Vacation rentals in The Annex, Old Toronto

Sweet Home in Yorkville, Toronto, free parking

Welcome to your home at Yorkville Plaza in the heart of downtown Toronto! Formerly the Four Seasons Hotel Condo, this suite has been newly furnished. The main bedroom is full of natural light and the den serves as a second bedroom or office. The living room sofa can be turned into a huge bed. You can sit beside fireplace or cook in the kitchen; you can watch spectacular city views or enjoy comforts from smart TV to smart toilet. Walking around in the historical old Yorkville Village is joyful!

Family · Value · Check-in

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.

Value · Location · Decor

Kimchi Loft in Koreatown

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

Location · Value · Walkability

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.

Family · Location · Checkout

Toronto Oasis | Cafés, Local Vibes, Subway, Shops

🏠 Spacious 4-bedroom, 2-bath home in Toronto’s Koreatown (Bloor West), sleeping up to 8 guests. Steps from the subway, restaurants, cafés, and shops. Family-friendly and walkable, with easy city access and excellent transit. 🌳 Quiet residential street with thoughtful design and a fully equipped modern kitchen, ideal for short or extended stays. Street parking by permit or paid lots. 🌼 Funky, diverse neighborhood—the perfect Toronto home base for exploring the city. We’d love to host you!

Value · Location · Condition

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.

Location · Family · Getting around

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!

Family · Value · Wifi

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.

Location · Value · Cleanliness

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.

Value · Family · Check-in

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.

Value · Location · TV

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.

Location · Indoor spaces · Parking

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 .

Family · Location · Indoor spaces