Holiday houses in The Annex, Old Toronto

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Value · Family · Quiet

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.

Location · Family · Decor

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

Location · Family · Wi-Fi

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 · Amenities

Cozy 1+1 Condo in Yorkville + free parking

Formerly a Four Seasons hotel suite, now fully renovated, this 1 bedroom plus 1 office/den condo with free parking is in the most luxurious area of Toronto: Yorkville. Walking distance to U of T, high end restaurants, cafes, bars and shopping stores, Royal Ontario Museum, and the subway. Smart TV, Bell Fibe, Netflix,& Wifi. Large windows with a breathtaking view and tons of natural light. Walk in Closet for Storage, Washer & Dryer Don’t miss out on this elegant and unforgettable stay!

Value · Family · Wi-Fi

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.

Value · Location · Accuracy

Gym & Workspace | Near Royal Ontario Museum

This Yorkville condo features floor-to-ceiling windows with city views, concierge service, and a shared gym in a professionally managed building with elevator access. Walk to the Royal Ontario Museum and Bloor Street shopping from one of Toronto's most walkable neighborhoods. The unit includes a dedicated workspace, in-unit washer and dryer, and private entrance. Built for business travelers and couples who want upscale Yorkville within walking distance of dining, galleries, and transit.

Location · Condition · Comfort

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.

Family · Value · Sleep quality

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

Location · Family · Walkability

The One in Yorkville-Previously Four Seasons Hotel

Our apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Value · Location · Kitchen

Spacious 1 Bed w/ Patio Walk up by Subway

Stay in one of Toronto's most sought-after neighborhoods. This 1-bedroom suite with a spacious private patio offers the perfect balance of comfort, convenience, and location. Just steps from Bathurst & Bloor Subway Station, you'll be minutes from downtown, U of T, Kensington Market, Yorkville, Queen Street West, and Toronto's top restaurants, cafés, and nightlife.

Value · Location · Bathroom

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. Central AC

Family · Location · Parks