Holiday rentals in The Annex, Old Toronto

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Kimchi Loft in Korea Town

Cozy, peaceful, and full of character space in the heart of Koreatown, personally renovated and hosted by two friends from Korea and Mexico, blending culture and hospitality! ★ 3 min walk from subway, cafes, supermarket, restaurants and more ★Above a 40+ year iconic Korean restaurant(10% off) ★Karaoke, Videogames, Streaming services, Projector, Art supplies & Boardgames ★Full kitchen ★Friendly, responsive hosts Perfect for families, friends, or business travelers seeking authentic local stay

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.

Luxury-Modern Home in Annex/Casa Loma ·3BR+Parking

Luxury-modern 3BR home in Toronto’s historic Annex/Casa Loma, ideal for families, professionals, and longer stays. Private main and second floors with open kitchen and living area. King primary bedroom with ensuite, Queen bedroom, and Twin bedroom with work desk. Sleeps up to 6. Upstairs laundry, PlayStation for kids, high chair on request, lane parking with EV charger. Walk to popular cafes and restaurants, Yorkville, subway, parks, and near the University of Toronto. No parties or smoking.

Yorkville, ROM, Upscale Restaurants & Shopping

Immerse yourself in the heart of Toronto's upscale Yorkville district with this chic one-bedroom condo, nestled within the iconic former 4 Season's Hotel. Indulge in a thoughtfully designed space featuring a well-equipped kitchenette, a 55" TV, and a full bath. Steps away from the U of Toronto, museums, and luxury brands like Gucci, Burberry, and Louis Vuitton, you'll be surrounded by premier shopping and the city's finest dining establishments. The nearest subway stop just a 5 min walk.

Private 2BR Home Sleeps 6 Near Subway

Welcome to The Laneway Suite! A 1000 sq ft, 2 storey, detached laneway house. Private entrances, Smart Lock, full kitchen with island and all amenities, 1.5 bathrooms, washer/dryer, 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. Whether you’re travelling with your family, your friends, by yourself or on a business trip, this is your perfect getaway! Also suitable for long term stays!

Cozy 1 Bedroom Unit in the Annex, Free Parking

Welcome! This cozy unit is a great place to stay if you want to be in the city without feeling like you're in a concrete jungle. Located in the Annex, it's a food haven for those that are interested in exploring different places to eat. It's also a 5 min walk away from the Bloor/Spadina subway station (or Bathurst station in the other direction), so it's great for commuting around to different areas of Toronto. Yorkville, the ROM, and Casa Loma are also under 10 mins drive from here.

Annex Haven: 1 Bedroom plus Den

This centrally located private space is newly updated with new flooring, furniture, and bathroom. It includes a separate entrance with its own kitchen and laundry. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.

Cozy 1BR+den in the Annex | Steps to subway

Discover the charm of the Annex in our bright 1BR+Den, steps from Bathurst Station. This quiet retreat features high ceilings, a balcony with stunning city views, and sleeps 4 comfortably. The den is a perfect home office or dining nook. You’re surrounded by Toronto’s best cafes and independent boutiques, blending historic vibes with modern comfort. Whether you’re here for work or a city getaway, enjoy a peaceful, stylish home base in the heart of it all! STR-2507-FKFFBP

Private 3BR Whole Home for Groups Near Subway

A newly built, private 3-bedroom, 3-bath home on a quiet laneway in Toronto’s Annex West, just a 3-minute walk to the subway. Bright, modern, and thoughtfully laid out, this entire home is ideal for families or groups traveling together who want to stay in one shared space. Enjoy a full kitchen, heated floors, unlimited hot water, and fast Wi-Fi. Steps from restaurants, parks, and shops, yet calm and private inside. Best suited for guests with confirmed travel plans.

Discover the Best of Yorkville + 1 Free Parking

Set in Toronto’s prestigious Yorkville neighbourhood, this modern, professionally decorated condo is perfect for guests who appreciate style and sophistication. Browse luxury boutiques, visit nearby art galleries, and enjoy exceptional dining, all within walking distance. With complete privacy, no shared spaces, and professional cleaning before every guest, you'll enjoy a comfortable and effortless stay in one of Toronto’s most desirable neighbourhoods.

Charming, Bright Victorian Townhouse in the Annex

3 level, 2-bedroom sun-filled unit situated in the Annex. Brick fireplace (decoration piece), central air conditioning and heating, wooden floors and exposed brick. Steps away from Bloor St, coffee shops, restaurants, shops, galleries, parks and much much more. Short walk to Bathurst or Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums. One outdoor parking spot provided .