
Holiday rentals with a pool in North York
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in North York

Total holiday rentals
Explore 610 holiday rentals in North York

Nightly prices starting at
North York holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 8,960 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 190 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
590 of North York holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across North York rentals

4.8 Average rating
North York stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
North York's top spots, include Aga Khan Museum, Ontario Science Centre, and Edwards Gardens
Top-rated rentals with a pool in North York
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Spacious Downtown (midtown) 2bed 2 bath free parki
In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

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

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 .

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
Forget your worries in this quiet,, 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. IMPORTANT: You MUST read “Other Details To Note”

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.

Separate apartment with pool, on golf course.
Enjoy a newly renovated studio apartment with a private entrance and exclusive access to a serene inground pool. This cozy space is furnished with Restoration Hardware pieces and features a fully equipped kitchen, high-speed WiFi, and a patio with an outdoor barbecue—perfect for remote workers or a peaceful getaway. Situated behind Caledon Woods Golf Course, it’s just 7 minutes from the Caledon Equestrian Park, 30 minutes from Pearson Airport, and close to highways leading to Toronto.

Luxury Living Steps from Everything You Need!
Kick back and relax in this calm, stylish space. Designed for comfort and convenience, this modern retreat offers a luxury feel with thoughtful touches throughout. Enjoy easy access to top amenities, shopping, dining, and transit just steps away. Whether you're here to unwind or explore the city, this prime location makes everything effortless. Perfect for a cozy stay with upscale vibes and everything you need at your fingertips. I hope your stay feels like a home away from home. 🌸

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.

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking
Our space is professionally designed with all new furniture, located in the heart of North York, right above the subway entrance. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ Located right above Sheppard/Yonge Subway station. ➜ Free secured parking for 1 car ➜ Keyless 24HR self check-in ➜ Over 920 ft² / 85m² of space ➜ Walk score of 98 - Excellent! ➜ Transit score of 100 - Excellent!

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 North York rentals with a pool
House rentals with a pool

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Luxury Spa Escape with Pool & Jacuzzi

Ravine Paradise ! heated pool and hot tub!

Luxury 4BR Designer Retreat with Heated Wave Pool

private backyard SPA oasis in Toronto

Custom Built Modern 5BDR Home with Pool Oasis

King West Studio – TIFF, Dining & Nightlife
Condo rentals with a pool

Beautiful Condo Across CN Tower and MTCC

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Humber Bay Family Friendly condo w Terrace&Parking

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

Stylish Downtown Toronto Condo + Free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

SpectacularPenthouse VIEWS/ POOL /free Parking
Other holiday rentals with a pool

The King's Rest

Warm, spacious condominium with a view!

Luxury Lower PH , 3 Bed/2.5 Bath Yonge & Sheppard

Indigo Lantern!

Sky-High 2BR/2BA Condo | Best City Views+Parking

Stylish Condo-Yonge & Eglinton/Midtown Toronto

"27" Brand New 3 Bed condo

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST
When is the best time to visit North York?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 NZD | $184 NZD | $189 NZD | $202 NZD | $224 NZD | $241 NZD | $231 NZD | $221 NZD | $219 NZD | $194 NZD | $182 NZD | $185 NZD |
| 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
- Rentals with breakfast North York
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- Pet-friendly rentals North York
- Rentals with lake access North York
- Rentals with a sauna North York
- Apartment rentals North York
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- Condo rentals North York
- Family-friendly rentals North York
- Rentals with a hot tub North York
- Rentals with beach access North York
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- Villa rentals North York
- Luxury rentals North York
- 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
- Niagara Falls State Park
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Niagara Falls
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Sheppard–Yonge Station
- York University
- Massey Hall
- The International Centre





