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The Annex holiday lettings

We found 213 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.

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Why visit The Annex

  • Cultural richness: The Annex is steeped in history and offers a vibrant arts scene, perfect for culture enthusiasts.
  • Family-friendly activities: The neighbourhood features urban parks and event venues ideal for family outings.
  • Diverse neighbourhoods: Explore the unique charm of nearby areas, showcasing Toronto's multicultural fabric.
  • Convenient location: The Annex provides easy access to downtown Toronto and scenic spots, enhancing your exploration.
  • Comfortable accommodations: Choose from stylish apartments and modern condos, ensuring a delightful stay.

Popular types of accommodation around The Annex

At Vrbo, we offer a diverse selection of holiday rentals in The Annex, ideal for your stay in Toronto. Whether you're seeking houses, stylish apartments, or modern condos, we have the perfect option for you. Our guests often find themselves drawn to the charming Toronto apartments and the inviting Annex apartments, ensuring a memorable experience. Explore your choices for rentals in The Annex and enjoy a delightful getaway with all the comforts of home.

  • Houses: The most sought-after option for visitors to The Annex, offering a spacious and homely experience for families and groups.
  • Apartments: A popular choice for those seeking convenience and comfort, ideal for couples or solo travellers.
  • Condos: Well-appointed living spaces that combine the comforts of home with modern amenities.
  • Villas: Luxurious accommodations that provide a unique and upscale experience during your stay.
  • Cabins: A charming option for those looking to enjoy a rustic atmosphere amidst nature.**

Top attractions near The Annex

The Annex in Toronto is an ideal destination for family, culture, and city-themed holidays. Visitors can explore a variety of attractions, including urban parks, art museums, and event venues, all catering to those seeking cultural and family experiences. Whether you're wandering through the vibrant streets or enjoying a local event, The Annex promises a delightful blend of activities for every traveller.

  • CN Tower: A modern marvel standing 1.2km from The Annex, the CN Tower offers stunning panoramic views of Toronto from its observation deck, showcasing the vibrant cityscape below.
  • Metro Toronto Convention Centre: Located 1.2km away, this bustling event venue exudes business vibes and hosts a variety of conferences and exhibitions, making it a hub of activity.
  • University of Toronto - St. George Campus: Just 435m from The Annex, this historic university features beautiful architecture and a rich cultural atmosphere, perfect for leisurely strolls and exploration.

Things to do recommended for couples

For a romantic getaway in The Annex, indulge in an enchanting evening at Roy Thomson Hall, just 1.2km away, or savour a delightful meal at Spin Toronto, also 1.2km away. For adventure, glide down the slopes at Earl Bales Ski and Snowboard Centre, 3.7km away.

Things to do recommended for families

During your family vacation in The Annex, Toronto, you can enjoy thrilling sports events at Rogers Centre and Scotiabank Arena, both located a couple of miles away. For some icy fun, head to George Bell Arena for a delightful ice skating experience. Perfect for family adventures!

Things to do recommended for groups

Groups visiting The Annex can indulge in shopping at CF Toronto Eaton Centre and savour local delicacies at St. Lawrence Market. A cultural evening at Massey Hall offers entertainment and romance, making for a delightful experience in this vibrant area of Toronto.

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

If you're planning a trip with friends, family, or pets, or if you're interested in an extended stay, it's essential to refine your search according to your key preferences. Here are some helpful booking suggestions for using Vrbo.

  • Traveling to The Annex with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to The Annex with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, as well as access to suitable amenities 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: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting The Annex: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near The Annex

The Annex, a vibrant neighbourhood in Toronto, offers a delightful blend of history and urban charm. Perfect for families and culture enthusiasts, it's an ideal base for exploring the lively streets of Old Toronto and nearby districts. Wander through the diverse Toronto neighbourhoods, enjoy the friendly atmosphere, and immerse yourself in the rich historical backdrop. With easy access to downtown and scenic areas, your visit to The Annex promises a memorable experience filled with exploration and discovery.

  • Toronto: As Canada's largest city, Toronto is a vibrant metropolis located approximately 1.2km from The Annex. Visitors flock to this dynamic urban centre for a variety of experiences, including family-friendly activities, outdoor adventures, and city-themed excursions. The city boasts numerous shopping mall centres and theatres, making it an excellent destination for those seeking entertainment. Landmark attractions such as sports facilities and monuments add to the city's charm, ensuring there's never a dull moment during your stay.
  • Downtown Toronto: Just 1.2km from The Annex, Downtown Toronto is the bustling core of the city, drawing families and sports enthusiasts alike. With its array of shopping mall centres, theatres, and vibrant shopping centres, it's a hub for both leisure and excitement. The area is home to impressive landmarks, including sports facilities and monuments, making it a must-visit for tourists looking to soak in the city's energy and culture.
  • Bloor Annex: A mere 186m from The Annex, Bloor Annex is a charming neighbourhood that offers a blend of city-themed experiences, family-friendly activities, and a business-friendly atmosphere. This area is well-known for its lively shopping areas, with a variety of shopping centre options available. Visitors can explore local landmarks such as sports facilities and places of worship, adding a unique touch to their exploration of this vibrant community.

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. Peak season runs in April to May and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudyAverageSlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudyAverageSlightly Low
March33.3°F (0.7°C)Light RainMostly CloudyAverageSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudySlightly HighAverage
May54.3°F (12.4°C)Light RainMostly SunnySlightly HighAverage
June64.4°F (18.0°C)Light RainMostly SunnyAverageSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High
September65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
October53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
November41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area where you can easily plan new trips, pick up from where you last left off, or manage your existing travel arrangements. You can conveniently view the properties you've saved or booked, organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in The Annex?
In The Annex, holiday houses, apartments, and condos are all popular choices, with several options available across this vibrant neighbourhood. Travellers can expect holiday houses to offer spacious living areas, multiple bedrooms, and private outdoor spaces, making them ideal for families or larger groups. Apartments typically feature fully equipped kitchens, comfortable seating areas, and often modern amenities like Wi-Fi and laundry facilities, great for those seeking a more urban living experience. Condos in the area tend to provide a blend of comfort and convenience, often including access to shared facilities such as gyms or pools.
How much does it cost to rent a holiday home in The Annex?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in The Annex to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for The Annex holiday house rentals?
You can find great discounts on house rentals in The Annex on Vrbo, 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.
What are popular rental amenities in The Annex?
In The Annex, popular rental amenities include heated pools and shared pool facilities, suiting those looking to relax and unwind after a day of exploring the vibrant neighbourhood. Additionally, many rentals are pet-friendly, allowing travellers to bring their furry companions along for the stay. Service animals are also permitted, making it easier for guests with specific needs to find suitable accommodations.
Are there any family house rentals in The Annex?
In The Annex, Ontario, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This vibrant neighbourhood is known for its charming streets and proximity to various attractions. Many properties feature spacious living areas, fully equipped kitchens for preparing meals, and comfortable bedrooms that cater well to families.

Visitors will appreciate the ease of access to local parks such as Christie Pits and the scenic grounds of the University of Toronto, which offer plenty of green space for outdoor activities. Additionally, The Annex is well-connected to a range of shops, cafes, and restaurants, providing ample opportunities to explore the local culture and cuisine.
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, with around 10 options to choose from. This vibrant neighbourhood, known for its beautiful tree-lined streets and proximity to cultural attractions, offers a range of properties suitable for relaxation and enjoyment. Many rentals boast amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas ideal for entertaining or unwinding after a day of exploring the city. Travellers can also expect fully equipped kitchens, comfortable living spaces, and modern conveniences like Wi-Fi and air conditioning.
Are there any The Annex holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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 pet-friendly holiday rentals in The Annex?
In The Annex, you can indeed book pet-friendly holiday rentals, with around twelve options available for travellers. This vibrant neighbourhood in Toronto offers a mix of charming Victorian houses and modern apartments, many of which come equipped with amenities such as fully stocked kitchens, spacious living areas, and sometimes outdoor spaces like balconies or patios, ideal for enjoying the city's atmosphere.
Can I find long-stay holiday rentals in The Annex?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 from May to July, when the neighbourhood truly comes alive. This vibrant period attracts a diverse range of travellers eager to explore the energetic mix of culture, shopping, and dining that The Annex is known for. With temperatures typically ranging from 20 to 30 degrees Celsius, it's the superb climate for enjoying outdoor activities, leisurely strolls, and sightseeing in this charming area.

July stands out as the most lively month, as the warm weather invites locals and visitors alike to partake in community events and festivals. You'll find the streets bustling with life, making it an excellent time for socialising and immersing yourself in the local atmosphere. From the beautiful parks to the unique boutique shops, there's an abundance of experiences waiting to be discovered.

For those seeking a more budget-friendly option, consider visiting in December. While this month falls into the low season, it offers a unique charm with festive decorations and a quieter vibe. Enjoy the tranquil beauty of winter in The Annex, where you can appreciate holiday lights and perhaps even indulge in some seasonal shopping without the crowds.
Are there any remote work holiday rentals in The Annex?
In The Annex, Ontario, there are around 12 holiday rentals that cater specifically to remote workers. This vibrant neighbourhood, known for its diverse culture and proximity to the University of Toronto, offers a variety of properties that are ideal for those looking to combine work and leisure. Many of these rentals come equipped with essential amenities such as Wi-Fi and dedicated workspaces, including desks, allowing for a productive environment during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a The Annex holiday rental?
Book your The Annex holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in The Annex?
In The Annex, visitors can explore a variety of attractions that reflect the area's vibrant culture and history. The Royal Ontario Museum, located on Bloor Street, is a must-visit, showcasing an extensive collection of art, culture, and nature from around the world. Just a short stroll away, you can enjoy the beautiful landscapes of Queen's Park, great for a leisurely walk or a picnic.

The neighbourhood is also known for its vibrant mix of shops, cafes, and restaurants along Bloor Street, where you can find everything from international cuisine to local delicacies. For those interested in literature and the arts, the nearby Bata Shoe Museum offers a unique glimpse into the history of footwear, while various galleries and performance spaces contribute to the artistic vibe of the area.
Can I change or cancel my The Annex home rental booking on Vrbo?
To find The Annex holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the The Annex holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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