
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.

Stylish Downtown Toronto Condo + Free Parking
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 Downtown Condo For 6 (Near CN Tower)
Enjoy our luxury 3 bedroom [2 queen 1 double bed], 2 bathroom condo, located in the heart of the Entertainment District. The condo is a short walk to many of the city’s most exciting attractions - CN Tower, Rogers Centre, Scotiabank arena, & the Metro Convention Centre. There is plenty of shopping, fine dining and entertainment in the surrounding areas accessible by foot. For our guests pleasure we have designed the condo to be modern, stylish, and relaxing. We look forward to hosting you!

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”

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.

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!

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. *NOTE There Is No Parking Included. *The Pool & Sundeck Are Open For The Season!*

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 !

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.
Popular amenities for York rentals with a pool
House rentals with a pool

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

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

Luxury Spa Escape with Pool & Jacuzzi

Luxury 4BR Designer Retreat with Heated Wave Pool

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto

King West Studio – TIFF, Dining & Nightlife

Private Pool Lakeview House
Condo rentals with a pool

**30%OFF** Lake view property ❤️ of downtown

Modern 1+Den condo steps away from CN Tower & Lake

Lakeside Condo Studio In Downtown Toronto

Humber Bay Family Friendly condo w Terrace&Parking

FIFA Venue|BMO field|Luxury Condo with FreeParking

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

Charming Condo w Parking, CN Tower View & Pool

Artsy and Comfy Home with a View
Other holiday rentals with a pool

The King's Rest

Good Looking Condo Across from CN TOWER & MTCC

Waterfront Condo | Lakeview Escape | Free Parking

Lovely Lakeview Condo with Pool & Free Parking

Indigo Lantern!

Midtown Penthouse - Toronto City Skyline View

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Luxury Yorkville APT w/Pool + Spa | 14 mins - FIFA
When is the best time to visit York?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 NZD | $136 NZD | $136 NZD | $158 NZD | $174 NZD | $179 NZD | $174 NZD | $179 NZD | $172 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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- Townhouse rentals York
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- Rentals with an accessible height toilet York
- Apartment rentals York
- Loft rentals York
- House rentals York
- Rentals with a sauna York
- Rentals with breakfast York
- Rentals with a fire pit York
- Pet-friendly rentals York
- Rentals with a patio York
- Luxury rentals 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
- Harbourfront Centre
- Niagara Falls State Park
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Niagara Falls
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Elora Gorge
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre





