Vacation Rentals in Cave Hill Estate, Hellshire: Compare 10+ Sites & Save

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  3.  Jamaica
  4.  Saint Catherine
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  6.  Cave Hill Estate

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307 Best Vacation Rentals in Cave Hill Estate (Starting from $57)

Bel-air luxury suites
Bel-air luxury suites
Apartment
Cave Hill Estate, Hellshire, Saint Catherine, Jamaica
0.6k from Cave Hill Estate center

Air Conditioner, Internet, Parking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$70
Average price / night
Check Availability
CharmingTropical beach retreat at Hellshire Beach Suite 2
CharmingTropical beach retreat at Hellshire Beach Suite 2
Apartment
Hellshire, Jamaica
0.2k from Cave Hill Estate center

AC, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$66
Average price / night
Check Availability
Seascape Beach House
Seascape Beach House
House
Drunkenmans Cay, Jamaica
1.7k from Cave Hill Estate center

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

1 Bedroom3 Guests
New to Booking
$85
Average price / night
Check Availability
Charming 3-bedroom house in Hellshire with WiFi and AC
Charming 3-bedroom house in Hellshire with WiFi and AC
House
Portmore, Jamaica
0.3k from Cave Hill Estate center

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

3 Bedrooms6 Guests
New to Booking
$99
Average price / night
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Luxurious 6 Bed Villa Wown Pool
Luxurious 6 Bed Villa Wown Pool
House
Goshen Pen, Jamaica
1.8k from Cave Hill Estate center

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

2 Bedrooms4 Guests
New to Booking
$316
Average price / night
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VACA N' STAY\n3 Minutes away  from Hellshire Beach
VACA N' STAY\n3 Minutes away from Hellshire Beach
House
Hellshire, Jamaica
0.3k from Cave Hill Estate center

AC, Dryer, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$132
Average price / night
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Ocean Paradise Getaway Short Term Rental
Ocean Paradise Getaway Short Term Rental
House
Drunkenmans Cay, Jamaica
2.3k from Cave Hill Estate center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$330
Average price / night
Check Availability
Cozy Jacuzzi 2bd - 5 minutes from the beach!
Cozy Jacuzzi 2bd - 5 minutes from the beach!
House
Hellshire, Jamaica
0.3k from Cave Hill Estate center

AC, Internet, Microwave, No Smoking, TV

2 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$81
Average price / night
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Mountain Beach View, Apartments in Sandhills Hellshire
Mountain Beach View, Apartments in Sandhills Hellshire
Apartment
Cave Hill Estate, Hellshire, Saint Catherine, Jamaica
2.3k from Cave Hill Estate center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay

10 Bedrooms12 Guests
New to Booking
$200
Average price / night
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Charming tropical beach retreat Suite 1
Charming tropical beach retreat Suite 1
Apartment
Hellshire, Jamaica
0.5k from Cave Hill Estate center

AC, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$57
Average price / night
Check Availability
Perfect vibez
Perfect vibez
House
Portmore, Jamaica
4.0k from Cave Hill Estate center

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

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$95
Average price / night
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Ac'ed 2 bedroom Beach House
Ac'ed 2 bedroom Beach House
House
Hellshire, Jamaica
0.5k from Cave Hill Estate center

AC, Balcony, Barbecue, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
9.2

Superb

15 reviews

$140
Average price / night
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Bayfront paradise villa
Bayfront paradise villa
Apartment
Cave Hill Estate, Hellshire, Saint Catherine, Jamaica
4.9k from Cave Hill Estate center

Parking, Pool, Internet, Air Conditioner, Pet Friendly, Breakfast, Child Friendly

3 Bedrooms6 Guests
New to Booking
$90
Average price / night
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Coastal Breeze Escape
Coastal Breeze Escape
House
Hellshire, Jamaica
0.6k from Cave Hill Estate center

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

2 Bedrooms4 Guests
New to Booking
$115
Average price / night
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Bayfont paradise villa
Bayfont paradise villa
Apartment
Cave Hill Estate, Hellshire, Saint Catherine, Jamaica
4.9k from Cave Hill Estate center

Breakfast, Pool, Parking, Internet, Air Conditioner

3 Bedrooms6 Guests
New to Booking
$92
Average price / night
Check Availability
Cozy Studio - 5 minutes from the beach
Cozy Studio - 5 minutes from the beach
House
Hellshire, Jamaica
0.6k from Cave Hill Estate center

Internet, Kitchen, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$87
Average price / night
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Sunrise villa
Sunrise villa
Apartment
Cave Hill Estate, Hellshire, Saint Catherine, Jamaica
5.2k from Cave Hill Estate center

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

3 Bedrooms6 Guests
New to Booking
$99
Average price / night
Check Availability
The Hellshire Beach House
The Hellshire Beach House
Villa
64 Sandhills Vista, Hellshire, Jamaica
1.1k from Cave Hill Estate center

AC, Barbecue, Crib, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

New to Booking
$241
Average price / night
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Phoenix park 2 bedroom gated community 1
Phoenix park 2 bedroom gated community 1
House
Cave Hill Estate, Hellshire, Saint Catherine, Jamaica
5.6k from Cave Hill Estate center

Child Friendly, Internet, Air Conditioner, Parking, View, Wheelchair Accessible, Ocean View

1 Bedroom5 Guests
New to Booking
$120
Average price / night
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Ocean Scenery Beach House
Ocean Scenery Beach House
House
Hellshire, Jamaica
1.4k from Cave Hill Estate center

AC, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
New to Booking
$106
Average price / night
Check Availability
Azori-haven a luxurious escape in charming Hellshire Portmore Jamaica.
Azori-haven a luxurious escape in charming Hellshire Portmore Jamaica.
House
Hellshire, Jamaica
1.5k from Cave Hill Estate center

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

3 Bedrooms6 Guests
New to Booking
$214
Average price / night
Check Availability
Spacious 6-bedroom villa at Hellshire w/ private pool, games room & gym
Spacious 6-bedroom villa at Hellshire w/ private pool, games room & gym
Villa
Portmore, Jamaica
1.6k from Cave Hill Estate center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

6 Bedrooms13 Guests
New to Booking
$550
Average price / night
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Ocean Paradise Beach House
Ocean Paradise Beach House
House
Sand Hill Vista Hellshire, Jamaica
1.6k from Cave Hill Estate center

AC, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom4 Guests
New to Booking
$81
Average price / night
Check Availability
Sunset Oasis: 3BR Portmore Gem
Sunset Oasis: 3BR Portmore Gem
Villa
Hellshire, Jamaica
1.8k from Cave Hill Estate center

AC, Barbecue, Internet, Laundry, Microwave, No Smoking, TV, Washer

3 Bedrooms6 Guests
New to Booking
$251
Average price / night
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The Beach Estate Country Club Villa
The Beach Estate Country Club Villa
Villa
64 Sandhills Vista, Kingston, Hellshire, Jamaica
1.9k from Cave Hill Estate center

AC, Babysitting, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

10.0

Exceptional

1 reviews

$291
Average price / night
Check Availability
5-Bedroom Retreat Near Beach
5-Bedroom Retreat Near Beach
Villa
Hellshire, Jamaica
2.0k from Cave Hill Estate center

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

5 Bedrooms10 Guests
New to Booking
$371
Average price / night
Check Availability
Seascape2Hellshire
Seascape2Hellshire
House
Hellshire, Jamaica
2.1k from Cave Hill Estate center

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

2 Bedrooms4 Guests
New to Booking
$87
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 Vacation Rentals in Cave Hill Estate.

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Frequently Asked Questions

You can explore 307 verified vacation rentals in Cave Hill Estate. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Cave Hill Estate vary depending on the season, property size, and location. Rates typically start from around $57 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Cave Hill Estate include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Cave Hill Estate welcome pets. Currently, 12 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Cave Hill Estate often include amenities such as Bedding/Linens, Internet, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.