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

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513 Best Family Vacation Rentals in Greenwich (Starting from $90)

Martello House 6 beds
Martello House 6 beds
Villa
Greenwich, St. James, Barbados
0.8k from Greenwich center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

6 Bedrooms12 Guests
New to Booking
$13838
Average price / night
Check Availability
Blessings in the quiet neighborhood of Lancaster with a view of the West Coast.
Blessings in the quiet neighborhood of Lancaster with a view of the West Coast.
House
Lancaster, Barbados
0.7k from Greenwich center

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

2 Bedrooms3 Guests
10.0

Exceptional

1 reviews

$98
Average price / night
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Cozy Haven 2
Cozy Haven 2
Apartment
Saint James, Barbados
1.1k from Greenwich center

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

1 Bedroom3 Guests
5.5

Review score

2 reviews

$90
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
1.2k from Greenwich 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 - Cassia Heights 8 by Island Villas
Royal Westmoreland - Cassia Heights 8 by Island Villas
Villa
Saint James, Barbados
1.3k from Greenwich center

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

2 Bedrooms4 Guests
New to Booking
$394
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
1.5k from Greenwich 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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Cassia Heights 24, Royal Westmoreland by Island Villas
Cassia Heights 24, Royal Westmoreland by Island Villas
Villa
Saint James, Barbados
1.3k from Greenwich center

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

3 Bedrooms6 Guests
New to Booking
$394
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
1.5k from Greenwich 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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Royal Westmoreland - Elysium villa
Royal Westmoreland - Elysium villa
Villa
Saint James, Barbados
1.4k from Greenwich 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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WESTERLEE  3 bedroom  2 bathroom with POOL
WESTERLEE 3 bedroom 2 bathroom with POOL
Villa
Westmoreland, Barbados
1.6k from Greenwich 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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Waterfalls - 6 bed peaceful and secure luxury
Waterfalls - 6 bed peaceful and secure luxury
Villa
Barbados
1.4k from Greenwich 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  apartment overlooking fabulous landscaped gardens and pools.
Beautiful apartment overlooking fabulous landscaped gardens and pools.
Apartment
Sugar Hill, 24023, Barbados
1.7k from Greenwich center

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

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$365
Average price / night
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Best E Villas St Silas St James
Best E Villas St Silas St James
Apartment
Saint James, Barbados
1.4k from Greenwich center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$200
Average price / night
Check Availability
Palm Breeze Condo, Sugar Hill near Holetown - Beach Club Membership
Palm Breeze Condo, Sugar Hill near Holetown - Beach Club Membership
Condo
Mount Standfast, Barbados
1.7k from Greenwich center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

22 reviews

$198
Average price / night
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Royal Westmoreland- Wild Cane Ridge 2 by Island Villas
Royal Westmoreland- Wild Cane Ridge 2 by Island Villas
Villa
Saint James, Barbados
1.4k from Greenwich center

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

6 Bedrooms12 Guests
5.0

Review score

1 reviews

$3000
Average price / night
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Beautiful Villa with Stunning Sea View. Two pools, floodlit tennis/padel, gym.
Beautiful Villa with Stunning Sea View. Two pools, floodlit tennis/padel, gym.
Villa
Sugar Hill Resort, Barbados
1.7k from Greenwich center

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

3 Bedrooms6 Guests
10.0

Exceptional

26 reviews

$399
Average price / night
Check Availability
Royal Westmoreland - Cassia Heights 14 townhouse
Royal Westmoreland - Cassia Heights 14 townhouse
House
Saint James, Barbados
1.5k from Greenwich center

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

5 Bedrooms10 Guests
New to Booking
$420
Average price / night
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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
1.7k from Greenwich center

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

4 Bedrooms8 Guests
8.8

Fabulous

8 reviews

$447
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
1.5k from Greenwich 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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Poolside apartment (2 bed) in exclusive Sugar Hill Resort
Poolside apartment (2 bed) in exclusive Sugar Hill Resort
Apartment
Holetown, Barbados
1.7k from Greenwich center

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

2 Bedrooms4 Guests
10.0

Exceptional

44 reviews

$376
Average price / night
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Cassia Heights 14
Cassia Heights 14
Villa
Saint James, Barbados
1.5k from Greenwich center

Parking, Pool, Breakfast, Internet, Balcony/Terrace, Air Conditioner, Child Friendly

3 Bedrooms6 Guests
New to Booking
$1119
Average price / night
Check Availability
Stunning Penthouse with sea views, exclusive estate with Beach Club Membership
Stunning Penthouse with sea views, exclusive estate with Beach Club Membership
Apartment
Mount Standfast, Barbados
1.7k from Greenwich center

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

1 Bedroom2 Guests
10.0

Exceptional

55 reviews

$198
Average price / night
Check Availability
SUGAR HILL VILLA, VIEWS, MINS TO HOLETOWN & BEACH / BEACH CLUB MEMBERSHIP
SUGAR HILL VILLA, VIEWS, MINS TO HOLETOWN & BEACH / BEACH CLUB MEMBERSHIP
Villa
Sugar Hill Estate, Barbados
1.7k from Greenwich center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$377
Average price / night
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Beautiful villa with  cottage, private plunge pool and stunning sea views
Beautiful villa with cottage, private plunge pool and stunning sea views
House
Mount Standfast, BB22004, Barbados
1.7k from Greenwich center

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

3 Bedrooms6 Guests
9.8

Exceptional

31 reviews

$351
Average price / night
Check Availability
Fabulous Sugar Hill Penthouse with Roof Terrace
Fabulous Sugar Hill Penthouse with Roof Terrace
Apartment
Mount Standfast, BB24026, Barbados
1.7k from Greenwich center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.6

Exceptional

83 reviews

$202
Average price / night
Check Availability
Family-friendly villa, 2 Pools, Tennis Courts, Playground & On-Site Restaurant.
Family-friendly villa, 2 Pools, Tennis Courts, Playground & On-Site Restaurant.
House
Mount Stand fast, Barbados
1.7k from Greenwich center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$564
Average price / night
Check Availability
Lovely Sea-View Villa near Beach - Hot Tub, Padel, Tennis, Gym, Pools..
Lovely Sea-View Villa near Beach - Hot Tub, Padel, Tennis, Gym, Pools..
Villa
Holetown, Barbados
1.8k from Greenwich center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Hot Tub

4 Bedrooms8 Guests
9.8

Exceptional

31 reviews

$316
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 Greenwich.

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Greenwich Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 513 verified family-friendly vacation rentals in Greenwich. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Greenwich vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $90 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Greenwich 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 Greenwich 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 Greenwich often include amenities such as Child Friendly, Internet, 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.