Family-Friendly Vacation Rentals in Scarborough, Trinidad and Tobago: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Trinidad and Tobago

  4.  Western Tobago
  5.  Scarborough

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132 Best Family Vacation Rentals in Scarborough (Starting from $42)

Shalom apartment
Shalom apartment
Apartment
Scarborough, Trinidad and Tobago
0.8k from Scarborough center

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

2 Bedrooms6 Guests
8.1

Very Good

17 reviews

$200
Average price / night
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Private Caribbean Retreat
Private Caribbean Retreat
Villa
Scarborough, WI, Trinidad and Tobago
0.5k from Scarborough center

Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.4

Superb

33 reviews

$97
Average price / night
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The ARC
The ARC
House
Scarborough, Trinidad and Tobago
1.0k from Scarborough center

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

4 Bedrooms12 Guests
9.6

Exceptional

7 reviews

$301
Average price / night
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4 bdrm Vacation home.  Games & Toys. Full Kitchen. WiFi. Netflix. A/C.
4 bdrm Vacation home. Games & Toys. Full Kitchen. WiFi. Netflix. A/C.
Cottage
Scarborough, 00000, Trinidad and Tobago
0.9k from Scarborough center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms9 Guests
New to Booking
$257
Average price / night
Check Availability
The ARC 2
The ARC 2
House
Scarborough, Trinidad and Tobago
1.0k from Scarborough center

Transportation/Shuttle, Sports/Activities, View, Parking, Ocean View, Child Friendly, Internet

3 Bedrooms4 Guests
New to Booking
$248
Average price / night
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Spacious and stylish 2BR apartment with Sea View
Spacious and stylish 2BR apartment with Sea View
Apartment
Scarborough, Trinidad and Tobago
1.3k from Scarborough center

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

2 Bedrooms6 Guests
8.0

Good

2 reviews

$373
Average price / night
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Villa De Cruz - Deluxe Suite
Villa De Cruz - Deluxe Suite
Apartment
Scarborough, Trinidad and Tobago
1.5k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
9.2

Superb

13 reviews

$90
Average price / night
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Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Villa
Tobago, Trinidad and Tobago
2.5k from Scarborough center

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

6 Bedrooms12 Guests
9.4

Superb

30 reviews

$269
Average price / night
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Villa De Cruz - Groovy Suite
Villa De Cruz - Groovy Suite
Apartment
Scarborough, Trinidad and Tobago
1.5k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.4

Very Good

22 reviews

$99
Average price / night
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Malindi Villa is located on a cool quiet hill at Bacolet Point
Malindi Villa is located on a cool quiet hill at Bacolet Point
House
Scarborough, Trinidad and Tobago
2.6k from Scarborough center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$336
Average price / night
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Villa De Cruz - Executive Suite
Villa De Cruz - Executive Suite
Apartment
Scarborough, Trinidad and Tobago
1.5k from Scarborough center

Air Conditioner, Balcony/Terrace, Pool, Pet Friendly, Internet, Security/Safety, Parking

2 Bedrooms4 Guests
7.5

Good

2 reviews

$200
Average price / night
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4BR Villa with pool in popular Bacolet, close to a scenic bay and Scarborough
4BR Villa with pool in popular Bacolet, close to a scenic bay and Scarborough
Villa
Scarborough, 95001, Trinidad and Tobago
2.8k from Scarborough center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
8.8

Fabulous

3 reviews

$339
Average price / night
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Luxury 5-Bed Villa in Tobago The Big Yellow House
Luxury 5-Bed Villa in Tobago The Big Yellow House
Villa
Maryʼs Hill, Trinidad and Tobago
1.7k from Scarborough center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms10 Guests
8.0

Good

1 reviews

$343
Average price / night
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MOONDROPS is a scenic & spacious setting for reconnecting!
MOONDROPS is a scenic & spacious setting for reconnecting!
House
Lambeau, 00000, Trinidad and Tobago
3.1k from Scarborough center

AC, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms11 Guests
8.8

Fabulous

3 reviews

$317
Average price / night
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Cozy 1-Bed Apt in Whim Estate-near Scarborough
Cozy 1-Bed Apt in Whim Estate-near Scarborough
Apartment
Scarborough, Trinidad and Tobago
1.8k from Scarborough center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$64
Average price / night
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Eagle's Base Villa with Spectacular Views-Sleeps22
Eagle's Base Villa with Spectacular Views-Sleeps22
House
Patience Hill, 868, Trinidad and Tobago
3.5k from Scarborough center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

6 Bedrooms22 Guests
8.8

Fabulous

12 reviews

$1040
Average price / night
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1 Bed Studio Apt - Parking Wifi Mountain Views
1 Bed Studio Apt - Parking Wifi Mountain Views
Apartment
Scarborough, Trinidad and Tobago
1.8k from Scarborough center

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

1 Bedroom2 Guests
5.5

Review score

2 reviews

$42
Average price / night
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Stunning ocean views, spacious, open-concept, modern luxury & tropical charm.
Stunning ocean views, spacious, open-concept, modern luxury & tropical charm.
House
Mesopotamia, Trinidad and Tobago
4.4k from Scarborough center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$201
Average price / night
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Inviting 3-Bed Apt in Whim Estate- nearScarborough
Inviting 3-Bed Apt in Whim Estate- nearScarborough
Apartment
Scarborough, Trinidad and Tobago
1.8k from Scarborough center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$159
Average price / night
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Eagle's Base Cottage overlooking the Caribbean Sea
Eagle's Base Cottage overlooking the Caribbean Sea
Cottage
Scarborough, 868, Trinidad and Tobago
4.4k from Scarborough center

AC, Balcony, Crib, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
8.0

Good

1 reviews

$200
Average price / night
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Eagle's Base Villa & Cottage - sleeps 26 guests
Eagle's Base Villa & Cottage - sleeps 26 guests
Villa
Scarborough, 868, Trinidad and Tobago
4.4k from Scarborough center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Internet

7 Bedrooms26 Guests
9.0

Fabulous

2 reviews

$1160
Average price / night
Check Availability
Spacious 4-bedroom villa with en-suite baths, AC and WiFi in gorgeous Plymouth
Spacious 4-bedroom villa with en-suite baths, AC and WiFi in gorgeous Plymouth
Villa
Plymouth, Trinidad and Tobago
5.3k from Scarborough center

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

4 Bedrooms10 Guests
6.0

Review score

1 reviews

$310
Average price / night
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Cozy, furnished studio apartments. 5 minutes walking distance from the beach
Cozy, furnished studio apartments. 5 minutes walking distance from the beach
Apartment
Black Rock, 000, Trinidad and Tobago
5.4k from Scarborough center

AC, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool

1 Bedroom1 Guest
New to Booking
$62
Average price / night
Check Availability
Sunset on the ocean
Sunset on the ocean
Apartment
Bethel, 00000, Trinidad and Tobago
5.4k from Scarborough center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$214
Average price / night
Check Availability
Adventure Eco Villas
Adventure Eco Villas
Apartment
Arnos Vale Road, Plymouth, Trinidad and Tobago
5.5k from Scarborough center

AC, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Microwave, Outdoor Space, Patio

9.4

Superb

3 reviews

$140
Average price / night
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Mirage - Scenic Seaside Villa with 7 Spacious Bedrooms
Mirage - Scenic Seaside Villa with 7 Spacious Bedrooms
Villa
Black Rock, N/A, Trinidad and Tobago
5.5k from Scarborough center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

7 Bedrooms16 Guests
9.0

Fabulous

4 reviews

$798
Average price / night
Check Availability
\"Pellicano\" Tobago: your Personal Seaside Palace in the Caribbean
\"Pellicano\" Tobago: your Personal Seaside Palace in the Caribbean
Villa
Black Rock, N/A, Trinidad and Tobago
5.5k from Scarborough center

AC, Dryer, Free Parking, Hot Tub, Laundry, Microwave, No Smoking, Outdoor Space, Patio

5 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$749
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 Scarborough.

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Scarborough Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 132 verified family-friendly vacation rentals in Scarborough. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Scarborough vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $42 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Scarborough 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 Scarborough 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 Scarborough often include amenities such as Child Friendly, Balcony/Terrace, and View. 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.