
Vacation rentals with a pool in York
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in York
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Luxury 1BR Executive Condo • Panoramic City Views
★ This stylishly appointed 1BR condo has everything you need: a spacious open-concept layout with high ceilings and hardwood floors throughout; warm, modern décor; a cozy living area with sofa, armchair, and large flat-screen TV; dining table that seats 3; sleek kitchen with stainless steel appliances; dedicated workspace; comfortable queen bed in the bedroom; bathroom with shower/tub combo; in-suite washer/dryer; high-speed internet; breathtaking panoramic views of Toronto; and an A+ location!

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.

Luxury Stay w/phenomenal view!
Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

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

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.

Entire Unit - Lakeview 1BR Condo near CN Tower
PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Please note that gym is currently closed for renovation this month. Modern 1 bedroom condo offering stunning lakeview. The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto, enjoy sports events, or attend business meetings within walking distance. We provide Wifi, Cable TV, washer/dryer, and paid parking.

Corner Unit in Liberty Village (Parking + Balcony)
Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

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.

Cozy Condo Next to CN Tower
Experience the best of Toronto in our modern one-bedroom plus one sofa bed condo, ideally located in the vibrant heart of the city. Enjoy breathtaking views from a high floor, offering a perfect retreat for urban explorers and business travelers. With easy access to top attractions, including the iconic CN Tower, and excellent commuting options, our condo combines comfort with convenience, making it the ideal base to discover Toronto's charm and energy.

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.

The Fort York Flat
Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators.

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 York rentals with a pool
House rentals with a pool

Seraya Wellness Retreat

Ravine Paradise ! heated pool and hot tub!

Luxe, Family-Friendly Oasis Home With Outdoor Pool

private backyard SPA oasis in Toronto

Chic King West Studio – TIFF & FIFA at Your Door

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

Casa Meya - Toronto Poolhouse Villa

Stylish Condo in Downtown TO
Condo rentals with a pool

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

Humber Bay Family Friendly condo w Terrace&Parking

Mississauga Square One Condo

Beautiful Lake View Studio Condo + 1 free Parking

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

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 4 (CN Tower Views)

Enjoy the City Skyline View with Pool & Gym
Other vacation rentals with a pool

Luxury Condo w/ Pool, Parking, King Bed, Epic View

City center/luxury amenities condo in Yorkville

Modern Condo | Breathtaking Views | CN Tower

Walk to CN Tower | 1+1 BR | Free Parking

Luxury 2BDR modern private condo in Toronto

Modern 1 Bed Condo Mississauga

Condo-mansion with large terrace

Modern 2BR 2BATH Urban Core Hotel-Style Condo
When is the best time to visit York?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,776 GYD | G$18,150 GYD | G$17,942 GYD | G$18,568 GYD | G$20,028 GYD | G$21,488 GYD | G$21,280 GYD | G$21,906 GYD | G$21,071 GYD | G$22,949 GYD | G$19,402 GYD | G$21,071 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 |
Quick stats about vacation rentals with a pool in York

Total vacation rentals
Explore 80 vacation rentals in York

Nightly prices starting at
York vacation rentals start at G$4,172 GYD per night before taxes and fees

Verified guest reviews
Over 1,290 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 Dufferin Station
Destinations to explore
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- 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
- BMO Field
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Christie Pits Park




