Family-Friendly Vacation Rentals in Greenwood, Montego Bay: Compare 10+ Sites & Save

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107 Best Family Vacation Rentals in Greenwood (Starting from $43)

Just Nap
Just Nap
House
Montego Bay, Jamaica
0.5k from Greenwood center

Internet, Parking, Child Friendly

1 Bedroom2 Guests
7.4

Good

5 reviews

$63
Average price / night
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Stay At Kay's - 5 mins from Flamingo beach and Father Bulls&Chill Out restaurant
Stay At Kay's - 5 mins from Flamingo beach and Father Bulls&Chill Out restaurant
Apartment
Trelawny Parish, Jamaica
1.1k from Greenwood center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$205
Average price / night
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Jade Coast Getaway Near Montego Bay
Jade Coast Getaway Near Montego Bay
Apartment
Montego Bay, Jamaica
0.6k from Greenwood center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$60
Average price / night
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1 bedroom studio apt, Montegobay
1 bedroom studio apt, Montegobay
House
Montego Bay, Jamaica
4.7k from Greenwood center

Balcony, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
8.8

Fabulous

3 reviews

$43
Average price / night
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Fun in the sun
Fun in the sun
Apartment
Montego Bay, 00000, Jamaica
4.8k from Greenwood center

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

2 Bedrooms4 Guests
New to Booking
$402
Average price / night
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3-bedroom townhome in lovely St.Bran's Burg with WiFi, fitness room
3-bedroom townhome in lovely St.Bran's Burg with WiFi, fitness room
House
St.Bran's Burg, Jamaica
5.9k from Greenwood center

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

3 Bedrooms10 Guests
4.0

Review score

2 reviews

$126
Average price / night
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Emerald Sea View
Emerald Sea View
House
Montego Bay, Jamaica
0.6k from Greenwood center

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

6 Bedrooms9 Guests
1.0

Review score

1 reviews

$108
Average price / night
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Fabulous 2-bedroom house with amazing views
Fabulous 2-bedroom house with amazing views
House
Montego Bay, JMCJS12, Jamaica
5.9k from Greenwood center

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

2 Bedrooms4 Guests
New to Booking
$74
Average price / night
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POINCIANA APARTMENT 212 POINCIANA DRIVE GREEN WOOD MONTEGO BAY JAMAICa
POINCIANA APARTMENT 212 POINCIANA DRIVE GREEN WOOD MONTEGO BAY JAMAICa
House
Montego Bay, Jamaica
0.6k from Greenwood center

Accommodations, Pools, Parking, Homestays, Lodgings, Places to stay

9 Bedrooms4 Guests
New to Booking
$100
Average price / night
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Hospitality Expert BTS 1: Pool, Beach & Chef
Hospitality Expert BTS 1: Pool, Beach & Chef
Apartment
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$277
Average price / night
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Sunshine Lodge: Your home away from home
Sunshine Lodge: Your home away from home
House
Greenwood, Montego Bay, Saint James, Jamaica
0.6k from Greenwood center

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

4 Bedrooms9 Guests
7.7

Good

32 reviews

$122
Average price / night
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Hospitality Expert BTS 2: Pool, Beach & Chef
Hospitality Expert BTS 2: Pool, Beach & Chef
Apartment
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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POINCIANA APARTMENT ONE 257 POINCIANA DRIVE GREEN WOOD MONTEGO BAY JAMAICA
POINCIANA APARTMENT ONE 257 POINCIANA DRIVE GREEN WOOD MONTEGO BAY JAMAICA
Apartment
Montego Bay, Jamaica
0.6k from Greenwood center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Family

1 Bedroom2 Guests
9.0

Fabulous

4 reviews

$70
Average price / night
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Hospitality Expert BTS 3: Pool, Beach & Bar
Hospitality Expert BTS 3: Pool, Beach & Bar
Condo
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Heater, Internet, No Smoking, Outdoor Space, Toys

1 Bedroom2 Guests
New to Booking
$239
Average price / night
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Chateau Paulette
Chateau Paulette
Apartment
Greenwood, Montego Bay, Saint James, Jamaica
1.5k from Greenwood center

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

3 Bedrooms8 Guests
New to Booking
$94
Average price / night
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Hospitality Expert BTS 4: Pool, Beach & Bar
Hospitality Expert BTS 4: Pool, Beach & Bar
Condo
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Extra Bed, Free Parking, Internet, No Smoking, Outdoor Space, Toys

1 Bedroom4 Guests
New to Booking
$259
Average price / night
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Sukasa Villa
Sukasa Villa
Villa
Montego Bay, Jamaica
1.5k from Greenwood center

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

3 Bedrooms6 Guests
9.7

Exceptional

3 reviews

$121
Average price / night
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Hospitality Expert BTS 5: Pool, Beach & Bar
Hospitality Expert BTS 5: Pool, Beach & Bar
Condo
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Internet, No Smoking, Outdoor Space, Toys, TV

1 Bedroom2 Guests
New to Booking
$239
Average price / night
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Poinciana House
Poinciana House
House
Montego Bay, Jamaica
1.8k from Greenwood center

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

5 Bedrooms12 Guests
9.6

Exceptional

10 reviews

$412
Average price / night
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Hospitality Expert BTS 6: Pool, Beach & Bar
Hospitality Expert BTS 6: Pool, Beach & Bar
Condo
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Extra Bed, Free Parking, Internet, No Smoking, Outdoor Space, Toys

1 Bedroom4 Guests
New to Booking
$239
Average price / night
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Barrianna Villa
Barrianna Villa
Apartment
Greenwood, Montego Bay, Saint James, Jamaica
4.3k from Greenwood center

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

1 Bedroom2 Guests
9.7

Exceptional

29 reviews

$49
Average price / night
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Hospitality Expert BTS 7: Pool, Beach & Bar
Hospitality Expert BTS 7: Pool, Beach & Bar
Condo
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Internet, No Smoking, Outdoor Space, Toys, TV

1 Bedroom2 Guests
New to Booking
$212
Average price / night
Check Availability
Hospitality Expert BTS 8: Pool, Beach & Bar
Hospitality Expert BTS 8: Pool, Beach & Bar
Condo
Montego Bay, 1111, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Internet, No Smoking, Outdoor Space, Toys, TV

1 Bedroom2 Guests
New to Booking
$225
Average price / night
Check Availability
Hospitality Expert BTS 10BR: Pool, Beach, Chef
Hospitality Expert BTS 10BR: Pool, Beach, Chef
Villa
Montego Bay, 0, Jamaica
6.1k from Greenwood center

AC, Balcony, Crib, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

10 Bedrooms24 Guests
New to Booking
$2097
Average price / night
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Contemporary Ocean View One-Bedroom Suite
Contemporary Ocean View One-Bedroom Suite
Apartment
Montego Bay, Jamaica
6.3k from Greenwood center

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

1 Bedroom3 Guests
9.6

Exceptional

30 reviews

$102
Average price / night
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Beautiful Penthouse Apartment overlooking the Ocean.
Beautiful Penthouse Apartment overlooking the Ocean.
Apartment
Montego Bay, Jamaica
6.3k from Greenwood center

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

2 Bedrooms4 Guests
9.4

Superb

13 reviews

$192
Average price / night
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Breathtaking View Villa Tranquil Vibe
Breathtaking View Villa Tranquil Vibe
Villa
Falmouth, 11702, Jamaica
6.6k from Greenwood center

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

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$489
Average price / night
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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 Greenwood.

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Greenwood Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 107 verified family-friendly vacation rentals in Greenwood. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Greenwood vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $43 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Greenwood 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 Greenwood 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 Greenwood 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.