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

Total vacation rentals
Explore 90 vacation rentals in York

Nightly prices starting at
York vacation rentals start at G$4,182 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of York vacation 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!

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 .

HEATEDPool/HotTub CNE CN Tower Rogers Centre
Welcome to Coney Island, less than 10km's west of Toronto's main attractions. Step into a bright interior with modern furnishings, a fully stocked kitchen, and cozy living area. The highlight of this property is the private outdoor oasis including a sparkling pool and hot tub.—Additional features include high-speed Wi-Fi, smart TV, comfortable beds with quality linens. Walkable distance to dining and shopping make this location ideal. Includes Free Parking. We look forward to hosting you!

“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.

Elegant Toronto Lakeview Condo 1+1 w. Free Parking
Step into a world of breathtaking, unobstructed lake views from the private balcony of this executive-style condo. The cozy interior blends comfort and style perfectly. Every inch of this compact space is designed for your convenience and relaxation. Located within walking distance of iconic attractions like Rogers Centre, Scotiabank Arena, Billy Bishop Airport, and the vibrant Entertainment District. Perfect for couples, solo adventurers, business travelers, and families (with kids).

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Modern Corner Unit with Stunning Views | 1+1 BR at 209 Fort York – Prime Downtown Location Step outside and you're just minutes from Toronto’s top attractions: 🗼 CN Tower & Ripley’s Aquarium ⚾ Rogers Centre & Scotiabank Arena 🎡 Exhibition Place & BMO Field 🌊 Harbourfront Centre & Toronto Islands Ferry 🌳 Coronation Park & Martin Goodman Trail 🛍️ Queen West & King West Everything downtown is easily accessible with steps away from public transportation.

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.

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!

Rooftop Pool Condo with CN Tower View
Stunning downtown Toronto condo with breathtaking CN Tower views! This stylish 2-bedroom (1 bed + private den) retreat comfortably sleeps 4. Enjoy a private balcony, a dedicated workspace, and access to a rooftop pool, gym, and Starbucks in lobby. Perfectly located, you're just steps from top attractions, dining, and entertainment. Your ideal urban getaway awaits!
Popular amenities for York rentals with a pool
House rentals with a pool

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

Luxury Spa Escape with Pool & Jacuzzi

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

Ravine Paradise ! heated pool and hot tub!

Luxury 4BR Designer Retreat with Heated Wave Pool

Comfortable &Stylish 4BD Stay Near Toronto Airport

Luxury Comfort | Feels 5-Star

private backyard SPA oasis in Toronto
Condo rentals with a pool

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

FIFA Venue|BMO field|Luxury Condo with FreeParking

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

Fort York- Lake View Studio Condo + Indoor Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Artsy and Comfy Home with a View

Luxury 1 Bedroom Suite In Heart Of Toronto

Charming Condo w Parking, CN Tower View & Pool
Other vacation rentals with a pool

Good Looking Condo Across from CN TOWER & MTCC

Stylish Downtown Toronto Condo | Lakeside Living

Private 1 bed/1.5 bath in-law suite in a house!

Indigo Lantern!

Midtown Penthouse - Toronto City Skyline View

Resort Style Lake View Condo

Cozy Condo Lake & CN Tower View!

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$16,519 GYD | G$16,728 GYD | G$16,728 GYD | G$18,610 GYD | G$20,073 GYD | G$21,537 GYD | G$21,328 GYD | G$21,955 GYD | G$21,119 GYD | G$19,028 GYD | G$19,237 GYD | G$19,237 GYD |
| 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 a hot tub York
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- Rentals with lake access York
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- Rentals with a fireplace York
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- Apartment rentals York
- Loft rentals York
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- Rentals with a washer and dryer York
- Fitness-friendly rentals York
- Rentals with a sauna York
- Rentals with breakfast York
- Rentals with a fire pit York
- Pet-friendly rentals York
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- Rentals with an EV charger 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
- 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
- Elora Gorge
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum
- The International Centre
- Fallsview Indoor Waterpark





