Holiday rentals in The Annex, Old Toronto

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Top-rated holiday rentals in The Annex, Old Toronto

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Guest favourite

Loft in Downtown Toronto

4.96 out of 5 average rating, 321 reviews

Spectacular 1BR Trendy Loft - Bright and Spacious!

A stunning bright, industrial-style open concept loft! This trendy decorator inspired suite includes: 12 ft ceilings, stunning floor to ceiling windows and hardwood floors throughout; living area with oversized couch and large mirror; fully equipped kitchen with stainless steel appliances; high top table to enjoy your meals; bathroom with stand up shower; bedroom with comfortable Westin Heavenly queen bed; and washer/dryer in suite. A+ location near King Street West. High speed wifi and Netflix!

30 Dec – 6 Jan

$160 SGD per night

Guest favourite

Flat in Midtown

4.97 out of 5 average rating, 31 reviews

Midtown Exec Suite Moore Park

Forget your worries in this spacious and serene space. You will have your own apartment with a quiet bedroom, kitchen, BR and living room space on a below grade floor, which is separated from the other living spaces of the owner. This home is located in Moore Park which -a lovely family neighborhood, accessible by bus right outside the door or a ten minute walk to the subway at Yonge & St. Claire (midtown). Moore Park is known for the ravines and beautiful big trees which are great for walks.

30 Oct – 6 Nov

$139 SGD per night

Guest favourite

Flat in Midtown

4.93 out of 5 average rating, 103 reviews

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

13–20 Mar

$470 SGD per night

Guest favourite

Home in Midtown

4.91 out of 5 average rating, 35 reviews

Annex Haven: 1 Bedroom plus Den

This centrally located private space is newly updated with new flooring, kitchen, furniture, and bathroom. Private entrance with your own bathroom and kitchen. 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.

17–24 Sep

$245 SGD per night

Guest favourite

Flat in Downtown Toronto

5.0 out of 5 average rating, 13 reviews

Boutique Luxury Condo in Yorkville

Experience an elegant condo in a boutique luxury building, ideally located in the heart of Yorkville Village. Just steps from the prestigious Four Seasons Yorkville and Hazelton Hotel, you'll enjoy the perfect blend of comfort and sophistication. Explore Toronto with ease, as you'll find Whole Foods just around the corner and a wide variety of shopping options on Bloor Street. Immerse yourself in the vibrant urban lifestyle of this coveted neighborhood.

$144 SGD per night

Guest favourite

Home in Downtown Toronto

4.95 out of 5 average rating, 41 reviews

Cute and cosy basement suite

Self-contained renovated basement apartment located in downtown Toronto. Location is everything, and this apartment excels in that aspect. Being in downtown Toronto, you'll have easy access to a wealth of amenities and attractions. Check-in process is no contact. Oct 11, 2023-A house that is attached to mine is being renovated and there is construction noise from 8am-5pm that I have no control over. Please note there is NO parking on the premises.

23–30 Jan

$151 SGD per night

Guest favourite

Flat in York

4.99 out of 5 average rating, 286 reviews

Modern Retreat in Trendy JUNCTION Neighbourhood

A newly renovated, hotel-inspired lower level suite nestled in Toronto’s buzzing Junction neighbourhood. This vibrant, bright basement, brought to life by its charming and colourful accents, is a quick stroll from a variety of restaurants, breweries, parks, and shops. With public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond. And, of course, for unwinding afterward.

3–10 Jul

$187 SGD per night

Guest favourite

Home in Midtown

4.88 out of 5 average rating, 396 reviews

Large Space with 2 Baths & Parking in Downtown

Great location in downtown Toronto with free parking. Private suite, five mins to two subway stops, 15 mins to ROM, AGO, Chinatown, U. of T. Clean and artsy home, very private with your own 2 bathrooms, and high-speed WiFi. These is no kitchen. Quiet street, Koreatown, restaurants, shops & many places to see. Christie Pits Park with pool, skating rink, soccer is two mins away. Free parking in front of house.

8–15 Jul

$171 SGD per night

Guest favourite

Home in Midtown

4.93 out of 5 average rating, 27 reviews

Entire Guest Suite in Palmerston-Little Italy

This charming and beautiful 700 sqft apartment is ideal for any traveler looking to relax, unwind, and explore the city. Conveniently situated, it's just a 5 to7 minute walk from both Ossington and Christie Stations. You'll find yourself within walking distance of local shops, restaurants, bars, and some of the city's best parks. Plus, it's only a pleasant 20-minute stroll to the U of T campus.

16–23 Jul

$179 SGD per night

Guest favourite

Guest suite in Midtown

4.97 out of 5 average rating, 32 reviews

Yorkville's hidden gem

Newly Renovated private basement apartment located in glamorous Yorkville, Toronto. Perfect for a quiet stay located in the heart of the city. Central to restaurants, patio bars, designer shops, and gourmet eateries. Nearby, is Yorkville Shopping district, incredible restaurants and a short walk to Ramsden Park, The Royal Ontario Museum, Casa Loma and much more!

12–19 Aug

$262 SGD per night

Guest favourite

Guest suite in Midtown

4.86 out of 5 average rating, 21 reviews

Seaton Village Comfy Basement Suite

This centrally located, bright and spacious one bedroom basement suite is a great place to stay while visiting the many sights and activities Toronto has to offer. We are near Casa Loma, Tarragon Theatre, George Brown College, Yorkville, ROM, AGO, U of T, Bata Shoe Museum, Chinatown, Kensington Market and many wonderful cafes, restaurants and bars.

13–20 Jul

$173 SGD per night

Guest favourite

Flat in Downtown Toronto

4.99 out of 5 average rating, 145 reviews

Tree top gem - Downtown Toronto

A contemporary 75 sq m (800 sq ft) apartment located on the 3rd floor (stair access only) of a privately owned triplex. This unique space, within walking distance of everything, is a fully furnished unit equipped to make your stay both comfortable and enjoyable.

4–11 Apr

$174 SGD per night