Holiday rentals with a fire pit near Union Station

Ossington Rowhouse + Private Garden

Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily on foot, plus close transit with a stop right at your doorstep.

Downtown Toronto - Emerald City

Steps from the CN Tower, Rogers Centre, Scotia Bank Arena, Metro Convention Centre, Union Station and so much more, this unit brings the perfect city escape for anyone living in the GTA needing to stay downtown Toronto, or a perfect home-away-from home for anyone visiting Toronto, looking for luxury amenities and the convenience of hotels in the core of the city. Request a list of special white glove services including errands, milestone arrangements, event planning and other logistical tasks.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

Paris Flat Architect Designed Patio Bar Pool View

Escape to a atelier in Paris with clean lines, airy space and a patio bar with stunning pool views. This first bedroom has a cloud double bed. The second bedroom den has 2 single beds, one that is an extended trundle option. Plus double sofa bed in living room with enough space for 6 people. Modern hotel like amenities include spa bathroom, full size work desk and black accent dining table for 4. Living space extends into balcony that has patio bar, perfect for a nightcap or work & drink!

Unique Studio with Sauna

Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

Serene Home in Harbord Village

Escape to a fabulous retreat in the heart of Toronto, where hip & modern meet convenience in this spacious, Victorian-century townhouse. This 3-level home offers everything you need for an unforgettable stay. Our fully-equipped house is designed for comfort and convenience. Steps to parks, dining, groceries, and transit, experience Toronto like a resident. Book now and experience the perfect blend of Toronto living and cozy comfort in our vibrant urban hideaway! No Parties Permitted

Studio at Yonge Dundas Square

Immerse yourself in the vibrant heart of Toronto with this luxurious condo, perfectly situated at the iconic Yonge and Dundas Square. Enjoy unbeatable location, Step out your door and be instantly surrounded by world-class shopping, dining, and entertainment. Stunning Views: Take in breathtaking panoramic city views Modern Comfort: Relax in this stylishly furnished condo, featuring: Spacious Living Area, perfect for entertaining guests or unwinding after a day of exploring.

*Cool&Contemporary* Condo steps from Eaton Center

- 2 Bedroom, 2 Bathroom, Full Kitchen, spacious suite with city views - Privately owned condo in the Pantages - Floor to ceiling windows with blinds overlooking the east side of Toronto. - Walking distance to: Eaton Center, Dundas Square, Ed Mirvish Theatre, Massy Hall, and Cineplex Movie Theater, Ryerson Universty, Nathan Philips Square - On the Yonge Subway Line: Queen station, Dundas station - Easy access to Union Station, CN Tower, Lakeshore, Queen Street, King Street

Backyard Oasis | Hot Tub & Playground | Near DT

Summer in Toronto starts here — a private fenced backyard with an all-season 6-person hot tub, fire pit, BBQ, and a playground the kids won't want to leave. Four bedrooms, three full bathrooms, sleeps 9 comfortably — 15–20 minutes from downtown. Need more space? Add the basement unit for up to 15 guests total. ★ "The backyard is AMAZING!!! The house is super close to the parade and it's walking distance to so many restaurants and shops." — Devon, Caribana 2025

Luxury Home in Trinity Bellwoods | Hot Tub

In the heart of Trinity Bellwoods, This gorgeous 2 Bed 1.5 Bath is light and bright and flows effortlessy from livng room, dining room and kitchen. The custom kitchen with gas range, stone counters and custom cabinets is a pleasure to cook and entertain. Primary bedroom also function as a sitting room so you can look out at the beautiful backyard; now with a large private hot tub! Downstairs you will find a gorgeous main bath with large walk in shower

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Luxury 4BR | World Cup | High Park & Beach

Luxury 4-bed, 4.5-bath home sleeping 8 in Toronto's vibrant west end. Steps from the cafes and restaurants of Roncesvalles Village, 10-min walk to Sunnyside Beach and High Park — Toronto's largest public park. BMO Field (World Cup 2026 venue) is a 30-min walk or quick rideshare away. Glimpses of Lake Ontario from the master terrace. Self check-in, high-end finishes throughout, fast WiFi, dedicated workspace, and pets welcome.