Pet-friendly vacation rentals in The Annex, Old Toronto

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in The Annex, Old Toronto

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

The bedroom features a spacious bed dressed in black linens, flanked by two nightstands with lamps. A full-length mirror stands against one wall, and neatly folded towels are arranged at the foot of the bed. Soft lighting enhances the serene atmosphere.

Apartment in Yorkville

4.9 out of 5 average rating, 61 reviews

Luxury downtown Toronto 2BR |

This building used to be a Four Seasons Hotel and still has most of the luxury features. Nestled in the heart of downtowns upscale Yorkville with an abundance of high end shopping boutiques & restaurants to enjoy. Perfect for a romantic getaway or a business trip. Can fit 3 people (Single bed in private den room). A newly renovated unit with 24 security & concierge. A 1 minute walk to the subway line that will take you directly to all the tourist options and main attractions in the city.

Superhost

A comfortable living space features a large window with panoramic views of the Yorkville neighborhood. A round dining table is set near the window, paired with modern chairs. A cozy sofa sits against the wall, complemented by decorative art pieces and a neutral color palette.

Apartment in Yorkville

4.86 out of 5 average rating, 43 reviews

Downtown Condo with Stunning View & Gym -Yorkville

Enjoy staying in downtown Toronto in the famous Yorkville residence, a prime location with immediate access to Yorkville's high end restaurants & attractions. Very safe location and only steps away from culture & fun. 5 mins walk to Whole Foods & 1 minute walk to the subway station that will take you directly to all the touristic destinations and main attractions of the city. The building has 24hr security & concierge and high end gym. Paid parking is available with very convenient access.

Superhost

A cozy living room and bedroom combination is highlighted by a queen Murphy bed with a decorative wooden headboard. A natural light fixture hangs above, with plants and artwork complementing the space. An adjacent workspace includes a small desk and a kitchenette area.

Guest suite in Midtown

4.88 out of 5 average rating, 48 reviews

Chic Yorkville Pied-à-Terre | Stylish Retreat

Kick back and relax in this calm, stylish 'pied-a-terre' just outside Toronto's ritzy Yorkville area. This lower level of a townhouse condo has its own private entrance accessed from the sidewalk descending to a lower private garden terrace equipped with outdoor dining set. Beautifully designed in authentic and vibrant travel art, it comes equipped with a workspace, kitchenette, dining area, full bathroom, tv, and a living room/bedroom combo with an efficient and comfortable queen Murphy bed.

Guest favorite

A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.

Condo in Fort York

4.96 out of 5 average rating, 135 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A luxury condo overlooking the stunning city skyline. Bright open concept living space with a modern flare. Renovated with the latest appliances. Beauty-Rest Hotel Series Queen mattress and lots of closet space. Free Parking. Steps to the trendiest restaurants, bars, and clubs downtown as well as the CN Tower, Rogers Center, Exhibition Place, Beautiful Waterfront trails/bike paths, and more. 24/7 Self-Check in. Pool and gym access. Use your own Netflix/Prime account on the Samsung Smart TV.

Top guest favorite

An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.

Home in Downtown Toronto

4.94 out of 5 average rating, 551 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 9 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Superhost

The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.

Hotel room in Downtown Toronto

4.82 out of 5 average rating, 74 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Guest favorite

The exterior of the house displays ivy and vibrant flowering plants, creating a lush facade. A gambrel roof is showcased with a prominent window framed above. Sunlight filters through the leaves, creating a natural and inviting atmosphere.

Home in Downtown Toronto

4.81 out of 5 average rating, 166 reviews

Two story home & garden in vibrant neighbourhood

Newly renovated heritage home in the heart of one of Toronto's most vibrant neighborhoods. Perfect for families, the home features hardwood floors, lots of natural light, and very comfy beds. Conveniently located steps from the subway on a residential street, you are close to many great restaurants & blocks from the U of T and Kensington market. Not far from Scotiabank arena & Rogers centre - for concerts and sporting events. Patio and garden are yours to enjoy. Pets welcome.

Guest favorite

A modern living area features a stylish black sofa and a glass coffee table, complemented by a round dining table with four wooden chairs. Large windows allow ample natural light, enhancing the clean lines of the space. A decorative mirror adds depth to the room.

Condo in Downtown Toronto

4.83 out of 5 average rating, 109 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

Guest favorite

A modern living space features light wood cabinetry and a small dining area. A comfortable sofa is adorned with decorative cushions, while a coffee table sits in the center. Soft overhead lighting enhances the inviting ambiance, and a kitchen area awaits with essential appliances.

Guest suite in Little Portugal

4.95 out of 5 average rating, 196 reviews

Private renovated suite in West End Toronto

Little Portugal / Ossington gem. Private space with a separate keypad entrance. Best suited to couples and solo travellers, no door on the bathroom. Around the corner from top restaurants and cafes in the Dundas West neighbourhood. One block from Toronto public transit or hop on a bike and be downtown in 15 minutes. Newly renovated basement space with modern features and a long list of amenities. Street parking is available with temporary permit from the city.

Guest favorite

A cozy studio space showcases a spacious bed with soft linens, paired with a comfortable black couch and ottoman. A wooden piano and chest of drawers add functional charm, while natural light filters through the windows, illuminating the warm wooden flooring.

Apartment in Parkdale

4.9 out of 5 average rating, 145 reviews

Hip West End Pad

You will be close to everything when you stay at this centrally located place. Comfy couch (not a pull out bed) for 3rd guest to sleep. Children welcome in any quantity. No parties please as there is a family living upstairs. No piano playing or equivalent noise after 10pm. No indoor smoking but an ashtray is provided just outside of the entrance. Confirmed official identification mandatory before booking. Contact me for details regarding street parking.

Guest favorite

A well-appointed bedroom features a spacious bed adorned with neatly arranged white towels. A decorative throw enhances the bedding, while bedside lamps provide soft illumination. An exercise bike is positioned near the bed, and a tree-like light fixture adds a unique touch to the ambiance.

Home in Roncesvalles Village

4.92 out of 5 average rating, 157 reviews

Cozy one bedroom apartment in Roncesvales village

Clean, convenient, cozy and spacious one bedroom apartment located right in the heart of unique and lovely Roncesvales village and High park area. The apartment is minutes away from award-winning restaurants, bars, pubs, coffee shops, grocery store, bakeries, delis, retail shop, 24 hours gyms and movie theatre. Great for all kinds of travelers. We hope to make your stay comfortable, enjoyable and unforgettable.

Guest favorite

A contemporary living space features exposed brick walls and industrial accents. A sleek kitchen island with black stools complements the modern design. Natural light filters through the softly draped windows, highlighting the comfortable sofa and coffee table arranged on a patterned rug.

Home in Downtown Toronto

4.96 out of 5 average rating, 25 reviews

Designer 3-Storey Loft w/ Balcony + CN Tower View

1860's designer 3-Storey-Loft in the heart of Little Italy. Safe, walkable neighbourhood. A stone's throw from cafes, restaurants, bars, Kensington Market, Koreatown, Annex/Harbord Village. The loft boasts luxury high ceilings, private balcony + stunning wrap-around deck. Enjoy rooftop views of the Toronto skyline + CN Tower. Fast Fiber Optic WIFI.