Family-friendly vacation rentals in The Annex, Old Toronto

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Top-rated family-friendly rentals in The Annex, Old Toronto

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Loft in Toronto

4.96 out of 5 average rating, 322 reviews

Spectacular 1BR Trendy Loft - Bright and Spacious!

A stunning bright, industrial-style open concept loft! This trendy decorator inspired suite includes: 12 ft ceilings, stunning floor to ceiling windows and hardwood floors throughout; living area with oversized couch and large mirror; fully equipped kitchen with stainless steel appliances; high top table to enjoy your meals; bathroom with stand up shower; bedroom with comfortable Westin Heavenly queen bed; and washer/dryer in suite. A+ location near King Street West. High speed wifi and Netflix!

R2,875 ZAR per night

Guest favorite

Home in Toronto

4.93 out of 5 average rating, 179 reviews

Classic 1 Bedroom Suite

Toronto Short-Term Rental Registration Number: STR-2009-GBSXPD *No Parties* Situated on the main floor of a 3600-square foot Victorian home built in 1908, this guest space is recently renovated with modern amenities. Located on the border of Little Italy and Dufferin Grove it is conveniently only a 10-minute walk to the Ossington subway station and a 2-minute walk to College st. With restaurants, parks, coffee shops, bars, grocery stores, a mall and a movie theatre all within 20 minutes on foot.

Dec 14 – 21

R3,352 ZAR per night

Superhost

Home in Toronto

4.83 out of 5 average rating, 149 reviews

Private apartment in trendy Danforth neighbourhood

One bedroom basement apartment in a single family home with separate entrance. 7 minute walk to Pape subway and 10-15 minute subway to downtown. Danforth shops and restaurants close by. Bedroom with queen size bed, desk, and washer/dryer in a generous sized closet. Kitchen/living area includes a full kitchen with stainless steel appliances and quartz counter tops, a kitchen table, and a living area with a sofa bed. Bathroom with nice sized shower with glass enclosure. All newly renovated.

Nov 19 – 26

R2,637 ZAR per night

Guest favorite

Home in Toronto

4.89 out of 5 average rating, 180 reviews

Family Home Near St Clair W and Public Transport

You'll be steps away from vibrant St Clair West with incredible dining, shopping, streetcar and subway. Enjoy relaxing in the spacious open-concept living & dining area, and cooking in a beautiful kitchen. Sunny back deck. Free parking. 3 comfortable bedrooms with soft crisp linens. Indulgent spa bathroom with heated floor. All amenities of a real family home. Perfect for families and quiet groups. Quiet hours after 10pm - not suitable for groups in town ‘to party’ and returning late at night.

Aug 21 – 28

R6,417 ZAR per night

Superhost

Apartment in Toronto

4.81 out of 5 average rating, 160 reviews

Cozy DowntownToronto PrimeLocation w balcony

This Studio is located in the heart of Toronto between Annex and Yorkville. A prestigious neighbourhood minutes from high end hotels, museums, bars and restaurants, all attractions such as TIFF events, CN tower, Varsity stadium. Blink of an eye to the Subway station, Bloor Shopping boutiques, Hazleton Lanes shopping centre, Varsity Stadium and many other attractions. Perfect for explorers, artists, professionals. Entire home, though minimalist, equipped with all necessities. Message for pets.

Nov 8 – 15

R4,805 ZAR per night

Guest favorite

Condo in Toronto

4.95 out of 5 average rating, 553 reviews

Stunning Harbor/City View: 2bdrm/2bth+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

Sep 15 – 22

R8,700 ZAR per night

Guest favorite

Apartment in Toronto

4.95 out of 5 average rating, 443 reviews

Sophisticated COMFORT Downtown Toronto PARKING

Five minute walk to the world renowned St Lawrence Market and only 10 minutes to the Eaton Centre Toronto is at your doorstep. This bright and airy suite has everything you will need to explore the city and relax in comfort and style. In a modern building with exceptional security and amenities and a spectacular view of the city and lake you will be sure to enjoy your stay here. Change your point of “VÜ” enjoy staying in one of the most exciting neighbour hoods in downtown Toronto.

May 10 – 17

R3,914 ZAR per night

Guest favorite

Home in Toronto

4.91 out of 5 average rating, 265 reviews

King West Victorian Studio Gem

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto Overlooks Park + Outdoor Public Pool Open Concept 735 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District Street Permit Parking

Aug 2 – 9

R3,204 ZAR per night

Guest favorite

Condo in Toronto

4.89 out of 5 average rating, 188 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Jun 3 – 8

R2,942 ZAR per night

Guest favorite

Guest suite in Toronto

4.95 out of 5 average rating, 106 reviews

Large 1-bedroom backs onto the park

Bright newly-renovated one-bedroom basement unit with king bed, full kitchen, and living room. This backs onto Bickford park, is a 5 minute walk from Christie subway station, Korea town, and bustling Bloor street. A total of 700 square feet of space (65 sq meters), in-floor heating throughout. We welcome guests from all places.

Jun 24 – Jul 1

R3,124 ZAR per night

Guest favorite

Apartment in Roncesvalles Village

4.82 out of 5 average rating, 376 reviews

Modern Apartment in Popular Roncesvalles Village

This totally private apartment is in a house one block away from trendy Roncesvalles Avenue. It is a block away from High Park, Boutique Stores, public transportation, the lakeshore, St. Joseph's Hospital, a library & and many popular restaurants. Our separate apartment is good for couples, singles and business travelers.

Mar 30 – Apr 6

R1,956 ZAR per night

Guest favorite

Apartment in Toronto

4.83 out of 5 average rating, 175 reviews

TORONTO GARDEN SUITE Clean, Cozy and Comfortable

This cool den is in the basement floor of my century home, located in the hip and vibrant neighborhood of Leslieville . Walking distance to Little India, Greektown and The Beach. It's self-contained, private and has all the amenities for a great stay!

Sep 30 – Oct 7

R2,458 ZAR per night