The Annex vacation rentals

We found 217 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in The Annex that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

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Find out more about The Annex

Why visit The Annex

  • Cultural exploration: The Annex is rich in cultural experiences, featuring art museums and historic sites perfect for discovery.
  • Beautiful architecture: Stroll through charming streets lined with elegant homes that showcase Toronto’s architectural diversity.
  • Urban parks: Enjoy relaxing outdoor spaces ideal for families, providing a perfect retreat within the bustling city.
  • Diverse accommodations: Choose from a variety of vacation rentals, including cozy homes and modern apartments, tailored to your needs.
  • Vibrant atmosphere: Experience the lively vibe of The Annex, where local history meets a welcoming community spirit.

Popular types of accommodation around The Annex

If you're exploring vacation rentals in The Annex, you're in luck. This vibrant neighbourhood offers a variety of popular accommodations, including houses, apartments, and condos. Whether you're searching for a cozy house rental or a modern Toronto ON apartment, you'll find plenty of options to suit your needs. Enjoy your stay in one of Toronto's most charming areas, where comfort and convenience come together for an unforgettable getaway.

  • Houses: The top choice for visitors in The Annex, offering spacious living and a homey atmosphere ideal for families or groups.
  • Apartments: These comfortable and conveniently located rentals are perfect for solo travellers or couples seeking a cozy stay.
  • Condos: A popular option featuring modern amenities and often located in vibrant areas, providing both style and comfort.
  • Villas: These luxurious properties offer ample space and upscale living, perfect for those seeking a lavish getaway.
  • Cabins: A unique choice for those looking to experience nature while enjoying the comforts of home.**

Top attractions near The Annex

The Annex in Toronto is an ideal destination for family-friendly and culture-themed vacations. Visitors can explore a variety of attractions, including urban parks, event venues, and art museums, all rich in cultural experiences. Whether you're travelling solo, with family, or in a group, The Annex offers a blend of city charm and cultural exploration that caters to diverse interests.

  • CN Tower: Experience breathtaking views from one of the tallest freestanding structures in the world. The observation deck offers panoramic vistas of Toronto's skyline, perfect for capturing stunning photos. Don't miss the glass floor for an exhilarating perspective.
  • University of Toronto - St. George Campus: Explore this historic campus featuring beautiful architecture and lush green spaces. It's a hub of culture and knowledge, with museums, galleries, and vibrant student life that reflects the city's diverse heritage.
  • Metro Toronto Convention Centre: Attend events in this bustling venue known for its modern design and business atmosphere. It's a great spot to network, with a variety of conferences, exhibitions, and entertainment options throughout the year.

Things to do recommended for couples

Planning a romantic getaway in The Annex? Enjoy a night of live music at The Danforth Music Hall, savor a delightful meal at Spin Toronto, or hit the slopes together at Earl Bales Ski and Snowboard Centre. Perfect experiences for couples await you.

Things to do recommended for families

Families visiting The Annex can enjoy an exciting day at the Rogers Centre, catch a serene moment at the Chinese Railroad Workers Memorial, and experience the thrill of ice skating at George Bell Arena. Each location offers unique vibes for an unforgettable family adventure.

Things to do recommended for groups

Explore the vibrant CF Toronto Eaton Centre for shopping and entertainment, savor local delicacies at St. Lawrence Market, and enjoy a captivating performance at the Four Seasons Centre. These experiences promise to create lasting memories for your group in The Annex.

*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

When planning your trip, whether you're traveling with a group, spending time with family, bringing along your pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to The Annex with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to The Annex with young kids: Traveling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to The Annex: For many, a family getaway isn’t truly fulfilling without their furry companion along for the adventure. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting The Annex: If you're searching for vacation 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 even a private pool in your search.

Where to stay near The Annex

The Annex, a vibrant Toronto neighbourhood, offers a perfect blend of family-friendly experiences and rich cultural exploration. Stroll through its historic streets, admire elegant homes, and discover outdoor areas perfect for relaxation. Nearby, you’ll find urban scenery and a welcoming atmosphere that showcases the city’s elite charm. Whether you're interested in local history or simply soaking in the lively vibe, The Annex and its surroundings promise an unforgettable adventure.

  • Toronto: Toronto, Canada's largest city, is a vibrant metropolis that offers a rich tapestry of cultures and experiences. Located just a short distance from The Annex, it boasts an array of attractions, including shopping malls, theaters, and various sports facilities. Visitors can explore iconic landmarks such as the CN Tower or catch a game at one of the city's major stadiums. With its bustling downtown, Toronto is perfect for families, sports enthusiasts, and those seeking an urban adventure.
  • Downtown Toronto: Downtown Toronto is a dynamic neighborhood located 3.2km from The Annex, known for its lively atmosphere and cultural significance. It’s a hub for family-friendly activities, shopping, and entertainment, featuring numerous shopping centres and theatrical venues. Notable landmarks include the Rogers Centre and Nathan Phillips Square, offering a mix of sports, culture, and public art. Whether you're strolling through the vibrant streets or enjoying a meal at a trendy restaurant, Downtown Toronto is ideal for those looking to immerse themselves in the heart of the city.
  • Bloor Annex: Bloor Annex, situated just 483m from The Annex, is a charming neighborhood that combines residential charm with urban accessibility. Visitors can enjoy a variety of shopping options, from quaint local shops to larger shopping centres. The area is also known for its community feel, with parks, churches, and a strong local culture. Perfect for families and business travelers alike, Bloor Annex offers a unique blend of city living and relaxed ambiance, making it a delightful spot to explore.

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 vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, continue from where you last stopped, or view and organize your travel arrangements. Your saved or booked properties will be neatly organized under categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in The Annex?
In The Annex, a vibrant neighbourhood in Ontario, Canada, a variety of vacation rentals are available, with several apartments, vacation houses, and condos attracting visitors. The apartments are particularly appealing, often located close to the bustling Bloor Street and the scenic parks, providing easy access to local cafes and cultural attractions like the Bata Shoe Museum. Most apartments feature modern amenities, including fully equipped kitchens, comfortable living areas, and laundry facilities, making them great for both short and extended stays.
How much does it cost to rent a vacation home in The Annex?
Prices for vacation 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 travelling 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.
Are there any discounts for The Annex vacation 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 vacation rental amenities include heated pools and shared pools, suiting those looking to enjoy a refreshing swim. Many properties also permit pets, making it a great choice for travellers who wish to bring their furry companions along. Additionally, service animals are welcomed in these rentals, ensuring comfort for all guests.
Are there any family house rentals in The Annex?
In The Annex, Ontario, there are several family-friendly house rentals available, making it a wonderful choice for those travelling with children. This vibrant neighbourhood is known for its charming streets and proximity to various attractions. Many of the homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can play safely.
Can I rent a vacation home with a pool or hot tub in The Annex?
In The Annex, Ontario, there are numerous vacation homes available for rent that feature pools, with around 10 options to choose from. Additionally, several properties also offer hot tubs, making it a great choice for travellers seeking relaxation and leisure during their stay. This vibrant neighbourhood is known for its eclectic mix of culture, dining, and proximity to downtown Toronto, providing a lively atmosphere for visitors.
Are there any The Annex vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation rentals in The Annex?
In The Annex, Ontario, there are several pet-friendly vacation rentals available, with about twelve options to choose from. This vibrant neighbourhood is known for its tree-lined streets and proximity to parks, making it a great choice for travellers with pets. Many of the rentals in this area come equipped with amenities such as fully stocked kitchens, laundry facilities, and spacious living areas, providing a comfortable base for your stay.
Can I find long-stay vacation rentals in The Annex?
A long-stay vacation 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 vacation rental?
The best time to visit The Annex for a vacation rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts numerous travellers eager to experience the lively atmosphere of the neighbourhood, characterised by blooming gardens, bustling streets, and an array of cultural events.

With temperatures typically ranging from the mid-teens to low 20s Celsius, this is an ideal time for outdoor activities such as exploring the scenic parks, indulging in local cuisine at outdoor patios, and enjoying the rich arts scene. The Annex is known for its charming streets lined with historic architecture, making it a delightful spot for leisurely strolls and sightseeing.

If you're looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a unique charm with festive decorations and seasonal events, providing a wonderful opportunity to experience the local culture in a different light.
Are there any remote work vacation rentals in The Annex?
In The Annex, Ontario, there are about 12 remote work vacation rentals available, making it a suitable area for those looking to combine work and leisure. This vibrant neighbourhood offers a variety of properties that cater to remote workers, with amenities such as high-speed Wi-Fi and dedicated desk spaces, ensuring a productive environment during your stay.

Travellers can expect to find a mix of stylish apartments and spacious homes, many of which are equipped with modern kitchen facilities, comfortable living areas, and sometimes even outdoor balconies to enjoy the fresh air. The Annex is also conveniently located near local cafes and restaurants, providing ample opportunities for breaks or casual meetings outside of the home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a The Annex vacation rental?
Book your The Annex vacation 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 vacation 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, Ontario, visitors can immerse themselves in a rich tapestry of cultural and recreational attractions. The area is renowned for its historic architecture and vibrant arts scene, with numerous galleries and theatres reflecting the local creative spirit. Notable points of interest include the iconic Bata Shoe Museum, which showcases footwear from around the world, and the Royal Ontario Museum, just a short walk away, offering extensive exhibits in natural history and world cultures.
Can I change or cancel my The Annex home rental booking on Vrbo?
To find The Annex vacation 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 vacation 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.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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