Holiday rentals with outdoor seating in Downtown Toronto

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.

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking

Cozy 2 bedrooms + 2 full baths condo in the heart of downtown tourist hotspot; unobstructed CN tower view; 1 free dedicated parking. Perfect for business or vacation stay! WALKING DISTANCE to: • Supermarket & LCBO: 1 min • Scotiabank Arena: 3 min • Union Station: 3 min • Convention Center: 3 min • Ripley's Aquarium: 3 min • UPX Train: 5 min • Harborfront: 5 min • CN Tower: 5 min • Rogers Center: 7 min • Roy Thompson Hall: 9 min • Royal Alexander Theater: 12 min • St. Lawrence's Market: 18 min

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.

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

New 1 BDRM + Den Condo

Bright, beautiful, modern condo with big balcony (non-smoking balcony) available to rent. Sleeps 4 - w/ queen bed, and "double" sofa bed (living room). Washer/dryer. Set in the heart of downtown: everything is close - subway, streetcar, shopping, food, restaurants, entertainment, attractions! Lake AND city View! Floor to ceiling windows! Sauna, gym and lounge areas. Very High speed wireless internet, TV, stereo. It's my primary residence, so you have all the Comforts of home, when I'm away!

Stylish Home in Downtown Toronto, Walkable area

Discover Toronto from our newly renovated, spacious apartment with a private balcony on Queen Street W! Steps to trendy spots (bars, restaurants, attractions, groceries, LCBO) and easy streetcar access for city exploration. Enjoy morning Nespresso™ coffee with CN Tower views on the balcony. Key Locations: 2 mins walk to Queen St W and Portland St 8 mins walk to King St W and Portland St 13 mins walk to Trinity Bellwoods Park 13 mins walk to Art Gallery of Ontario 10 mins drive to CN Tower

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.

High-Floor w/ Balcony | CN Tower | Leafs | Raptors

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

Luxury Condo with City Views 16 mins to Airport

This 21st-floor one-bedroom condo offers stunning city views, renovated flooring throughout the apartment, and a premium Endy mattress for restful sleep. Ideal for business travelers or couples, the suite sleeps up to 4 guests with a King bed and sofa bed. Enjoy easy access to downtown’s top restaurants, coffee shops, galleries, and major attractions—all within walking distance. Unwind on the private balcony with skyline views. Book your stay today!

Modern condo steps from City Gems (free parking)

This condo is a newly renovated and very spacious (800 sq.f). It comfortably accommodates up to 2-3 guests. It has 2 full bathrooms. Condo is located in the heart of downtown Toronto and in the middle of the Entertainment District. Situated within walking distance to the CN Tower, Ripley’s Aquarium, TIFF tower, Roy Thomson Hall, Financial District, China Town, Queen West, and Toronto’s vibrant nightlife. Within walking distance to the subway.

Stylish 2BR Corner Suite with Gorgeous City View

Enjoy jaw-dropping views and comfort in the heart of the action at my sleek, modern and stylish 2 bedroom condo (610 sq feet) in Toronto's Entertainment District. My place is fully equipped with everything you need for a getaway or business trip. It's close to all major tourist sights, trendy shops, and the hottest bars and restaurants. One free private parking space is included. I'm also a highly responsive superhost with over 1,000 reviews.

Stylish 1870s Home near Distillery District & Old Toronto

Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, 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