Villa Rentals in Sam Sharpe Square, Montego Bay: Compare 10+ Sites & Save

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225 Best Villa Rentals in Sam Sharpe Square (Starting from $52)

MoBay Las Palmas
MoBay Las Palmas
Villa
Montego Bay, Jamaica
1.9k from Sam Sharpe Square center

Pool, Wellness Facilities, Oceanfront, Air Conditioner, Balcony/Terrace, Internet, Ocean View

3 Bedrooms10 Guests
9.1

Superb

48 reviews

$152
Average price / night
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Apartment 5 @ Top Bay Apartments
Apartment 5 @ Top Bay Apartments
Villa
Montego Bay, 00000, Jamaica
0.2k from Sam Sharpe Square center

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

1 Bedroom3 Guests
New to Booking
$135
Average price / night
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YanceyLargo Estate - Newly Renovated 7BR Beautiful Two-Story w Gorgeous Mountain View villa
YanceyLargo Estate - Newly Renovated 7BR Beautiful Two-Story w Gorgeous Mountain View villa
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

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

7 Bedrooms25 Guests
New to Booking
$267
Average price / night
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Luxury 6BR Hilltop Villa | Sweeping Sea Views & Private Pool
Luxury 6BR Hilltop Villa | Sweeping Sea Views & Private Pool
Villa
Montego Bay, Jamaica
0.3k from Sam Sharpe Square center

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

6 Bedrooms16 Guests
New to Booking
$2230
Average price / night
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YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite villa
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite villa
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

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

1 Bedroom2 Guests
1.0

Review score

1 reviews

$111
Average price / night
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Secluded 3BR Garden Villa | Pool & Ocean Views
Secluded 3BR Garden Villa | Pool & Ocean Views
Villa
Montego Bay, Jamaica
0.3k from Sam Sharpe Square center

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

3 Bedrooms8 Guests
New to Booking
$1127
Average price / night
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YanceyLargo-6BR Two-Story Estate with Mountain Views
YanceyLargo-6BR Two-Story Estate with Mountain Views
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

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

6 Bedrooms23 Guests
1.0

Review score

1 reviews

$239
Average price / night
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Apartment 1 @ Top Bay Apartments
Apartment 1 @ 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

1 Bedroom2 Guests
New to Booking
$136
Average price / night
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YanceyLargoEstate-3 BR Villa withMountain Views villa
YanceyLargoEstate-3 BR Villa withMountain Views villa
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

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

3 Bedrooms11 Guests
4.0

Review score

1 reviews

$127
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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Silent Waters Villa
Silent Waters Villa
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 5-star, Lodgings

8 Bedrooms20 Guests
New to Booking
$3330
Average price / night
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Apartment 4 @ Top Bay Apartments
Apartment 4 @ Top Bay Apartments
Villa
Montego Bay, 00000, Jamaica
0.6k from Sam Sharpe Square center

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

2 Bedrooms5 Guests
New to Booking
$232
Average price / night
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Chatham Cottage
Chatham Cottage
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

Internet, Smoking, Guest Services, Ocean View, Sports/Activities, Security/Safety, Transportation/Shuttle

2 Bedrooms4 Guests
New to Booking
$150
Average price / night
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Top Bay Hilltop Stay – 5 Apartments Near Beach & Attractions
Top Bay Hilltop Stay – 5 Apartments Near Beach & Attractions
Villa
Montego Bay, 00000, Jamaica
0.6k from Sam Sharpe Square center

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

8 Bedrooms21 Guests
New to Booking
$1040
Average price / night
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YanceyLargoEstate 2BR Villa with Mountain Views
YanceyLargoEstate 2BR Villa with Mountain Views
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$152
Average price / night
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Apartment 3 @ Top Bay Apartments
Apartment 3 @ 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 Bedrooms4 Guests
New to Booking
$161
Average price / night
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YanceyLargo- 4BR Villa Jacuzzi & Mountain Views
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views
Villa
Montego Bay, Jamaica
2.1k from Sam Sharpe Square center

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

4 Bedrooms16 Guests
7.3

Good

3 reviews

$201
Average price / night
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MoJala's Private Guest Room #18
MoJala's Private Guest Room #18
Villa
Montego Bay, Jamaica
0.9k from Sam Sharpe Square center

Laundry, Washer

1 Bedroom2 Guests
New to Booking
$52
Average price / night
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Chaudhry Holiday House Montego Bay
Chaudhry Holiday House Montego Bay
Villa
Montego Bay, Jamaica
2.6k from Sam Sharpe Square center

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

3 Bedrooms6 Guests
8.2

Very Good

56 reviews

$199
Average price / night
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All Inclusive Hotel- Montego Bay, Jamaica
All Inclusive Hotel- Montego Bay, Jamaica
Villa
Montego Bay, JAMA, Jamaica
1.0k from Sam Sharpe Square center

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

9 Bedrooms20 Guests
New to Booking
$1674
Average price / night
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Passion Sea Villa
Passion Sea Villa
Villa
Montego Bay, Jamaica
3.1k from Sam Sharpe Square center

Pool, Ocean View, Air Conditioner, Oceanfront, Private Beach, Parking, Internet

3 Bedrooms6 Guests
New to Booking
$605
Average price / night
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Amazing One Bedroom Apartment! Pool & Bar! Food options available!
Amazing One Bedroom Apartment! Pool & Bar! Food options available!
Villa
Montego Bay, Jamaica
1.2k from Sam Sharpe Square center

AC, Internet, No Smoking, Pool, TV

1 Bedroom4 Guests
New to Booking
$140
Average price / night
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Ama Villas - Entire Estate
Ama Villas - Entire Estate
Villa
Montego Bay, Jamaica
3.1k from Sam Sharpe Square center

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

1 Bedroom12 Guests
New to Booking
$3430
Average price / night
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Stunning Fully-Staffed 5 Bedroom Villa – Tryall Jamaica's Best Villa Winner!
Stunning Fully-Staffed 5 Bedroom Villa – Tryall Jamaica's Best Villa Winner!
Villa
Montego Bay, Jamaica
1.3k from Sam Sharpe Square center

AC, Fitness Equipment, Internet, Living Area, Microwave, No Smoking, Outdoor Space, Patio, TV

5 Bedrooms14 Guests
New to Booking
$5875
Average price / night
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4-bedroom Luxury Villa in Montego Bay
4-bedroom Luxury Villa in Montego Bay
Villa
Montego Bay, Jamaica
1.3k from Sam Sharpe Square center

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

4 Bedrooms10 Guests
New to Booking
$1397
Average price / night
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MoJala's Private Guest Room #10
MoJala's Private Guest Room #10
Villa
Montego Bay, Jamaica
1.4k from Sam Sharpe Square center

Laundry, Washer

1 Bedroom2 Guests
New to Booking
$52
Average price / night
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Bella Vista Cozy 1 BR Apartment W/ Pool
Bella Vista Cozy 1 BR Apartment W/ Pool
Villa
Montego Bay, JMCJS13, Jamaica
1.5k from Sam Sharpe Square center

AC, Barbecue, Internet, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
New to Booking
$158
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 Villa Rentals in Sam Sharpe Square.

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

Sam Sharpe Square Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 225 verified villa rentals in Sam Sharpe Square. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Sam Sharpe Square vary depending on the season, location, and amenities. Rates typically start from around $52 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Sam Sharpe Square are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Sam Sharpe Square.

Yes, Sam Sharpe Square offers a wide range of villas ideal for group stays. Many properties include 4 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Sam Sharpe Square villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Sam Sharpe Square often include highly sought-after amenities such as Pool, Balcony/Terrace, and Guest Services. These features enhance comfort and convenience, making them especially popular among travelers visiting Sam Sharpe Square.

To discover top-rated villas in Sam Sharpe Square, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.