Holiday rentals in Toronto

“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**

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Luxury 1 bedroom Sleeps 2-Beach Retreat

Escape to this cozy Basement guest suite in Toronto's trendy Beaches area, just a quick stroll to Ashbridges Beach, History Concert Hall & shops. Perfect for couples or solo travellers, it features a queen-sized bed & essential amenities like WiFi, TV, Kitchenette (no stove), & laundry. Relax in the sauna after a day at the beach. Conveniently located near bus stops for easy city access or paid parking available. No smoking, vaping or drug use,no pets. Your perfect beach retreat awaits.

The Wanderly Suite

A whimsy apartment in an 18th century building, the Wanderly Suite is curated with rustic antique furnishings and merged with modern amenities. Located above our store ~The Wanderly~ the apartment is conveniently situated amongst Little Portugal's best vintage shops + cafés/restaurants! The space features an open concept kitchen/living room + bedroom, complete with a patio + outdoor seating off the back. The perfect jumping off point for your next Toronto stay!

Huge Artist Loft Coach House Downtown w/ Parking

1400 sf artist loft. Top floor 1920’s coach house. Leafy side street in cultural center. 3 min walk to Spadina Streetcar— 20min ride to FIFA at Toronto Stadium and Fort York. Kensington Market/AGO/UofT/OCAD/UHN within blocks. Antique carpets & deco furniture create a vibrantly authentic decor— this urban industrial jewel stands apart from cookie cutter condos! Queen mattress in bedroom, day bed/sofa in living room. Lots of flexible space. Free PARKING!

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 !

Amazing 2 Storey Loft 3 BED In Central Downtown

This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

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.

Downtown Toronto Penthouse (CN Tower View)

Experience the heart of Downtown Toronto! This modern penthouse features stunning city views and floor-to-ceiling windows filled with natural light. Steps from top restaurants, nightlife, and transit, it’s the perfect base for business or leisure. Paid parking is available next door. A building form with ID, email, and phone number must be completed before check-in.