Vacation Rentals in Little Italy, ON: Compare 10+ Sites & Save

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1541 Best Vacation Rentals in Little Italy (Starting from $35)

Taste Of Little Italy-Proud Canadian Owned
Taste Of Little Italy-Proud Canadian Owned
House
Toronto, Canada
0.2k from Little Italy center

Accommodations, Parking, Homestays, Pet-friendly, Lodgings, Places to stay

3 Bedrooms2 Guests
4.0

Review score

2 reviews

$119
Average price / night
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Cozy 2 BR In the Heart of Little Italy
Cozy 2 BR In the Heart of Little Italy
Apartment
Toronto, M6J 2K8, Canada
0.2k from Little Italy center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$198
Average price / night
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Exclusive 4 Bedroom Townhouse
Exclusive 4 Bedroom Townhouse
House
Toronto, Canada
0.3k from Little Italy center

Security/Safety, Balcony/Terrace, Barbecue/Outdoor Cooking, Air Conditioner, Parking, Fireplace/Heating, Guest Services

4 Bedrooms11 Guests
New to Booking
$368
Average price / night
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Luxurious Suite in the Heart of Little Italy
Luxurious Suite in the Heart of Little Italy
House
Toronto, M6G 2N6, Canada
0.3k from Little Italy center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$104
Average price / night
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Toronto Little Italy Guest House
Toronto Little Italy Guest House
House
Toronto, Canada
0.4k from Little Italy center

B&bs, Cheap, Accommodations, Guest houses, Homestays, Lodgings, Places to stay

3 Bedrooms3 Guests
7.7

Good

26 reviews

$72
Average price / night
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Spacious Open Concept APT in Little Italy
Spacious Open Concept APT in Little Italy
House
Toronto, M6G 2N6, Canada
0.3k from Little Italy center

Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Washer

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$74
Average price / night
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Central Downtown Toronto - Trinity Bellwood Park
Central Downtown Toronto - Trinity Bellwood Park
Apartment
Toronto, Canada
0.5k from Little Italy center

Apartments, Accommodations, Lodgings, Places to stay, Self-catering

8 Bedrooms19 Guests
7.2

Good

83 reviews

$100
Average price / night
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3-bedroom townhouse with patio
3-bedroom townhouse with patio
House
Toronto, M6G 3L3, Canada
0.4k from Little Italy center

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

3 Bedrooms6 Guests
New to Booking
$493
Average price / night
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Downtown Toronto 3 Bedrooms - 1 Free Parking
Downtown Toronto 3 Bedrooms - 1 Free Parking
Apartment
Toronto, Canada
0.5k from Little Italy center

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

3 Bedrooms8 Guests
8.6

Fabulous

10 reviews

$293
Average price / night
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Grand Home on Palmerston Blvd. near Little Italy
Grand Home on Palmerston Blvd. near Little Italy
House
Toronto, M6G 2N6, Canada
0.5k from Little Italy center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
10.0

Exceptional

8 reviews

$131
Average price / night
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Great cozy space in a great location
Great cozy space in a great location
Apartment
Toronto, Canada
0.6k from Little Italy center

Internet, Parking, Child Friendly

1 Bedroom2 Guests
New to Booking
$104
Average price / night
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Modernist Home + Nanny Suite + Backyard + 2 Parking\n--> airbnb superhost
Modernist Home + Nanny Suite + Backyard + 2 Parking\n--> airbnb superhost
House
Old Toronto, M6J 2K8, Canada
0.5k from Little Italy center

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

3 Bedrooms6 Guests
New to Booking
$244
Average price / night
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House in the Heart of the City
House in the Heart of the City
House
Canada
0.6k from Little Italy center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
8.0

Good

1 reviews

$953
Average price / night
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Warm & Welcoming 2BR Little Italy
Warm & Welcoming 2BR Little Italy
House
Toronto, M6G 3L4, Canada
0.5k from Little Italy center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$74
Average price / night
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Suite in the heart of downtown Toronto
Suite in the heart of downtown Toronto
Apartment
Toronto, Canada
0.6k from Little Italy center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom3 Guests
7.8

Good

12 reviews

$229
Average price / night
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Bright & Stylish 3BR · Little Italy
Bright & Stylish 3BR · Little Italy
House
Toronto, M6G 3L4, Canada
0.5k from Little Italy center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$106
Average price / night
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Double Room with SHARED Bathroom 536B
Double Room with SHARED Bathroom 536B
House
Toronto, Canada
0.7k from Little Italy center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
7.1

Good

24 reviews

$95
Average price / night
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1 Bedroom Palmerston Downtown- Parking
1 Bedroom Palmerston Downtown- Parking
House
Toronto, M6J 2J1, Canada
0.6k from Little Italy center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom4 Guests
New to Booking
$93
Average price / night
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Quad Room with Private Bathroom 536A-Two Bedrooms
Quad Room with Private Bathroom 536A-Two Bedrooms
House
Toronto, Canada
0.7k from Little Italy center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.3

Very Good

38 reviews

$152
Average price / night
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Luxury Home 4bed5bath | Parking | Sauna | Gym
Luxury Home 4bed5bath | Parking | Sauna | Gym
House
Toronto, M6J 2T7, Canada
0.6k from Little Italy center

AC, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms6 Guests
New to Booking
$825
Average price / night
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Hidden Gem - 3 BR Steps to Little Italy and UofT
Hidden Gem - 3 BR Steps to Little Italy and UofT
Apartment
Toronto, Canada
0.7k from Little Italy center

Apartments, Cheap, Accommodations, Lodgings, Places to stay

3 Bedrooms6 Guests
8.0

Good

7 reviews

$289
Average price / night
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Dragon Gate Inn
Dragon Gate Inn
House
787 Dundas St W, Toronto, M6J 1V2, Canada
0.6k from Little Italy center

AC, Heater, Internet, Microwave, No Smoking, Outdoor Space, Parking Available, TV

6.4

Good

976 reviews

$118
Average price / night
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Adorable mini-house in heart of Trinity Bellwoods
Adorable mini-house in heart of Trinity Bellwoods
Apartment
Toronto, M6J 1L1, Canada
0.6k from Little Italy center

AC, Barbecue, Fireplace, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

New to Booking
$92
Average price / night
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Little Italy Modern Masterpiece
Little Italy Modern Masterpiece
Apartment
Toronto, M6G 1G8, Canada
0.6k from Little Italy center

AC, Internet, No Smoking

2 Bedrooms4 Guests
New to Booking
$103
Average price / night
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Modern Ossington Apartment
Modern Ossington Apartment
Apartment
Toronto, M6J 2Z7, Canada
0.7k from Little Italy center

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

1 Bedroom2 Guests
New to Booking
$245
Average price / night
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Cozy 1 bedroom Apt in the Annex. Great Location\n
Cozy 1 bedroom Apt in the Annex. Great Location\n
House
Toronto, M6G 2Y7, Canada
0.7k from Little Italy center

AC, Dryer, Extra Bed, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$109
Average price / night
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Nearby KensingtonMarket, Core downtown, 5 minutes to bus, streetcar, supermarket
Nearby KensingtonMarket, Core downtown, 5 minutes to bus, streetcar, supermarket
House
Toronto, M5T 2N4, Canada
0.7k from Little Italy center

AC, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom1 Guest
New to Booking
$35
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 Vacation Rentals in Little Italy.

Where to stay in Little Italy? Best neighborhoods & areas

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VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Little Italy Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1541 verified vacation rentals in Little Italy. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Little Italy vary depending on the season, property size, and location. Rates typically start from around $35 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Little Italy include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Little Italy welcome pets. Currently, 28 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Little Italy often include amenities such as Fireplace/Heating, Wellness Facilities, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.