Holiday rentals with outdoor seating in Downtown Toronto

Upper Beaches Getaway - Private Suite w/bathroom

Welcome to our beautiful, art and music filled home perched on a hill - like an elegant and artistic treehouse oasis! Unwind in your private, thoughtfully designed suite featuring a modern bathroom and kitchenette. Enjoy coffee or a drink in our charming backyard or stroll to the stunning beaches in 10-15 minutes. A bus at the corner connects you to the subway or streetcar, with easy access to downtown and Toronto's best restaurants. Our friendly miniature dachshund & two cats may greet you too!

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

Stunning 2 bedroom & 2 bath condo in the heart of downtown Toronto! Breathtaking views of the CN Tower, Lake, and southwest sunset. Steps away from the CN Tower, Scotiabank Arena, Rogers Centre, Union Station (airport express train direct), Convention Centre, Waterfront, and more. FREE PARKING for one vehicle. Luxurious amenities: rooftop pool, indoor pool, hot tubs, sauna, gym, theater room, party rooms. Grocery, Starbucks, restaurants, banks, bars inside the building on the ground floor.

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Luxury Condo Living Downtown Toronto

Welcome to your urban oasis in Downtown Toronto! Enjoy stunning city and CN Towner views, hotel-quality linens, and a charming patio. Whether you’re here for work or play, a chic design and selfie mirror await. Steps from Union Station and Scotiabank Arena for concerts, Raptors, and Leafs games. Surrounded by top-rated restaurants, trendy shops, and endless excitement. Book now to experience comfort, convenience and style in the heart of the city!

Charming one bedroom flat in historic Old Toronto

This is a second floor, one bedroom apartment in a charming old row house that dates back to 1880! High ceilings, and bright big open spaces make for a lovely place to live and work. Our home is in Corktown, a historic downtown area. The house is a two minute walk from Toronto's pedestrian-only "Distillery District" and a five minute walk to the popular Riverside and Leslieville neighbourhoods.

Sleek & Sophisticated Condo Downtown

This private, professionally styled condo offers a welcoming escape in one of Toronto’s most vibrant districts. Impeccably cleaned between each stay, it’s just steps from iconic sites like the CN Tower, Rogers Centre, Ripley’s Aquarium, and the Harbourfront. Whether you're here for sightseeing, dining, or waterfront walks, you’ll enjoy comfort, design, and convenience at the center of it all.