Photo by Aaron Valerio

The Annex holiday homes

We found 264 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.

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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 rental in The Annex?
In The Annex, apartments are the most popular type of holiday rental, with around 12 available in this vibrant neighbourhood. These apartments are typically situated close to local cafes, bookstores, and parks, offering a lively option. Guests can expect amenities such as fully equipped kitchens, comfortable living spaces, and some may even feature private balconies for enjoying the city views. The area is well-connected to public transport, making it easy for visitors to explore nearby attractions.
What are popular rental amenities in The Annex?
In The Annex, popular rental amenities include fully equipped kitchens, ideal for those who prefer cooking their own meals. Many rentals also feature coffee and tea makers, ensuring guests can enjoy a warm beverage at any time. For travellers bringing furry friends, several properties permit pets, along with provisions for service animals. Additionally, air conditioning is commonly available, providing comfort during warmer months.
Can I find family house rentals in The Annex?
In The Annex, Ontario, there are several family-friendly house rentals available. This vibrant neighbourhood is known for its tree-lined streets and proximity to various attractions. Many properties in the area feature spacious living rooms, fully equipped kitchens, and outdoor spaces where children can enjoy themselves. Some homes may also come with additional amenities like game rooms or patios for family gatherings.Visitors will appreciate being close to cultural highlights such as the Royal Ontario Museum and the lush greenery of Queen's Park, great for leisurely strolls or picnics. The local dining scene offers diverse options, making it easy for families to find suitable meals after a busy day of exploring.
Can I rent a holiday home with a pool or hot tub in The Annex?
In The Annex, Ontario, there are several holiday homes available for rent that feature pools and hot tubs, making it an attractive option for travellers seeking relaxation. This vibrant neighbourhood, known for its historic architecture and proximity to the University of Toronto, offers a mix of cultural attractions, parks, and dining experiences.Rentals in The Annex typically come with a variety of amenities. Many properties boast private pools and hot tubs, alongside spacious outdoor areas for sunbathing or entertaining. Inside, guests can expect fully equipped kitchens, comfortable living spaces, and modern conveniences such as Wi-Fi and air conditioning. This combination of amenities ensures a comfortable and enjoyable stay, whether for a family getaway or a trip with friends.
Can I book pet-friendly holiday rentals in The Annex?
In The Annex, travellers can indeed find several pet-friendly holiday rentals, making it a great choice for those wanting to bring their furry companions along. This vibrant neighbourhood is known for its vibrant mix of restaurants, cafes, and shops, all within easy walking distance from many rental properties.The holiday rentals in this area often feature modern amenities including fully equipped kitchens, spacious living areas, and outdoor spaces such as balconies or patios, which can be great for enjoying the fresh air with pets. Additionally, The Annex is close to various parks, offering ample opportunities for pet walking and playtime. The nearby Christie Pits Park, for instance, has open green spaces and walking trails, ensuring that both you and your pet can enjoy the outdoors.
When is the best time to visit The Annex for a holiday rental?
The most popular time to visit The Annex is during the peak season, which runs from May to July. This vibrant period draws visitors eager to immerse themselves in the lively option, with plenty of outdoor activities and cultural events to enjoy. The warm summer months provide a fantastic backdrop for exploring the area's unique neighbourhoods, parks, and local attractions, all while basking in temperatures that typically range from 15 to 25 degrees Celsius.July is particularly bustling, as the city comes alive with festivals, open-air markets, and an array of outdoor dining options. If you're drawn to a dynamic environment and wish to soak in the local culture alongside fellow travellers, this is an ideal time for your holiday rental in The Annex.For those seeking a more budget-friendly experience, consider planning your visit in December. While the weather can be chillier, with temperatures averaging around 0 degrees Celsius, this month offers a quieter charm. You can enjoy the festive decorations and holiday events without the crowds, and it's a wonderful time to experience the warmth of local hospitality.Ultimately, the best time to book your stay in The Annex hinges on your preferences.
Are there any remote work holiday rentals in The Annex?
In The Annex, Ontario, there are around 12 remote work-friendly holiday rentals available for those looking to combine work and leisure. This vibrant neighbourhood, known for its lively mix of shops, cafes, and cultural attractions, offers a great environment for remote workers. Many of the properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, making it easy to stay productive while enjoying the local lifestyle.With its proximity to points of interest like the Royal Ontario Museum and the beautiful parks of the area, these rentals are ideal for those who want to explore during their downtime. Additionally, the local coffee shops and restaurants provide excellent spots for informal meetings or breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are the top attractions in The Annex, Ontario, Canada?
The Annex in Ontario is a vibrant neighbourhood known for its cultural richness and proximity to various attractions. Visitors can explore the Royal Ontario Museum, which showcases an impressive collection of art, culture, and natural history, making it a must-visit for those interested in learning more about both local and global heritage. Another highlight is the scenic Philosopher's Walk, a lovely pathway that connects the museum to the University of Toronto, providing a peaceful escape amidst the urban setting.The area is also well-known for its lively mix of shops, cafes, and restaurants along Bloor Street, offering a diverse culinary scene and a variety of boutiques. For those who enjoy green spaces, the nearby Queen's Park is great for leisurely strolls or picnics. Additionally, the neighbourhood's proximity to Yorkville allows easy access to high-end shopping and art galleries, further enriching the experience for visitors.
Are all fees included in the The Annex holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any The Annex holiday homes with parking?
Bookabach offers a wide selection of holiday homes in The Annex with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for The Annex holiday homes?
You can find great discounts on holiday homes in The Annex on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my The Annex holiday home booking on Bookabach?
To find The Annex holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in The Annex?
A long-stay holiday home in The Annex is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a The Annex holiday home?
Book your The Annex holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in The Annex?
Prices for holiday homes in The Annex vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in The Annex to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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