Holiday rentals with a patio in The Annex, Old Toronto

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Top-rated Holiday Accommodation with Outdoor Verandahs in The Annex, Old Toronto

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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Guest favourite
An inviting dining area features a sleek table surrounded by six upholstered chairs. A vibrant wall art piece depicting colorful sailboats adds a pop of color. The hardwood flooring complements the warm tones of the kitchen visible in the background.
Home in Annex
4.96 out of 5 average rating, 49 reviews

Cozy, modern, recently renovated home in the Annex

Recently renovated home in the Annex. Three bedrooms, 1.5 bathrooms, open space living-dining area. The sofa the living room converts to a double bed. Modern kitchen with stainless steel appliances & quartz countertops. Ensuite washer & dryer. Safe & family friendly neighbourhood. On-site parking. 2 cars can park tightly in tandem. Walk to Dupont subway station and the bus stop, shops, parks & restaurants. Steps to lively Bloor street, Casa Loma, U of T, the Royal Ontario Museum & Yorkville.

Top Guest favourite
A bright living room is filled with natural light, featuring a cozy couch and two large cushions arranged on the floor. A round coffee table sits at the center, adorned with decorative objects. Green plants add a touch of nature, complemented by light, airy curtains.
Apartment in Annex
4.98 out of 5 average rating, 48 reviews

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

THE ANNEX OASIS Monthly Rental for Dec, Jan & Feb Unwind on a lush, rainforest-inspired balcony with sweeping downtown views - steps from cafes, trendy shops & restaurants, culture & UofT. Our spacious 1-BD home in Annex blends comfort, charm & location. ➜ 3-min walk to St. George Subway & UoFT ➜ Free overnight street parking ➜ Complimentary breakfast snacks, coffee & tea ➜ 2 workstations+high-speed WiFi ➜ 60" Home Theater Smart TV ➜ Beautiful sunsets from balcony Your homestay in Toronto.

Top Guest favourite
The living area features a modern sofa facing a flat-screen TV, with a decorative coffee table set beside it. A sleek kitchenette is visible in the background, equipped with stylish cabinetry and appliances. Sunlight streams through large windows, illuminating the space.
Apartment in Yorkville
4.98 out of 5 average rating, 52 reviews

Chic Yorkville 1BD W/ Private Terrace

CHIC 1-bedroom condo in the heart of Yorkville, Toronto. At your doorstep are bustling streets, charming cafes, Michelin-star restaurants, upscale boutiques, art galleries, ROM, and Whole Foods. The space has the perfect balance of elegance, convenience, and comfort. Stocked with essentials, and a rare 100 sq ft private terrace. Savor your morning coffee or an evening glass of wine (or bottle!) As the owner, I personally oversee every detail to ensure cleanliness and comfort for your arrival.

Guest favourite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Apartment in Saint James Town
4.97 out of 5 average rating, 78 reviews

Bright Two Story Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

Top Guest favourite
The exterior of the laneway house features a modern design, characterized by large windows and a dark facade. It is surrounded by mature trees and a well-maintained yard, creating a serene atmosphere. A stone pathway leads to the entrance, inviting guests into the space.
Home in Parkdale
5 out of 5 average rating, 53 reviews

Stylish Oasis: an architect's unique laneway house

Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Top Guest favourite
A bright living area is displayed with a spacious sectional sofa, accented by colorful throw pillows. A wooden coffee table rests on a patterned rug, with sunlight filtering through large windows, illuminating potted plants placed strategically around the room.
Apartment in Entertainment District
4.98 out of 5 average rating, 93 reviews

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Guest favourite
The exterior of a modern two-story home is viewed at night, featuring large windows that reflect warm light. A spacious driveway is lined with manicured grass, and mature trees frame the entrance, creating an inviting atmosphere.
Home in Etobicoke
4.96 out of 5 average rating, 57 reviews

Luxurious Getaway in the City of Toronto

Net Zero Ready home in Toronto designed for professionals, families, and large groups. This architectural gem blends luxury with creative design features. The homes abundant natural lighting gives a warm feel. You can savour a morning coffee on the balcony and relax in the spa like ensuite bathroom. The open concept main room has 12 ft ceilings and creates an inviting space to gather and spend moments with your family and friends. Located close to Toronto's downtown, highways and the airport.

Guest favourite
An open-concept living area features a comfortable blue sofa facing a wooden media console with a large screen. Natural light fills the space, highlighting the modern staircase and the dining area visible in the background. A textured area rug adds warmth to the floor.
Home in Wychwood
4.92 out of 5 average rating, 12 reviews

Modern Comfort near Casa Loma

Keep it simple at this peaceful and centrally located place. Welcome to our charming, freshly renovated home located in the vibrant Seaton Village (Annex) neighbourhood of Toronto. This cozy 2 bedroom, 1.5 bathroom house is perfect for your next getaway, whether you're in town for business or leisure. As this is the home we live in, our availability dates are flexible. If you are looking for a specific weekend and it is blocked off, please send us a note! We might be able to accomodate.

Top Guest favourite
The kitchen features modern cabinetry and stainless steel appliances, including a coffee maker. An island with seating accommodates guests. A dining area with a table is visible, alongside a cozy living space with a blue couch, a decorative painting, and potted greenery.
Home in Annex
5 out of 5 average rating, 77 reviews

The Laneway Suite

Welcome to my home! A newly built, 1000 square foot, 2 storey, detached laneway house. Includes private entrances, Smart Lock, full kitchen with island and amenities, 1.5 bathrooms, 2 Queen bedrooms with 32” Smart TV, a living room with a comfy Queen size pull-out couch and 65” Smart TV, a dining room, and a private backyard patio. The house is completely private! Whether you’re travelling with your family, your friends, by yourself or on a business trip, this is your perfect getaway!

Guest favourite
A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.
Condo in Yorkville
4.93 out of 5 average rating, 195 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Top Guest favourite
A cozy bedroom features a spacious, unmade bed adorned with pillows in a neutral color palette. Natural light enters through two windows, with sheer curtains gently diffusing the sunlight. An antique dresser occupies one side, complemented by a wooden chair and a floral arrangement.
Loft in Little Portugal
5 out of 5 average rating, 24 reviews

The Wanderly Suite

A whimsy apartment in an 18th century building, the Wanderly Suite is curated with rustic antique furnishings and merged with modern amenities. Located above our store ~The Wanderly~ the apartment is conveniently situated amongst Little Portugal's best vintage shops + cafés/restaurants! The space features an open concept kitchen/living room + bedroom, complete with a patio + outdoor seating off the back. The perfect jumping off point for your next Toronto stay!

Top Guest favourite
A modern living room features a gray sofa with decorative cushions, a coffee table, and a cozy rug. Shelves against the wall display books and decorative items, with a warm wooden accent above.  A plant and stylish lighting enhance the inviting atmosphere.
Home in University
4.93 out of 5 average rating, 118 reviews

The Robert House: Masterpiece in Harbord Village

The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.

Popular amenities for The Annex, Old Toronto Holiday Houses with Outdoor Verandahs

When is the best time to visit The Annex, Old Toronto?

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Quick stats about holiday rentals with a patio in The Annex, Old Toronto

  • Total holiday rentals

    Explore 90 holiday rentals in The Annex, Old Toronto

  • Nightly prices starting at

    The Annex, Old Toronto holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of The Annex, Old Toronto holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across The Annex, Old Toronto rentals

  • 4.7 Average rating

    The Annex, Old Toronto stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    The Annex, Old Toronto's top spots, include Royal Ontario Museum, Bata Shoe Museum, and Royal Conservatory of Music

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