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The Annex holiday homes

We found 199 holiday rentals — enter your dates for availability

Discover a selection of 6 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 richness: The Annex boasts a vibrant cultural scene with art museums and historic charm, perfect for culture enthusiasts.
  • Urban parks: Enjoy spacious outdoor areas, lovely garden terraces, and picnic spots, offering relaxation and family fun.
  • Proximity to downtown: Just a short stroll from the bustling heart of Toronto, blending city energy with a serene atmosphere.
  • Friendly locals: Experience the warmth of the community, making your visit feel welcoming and enjoyable.
  • Exploration opportunities: Wander through picturesque streets and discover unique attractions around every corner.

Top attractions near The Annex

The Annex in Toronto is a fantastic spot for family, culture, and city-themed holidays. You'll find a mix of urban parks, art museums, and event venues that cater to those seeking a rich cultural experience. Enjoy the lovely garden terrace, spacious outdoor areas, and picnic spots, making it perfect for relaxation and exploration with the family. There's plenty to keep everyone entertained in this vibrant neighbourhood.

  • University of Toronto - St. George Campus: A stunning historic college campus steeped in academic excellence and beautiful architecture, offering a vibrant cultural atmosphere that reflects its diverse student body.
  • Metro Toronto Convention Centre: A major event venue featuring cutting-edge facilities, ideal for business conferences and exhibitions, creating a bustling, professional environment.
  • Casa Loma: A magnificent historic house and castle, showcasing elegant rooms and beautiful gardens, perfect for immersing yourself in Toronto’s rich history and culture.

Things to do recommended for couples

For a romantic getaway in The Annex, catch a show at The Danforth Music Hall for vibrant entertainment, savour a meal at Spin Toronto with its charming atmosphere, or embrace the thrill of winter sports at Earl Bales Ski and Snowboard Centre for some adventurous fun together.

Things to do recommended for families

Your family will have a blast at the nearby Scotiabank Arena for thrilling sports events, unwind at the Chinese Railroad Workers Memorial for some relaxation, and enjoy ice skating at George Bell Arena for a fun-filled adventure just a short ride from The Annex.

Things to do recommended for groups

Groups visiting The Annex can dive into the vibrant atmosphere of St. Lawrence Market, explore The Path for shopping and entertainment, and catch a show at the historic Massey Hall for a taste of culture and romance—all within a short stroll from each other.

*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

If you're planning a trip with a group, family, or pets, or if you're seeking extended stays, it's important to prioritise your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to The Annex with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for socialising. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to The Annex with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, think about how close you are to family-friendly activities.
  • Taking your pets with you to The Annex: For many families, a getaway isn’t truly complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly places come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting The Annex: If you’re seeking holiday rentals with special offers for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near The Annex

The Annex in Toronto is a vibrant neighbourhood perfect for families and culture enthusiasts alike. Just a quick stroll away, you'll find downtown Toronto's urban energy, alongside the historical charm of the Annex area. With friendly locals and picturesque scenery, it’s an ideal spot to explore. Whether you're wandering through its streets or visiting nearby attractions, you’re sure to enjoy a unique blend of culture and city life during your stay.

  • Toronto: Toronto, the vibrant capital of Ontario, is a bustling metropolis where culture and diversity thrive. As the city that encompasses The Annex, it offers an array of family-friendly attractions, sports venues, and city-themed experiences. Visitors can indulge in shopping at major malls, enjoy theatrical performances, or explore the local monuments and stadiums. With its iconic skyline and rich history, Toronto serves as a hub for entertainment and exploration, ensuring that every traveller finds something to enjoy.
  • Downtown Toronto: Located 3.2km from The Annex, Downtown Toronto is the beating heart of the city, alive with energy and excitement. This neighbourhood is renowned for its family-oriented activities and sports facilities, making it an ideal destination for visitors of all ages. Here, you can experience world-class shopping, catch a show at the theatre, or visit the local stadiums. The area is dotted with impressive landmarks, including monuments that reflect Toronto's rich heritage, making it an essential stop on your itinerary.
  • Yorkville: Just 1.1km away from The Annex, Yorkville is a chic and upscale neighbourhood known for its fashionable boutiques and cultural experiences. Ideal for families and business-minded visitors alike, it offers a unique blend of shopping and education. Wander through the stylish streets, explore luxury shopping centres, or enjoy the lively atmosphere of the tourist precinct. With its art galleries and culinary delights, Yorkville provides a sophisticated experience that beautifully complements your Toronto adventure.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can change quite a bit. Plus, booking a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, take advantage of our filters to search by price, location, and type of accommodation. Happy travels.

Vrbo Trips: Effortless planning

The Vrbo Trip Board is a fantastic tool that allows you to plan your adventures seamlessly. You can easily create new trips, pick up right where you left off, or manage and view your travel plans all in one place. Any properties you’ve saved or booked previously will be organised into categories like Potential, Upcoming, or Current Trips. To start using the Trip Board, simply 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.

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