Family-Friendly Vacation Rentals in Westmoreland, St. James: Compare 10+ Sites & Save

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489 Best Family Vacation Rentals in Westmoreland (Starting from $135)

Royal Westmoreland - Tradewinds by Blue Sky Luxury
Royal Westmoreland - Tradewinds by Blue Sky Luxury
Villa
Westmoreland, St. James, Barbados
0.3k from Westmoreland center

View, Kitchen, Pool, Ocean View, Child Friendly

4 Bedrooms8 Guests
New to Booking
$3000
Average price / night
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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
0.4k from Westmoreland center

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

4 Bedrooms8 Guests
New to Booking
$1655
Average price / night
Check Availability
Royal Westmoreland Benjoli Breeze, Palm Ridge 10 by Island Villas
Royal Westmoreland Benjoli Breeze, Palm Ridge 10 by Island Villas
Villa
Saint James, Barbados
0.4k from Westmoreland center

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

5 Bedrooms10 Guests
New to Booking
$2035
Average price / night
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Villa In Royal Westmoreland \nSleeps 6 - 3 bedrooms
Villa In Royal Westmoreland \nSleeps 6 - 3 bedrooms
Villa
St James, Barbados
0.5k from Westmoreland center

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

3 Bedrooms8 Guests
9.4

Superb

9 reviews

$491
Average price / night
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Howzat! by Island Villas
Howzat! by Island Villas
Villa
Saint James, Barbados
0.4k from Westmoreland center

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

6 Bedrooms12 Guests
New to Booking
$1100
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
0.7k from Westmoreland 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 - High Spirit by Blue Sky Luxury
Royal Westmoreland - High Spirit by Blue Sky Luxury
Villa
Saint James, Barbados
0.4k from Westmoreland 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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Luxury Royal Villa Barbados
Luxury Royal Villa Barbados
House
Westmoreland road, BB2403, Barbados
0.7k from Westmoreland center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$779
Average price / night
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Coconut Grove 8 Luxury Villa by Island Villas
Coconut Grove 8 Luxury Villa by Island Villas
Villa
Saint James, Barbados
0.5k from Westmoreland center

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

4 Bedrooms8 Guests
7.5

Good

2 reviews

$713
Average price / night
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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
0.8k from Westmoreland center

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

1 Bedroom3 Guests
9.4

Superb

3 reviews

$149
Average price / night
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Royal Palm Villa 2, 3 and 6
Royal Palm Villa 2, 3 and 6
Villa
Westmoreland, St. James, Barbados
0.5k from Westmoreland center

Kitchen, Ocean View, Parking, Pool, Air Conditioner, Hot Tub, Balcony/Terrace

12 Bedrooms24 Guests
New to Booking
$2673
Average price / night
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Mango Walk | Near Ocean - Located in  Exquisite Saint James with Private Pool
Mango Walk | Near Ocean - Located in Exquisite Saint James with Private Pool
Villa
Lancaster, BB24022, Barbados
0.8k from Westmoreland center

AC, Arcade, Balcony, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$1582
Average price / night
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Royal Westmoreland - Lime Tree House villa
Royal Westmoreland - Lime Tree House villa
Villa
Saint James, Barbados
0.5k from Westmoreland center

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

3 Bedrooms6 Guests
New to Booking
$1784
Average price / night
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Palm Grove 2, Royal Westmoreland - Luxury Villa With Golf & Sea View
Palm Grove 2, Royal Westmoreland - Luxury Villa With Golf & Sea View
Villa
Saint James, BB24023, Barbados
0.8k from Westmoreland center

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

3 Bedrooms7 Guests
10.0

Exceptional

13 reviews

$741
Average price / night
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Royal Westmoreland - Elysium villa
Royal Westmoreland - Elysium villa
Villa
Saint James, Barbados
0.6k from Westmoreland center

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

4 Bedrooms8 Guests
New to Booking
$2598
Average price / night
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Three Bedroom Villa with Onsite Golf Course, Beach Club and Clubhouse Facilities
Three Bedroom Villa with Onsite Golf Course, Beach Club and Clubhouse Facilities
House
ROYAL WESTMORELAND, Barbados
0.8k from Westmoreland center

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

3 Bedrooms6 Guests
New to Booking
$531
Average price / night
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Waterfalls - 6 bed peaceful and secure luxury
Waterfalls - 6 bed peaceful and secure luxury
Villa
Barbados
0.6k from Westmoreland center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$4076
Average price / night
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Beautiful Modern Villa Ferraj, Amazing Sea Views!
Beautiful Modern Villa Ferraj, Amazing Sea Views!
Villa
Bridgetown, BB11000, Barbados
0.9k from Westmoreland center

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

3 Bedrooms6 Guests
9.4

Superb

3 reviews

$413
Average price / night
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One Westland Heights villa
One Westland Heights villa
Villa
Barbados
0.6k from Westmoreland 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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Coconut Grove 1, Luxury Villa by Island Villas
Coconut Grove 1, Luxury Villa by Island Villas
Villa
Saint James, Barbados
0.6k from Westmoreland center

Accommodations, Pools, Villas, Vacation homes, Cottages, 4-star, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$1045
Average price / night
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Luxury penthouse apartment on exclusive Sugar Hill resort with beach club access
Luxury penthouse apartment on exclusive Sugar Hill resort with beach club access
Apartment
Mount Standfast, Barbados
0.9k from Westmoreland center

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

1 Bedroom2 Guests
9.8

Exceptional

7 reviews

$207
Average price / night
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WESTERLEE  3 bedroom  2 bathroom with POOL
WESTERLEE 3 bedroom 2 bathroom with POOL
Villa
Westmoreland, Barbados
1.1k from Westmoreland center

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

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$225
Average price / night
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One Bedroom One Bathroom Cottage
One Bedroom One Bathroom Cottage
Cottage
Upper Weston, Barbados
1.1k from Westmoreland 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
Check Availability
Two BD Villa No. 3, West Rock Villas, St James
Two BD Villa No. 3, West Rock Villas, St James
House
Westmoreland, BB23004, Barbados
1.2k from Westmoreland center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$482
Average price / night
Check Availability
Villa, 4 beds, 3 bathrooms, 1 minute to beach by car or 10 minute stroll
Villa, 4 beds, 3 bathrooms, 1 minute to beach by car or 10 minute stroll
Villa
Westmoreland, Barbados
1.2k from Westmoreland center

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

4 Bedrooms8 Guests
8.8

Fabulous

8 reviews

$447
Average price / night
Check Availability
Poolside apartment (2 bed) in exclusive Sugar Hill Resort
Poolside apartment (2 bed) in exclusive Sugar Hill Resort
Apartment
Holetown, Barbados
1.2k from Westmoreland center

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

2 Bedrooms4 Guests
10.0

Exceptional

44 reviews

$376
Average price / night
Check Availability
Hazelwood, home away from home and close to the beach.
Hazelwood, home away from home and close to the beach.
House
Mount Standfast, Barbados
1.2k from Westmoreland center

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

2 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$218
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 Westmoreland.

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Westmoreland Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 489 verified family-friendly vacation rentals in Westmoreland. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Westmoreland 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 Westmoreland 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 Westmoreland 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 Westmoreland often include amenities such as Child Friendly, View, and Pool. 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.