Pet-friendly vacation rentals in The Annex, Old Toronto

Sun-Filled Two-Storey Loft | FIFA Walk + Parking

Welcome to our two-storey loft in the heart of entertainment! You have the place to yourself, and location strikes the perfect balance of quiet, yet close to the action. Most popular booking reasons: access to concert venues, conference centres, downtown core, waterfront and all professional sports. Work from home is ideal with a dedicated work space. The balcony gets lots of sun light; it's a cozy place to relax, have a drink and read a book. Make yourself at home and enjoy the area!

2-storey Penthouse w/2 parking and lake/city views

Stunning Two-Story Downtown Toronto Penthouse Stay in a luxury high-floor, two-story penthouse in the heart of CityPlace. This spacious condo features 3 bedrooms, 7 beds, and 4 bathrooms, perfect for families or groups. Enjoy beautiful lake and city views and an unbeatable location just steps from the CN Tower, waterfront, Rogers Centre, and top downtown attractions. Bright, modern, and centrally located—this penthouse is the perfect home base for exploring Toronto in comfort and style.

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Two story home & garden in vibrant neighbourhood

Newly renovated heritage home in the heart of one of Toronto's most vibrant neighborhoods. Perfect for families, the home features hardwood floors, lots of natural light, and very comfy beds. Conveniently located steps from the subway on a residential street, you are close to many great restaurants & blocks from the U of T and Kensington market. Not far from Scotiabank arena & Rogers centre - for concerts and sporting events. Patio and garden are yours to enjoy. Pets welcome.

Spacious Mid Century w/Patio

Adorable Historic Home with Private Patio & BBQ. ♡ 3 bedroom & 1.5 bath (1 King & 2 Queens) ♡ Hotel Inspired Home with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Steps from St. Clair transit line / connects to Subway ♡ 90/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Casa Loma | Rated #1 by BlogTO of Places to Visit in Toronto ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ♡ BBQ & Fully Equipped Kitchen ❤ Book today!

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!

The Robert House: Masterpiece in Harbord Village

The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.

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.

Backyard Oasis | Hot Tub & Playground

Spacious and family-friendly 4-bedroom home with a private fenced backyard featuring a hot tub, playground, fire pit, and BBQ. Close to downtown Toronto, yet perfect for a relaxing getaway. - Sleeps up to 9 guests - 4 bedrooms, 3 full bathrooms - Free parking and EV charger - Pet-friendly - Crib, high chair, and baby essentials included Need more space? Add our basement suite to accommodate up to 15 guests total.

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

Enjoy the amazing Trinity Bellwoods area/park and Ossington in my modern 1 bed/1 bath apartment; with a fold down double bed in the living room, for extra guests. Start the AM under the tree on the deck with coffee provided. Cable/Netflix avail. Check-In 3 PM, Check-Out 11 AM Street parking permits can be organized. Lower level is the bathroom, storage and laundry. App. Ref.#2804-346