The Annex vacation rentals

We found 199 vacation rentals — enter your dates for availability

Discover a selection of 7 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 Hub: The Annex is a vibrant cultural destination featuring art museums, urban parks, and event venues, perfect for culture enthusiasts.
  • Family-Friendly Activities: This neighborhood offers a variety of activities suitable for families, ensuring fun for all ages.
  • Charming Neighborhoods: Explore nearby Yorkville and Kensington Market for a taste of local history and friendly vibes.
  • Scenic Urban Experience: Enjoy stunning views and a lively city atmosphere, especially near the bay area.
  • Comfortable Accommodations: Choose from stylish apartments, cozy condos, and private vacation homes for a relaxing stay.

Popular types of accommodation around The Annex

Planning a getaway to The Annex? You're in for a treat. This vibrant neighborhood offers a variety of vacation rentals, including houses, stylish apartments, and cozy condos. Whether you're searching for a spacious bedroom apartment or a chic Toronto apartment, you'll find the perfect spot to unwind and explore. Discover the charm of The Annex and enjoy the comforts of home during your stay.

  • Houses: The top choice for visitors seeking a home-like experience, offering spacious accommodations perfect for families or groups.
  • Apartments: A favored option for those wanting the convenience of a fully equipped living space in a vibrant neighborhood.
  • Condos: Modern and stylish, these rentals provide amenities and a central location ideal for short or extended stays.
  • Villas: A luxurious accommodation type, perfect for travelers desiring a bit more space and upscale features.
  • Cabins: A charming option for those looking to escape the hustle, offering a cozy retreat in a unique setting.**

Top attractions near The Annex

The Annex in Toronto, Ontario, is an ideal destination for family vacations and culture enthusiasts. Visitors can explore a variety of attractions, including urban parks, event conference venues, and art museums. This vibrant neighborhood offers a rich cultural experience and a lively city atmosphere, perfect for travelers seeking family-friendly activities and unique local experiences.

  • CN Tower: A modern architectural marvel, the CN Tower stands 2 miles from The Annex. Visitors can enjoy breathtaking city views from its observation decks, offering a thrilling perspective of Toronto's skyline and vibrant urban atmosphere.
  • University of Toronto - St. George Campus: Located 0.7 miles away, this historic university campus boasts stunning architecture and rich cultural vibes. It's a perfect spot to explore beautiful gardens and learn about Canadian academic heritage.
  • Metro Toronto Convention Centre: Situated 2 miles from The Annex, this event venue hosts numerous conferences and exhibitions, creating a dynamic business environment. It’s a hub for networking and innovation in the heart of the city.

Things to do recommended for couples

For a romantic getaway in The Annex, enjoy a concert at Roy Thomson Hall, just 2 miles away, or catch a live show at The Danforth Music Hall, 3 miles away. If you're feeling adventurous, hit the slopes at Earl Bales Ski and Snowboard Centre, 6 miles away.

Things to do recommended for families

Your family can explore the excitement of the Rogers Centre and Scotiabank Arena, both 2 miles from The Annex, for thrilling sports events. For a bit of adventure, head to George Bell Arena, 3 miles away, for some ice skating fun. It's a great way to create lasting memories.

Things to do recommended for groups

In The Annex, groups can enjoy shopping at CF Toronto Eaton Centre, savor local flavors at St. Lawrence Market, and catch a performance at the Four Seasons Centre. Each venue offers a unique blend of entertainment, culture, and vibrant city life just 2 miles away.

*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 traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to The Annex with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, Vrbo allows you to filter for these options and many others.
  • Traveling to The Annex with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with 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 families, a vacation wouldn't be the same without their furry companions. If you relate to this, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and comfortable beds, ensuring that your whole family feels at home.
  • Planning for a long term stay visiting The Annex: If you’re searching for vacation rentals with discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, 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 in Toronto offers a vibrant mix of culture and city life, making it perfect for families and culture enthusiasts alike. Explore nearby neighborhoods such as Yorkville and Kensington Market, where friendly locals and rich history come together. With its excellent location near the bay area, you can enjoy stunning scenery while immersing yourself in the urban atmosphere. Discover the charm and excitement that The Annex and its surroundings have to offer on your vacation.

  • Toronto: As Canada's largest city, Toronto is a vibrant metropolis that offers a rich blend of cultures and experiences. The Annex, located within the city, is a hub for families, sports enthusiasts, and city explorers alike. Visitors can enjoy a variety of activities, from shopping at major malls to catching a live performance at one of the city's theaters. Key attractions include iconic sports facilities and monuments that reflect Toronto's diverse heritage, making it an ideal destination for a multifaceted urban adventure.
  • Downtown Toronto: Just 2 miles from The Annex, Downtown Toronto is the bustling core of the city. This lively neighborhood is perfect for families and sports fans, featuring a plethora of shopping centers, theaters, and vibrant street life. Visitors can explore local landmarks such as sports stadiums and historical monuments. Whether you want to indulge in retail therapy or enjoy a night out at the theater, Downtown Toronto offers a dynamic experience that captures the essence of city life.
  • Bloor Annex: Located only 0.3 miles from The Annex, Bloor Annex combines a charming residential vibe with urban convenience. This neighborhood is ideal for families, business travelers, and city explorers, boasting a variety of shopping areas and centers. Attractions include local sports facilities and historic churches, providing a unique glimpse into community life. Bloor Annex is a perfect spot for leisurely strolls and cultural experiences, making it a must-visit for anyone looking to immerse themselves in Toronto’s local scene.

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 simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, opting for a longer stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your next adventure, manage your travel arrangements, or revisit and organize your existing bookings. You can easily find your saved or booked properties categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in The Annex?
In The Annex, apartments are the most popular type of vacation rental, with several available throughout this vibrant neighborhood. These apartments often feature modern amenities such as fully equipped kitchens, cozy living areas, and convenient access to local shops, cafes, and cultural attractions like the nearby University of Toronto.
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 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 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, vacation rentals typically feature a range of amenities to enhance travelers' experiences. Most properties include fully equipped kitchens, allowing guests to prepare their own meals and enjoy the convenience of cooking at home. Coffee and tea makers are also common, superb for those who enjoy a warm beverage in the morning. Many rentals in the area are pet-friendly, accommodating travelers who wish to bring their furry companions along, and service animals are permitted as per regulations. Additionally, air conditioning can be expected in many units, providing comfort during the 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 neighborhood is known for its eclectic mix of historic architecture and modern amenities, making it an appealing choice for families. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces that are great for children to play.

Visitors will also appreciate the proximity to various attractions, including the Royal Ontario Museum and the beautiful parks scattered throughout the area. The Annex is well-connected by public transportation, providing easy access to downtown Toronto's shopping, dining, and entertainment options.
Can I rent a vacation home with a pool or hot tub in The Annex?
In The Annex, Ontario, there are several vacation homes available for rent that feature pools and hot tubs. This vibrant neighborhood, known for its historic architecture and proximity to downtown Toronto, offers travelers a mix of cultural attractions and relaxing amenities. Many of the available rentals come equipped with private pools, hot tubs, and outdoor spaces superb for enjoying warm summer evenings. Inside, you can expect fully equipped kitchens, spacious living areas, and modern conveniences such as Wi-Fi and air conditioning, making these homes ideal for families or groups looking for both comfort and leisure. Find your rental in The Annex with a pool or a hot tub.
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 travelers 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.
Can I book pet-friendly vacation rentals in The Annex?
In The Annex, Ontario, travelers can find several pet-friendly vacation rentals that offer a blend of comfort and convenience. This vibrant neighborhood is known for its tree-lined streets, historic architecture, and proximity to various parks, making it an ideal area for those traveling with pets. Vacation rentals here typically include amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air.

Nearby, you can explore parks like Christie Pits, which features walking trails and open green spaces, superb for a leisurely stroll with your furry companion. Additionally, the bustling atmosphere of The Annex is complemented by pet-friendly cafes and shops, providing an enjoyable experience for both travelers and their pets.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit The Annex for a vacation rental?
The best time to visit The Annex, Ontario, for a vacation rental is during the peak season from May to July. This vibrant period attracts travelers eager to immerse themselves in the lively option filled with cultural events, festivals, and outdoor activities. July, in particular, is the most popular month, offering warm temperatures (ranging from the low 60s to mid-80s Fahrenheit) that are great for exploring the neighborhood's charming streets, parks, and local eateries.

During these months, visitors can enjoy the convenience of close proximity to various attractions, including beautiful parks and unique shops. The Annex is renowned for its artistic vibe, making it a great spot for those who appreciate arts and culture. The warm weather invites leisurely strolls, and you can easily hop between cafes and art galleries, soaking in the lively ambiance.

For travelers seeking a more budget-friendly option, consider visiting in December. While this is the low season, it offers a cozy experience of the city adorned with festive decorations. The quieter atmosphere allows for a more intimate exploration of local gems, and you can enjoy the charm of winter in Ontario.
Are there any remote work vacation rentals in The Annex?
In The Annex, Ontario, several remote work vacation rentals are available, making it an ideal location for those looking to blend work and leisure. This vibrant neighborhood is known for its tree-lined streets, historic architecture, and proximity to cultural attractions such as the Royal Ontario Museum and various local parks. The rentals typically feature essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable seating areas, providing a conducive environment for productivity. Additionally, many properties come equipped with full kitchens, allowing guests to prepare meals at their convenience, and some may even include cozy living spaces for relaxation after a workday. The Annex also offers an array of cafes and restaurants nearby, superb for a change of scenery or a quick coffee break. 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, Ontario, Canada?
In The Annex, visitors can explore a variety of attractions that showcase the area's vibrant culture and history. The neighborhood is known for its beautiful Victorian homes and tree-lined streets, making it a picturesque setting for leisurely walks. One of the main highlights is the nearby Royal Ontario Museum, which offers an extensive collection of art, culture, and natural history exhibits. Just a short stroll away, visitors can enjoy the lush greenery of Queen's Park, a lovely space for relaxation and outdoor activities.

The Annex is also home to a bustling arts scene, with numerous galleries and theaters, including the historic Bloor Hot Docs Cinema, where film enthusiasts can catch independent and documentary films. Additionally, the area is known for its diverse dining options, ranging from cozy cafes to upscale restaurants, allowing travelers to indulge in a variety of culinary experiences.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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