Pet-friendly holiday rentals in The Annex, Old Toronto

The Farmer's Cottage

Welcome to The Farmer's Cottage! This 22nd-floor, 2-bedroom (king, double & pull-out couch) corner unit offers stunning views of Toronto. Steps from Trillium Park, Exhibition Place & Budweiser Stage. Close to CN Tower, Rogers Centre & Fort York. Features a full kitchen, dining table for 4, living room with tv, in-unit laundry & a 4-piece bathroom. Building amenities include an indoor pool, gym, rooftop BBQ area, hot tub, & parking for 1 vehicle. Perfect for city adventures or relaxing stays!

Cozy Private Apt DT Toronto + Free Parking

Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

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.

Yorkville 29th Floor Celebrity Suite GREAT VIEW

This top floor Yorkville celebrity suite corner suite has unobstructed views of Yorkville from the Queen sized bed in the master bedroom. Steps to UofT campus, and less than 5mins walk from 3 subway stops. Luxury shopping and stores like Whole Foods, Louis Vuitton, Holt Renfrew, Nespresso, Dolce+Gabbana, Tiffany at your front door. Perfect for business or leisure. The building has a gym on the 3rd floor. The suite sleeps up to 4 people in 2 areas. The sofa bed in the living room.

Bright, clean basement Little Portugal

Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Trendy & Cozy 1BD Condo in the Heart of Toronto

Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

Panoramic Views in Bright Loft + Free Parking

The loft has more windows than it has walls and offers a clear view of the city sky. Located in the heart of downtown Toronto, you're close to all major attractions, trendy restaurants, bars, and coffee shops. Toronto's legendary Fashion District is where you'll find all the action. If you're here for work, you'll be walking distance to most ad agencies, software companies, and a 15 min walk to the financial district.

Stunning Yorkville Townhome Backing onto Park

Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

Garden Home @ Trinity Bellwoods Park

Stay in the amazing Trinity Bellwoods area in my modern 2 bed/1 bath apartment with a tree covered deck for coffee in the mornings! All mod cons. Cable/Netflix. Check In 3PM-Out 11AM. Parking can be organized for city streets by me. NOTE: stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. This bedroom has a 6 ft-2in ceiling height.

Modern Eclectic Condo in King West Area

Location, Location, Location!!! - Within walking distance to all major Toronto landmarks - Residence is situated on a quiet street within steps to Toronto’s popular King St W neighbourhood - steps to bars, clubs and restaurants - Dog-friendly residence and located next to a park space - Resident Underground Parking included Check out my guidebook for more information!

Private studio, clean and bright.

This open concept studio suite is great for work trips and visits with family and friends in the neighbourhood. Lower level with entry through back yard. Fully furnished with everything you’ll need for a short-term stay. Flexible check-in/out by request. *Street parking permits available from city of Toronto.