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

Total holiday rentals
Explore 90 holiday rentals in York

Nightly prices starting at
York holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 1,130 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of York holiday rentals include Wi-Fi access

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

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

Nearby attractions
York's top spots, include Christie Pits Park, Dufferin Grove Park, and Eglinton West Station
Top-rated rentals with a pool in York
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Luxury newly furnished home away from home in central downtown 300 Front Street with balcony CN Tower view. 2 Bedroom 2 Bath, Comfortable King bed TV en suit, Double bed TV w blackout curtains Enjoy in building Gym, Steam room, Outdoor pool with 360 degree view of the city, Whirlpool, and BBQ. Steps away from CN Tower, Rogers Centre, Aquarium, Metro Convention Centre, short walk to Scotiabank Arena, the lake, Bell Lightbox, Billy Bishop Airport, Union Station, Entertainment District and more

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.

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”

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.

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

**30%OFF** Lake view property ❤️ of downtown
This unit is located in the most central location of downtown, Toronto. King West is just a few steps away. Complete kitchen, washer/dryer, Wi-Fi, and smart TVs are fully accessible for you to have a comfortable stay. • Sleeps 2 • 1 queen bed • Onsite washer + dryer • Self-check-in • Best nightlife 5 min distance • Best restaurants and shopping in Toronto • 42" Smart TV • Complete Kitchen • 1000 MBPS Wi-Fi • High chair and baby crib

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.

Custom Luxury 2BR | Marble Pool | Games | Fire Pit
Welcome to our brand-new, custom-built luxury suite in a quiet, family-friendly neighbourhood. Enjoy a cozy boutique-style retreat with radiant heated floors, luxury finishes, a seasonal heated marble pool (Apr–Oct), private game room, BBQ, fire table, workspace, high-speed Wi-Fi, Smart TV, in-suite laundry, and 24/7 self check-in. Minutes to Hwy 401, DVP, TTC, and the Crosstown LRT with easy access to downtown Toronto.

Beautiful High Rise View Condo W/Pool&Free Parking
Welcome to our stunning high-rise condo featuring two bedrooms and two bathrooms. Upon your arrival, you'll experience the best of Toronto in this luxurious, modern unit, which will be entirely yours for the duration of your stay. Enjoy breathtaking views of the city skyline and Lake Ontario from your private balcony, where you can unwind and take in the beautiful sunsets.

The Snug Oasis - Woodstock (Near Airport)
Make some memories at this enchanting, family-friendly ranch style estate. Welcomed by old Oak trees and classic stone facades, your suite is on the ground floor. A warm wooden chamber abundant in antique charm, it overlooks the gorgeous garden and resort size pool. Birds chirping, bunnies visiting; nearby restaurants and poolside barbecues make it the perfect retreat!
Popular amenities for York rentals with a pool
House rentals with a pool

King West Studio – TIFF, Dining & Nightlife

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

Spacious, Pet Friendly Basement Apartment

HEATEDPool/HotTub CNE CN Tower Rogers Centre

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

Custom Built Modern 5BDR Home with Pool Oasis

Luxury Spa Escape with Pool & Jacuzzi

Luxury 4BR Designer Retreat with Heated Wave Pool
Condo rentals with a pool

Fort York- Lake View Studio Condo + Indoor Parking

Artsy and Comfy Home with a View

Stylish Downtown Toronto Condo + Free Parking

Lakeside Condo Studio In Downtown Toronto

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Apartment in Fort York BMO field walking distance

Luxury CN Tower View, 2BR, Free Parking

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
Other holiday rentals with a pool

Superior 1 Bed Apt, 1 Queen, Sofa Bed, Balcony

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

Resort Style Lake View Condo

1 Bedroom-King bed with parking steps to the lake

The King's Rest

Penthouse Corner Suite w/ Panoramic 12 FT Windows

Chic Condo Near Top Restaurants, Bars, Attractions

Private 1 bed/1.5 bath in-law suite in a house!
When is the best time to visit York?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $135 NZD | $137 NZD | $137 NZD | $159 NZD | $174 NZD | $179 NZD | $174 NZD | $179 NZD | $173 NZD | $155 NZD | $157 NZD | $157 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
- Private suite rentals York
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- Rentals with a sauna York
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- Pet-friendly rentals York
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- 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
- Nike Square One Shopping Centre
- Niagara Falls
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- York University
- Sheppard–Yonge Station
- Massey Hall
- Coca Cola Coliseum





