Holiday rentals in Downtown Toronto

Private Downtown Apt. in the Annex + Free Parking

This private, comfortable & spacious, house built in 1910, is located in the sought-after Annex neighbourhood in downtown Toronto. Fully renovated, the home blends historic charm with modern convenience & includes free parking for two cars. This 1,200+ square foot, charming cottage-style home is located on a lively street, offering both convenience and character. The second floor features a comfortable bedroom & a full bathroom, while a powder room is conveniently located on the main floor.

Family · Location · Indoor spaces

Chic & Spacious 2BR | Sleeps 6

Enjoy a lavish experience at this prime location at 8 Charlotte in Toronto's Entertainment Hub Sleek, brand-new condo with luxury finishes Sleeps 6: 2 private BR's plus a comfortable pull-out sofa in the living room BR's and bath's are on opposite ends for enhanced privacy Fully equipped with high-end amenities for a luxurious stay Steps away from top-tier restaurants, CN Tower, Rogers Centre, event spaces & financial district Perfect for those seeking a stylish and private urban retreat

Location · Family · Getting around

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.

Family · Value · Sleep quality

Top guest favourite

Guest favourite

Spacious 1200 sq. ft. photo studio loft.

Bright and spacious photographer's studio in the vibrant Queen St West area. One free parking spot available. Steps from trendy restaurants, cafes and King Street nightlife, yet quiet and tucked away from it all. Close to public transportation and popular destinations such as: • CN Tower • Rogers Centre • Ripley's Aquarium • Scotiabank Arena • Kensington Market • Eaton Centre The open space and natural light has also been host to bridal parties getting ready for the big day.

Family · Value · Decor

Top guest favourite

Guest favourite

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field

Welcome to this luxury 3-bedroom, 2-bath lakeview condo in downtown Toronto. Enjoy stunning views of Lake Ontario and the CN Tower in a modern, comfortable space perfect for families, business travelers, or groups. Only a 3-minute walk to TTC Osgoode Subway Station, and about 15 minutes by subway to BMO Field, one of the 2026 FIFA World Cup venues. Close to Toronto’s best restaurants, shopping, nightlife, entertainment, and major attractions. *Not ideal for parties *Must be quiet

Location · Value · Cleanliness

City Lights & Skyline Nights, Bay Street Penthouse

Wake up above the city in this stunning downtown penthouse featuring panoramic skyline views, floor-to-ceiling windows, and a spacious open-concept layout. Enjoy a beautifully designed living space, fully equipped kitchen, dedicated workspace, and a private balcony perfect for morning coffee or evening drinks. Located in the heart of downtown Toronto, you'll be steps from top restaurants, shopping, entertainment, and transit, making it the ideal home base for exploring the city.

Location · Bathroom · Amenities

CN Tower Views, Gym, Hot Tub, Prime Location

Welcome to your stylish home away from home! This 2-bedroom, 2-bath condo offers modern finishes, a dedicated workspace, and stunning views of the CN Tower. It comfortably sleeps 4-5 guests. Enjoy a bright, open living space, fully equipped kitchen, and unbeatable downtown location—just steps from Toronto’s top restaurants, nightlife, and attractions. Whether you're here to explore, relax, or work remotely, this condo puts the best of the city at your doorstep.

Location · Getting around · Check-in

Top guest favourite

Guest favourite

Stylish 1870s Home near Distillery District & Old Toronto

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

Family · Value · Accuracy

Top guest favourite

Guest favourite

Luxury CN Tower Studio | Steps to Scotiabank Arena

Experience downtown Toronto from this luxury studio at 65 Bremner Blvd, featuring stunning CN Tower views and a premier location steps from Union Station, Scotiabank Arena, Rogers Centre, Harbourfront, PATH, restaurants, nightlife, and top attractions. The space includes a queen bed, double sofa bed, stainless steel kitchen, Nespresso coffee, high-speed internet, and a Smart TV. Perfect for couples, business travelers, or small families. Paid parking nearby.

Location · Indoor spaces · Hospitality

Top guest favourite

Guest favourite

John-Peter Toronto

Fully furnished 800 sqft (74 m2) two-bedroom condominium located in the heart of downtown Toronto; steps away from Toronto’s main landmarks: ⦁ CN Tower ⦁ Union Station ⦁ Metro Toronto Convention Centre ⦁ Rogers Centre & Scotiabank Arena About the space: 1. Queen bed in the master bedroom 2. Second bedroom has 2 beds 3. Sofa bed in the living room 4. Extra foldable mattress (upon request) 5. Baby crib (upon request) 6. FREE Underground PARKING

Family · Location · Accuracy

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.

Value · Location · Checkout

Cozy Downtown Studio + Futon | Sleeps 3

Enjoy a cozy and modern downtown Toronto studio, perfect for solo travellers, couples, or small groups of up to 3 guests. Featuring a comfortable double bed, futon, fully equipped kitchen, fast Wi-Fi, and all the essentials for a relaxing stay. Located at 251 Jarvis Street, you’re just minutes from the Eaton Centre, Dundas Square, restaurants, nightlife, transit, and Toronto’s top attractions. Ideal for both business and leisure stays.

Location · Value · View