Family-Friendly Vacation Rentals in Upper Carlton, Westmoreland: Compare 10+ Sites & Save

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485 Best Family Vacation Rentals in Upper Carlton (Starting from $135)

ZenBreak The Nest 2bd
ZenBreak The Nest 2bd
House
Saint James, Barbados
0.4k from Upper Carlton center

Internet, Laundry, Security/Safety, Pool, Child Friendly

2 Bedrooms4 Guests
New to Booking
$506
Average price / night
Check Availability
Luxury Balinese Style Villa Sleeps 8 in 4 bedrooms 15m pool New Pickleball court
Luxury Balinese Style Villa Sleeps 8 in 4 bedrooms 15m pool New Pickleball court
Villa
Barbados, BB23024, Barbados
0.7k from Upper Carlton center

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

4 Bedrooms8 Guests
New to Booking
$1655
Average price / night
Check Availability
ZenBreak The Nest 3bd
ZenBreak The Nest 3bd
House
Saint James, Barbados
0.4k from Upper Carlton center

Internet, Laundry, Security/Safety, Pool, Child Friendly

3 Bedrooms6 Guests
New to Booking
$563
Average price / night
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Stunning contemporary villa with incredible views over the Barbados West Coast
Stunning contemporary villa with incredible views over the Barbados West Coast
Villa
Lower Carlton, 11702, Barbados
0.8k from Upper Carlton center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$800
Average price / night
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Royal Westmoreland - High Spirit by Blue Sky Luxury
Royal Westmoreland - High Spirit by Blue Sky Luxury
Villa
Saint James, Barbados
0.7k from Upper Carlton center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings

4 Bedrooms8 Guests
New to Booking
$1102
Average price / night
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3 Bedroom Family Friendly Villa with own Private Pool. 5 mins from Mullins.
3 Bedroom Family Friendly Villa with own Private Pool. 5 mins from Mullins.
Villa
Bakers Wood, BB26029, Barbados
0.9k from Upper Carlton center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$644
Average price / night
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One Westland Heights villa
One Westland Heights villa
Villa
Barbados
1.0k from Upper Carlton center

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

5 Bedrooms10 Guests
New to Booking
$1923
Average price / night
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Windfall, Westland Heights - Exclusive 5 bedroom villa, private chef
Windfall, Westland Heights - Exclusive 5 bedroom villa, private chef
Villa
Westmoreland, BB24032, Barbados
1.0k from Upper Carlton center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$1902
Average price / night
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Royal Westmoreland - Royal Apartment 214 by Island Villas
Royal Westmoreland - Royal Apartment 214 by Island Villas
Apartment
Saint James, Barbados
1.1k from Upper Carlton center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$1485
Average price / night
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Panoramic sea views, Modern home,  private pool and 10 minute walk to the beach.
Panoramic sea views, Modern home, private pool and 10 minute walk to the beach.
Villa
Lower Carlton, Barbados
1.1k from Upper Carlton center

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

2 Bedrooms6 Guests
8.8

Fabulous

10 reviews

$249
Average price / night
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Atelier House
Atelier House
Villa
Saint James, Barbados
1.1k from Upper Carlton center

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

2 Bedrooms7 Guests
New to Booking
$3975
Average price / night
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West Coast Charming 2-bedroom cottage in beautiful Gibbes area
West Coast Charming 2-bedroom cottage in beautiful Gibbes area
Cottage
St Peter, 26010, Barbados
1.1k from Upper Carlton center

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

2 Bedrooms6 Guests
New to Booking
$195
Average price / night
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Royal Villa 19
Royal Villa 19
Villa
Saint James, Barbados
1.1k from Upper Carlton center

Parking, Pool, Breakfast, Internet, Balcony/Terrace, Laundry, Air Conditioner

3 Bedrooms6 Guests
New to Booking
$500
Average price / night
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El Vista - a delightful Apt. - available for rent - please look at our calendar
El Vista - a delightful Apt. - available for rent - please look at our calendar
Apartment
Lower Carlton, BB24030, Barbados
1.1k from Upper Carlton center

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

2 Bedrooms5 Guests
9.4

Superb

69 reviews

$161
Average price / night
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Jessamine by Blue Sky Luxury
Jessamine by Blue Sky Luxury
Villa
Saint Peter, Barbados
1.2k from Upper Carlton center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings

7 Bedrooms14 Guests
New to Booking
$688
Average price / night
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Ashanti 1, stunning 3 bedroom apartment on the platinum coast of Barbados.
Ashanti 1, stunning 3 bedroom apartment on the platinum coast of Barbados.
Apartment
Gibbes, Barbados
1.1k from Upper Carlton center

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

3 Bedrooms6 Guests
9.2

Superb

17 reviews

$279
Average price / night
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Royal Westmoreland, Coral House by Island Villas
Royal Westmoreland, Coral House by Island Villas
Villa
Upper Carlton, Westmoreland, St. James, Barbados
1.2k from Upper Carlton center

Child Friendly, Restaurant, Ocean View, Breakfast, Oceanfront, Internet, View

5 Bedrooms10 Guests
9.5

Superb

2 reviews

$1333
Average price / night
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Luxury retreat with contemporary design less than 5 minutes walk to the beach
Luxury retreat with contemporary design less than 5 minutes walk to the beach
Villa
Lower Carlton, BB23001, Barbados
1.2k from Upper Carlton center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$435
Average price / night
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ZenBreak Westmoreland Sago 113
ZenBreak Westmoreland Sago 113
Apartment
Saint James, Barbados
1.2k from Upper Carlton center

Security/Safety, Laundry, Accessibility, Sports/Activities, Internet, Child Friendly

1 Bedroom2 Guests
New to Booking
$353
Average price / night
Check Availability
Very Spacious, Private, Open Plan Retreat. Pool And Stunning Views Of West Coast
Very Spacious, Private, Open Plan Retreat. Pool And Stunning Views Of West Coast
Villa
Saint Peter, Barbados
1.2k from Upper Carlton center

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

6 Bedrooms12 Guests
10.0

Exceptional

39 reviews

$1584
Average price / night
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Sago Garden Apartment at Royal Westmoreland
Sago Garden Apartment at Royal Westmoreland
Apartment
Saint James, Barbados
1.2k from Upper Carlton center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
8.8

Fabulous

14 reviews

$303
Average price / night
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One Bedroom One Bathroom Cottage
One Bedroom One Bathroom Cottage
Cottage
Upper Weston, Barbados
1.2k from Upper Carlton center

AC, Balcony, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$135
Average price / night
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Zenbreak Seas The Day At Royal Westmoreland 2bd
Zenbreak Seas The Day At Royal Westmoreland 2bd
Villa
Upper Carlton, Westmoreland, St. James, Barbados
1.2k from Upper Carlton center

Parking, Balcony/Terrace, Internet, Pool, Child Friendly

2 Bedrooms4 Guests
New to Booking
$1487
Average price / night
Check Availability
Alora West Coast Retreat • Infinity Pool · Steps to the Beach · Spacious 2BR 2BA
Alora West Coast Retreat • Infinity Pool · Steps to the Beach · Spacious 2BR 2BA
Condo
Saint James, 00000, Barbados
1.3k from Upper Carlton center

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

2 Bedrooms4 Guests
New to Booking
$350
Average price / night
Check Availability
Luxury Royal Villa Barbados
Luxury Royal Villa Barbados
House
Westmoreland road, BB2403, Barbados
1.3k from Upper Carlton center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$779
Average price / night
Check Availability
Breezy Vista on the Terrace - West Coast, St. James, Barbados. \nOne Bedroom Apt.
Breezy Vista on the Terrace - West Coast, St. James, Barbados. \nOne Bedroom Apt.
Apartment
Westmoreland St James Barbados, BB24022, Barbados
1.4k from Upper Carlton center

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

1 Bedroom3 Guests
9.4

Superb

3 reviews

$149
Average price / night
Check Availability
Villa In Royal Westmoreland \nSleeps 6 - 3 bedrooms
Villa In Royal Westmoreland \nSleeps 6 - 3 bedrooms
Villa
St James, Barbados
1.4k from Upper Carlton center

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

3 Bedrooms8 Guests
9.4

Superb

9 reviews

$491
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 Upper Carlton.

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Upper Carlton Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 485 verified family-friendly vacation rentals in Upper Carlton. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Upper Carlton vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $135 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Upper Carlton 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 Upper Carlton 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 Upper Carlton often include amenities such as Child Friendly, Pool, and Laundry. 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.