Family-Friendly Vacation Rentals in Second City, ON: Compare 10+ Sites & Save

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690 Best Family Vacation Rentals in Second City (Starting from $85)

Centrally Located Cozy Condo With City View
Centrally Located Cozy Condo With City View
Apartment
Toronto, Canada
0.1k from Second City center

Parking, Internet, Air Conditioner, Child Friendly

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$291
Average price / night
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Spacious apartment in the heart of Toronto! Close to historic & touristic sites.
Spacious apartment in the heart of Toronto! Close to historic & touristic sites.
Condo
Toronto, M5V 0G6, Canada
0.2k from Second City center

AC, Balcony, Breakfast Available, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

1 Bedroom5 Guests
9.4

Superb

3 reviews

$394
Average price / night
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Urban APT with Highspeed WiFi Near shopping malls
Urban APT with Highspeed WiFi Near shopping malls
House
Toronto, Canada
0.1k from Second City center

Security/Safety, Accessibility, Internet, Air Conditioner, Child Friendly

1 Bedroom4 Guests
New to Booking
$390
Average price / night
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Luxury Entire Condo in Downtown
Luxury Entire Condo in Downtown
Condo
Toronto, M5V 0E9, Canada
0.3k from Second City center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom2 Guests
New to Booking
$85
Average price / night
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Urban Downtown Suites
Urban Downtown Suites
Apartment
Toronto, Canada
0.1k from Second City center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms5 Guests
8.6

Fabulous

36 reviews

$701
Average price / night
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Spacious Corner Loft in King West Toronto
Spacious Corner Loft in King West Toronto
Apartment
Toronto, M5V 3P7, Canada
0.3k from Second City center

AC, Balcony, Breakfast Included, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
New to Booking
$220
Average price / night
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The Jazz Room
The Jazz Room
Apartment
Toronto, Canada
0.1k from Second City center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay

2 Bedrooms9 Guests
1.0

Review score

1 reviews

$180
Average price / night
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Smart Condo with a Great Location
Smart Condo with a Great Location
Condo
Toronto, M5V 0W7, Canada
0.4k from Second City center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
New to Booking
$111
Average price / night
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LUX 2BR 1BA Steps to CN Tower W Parking included
LUX 2BR 1BA Steps to CN Tower W Parking included
House
Toronto, Canada
0.2k from Second City center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
9.3

Superb

3 reviews

$647
Average price / night
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Penthouse 2-story Loft (Downtown Toronto)
Penthouse 2-story Loft (Downtown Toronto)
Condo
Toronto, M5V 3P1, Canada
0.5k from Second City center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
New to Booking
$490
Average price / night
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1 BR Furnished Condo with Balcony across CN Tower
1 BR Furnished Condo with Balcony across CN Tower
House
Toronto, Canada
0.2k from Second City center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

1 Bedroom2 Guests
New to Booking
$236
Average price / night
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Lovely and spacious 2-bedroom condo + free parking
Lovely and spacious 2-bedroom condo + free parking
Apartment
Toronto, M5V 4B2, Canada
0.5k from Second City center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$144
Average price / night
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Luxury CN Tower View King Bed Balcony FREE PARK
Luxury CN Tower View King Bed Balcony FREE PARK
House
Toronto, Canada
0.2k from Second City center

Luxury, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
9.5

Superb

2 reviews

$126
Average price / night
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Cozy 1+1 Bedroom Condo in Downtown Toronto
Cozy 1+1 Bedroom Condo in Downtown Toronto
Condo
Toronto, M5V 4B3, Canada
0.7k from Second City center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$90
Average price / night
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Exec 2BR 2BTH w Million Dollar View of CN tower
Exec 2BR 2BTH w Million Dollar View of CN tower
House
Toronto, Canada
0.2k from Second City center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
9.0

Fabulous

4 reviews

$580
Average price / night
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Your Sky Condo In The Heart Of The City, 2Bedroom / 2Bathroom, Lakeview Condo.
Your Sky Condo In The Heart Of The City, 2Bedroom / 2Bathroom, Lakeview Condo.
Condo
Toronto, M5J 0B1, Canada
0.9k from Second City center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$180
Average price / night
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Stunning 1BR and Den Sleeps 6 Steps From CN Tower
Stunning 1BR and Den Sleeps 6 Steps From CN Tower
House
Toronto, Canada
0.2k from Second City center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom6 Guests
New to Booking
$342
Average price / night
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Sky Home with Stunning View of Toronto and the lake
Sky Home with Stunning View of Toronto and the lake
Condo
Old Toronto, M5J 2Z2, Canada
0.9k from Second City center

AC, Balcony, Breakfast Included, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
9.4

Superb

9 reviews

$273
Average price / night
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Welcoming Downtown Condo with WFH setup Balcony
Welcoming Downtown Condo with WFH setup Balcony
House
Toronto, Canada
0.2k from Second City center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$339
Average price / night
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High-End, Downtown, Lakefront 2 BEDROOM + DEN
High-End, Downtown, Lakefront 2 BEDROOM + DEN
Condo
Toronto, M5J 2N2, Canada
0.9k from Second City center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

2 Bedrooms5 Guests
9.2

Superb

56 reviews

$201
Average price / night
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100% Walk Score! NEW Large, High Ceilings, Designer Luxury Open Style Live/Work!
100% Walk Score! NEW Large, High Ceilings, Designer Luxury Open Style Live/Work!
Condo
Toronto, M5V 1S1, Canada
0.9k from Second City center

AC, Arcade, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$233
Average price / night
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Luxurious 1BHK Condo - Balcony - Free Parking
Luxurious 1BHK Condo - Balcony - Free Parking
Apartment
Toronto, M5V 4B2, Canada
0.9k from Second City center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom5 Guests
New to Booking
$540
Average price / night
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City living with Lake View
City living with Lake View
Apartment
Toronto, M5V 3V9, Canada
0.9k from Second City center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$212
Average price / night
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Chic High Rise In King West | Free Parking!
Chic High Rise In King West | Free Parking!
Condo
Toronto, M5V 2W8, Canada
1.0k from Second City center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
New to Booking
$164
Average price / night
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3Br/2B KING BED Herman Miller + Sit Stand WFH Downtown King West Stackt Market
3Br/2B KING BED Herman Miller + Sit Stand WFH Downtown King West Stackt Market
Condo
Toronto, M5V 0S5, Canada
1.1k from Second City center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$132
Average price / night
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Stunning condo Downtown Toronto with incredible lake views. 5 minutes CN Tower.
Stunning condo Downtown Toronto with incredible lake views. 5 minutes CN Tower.
Apartment
Toronto, M5V 4B2, Canada
1.1k from Second City center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
New to Booking
$180
Average price / night
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Luxurious Lakeside Suite Near CN Tower – C$69/night
Luxurious Lakeside Suite Near CN Tower – C$69/night
Condo
Toronto, M5V 4A2, Canada
1.4k from Second City center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$230
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Second City.

Where to stay in Second City? Best neighborhoods & areas

Second City Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 690 verified family-friendly vacation rentals in Second City. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Second City vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $85 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Second City offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Second City are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Second City often include amenities such as Child Friendly, Fireplace/Heating, and Guest Services. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.