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

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427 Best Family Vacation Rentals in Sam Sharpe Square (Starting from $40)

BAYVIEW LUXURY RETREATS st Jame
BAYVIEW LUXURY RETREATS st Jame
House
Montego Bay, OOOO, Jamaica
0.1k from Sam Sharpe Square center

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

21 Bedrooms46 Guests
New to Booking
$260
Average price / night
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Apartment 2 @ Top Bay Apartments
Apartment 2 @ Top Bay Apartments
Villa
Montego Bay, 00000, Jamaica
0.6k from Sam Sharpe Square center

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

2 Bedrooms5 Guests
New to Booking
$186
Average price / night
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Mobay Kotch
Mobay Kotch
House
Sam Sharpe Square, Montego Bay, Saint James, Jamaica
0.1k from Sam Sharpe Square center

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

17 Bedrooms11 Guests
8.8

Fabulous

818 reviews

$50
Average price / night
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Coastal Gem in gated community. Waterfront, pool, 20 mins from airport
Coastal Gem in gated community. Waterfront, pool, 20 mins from airport
Condo
Montego Bay, Jamaica
1.1k from Sam Sharpe Square center

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

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$227
Average price / night
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Rudy suite
Rudy suite
Apartment
Montego Bay, Jamaica
0.2k from Sam Sharpe Square center

Business Services, Breakfast, Parking, Sports/Activities, Guest Services, Internet, Air Conditioner

3 Bedrooms10 Guests
7.5

Good

7 reviews

$100
Average price / night
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1 BDR Apt #3 at Ramparts Near Sangster Airport
1 BDR Apt #3 at Ramparts Near Sangster Airport
Apartment
Montego Bay, JAM, Jamaica
1.5k from Sam Sharpe Square center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Patio

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$72
Average price / night
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Top Bay Apartments - All 5 Units
Top Bay Apartments - All 5 Units
Apartment
Montego Bay, Jamaica
0.6k from Sam Sharpe Square center

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

8 Bedrooms21 Guests
New to Booking
$494
Average price / night
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3 BDR Apt at Ramparts Near Sangster Airport
3 BDR Apt at Ramparts Near Sangster Airport
Apartment
Montego Bay, JAM, Jamaica
1.6k from Sam Sharpe Square center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool

3 Bedrooms6 Guests
8.0

Good

1 reviews

$137
Average price / night
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City Studios
City Studios
Apartment
Montego Bay, Jamaica
0.7k from Sam Sharpe Square center

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

3 Bedrooms7 Guests
8.7

Fabulous

7 reviews

$95
Average price / night
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2 BDR Apt at Ramparts #2BC Near Sangster Airport
2 BDR Apt at Ramparts #2BC Near Sangster Airport
Apartment
Montego Bay, Jamaica
1.6k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
New to Booking
$105
Average price / night
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K&S SEAVIEW luxury apartment
K&S SEAVIEW luxury apartment
Apartment
Sam Sharpe Square, Montego Bay, Saint James, Jamaica
0.7k from Sam Sharpe Square center

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

1 Bedroom2 Guests
8.9

Fabulous

39 reviews

$102
Average price / night
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1 BDR Apt at Ramparts #1B Near Sangster Airport
1 BDR Apt at Ramparts #1B Near Sangster Airport
Apartment
Montego Bay, Jamaica
1.6k from Sam Sharpe Square center

AC, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, Pool

1 Bedroom2 Guests
New to Booking
$78
Average price / night
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Penthouse villa
Penthouse villa
House
Montego Bay, Jamaica
0.8k from Sam Sharpe Square center

Cheap, Accommodations, Parking, Homestays, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
8.2

Very Good

6 reviews

$40
Average price / night
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Gated 2 Bedroom Oasis with pool / Beaches & Hipstrip in walking distance
Gated 2 Bedroom Oasis with pool / Beaches & Hipstrip in walking distance
Condo
Montego Bay, 11702, Jamaica
1.6k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
9.4

Superb

9 reviews

$176
Average price / night
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Mayas Apartment
Mayas Apartment
Apartment
Montego Bay, Jamaica
0.9k from Sam Sharpe Square center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$84
Average price / night
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Entire Cozy Luxury Meadows With Free Wifi,Parking&Hottub
Entire Cozy Luxury Meadows With Free Wifi,Parking&Hottub
House
Montego Bay, 00000, Jamaica
1.6k from Sam Sharpe Square center

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

6 Bedrooms14 Guests
8.0

Good

5 reviews

$570
Average price / night
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Falcon Oceanview 2br Condo-Airport Transportation Available-24-7Security
Falcon Oceanview 2br Condo-Airport Transportation Available-24-7Security
Apartment
Montego Bay, Jamaica
1.0k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
9.3

Superb

20 reviews

$275
Average price / night
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1 BDR Apt #5 at Ramparts Near Sangster Airport
1 BDR Apt #5 at Ramparts Near Sangster Airport
Apartment
Montego Bay, JAM, Jamaica
1.6k from Sam Sharpe Square center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Patio

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$67
Average price / night
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Falcon IslandView - Airport Pickup Available - 24Security
Falcon IslandView - Airport Pickup Available - 24Security
Apartment
Montego Bay, Jamaica
1.0k from Sam Sharpe Square center

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

1 Bedroom2 Guests
9.2

Superb

23 reviews

$190
Average price / night
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Island Escape @ Mango Walk Country Cub-Free Airport Pick Up
Island Escape @ Mango Walk Country Cub-Free Airport Pick Up
Apartment
Montego Bay, Jamaica
1.6k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
2.0

Review score

1 reviews

$155
Average price / night
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Falcon Views - Airport Transportation Available-Security-Gated
Falcon Views - Airport Transportation Available-Security-Gated
Apartment
Montego Bay, Jamaica
1.0k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
9.4

Superb

14 reviews

$266
Average price / night
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Anna’s Joye Chatham , 1 Kent Avenue , Montego Bay
Anna’s Joye Chatham , 1 Kent Avenue , Montego Bay
Apartment
Montego Bay, Jamaica
1.7k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$194
Average price / night
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Falcon Shoreline- Airport Pickup Available - Gated-Security
Falcon Shoreline- Airport Pickup Available - Gated-Security
Apartment
Montego Bay, Jamaica
1.0k from Sam Sharpe Square center

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

1 Bedroom4 Guests
9.3

Superb

24 reviews

$170
Average price / night
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Fresh Horizon at Miramar -  Exquisite 2-bedroom townhouse
Fresh Horizon at Miramar - Exquisite 2-bedroom townhouse
House
Montego Bay, 11702, Jamaica
1.7k from Sam Sharpe Square center

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

2 Bedrooms4 Guests
New to Booking
$243
Average price / night
Check Availability
New Era Apartments-Modern,Comfortable, stylish and protected.11mins from airport
New Era Apartments-Modern,Comfortable, stylish and protected.11mins from airport
Apartment
Montego Bay, 1876, Jamaica
1.8k from Sam Sharpe Square center

Internet, Kitchen, TV

1 Bedroom3 Guests
New to Booking
$160
Average price / night
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SAFE AND SECURED PLACE A HOME AWAY FROM HOME
SAFE AND SECURED PLACE A HOME AWAY FROM HOME
Apartment
Montego Bay, Jamaica
1.9k from Sam Sharpe Square center

AC, Breakfast Available, Dryer, Free Parking, Kitchen, Laundry, Living Area, Patio, TV

4 Bedrooms10 Guests
New to Booking
$175
Average price / night
Check Availability
Mobay Las Palmas, Your Oasis
Mobay Las Palmas, Your Oasis
House
Montego Bay, Jamaica
1.9k from Sam Sharpe Square center

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

3 Bedrooms10 Guests
9.6

Exceptional

12 reviews

$153
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 Sam Sharpe Square.

Where to stay in Sam Sharpe Square? Best neighborhoods & areas

Sam Sharpe Square Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 427 verified family-friendly vacation rentals in Sam Sharpe Square. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Sam Sharpe Square vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $40 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Sam Sharpe Square 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 Sam Sharpe Square 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 Sam Sharpe Square often include amenities such as Child Friendly, Internet, and Balcony/Terrace. 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.