Vacation rentals with a pool in Pickering

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

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Prestigious Bluffs Private Guest Suite

Enjoy this beautiful, private, sun-filled suite with a large secluded yard and pool in a safe, upscale and serene forested neighborhood where deer and other wildlife are often spotted. A short walk to public transit (TTC, GO Trains), shopping, restaurants, parks and scenic trails to the top of the Bluffs with breathtaking views of Lake Ontario. Hike down to the waterfront trail to Bluffers Park Beach and Marina. Fast Fibre Internet. Parking for multiple vehicles and an EV charger (Tesla/J1772).

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

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

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. 

King West Triplex Main FLR PVT APT 1 BDRM Parking

KING WEST TRIPLEX Mainfloor unit is overlooking the Park and has a Pool in front, baseball and tennis courts, ping pong table and enclosed Dog Park! Hardwood floors, 12ft ceilings, private parking in the rear and a private back patio. Pets permitted. Two blocks from King and Bathurst, club, bars/patio restaurant district, and grocery store. Long term: Request 31 nights or more to avoid paying an additional 13% tax.

Perfect spot downtownToronto,free parking,gym,pool

Enjoy a stylish experience at this centrally located place at Fort York Close to Lakeshore Blvd, walking distance to Toronto's waterfront pathway. This location is close to the downtown core and all the wonderful neighbourhoods, including famous King Street West, Queen Street West, Rogers Centre, Scotiabank Arena, and CN Tower. You are steps away from Streetcar access taking you directly to Union Staion.

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.

Condo in Heart of Mississauga

Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

4BR-Year-Round Heated Pool & Hot Tub Family Oasis

Make lifelong memories in this 4-bed oasis right next to the lake with a heated pool & hot tub open all year Sleeps 10 in 4 comfy bedrooms Pool, hot tub, fire-pit & BBQ outside Kids covered: crib, bath & safety gates Fast Wi-Fi, full kitchen and shops 5 min away keep everyone happy. Book your stay before your dates disappear!

Luxury Penthouse Suite SQ1

Enjoy a Stylish Penthouse Experience with Breathtaking Views in the Heart of Square One! Steps to Shopping, Transit, Highway, Restaurants, Movies And More! Comes Fully Furnished, with Full Access to Amenities (Gym, Pool, Hot-tub), 2 FREE Parkings and Ultra Fast Fibre Internet.

Airbnb King Bed/Wifi/ near Toronto & Free Parking

Planning a night out? Make it unforgettable. This sleek condo places you right next to the action — a vibrant casino that hosts concerts, shows, and events. Inside, enjoy modern décor, plush furnishings, and a queen pull-out sofa for added guests.