Holiday rentals with a kayak in Toronto

Luxury 3BR Sky Condo - Award Winning Design

- Rated one of the best in the city, this condo offers luxurious living on the 63rd floor boasting stunning views - Indulge in vibrant nightlife, major league games, conferences & concerts, or cozy up by the fireplace for an unforgettable evening with the city below - Stay productive with office space for work or planning adventures - Whip up delicious meals in the full kitchen, a touch of home to your stay - Perfect for high-end guests seeking a luxurious and memorable downtown experience

Stylish Entire 1BD+Den Condo | Downtown Toronto

Experience true downtown Toronto living in this modern, fully furnished 700 sqft 1BD+Den with balcony at the iconic Skybridge Building, CityPlace. Sleeps 4 — queen bed & king pull-out daybed in den. Perfect for families, couples & groups! Hi-speed WiFi | Full Kitchen | Washer/Dryer | Central AC & Heat | Smart TV | Secure Building & Concierge | TTC (Streetcar) nearby Steps from CN Tower, Rogers Centre, Ripley's Aquarium, Scotiabank Arena, Harborfront & buzzing bars and restaurants of King West!

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).

Sunset every night on the waterfront? Yup. +Beach!

Relax in this quiet, private room - ideal for extended stays. Enjoy shared access to all the homes amenities. Quiet hours are 10 PM to 8 AM. Koffee, a small, 9-pound, non-shedding Yorkshire Terrier also lives in this home. For longer stays, a third and fourth guest can be accommodated on the futon in the living room. This setup works best for a family or a group staying multiple weeks. I only accommodate one guest, one family, or one group at one time. This is not a multiple-guest listing.

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.

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. STR-2411-HRPLBY

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 and an 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!

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 BR w/ Private Bth near Greenbelt

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

1BD + Den Lakeview Steps to BMO field & CN Tower

🌆 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.