Holiday rentals with a fireplace in The Annex, Old Toronto

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Top-rated rentals with a fireplace in The Annex, Old Toronto

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Guest favourite

Home

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 favourite

Guest suite

4.98 out of 5 average rating, 105 reviews

The Beaches- Bright Suite with Kitchenette

Beaches-Bright 1 bed basement suite with kitchenette, TV room with gas fireplace & full bathroom. Short stroll to beach, shops and restaurants. Small town charm by the water; only a 25 min. streetcar ride to downtown Toronto. Max 3 hr parking anytime on our street. Paid permit parking on Leonard Circle; Lee Ave, & Beaufort Rd among others from the City of Toronto. Unit is suited for a couple/1 person (TV room cannot be used as a bedroom). No smoking in & on property. Laundry for stays +7 days.

Guest favourite

Guest suite

4.96 out of 5 average rating, 377 reviews

Ossington Rowhouse + Private Garden

Enjoy a fully private retreat in a gorgeous guest suite! Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft suite on two floors of a designer's 4 level home. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen or enjoy some of the city's best bars and restaurants just steps from home, and explore the city easily—there's a transit stop right outside the door.

Guest favourite

Rental unit

4.94 out of 5 average rating, 109 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.

Guest favourite

Townhouse

4.98 out of 5 average rating, 128 reviews

Elegant, Restored Victorian House With a BBQ in Cabbagetown

Welcome to our 3-bed, 3-bath Cabbagetown retreat—a tranquil haven with a patio, private parking, and BBQ. Nestled near Riverdale Farm, this home seamlessly fuses modern comforts with Victorian charm. The kitchen opens to a charming garden, offering a peaceful escape. Thoughtfully refurbished furnishings and vintage fittings invite you to relax in this refined space. Immerse yourself in the distinctive charm of our home, where every detail is curated for an authentic and memorable experience.

Guest favourite

Guest suite

4.94 out of 5 average rating, 108 reviews

Cozy apartment in the heart of Trinity Bellwoods!

You will enjoy easy access to the city from this centrally located place! Steps to Dundas street and nearby streetcar stop. A short walk to Little Italy, Ossington & Queen West! This apartment has all you need for a weekend getaway in the city! Kitchenette w/ fridge/freezer, coffee maker & microwave for quick breakfast prep, a spacious living room, a rain shower-head for a spa like shower experience and a comfy queen sized bed! Registration Number: STR-2208-GWRHHH Exp: 09-29-2025

Guest favourite

Apartment

4.98 out of 5 average rating, 117 reviews

Trendy King West townhome

Lovely 1-bdrm townhome in King West area, one of the most trendy, lively and vibrant neighbourhoods, offers some of the best restaurants in Toronto. It is close enough to the action of downtown Toronto, but still have that community feel of a SoHo-like neighbourhood. This 1-bdrm apartment is perfect for a couple or a single business traveler. Conveniently located on the ground floor with a cozy and quiet backyard.

Guest favourite

Home

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 favourite

Loft

4.96 out of 5 average rating, 965 reviews

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted.

Guest favourite

Guest suite

4.95 out of 5 average rating, 319 reviews

Private Suite - Walk to Everything!

It’s a cozy, fully private suite in our downtown, modern and fully-renovated Toronto Victorian townhouse. We're the perfect base for a Toronto visit, located on the downtown west side, one minute to buses and streetcars and an easy walk to restaurants, nightlife, attractions and neighbourhood amenities.

Guest favourite

Guest house

4.91 out of 5 average rating, 146 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

Bright and cozy private downstairs studio suite with private entrance half a block from bustling Queen street and next to popular Trinity Bellwoods park. Enjoy cafes, bars, shopping, and "Queen West", voted one of the coolest neighborhoods in the world;) Our home is well curated, hip, clean & comfy.