Family-friendly vacation rentals in Midtown

Home in Davisville Village

A spacious living area is highlighted by a green sofa with decorative cushions, positioned near large glass doors that lead to a private backyard. Natural light fills the space, complemented by contemporary wall art and indoor plants, creating a relaxed and inviting atmosphere.

Family Oasis • Near Subway • Free Parking

BEST MIDTOWN LOCATION AND AMPLE SPACE - ALL TO YOURSELF! FREE 2-CAR PARKING - rare in this area. You’ll be close to everything at this centrally located midtown place steps away from Yonge str. Charming and spacious renovated character home. Sun-drenched family room overlooks a private backyard with a patio. Walking distance to public transit and major streets with 24h shopping and fine dining. 10 minutes to downtown by driving, steps to subway and minutes to top-rated attractions in Toronto!

4.96 out of 5 average rating, 159 reviews

4.94 out of 5 average rating, 109 reviews

The kitchen features modern cabinetry and a spacious island with seating for two. Pendant lights hang above the island, illuminating the granite countertops. The area is accented with a detailed backsplash, and large windows allow natural light to brighten the space.

Home in East York

Cozy 5BR | 4 Bath | 10 Min to DT | Free Parking

Luxurious 5BR/4BA home just 10 mins to downtown Toronto-perfect for family reunions, wedding groups, and large gatherings! Sleeps 12 in comfort with open-concept living, a fully equipped kitchen, 4 Smart TV's, fast Wi-Fi, and a cozy bar area. Enjoy a spacious backyard w/large deck, BBQ, books, board and card games for relaxing nights. Includes free driveway parking, 2 in-unit laundries, keyless self check-in, refined finishes, hotel-quality bedding, and plush towels. Luxury. Comfort. Together.

Guest suite in Davisville Village

Spacious Midtown Suite, Clean, Bright, Near Subway

Renovated, spacious (1000 sqft), private basement suite in vibrant midtown, just a 5-min walk to Yonge-Eglinton Subway and 10 min ride to downtown. Clean, bright, and elegantly furnished, this suite features free parking, high-speed WiFi for remote work, and a comfortable Queen bed plus a sofa bed, ideal for 4 adults or 2 adults & 3 kids. Enjoy a sparkling, modern bathroom and easy access to top restaurants, theatres, and grocery stores. Perfect for families, couples, or business travelers.

4.77 out of 5 average rating, 402 reviews

A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.

4.96 out of 5 average rating, 136 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

4.89 out of 5 average rating, 123 reviews

An open-concept living area is visible, featuring a modern gray sectional sofa positioned near a circular coffee table. A large abstract painting decorates the wall, and a sleek kitchen with stainless steel appliances is seen in the background. Recessed lighting illuminates the space.

Apartment in Midtown

Contemporary Apt in Central Toronto

Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Apartment in Downtown Toronto

A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

4.92 out of 5 average rating, 221 reviews

A cozy sleeping area is presented with a spacious bed, featuring soft bedding and decorative pillows. Nightstands flank the bed, providing small plants and ambient lighting. A calming nature print is displayed above the bed, enhancing the serene environment.

4.88 out of 5 average rating, 130 reviews

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.

Apartment in Davisville Village

The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

4.95 out of 5 average rating, 185 reviews

A spacious dining area features a large wooden table surrounded by eight dark chairs. Two framed artworks are displayed on the warm yellow wall, contrasted by the light-colored floor and modern furnishings visible in the adjacent living area.

4.99 out of 5 average rating, 128 reviews

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.

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

4.84 out of 5 average rating, 165 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

1，Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2，With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3，Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

4.98 out of 5 average rating, 229 reviews

Guest suite in Midtown

Bright Private Basement Suite | 1BR Near Subway

A newly renovated, private lower-level (basement) 1-bedroom, 1-bath suite located in Toronto’s Annex West, just a 3 minute walk to the subway and buses. Bright, quiet, and thoughtfully designed, this self-contained space is ideal for solo travelers, couples, or short business stays. Enjoy heated floors, unlimited hot water, fast Wi-Fi, a full kitchen, and comfortable living and dining areas—steps from restaurants, parks, shops, and beautiful residential streets.

4.88 out of 5 average rating, 185 reviews

A glass table is positioned near large windows, offering an unobstructed view of the city skyline. Two modern chairs are placed around the table, with a small potted plant and a decorative item enhancing the scene. The background features tall buildings and hints of greenery.

Condo in Yorkville

Steps to Four Seasons Hotel Yorkville Condo

Unobstructed panoramic view in the heart of upscale Yorkville. Minute walk to Bay subway station, Whole Foods, ROM and U of T and high-end restaurants. Easy parking @ 74 Yorkville for $20 (daytime). Around the corner from Toronto's main luxury shopping hub, Yonge + Bloor. *Upscale neighborhood *Highspeed WIFI *Walk score of 96 *Transit score of 93 *Bike score of 98 (rentable Bixi bikes nearby) *Fully equipped kitchen *Full-sized washer/dryer *Gym in building

Popular amenities for Midtown family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

4.91 out of 5 average rating, 196 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

4.98 out of 5 average rating, 105 reviews

A stylish living area features a leather sofa and an accent chair, creating a cozy seating arrangement. A modern coffee table is positioned centrally, with a small plant and decorative items. The open kitchen area includes sleek cabinetry and a microwave, enhancing the contemporary design.

Condo in Yorkville

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

4.89 out of 5 average rating, 124 reviews

A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.

Loft in Downtown Toronto

Modern Downtown Loft with Private Garden

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 130 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

4.99 out of 5 average rating, 169 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Apartment in Downtown Toronto

A bright bedroom features a spacious bed with striped pillows and a soft, draped throw. Two framed artworks adorn the white wall above the bed. A small plant is positioned next to a bedside table, enhancing the tranquil ambiance of the space.

Modern Condo in Downtown Core

4.95 out of 5 average rating, 113 reviews

4.98 out of 5 average rating, 107 reviews

An outdoor deck area features a hot tub beside a modern stainless steel barbecue grill. The warm wooden flooring is complemented by surrounding greenery, providing a natural setting for relaxation and outdoor cooking.

Home in East York

Hot Tub + Trampoline | Fun Backyard Escape

A living area features two brown leather sofas positioned near large windows, offering a view of the downtown skyline. A floor lamp stands beside a decorative bench, and two floral paintings adorn the wall, adding a touch of elegance to the modern space.

4.96 out of 5 average rating, 102 reviews

Prime location • Amazing views • FREE parking

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 246 reviews

A bright studio suite is presented, featuring a spacious bed with neutral bedding. A small dining table with two white chairs is positioned beside a large window, offering views of the cityscape. A television is mounted on a simple stand in the corner.

Condo in Yorkville

Stylish Yorkville Studio: Near U of T & ROM

A cozy living space features a blue sofa with patterned cushions and a wooden coffee table. A round mirror hangs on the wall, reflecting natural light. A floor lamp provides additional lighting, and a small chair is positioned nearby. A plant adds a touch of greenery.

4.91 out of 5 average rating, 125 reviews

Spacious Mid Century w/Patio

A modern kitchen area is equipped with stainless steel appliances, including a large refrigerator and oven. A glass-topped breakfast bar is accompanied by two neutral-colored stools. Decorative wall art and a small plant add visual interest, while natural light enhances the bright ambiance.

4.92 out of 5 average rating, 273 reviews

Vibrant downtown place

Apartment in Downtown Toronto

Bright downtown Toronto studio Renovated & Modern

4.83 out of 5 average rating, 206 reviews

The kitchen features modern cabinetry and stainless steel appliances, including a coffee maker. An island with seating accommodates guests. A dining area with a table is visible, alongside a cozy living space with a blue couch, a decorative painting, and potted greenery.

4.99 out of 5 average rating, 108 reviews

Private 2BR Home Sleeps 6 Near Subway

4.87 out of 5 average rating, 103 reviews

Guest suite in Midtown

Wychwood Haven: Spacious Lower Level Apartment

4.91 out of 5 average rating, 205 reviews

Apartment in Toronto

Spacious & Vibrant

4.98 out of 5 average rating, 198 reviews

Place to stay in Midtown

A spectacular and authentic loft!

Family-friendly home rentals with a pool

4.84 out of 5 average rating, 135 reviews

A spacious living room is presented with a neutral-colored sectional sofa adorned with yellow accent pillows. A small glass side table complements the seating area, while a patterned area rug adds texture to the floor. Natural light enters through a window placed above the sofa.

Apartment in York

Bright, spacious luxury basement apartment

4.91 out of 5 average rating, 107 reviews

A swimming pool is featured in a serene outdoor space, surrounded by lush greenery and tall trees. The circular pool is complemented by a stone wall background. A shaded seating area with a table and chairs is nearby, promoting relaxation and enjoyment.

Home in Don Mills

Casa Meya - Toronto Poolhouse Villa

4.86 out of 5 average rating, 111 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.

4.97 out of 5 average rating, 192 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

4.89 out of 5 average rating, 116 reviews

4.95 out of 5 average rating, 39 reviews

Stylish Condo-Yonge & Eglinton/Midtown Toronto

4.99 out of 5 average rating, 93 reviews

Midtown 1BR | Workspace, Parking + Sofa Bed