Now accepting bookings through December. 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.

City center/luxury amenities condo in Yorkville
--Safe, well-managed building in a prestigious area, check in with building staff anytime after 4 pm. --Max for 4, inquire about early check-in, late check-out, parking, and DISCOUNT for long-term renting -- Indoor swimming pool, jacuzzi, steam room, gym, are open to guests --Steps away from UofT, ROM, subway stations, and bus stops, grocery stores(Whole Food, City Market, Eataly) --Surrounded by luxury brand stores, museums, internet-famous coffee shops, and restaurants

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.

Luxury 1 Bedroom Suite In Heart Of Toronto
This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included In The Unit! Please NOTE There Is No Parking Included.

Year-Round Heated Pool & Hot Tub Family Oasis
Enjoy a private, year-round heated pool and spa only steps from the lake. Kayak, volleyball, tennis and basketball gear all ready for you-plus skates and ski trails when snow falls. Inside you'll find a gourmet kitchen, wood-burning fireplace and four comfy bedrooms that sleeps the whole crew. Pool & hot tub heated to 87-102 F, 365 days. Winter rink, summer pickle-ball courts. Please respect quiet hour 11pm-7am so everyone can relax.

1Bd+ Den Cozying Apartment in Midtown Toronto
Cozy one bedroom plus a Den apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton subway Station, 15 min commute to downtown. 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) at the main floor with direct access to the building. Great restaurants nearby.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.
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 Pool Retreat

private backyard SPA oasis in Toronto

Victorian Studio in King West – TIFF/FIFA Ready

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Casa Meya - Toronto Poolhouse Villa

Stylish Condo in Downtown TO
Apartment rentals with a pool

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Beautiful Penthouse with Breathtaking View

Beautiful Condo Across CN Tower and MTCC

Chic, High-Rise Apartment with CN Tower Views

Stylish Downtown Toronto Condo with Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

Charming Condo w Parking, CN Tower View & Pool

Luxury 1BR Executive Condo • Panoramic City Views
Other holiday rentals with a pool

RentX | Yorkville 1-Bed Suite - Gym/ Pool/WiFi

High-End 1 Bed+Den Condo in Downtown Toronto

Modern Downtown Loft with Private Garden

Luxury Retreat in Yorkville | Pristine Amenities

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Excellent Toronto view

Stylish Retreat Near Waterfront + 1 Free Parking
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $135 SGD | $134 SGD | $141 SGD | $148 SGD | $167 SGD | $172 SGD | $174 SGD | $186 SGD | $182 SGD | $169 SGD | $172 SGD | $146 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 |
Quick stats about holiday rentals with a pool in Midtown

Total holiday rentals
Explore 340 holiday rentals in Midtown

Nightly prices starting at
Midtown holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 5,230 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
330 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 Christie Pits Park
Destinations to explore
- Bed and breakfasts Midtown Toronto
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- Rentals with a fireplace Midtown Toronto
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- House rentals Midtown Toronto
- Rentals with a sauna Midtown Toronto
- Apartment rentals Midtown Toronto
- Loft rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Flat rentals Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with a patio Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




