Holiday rentals with a kayak in Toronto

Year-Round Heated Pool & Hot Tub Family Oasis

Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

Private Luxury Waterfront Home – Lower Unit

Enjoy a luxurious stay in a unique property in the highly sought-after Mineola neighbourhood of Port Credit, Mississauga. 5' walk to Port Credit go, 1 train to Union, downtown Toronto. This is the lower unit in the house with a separate entrance from the upper unit. This spacious & well-designed house gracefully perched on the edge of the Credit River with a take-your-breath-away view. Kayak, fishing... in the summer or skating on the frozen Credit River in the winter (weather permitting).

Cozy & Stylish Mimico Retreat!

Conveniently located at Royal York & Lakeshore, in the heart of Mimico! Cozy Bright basement apartment with plenty of space, Couch & king bed are included. This house is located right in between both Toronto airports (YYZ & YTZ). Close to a variety of amenities including Walmart, CF Sherway Gardens, Cineplex, Downtown Toronto & Various Iconic Golf courses including Braeben. Newly built modern designed well-maintained house. This property stands out on the street! A short walk to the lake.

Lakefront Stylish 2-Bedroom Condo with Pool

Experience the blend of comfort and character in this beautifully styled condo featuring a spacious open-concept layout, with 10 ft ceilings, a warm fireplace, and inviting vintage decor. Step out onto the large private terrace to take in breathtaking panoramic views of lake, the iconic Toronto skyline, and the lush greenery of Humber Bay Park. Nestled in a prime location just steps from scenic bike paths, water activities, restaurants, grocery stores, public transportation, and the marina!

Treetops • Fireplace • Sauna • Pool • Free Parking

Perched in the treetops 🌳, right in the heart of the buzzing city! Centrally located between📍Union Station (15 min),📍St. Lawrence Market (5 min), and📍Distillery District (6 min), you’re just a 4-minute walk from Toronto's renowned 🏝 waterfront at📍Sherbourne Common—home to the city's New Year's Eve fireworks 🎆. My clean, well-equipped home warmly welcomes solo travellers. ⚠️ Compact space—not designed for accessibility needs, special dietary requirements, or family setups.

Luxury 3BR Sky Condo - Award Winning Design

- Rated one of the best in the city with direct underground path to Union Station, the shopping mall, grocery store, LCBO, & Scotiabank Arena - This condo offers luxurious living on the 63rd floor with stunning views of the lake, Porter Airport, & everything iconic about Toronto - Indulge in vibrant nightlife, major league games, conferences & concerts, or just cozy up by the fireplace - Dedicated office space - Spacious bedrooms with gorgeous views of the city and lake

Condo-mansion with large terrace

Indulge in luxury and comfort at this elegant two-bedroom suite with a spacious den, easily accommodating 6-8 guests. Located just minutes from the airport and key attractions, enjoy the ultimate convenience. Relax in style with an expansive private terrace, plush sofa bed, air mattress, and organic cotton linens. Every detail is curated for your comfort, offering a seamless blend of sophistication and relaxation. A perfect getaway where luxury meets location.

The Knotty Cottage Long Term Discount

This 2 bedroom bungalow located in the prestigious “Nautical Village” area of Pickering. Truly a peaceful cottage feel while still in the city (Pickering). This Cozy 2 bedroom bungalow set on a large lot of land and fully gated property. One block north of the beach / lake Ontario and siding onto frenchman’s bay with views from the larger covered deck. Walking distance to shops and restaurants within minutes even seconds away.

Downtown Condo w/ tropical balcony beside CN Tower

Enjoy this luxury condo in the heart of downtown Toronto with city views! Located right in the entertainment district next to Scotiabank Arena, Roger's Centre, CN tower, Harbourfront and so much more! It's a relaxing sweet escape while being in all the action! The condo building is also attached to the Underground Path so you can access many areas of Downtown Core without stepping outside!

Earth 8 • Cozy Bedroom with Private Bathroom

Enjoy a peaceful stay in our Toronto bungalow suite with a private bathroom. You'll also have access to a shared full kitchen, comfortable living and dining spaces, and laundry facilities. Great location with a convenient bus ride straight to the subway station for easy downtown access, plus quick highway connections and walkable local amenities in a quiet neighbourhood!

Upper Beach Beauty with huge backyard and Hot Tub

Reconnect with loved ones in this family-friendly place. Large Open Concept with Fireplace inside and Out. Gorgeous Deck and Hot Tub. Minutes to transit. Subway or Go Train (8 minutes to get to Union Station/Downtown) and a 5 min drive to the Beach at Boardwalk. We have 30 Five star reviews that were on my wife’s account. Can send all the reviews at request

Reno'd Lakeview Suite - Prime Location - Parking

🌆 Skyline Serenity | Stunning Views + Prime Downtown Access Welcome to your stylish escape in the heart of Toronto! This modern suite offers breathtaking panoramic views of the city skyline, CN Tower, and waterfront — day or night. Whether you're here to explore, unwind, or work remotely, this spot blends luxury, comfort, and unbeatable convenience.