House vacation rentals in The Annex, Old Toronto

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Top-rated house rentals in The Annex, Old Toronto

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Guest favorite

Home in The Beaches

4.99 out of 5 average rating, 121 reviews

Heated Pool-Hottub Open 365 Days+Mid Week Specials

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favorite

Home in East York

4.84 out of 5 average rating, 166 reviews

Private apartment in trendy Danforth neighbourhood

One bedroom basement apartment in a single family home with separate entrance. 7 minute walk to Pape subway and 10-15 minute subway to downtown. Danforth shops and restaurants close by. Bedroom with queen size bed, desk, and washer/dryer in a generous sized closet. Kitchen/living area includes a full kitchen with stainless steel appliances and quartz counter tops, a kitchen table, and a living area with a sofa bed. Bathroom with nice sized shower with glass enclosure. All newly renovated.

Guest favorite

Home in Trinity Bellwoods

4.91 out of 5 average rating, 328 reviews

Garden Home @ Trinity Bellwoods Park

City of Toronto Lic. # STR-2009-HSDPBL Come and enjoy the Trinity Bellwoods area and our tree covered deck! Inside, enjoy our modern 2 bed renovation with a studio-style layout. All mod cons. Check In 3pm/Out 11AM. Chill on the patio for your morning coffee or evening cocktails and BBQ. Permits for street parking are available-inquire. NOTE: The stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. The bedroom has a 6 foot - 1 inch ceiling height only.

Guest favorite

Home in Runnymede

4.94 out of 5 average rating, 137 reviews

Cozy Private Guest Suite in Junction Area

Welcome to our cozy studio space in our home in the Upper Bloor West /Junction Neighborhood. We recently renovated our space and would love to share it with guests when we are not using it. Our home is located in a safe, friendly neighborhood, walking distance to The Junction (10 min), Bloor West Village (20 min) and High Park (30 min). We are also a short transit ride (40 min) or drive (20 min) away from Pearson International Airport or downtown Toronto. *Please make note of low ceilings*

Guest favorite

Home in Midtown

4.96 out of 5 average rating, 110 reviews

Amazing 1BR Suite Near Downtown!

A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Guest favorite

Home in North York

4.9 out of 5 average rating, 157 reviews

Uptown Separate Bright Suite ( Free Parking )

Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

Guest favorite

Home in Parkdale

4.99 out of 5 average rating, 152 reviews

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Guest favorite

Home in Downtown Toronto

4.94 out of 5 average rating, 526 reviews

Comfy Guest House Nestled In Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 9 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complementary teas and coffees we offer. This guesthouse is FULLY equipped.

Guest favorite

Home in Downtown Toronto

4.99 out of 5 average rating, 201 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated Top 10 listing by BlogT.0 in Toronto and published frequently as a must stay. Do you appreciate the details? We have you covered here while you unwind at this stylish remodeled circa 1870s Row House. Visit St Lawrence Market, then stroll the pedestrian Distillery District and stop at some great cafes, restaurants or bars. Later, drift off to sleep in the plush, charcoal-hued bedroom under the tiered Restoration Chandelier. This place is perfect for the Toronto experience!

Guest favorite

Home in Downtown Toronto

4.92 out of 5 average rating, 102 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.

Guest favorite

Home in York

5 out of 5 average rating, 113 reviews

PRIVATE 1BR, SEPAR. ENTRANCE+kitchen

Our home is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Guest favorite

Home in Midtown

4.8 out of 5 average rating, 164 reviews

Contemporary cozy home in the Annex

This 2 bed/2bath home is located in the more northern part of the downtown core called West Annex/Seaton Village and is on a cul de sac. Steps from TTC, Yorkville, art galleries, restos & more. The small urban-chic, clean and bright home boasts two balconies off either bed & a spacious backyard off kitchen. Permit No: STR-2010-GZSXPH Application Reference No: 3383-645