Photo by Aaron Valerio

The Annex holiday homes

We found 212 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in The Annex that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit The Annex

  • Cultural charm: The Annex boasts a vibrant atmosphere filled with artistic spirit and historic architecture.
  • Scenic parks: Enjoy leisurely strolls through beautiful urban parks that offer a serene escape from the bustling city.
  • Diverse eateries: Savor a wide range of culinary delights from local cafés and restaurants that reflect the neighbourhood's diversity.
  • Art museums: Explore art galleries and museums that showcase the creative heart of The Annex and its local talent.
  • Friendly locals: Experience the warm hospitality of the community, making your visit welcoming and memorable.

Top attractions near The Annex

The Annex in Toronto offers a blend of culture and urban charm ideal for families, business trips, and city breaks. Explore urban parks, vibrant tourist precincts, and art museums that capture the local spirit and creative heart of the neighbourhood. Enjoy a walk through historic streets, admire local art, and soak in the lively atmosphere, all while experiencing a uniquely Toronto city vibe tailored to a variety of interests.

  • Casa Loma: Explore this stunning castle-like historic house, steeped in history and surrounded by beautiful gardens. It offers an enchanting glimpse into Toronto's past, featuring opulent rooms and breathtaking architecture.
  • Queen Street West: A vibrant precinct perfect for families, offering eclectic shops, cafes, and outdoor spaces. Enjoy a leisurely stroll and soak in the artistic atmosphere while discovering local artists and unique boutiques.
  • Downtown Yonge: Experience the bustling energy of city life on this iconic street, lined with shops, restaurants, and entertainment venues, ideal for those looking to explore urban culture.

Things to do recommended for couples

Discover the charm of Toronto's Annex with a stroll through quaint streets, ideal for a romantic escape. Enjoy local cafes and parks, perfect for couples seeking an intimate, authentic experience in the heart of the city.

Things to do recommended for families

Families exploring The Annex in Toronto can visit the Ontario Science Centre, a hands-on museum with interactive exhibits and outdoor spaces, perfect for a local adventure. Enjoy a day of discovery and fun tailored for Kiwi family travellers.

Things to do recommended for groups

In The Annex, enjoy a local experience with vibrant cafés, quirky shops and live music, perfect for group travellers seeking an authentic taste of Toronto life.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around The Annex

Whether you're journeying with a group, travelling as a family, bringing your pets along, or seeking extended stays, be sure to select the appropriate filters. Here are some handy Vrbo booking tips for you.

  • Traveling to The Annex with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor space for group activities. Thankfully, you can easily sort through all of these options, and much more, on Vrbo.
  • Traveling to The Annex with young kids: Travelling with young children can be quite a task. It’s important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to The Annex: Some travellers believe a family holiday isn’t complete without their furry companion. If that sounds like you, take a look at Vrbo listings that welcome pets. Many of these properties offer pet bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting The Annex: If you’re seeking holiday rentals with special deals for month-long or extended stays, you’ve come to the right spot. With the appropriate filter, you’ll easily discover and save on monthly rentals. Be sure to include extras like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near The Annex

The Annex in Toronto is a vibrant neighbourhood brimming with cultural charm and urban energy. Visitors can explore its historic architecture, diverse eateries, and bustling streets filled with friendly locals. Enjoy leisurely strolls through the scenic parks or visit unique shops that reflect the area's artistic spirit. The Annex is perfect for families, business travellers, and those looking to soak in the rich history while experiencing the lively city vibe that Toronto has to offer.

  • Toronto: As the largest city in Canada, Toronto is a vibrant metropolis that offers a dynamic mix of culture, entertainment, and business. The Annex is an integral part of Toronto, known for its historic architecture and eclectic vibe. Visitors can immerse themselves in a variety of activities, from exploring the bustling shopping centres to attending captivating theatre performances. Major attractions such as the iconic CN Tower and sports facilities like Scotiabank Arena are easily accessible, making it a perfect base for family adventures or business trips.
  • Downtown Toronto: Located 3km from The Annex, Downtown Toronto is the heart of the city, bustling with energy and excitement. The area is renowned for its extensive shopping options, including popular malls and vibrant shopping districts. Visitors can explore local landmarks such as the Rogers Centre and the stunning skyline views from various lookouts. This neighbourhood provides a rich city-themed experience, with plenty of dining options and cultural venues, ensuring a memorable visit for families and business travellers alike.
  • Yorkville: Just 1km from The Annex, Yorkville is a chic and upscale neighbourhood known for its high-end shopping and artistic flair. This vibrant area draws visitors with its unique boutiques, art galleries, and delightful cafés, creating a perfect mix of relaxation and exploration. Yorkville is also home to notable landmarks like the Toronto International Film Festival headquarters and various cultural attractions, making it a popular destination for families and city enthusiasts. Its picturesque streets and lively atmosphere ensure a delightful experience for all who visit.

Best time to go to The Annex

If you're planning a trip to The Annex, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.2°F (-3.8°C)Light RainMostly CloudyAverage
February25.2°F (-3.8°C)Light RainMostly CloudyAverage
March33.3°F (0.7°C)Light RainMostly CloudyAverage
April42.6°F (5.9°C)Light RainMostly CloudySlightly High
May54.3°F (12.4°C)Light RainMostly SunnySlightly High
June64.4°F (18.0°C)Light RainMostly SunnyAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly High
August71.2°F (21.8°C)Light RainMostly SunnyAverage
September65.1°F (18.4°C)Light RainMostly SunnyAverage
October53.4°F (11.9°C)Light RainMostly SunnySlightly Low
November41.5°F (5.3°C)Light RainMostly SunnySlightly Low
December32.9°F (0.5°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next getaway? Try being flexible with your travel dates, as prices can vary. Booking a longer stay often leads to significant savings. To find the perfect Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space where you can create fresh journeys, pick up right where you left off, or review and organise your plans. You’ll find properties you’ve saved or booked neatly arranged under Potential, Upcoming, or Current Trips. To get started with Trip Boards, visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in The Annex?
The most popular types of holiday homes in The Annex are condos. Ready for more choices? Bookabach has many options to match the diverse needs of our guests, so you'll see holiday properties in loads of sizes and shapes. The perfect fit is waiting for you — grab yours today.
How much does it cost to rent a holiday home in The Annex?
Several things can influence how much you pay for a holiday home in The Annex, including the length of stay, type of property and season. However, all our holiday homes have something in common — amazing value. Just add your travel dates to find your dream escape.
How much does it cost to rent a beach house in The Annex?
Prices for beach houses in The Annex may vary depending on the size and style of the property and when you're travelling. All you need to do is enter your travel dates into Bookabach and the number of guests to see your options and prices. From there you can use our filters to narrow down your search by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in The Annex?
You're in luck! There are. You can pick from 35 holiday homes that allow pets in The Annex. Plenty of our pet-friendly holiday homes even come with space outdoors for your fur baby to play around in, complimentary treats, special dog beds and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect place on Bookabach.
Can I rent a house with a pool in The Annex?
Add a new level of fun to your adventure by booking your group into one of the five houses with a private pool in The Annex. Use our handy search filter to find the kind of property you want on Bookabach, and then spend lazy days splashing and playing in a swimming pool that's only for you.
What are popular home amenities in The Annex?
A barbecue grill, a sauna and a fireplace are the most popular home amenities in The Annex. Whether you're heading away alone, with your sweetheart or a group of family members, Bookabach can help you find a holiday home that suits your tastes with a load of extras you'll love.
Are there large group holiday homes in The Annex?
Take your pick of three Bookabach properties in The Annex that can sleep five or more people. You'll enjoy all the room and privacy you need to chill out with the people you're holidaying with — and nobody else.
Are there holiday homes in The Annex that welcome kids?
The Annex has 35 family-friendly holiday homes to choose from. And tracking down a stay that welcomes kiddos is super easy with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll get access to perks and amenities like living rooms, full kitchens and private pools.
What are the top attractions for families in The Annex?
Keeping the kids occupied during your The Annex holiday is a snap with these fabulous family-friendly attractions:

  • Ripleys Aquarium of Canada
  • Royal Ontario Museum
  • The Distillery Historic District

Are there one-bedroom holiday homes in The Annex?
Yes, there are 19 one-bedroom properties in The Annex to select from. A one-bedroom holiday home is an excellent choice if it's just you and your sweetheart or if you're travelling solo. Toss in more space, convenience and privacy compared to a standard hotel, and you're sure to have a memorable getaway.
Can I find two-bedroom holiday homes in The Annex?
You can pick from 13 two-bedroom properties in The Annex. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's a spot for whoever's fortunate enough to be joining your adventure.
Are there holiday homes with WiFi in The Annex?
The Annex has 17 holiday homes with WiFi, so you can stay connected during your holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to writing and sending emails, these Bookabach homes make it a cinch to go online.
How can I find holiday homes with air conditioning in The Annex?
The Annex has 33 holiday homes where you can spend your days in air-conditioned comfort. To find a stay on Bookabach that provides this perk, enter your desired travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in The Annex?
You should check with the Annex holiday home you're considering on Bookabach as the minimum age differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in The Annex for?
The amount of time you can stay in a The Annex holiday home for varies depending on the property. Simply enter your preferred travel dates to browse options offering longer term stays. They come with everything you need to make your extended holiday more comfortable like air conditioning and laundries. Some Bookabach holiday properties may also offer weekly or monthly discounts, so you can stay even longer for less.