Vacation Rentals in Content, Westmoreland: Compare 10+ Sites & Save

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70 Best Vacation Rentals in Content (Starting from $60)

Shafston Great House
Shafston Great House
House
Content, Westmoreland, Jamaica
4.8k from Content center

Pool, Internet, Parking, Breakfast, Pet Friendly, Balcony/Terrace, Child Friendly

2 Bedrooms6 Guests
5.0

Review score

1 reviews

$60
Average price / night
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Oceanview Hilltop 2-Bedroom Unit in White House, JA with 75\" Smart TV, AC & Wifi
Oceanview Hilltop 2-Bedroom Unit in White House, JA with 75\" Smart TV, AC & Wifi
House
White House, Jamaica
4.2k from Content center

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

2 Bedrooms6 Guests
New to Booking
$294
Average price / night
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White Sky Beach Villas
White Sky Beach Villas
Villa
Culloden, Jamaica
4.9k from Content center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis

3 Bedrooms8 Guests
New to Booking
$726
Average price / night
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Mini Cozy Lodging
Mini Cozy Lodging
House
Culloden, Jamaica
5.2k from Content center

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

2 Bedrooms4 Guests
9.6

Exceptional

24 reviews

$76
Average price / night
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Club 37 @ Whitehouse Beach Club, 3bedroom WIFI, Pool and other modern amenities
Club 37 @ Whitehouse Beach Club, 3bedroom WIFI, Pool and other modern amenities
House
Whitehouse, JMDWD17, Jamaica
4.7k from Content center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms9 Guests
New to Booking
$682
Average price / night
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Ivy's Cove Beach Side Condo - Luxury Villa
Ivy's Cove Beach Side Condo - Luxury Villa
Villa
Whitehouse, Jamaica
5.3k from Content center

Air Conditioner, Internet, Parking, Child Friendly

2 Bedrooms6 Guests
8.4

Very Good

6 reviews

$350
Average price / night
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Wings Over Whitehouse 4-bedroom Ocean Villa\n\n
Wings Over Whitehouse 4-bedroom Ocean Villa\n\n
Villa
New Hope, Jamaica
4.9k from Content center

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

4 Bedrooms8 Guests
New to Booking
$527
Average price / night
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Culloden Cove
Culloden Cove
Villa
Whitehouse, Jamaica
5.3k from Content center

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

6 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$714
Average price / night
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OneLoveVilla is a charming ocean view beach house in New Hope, Westmoreland JA
OneLoveVilla is a charming ocean view beach house in New Hope, Westmoreland JA
House
New Hope, JMDWD19, Jamaica
4.9k from Content center

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

3 Bedrooms8 Guests
New to Booking
$615
Average price / night
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Blue Lotus Villa
Blue Lotus Villa
Villa
Whitehouse, Jamaica
5.4k from Content center

Parking, Air Conditioner, Internet, Child Friendly

4 Bedrooms10 Guests
New to Booking
$297
Average price / night
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“Oceanfront Luxury Villa with Private Pool & Sunset Views”
“Oceanfront Luxury Villa with Private Pool & Sunset Views”
House
New Hope, 00000, Jamaica
4.9k from Content center

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

3 Bedrooms6 Guests
New to Booking
$599
Average price / night
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The Indianna Luxury Pool & Spa
The Indianna Luxury Pool & Spa
Apartment
Whitehouse, Jamaica
5.5k from Content center

Apartments, Luxury, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom2 Guests
New to Booking
$230
Average price / night
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Entire Jamaican Villa with private pool and ocean view
Entire Jamaican Villa with private pool and ocean view
Villa
Culloden White House, 11702, Jamaica
5.2k from Content center

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

3 Bedrooms8 Guests
New to Booking
$407
Average price / night
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Westmore Beach Villas Limited
Westmore Beach Villas Limited
Apartment
Content, Westmoreland, Jamaica
5.9k from Content center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Beach

4 Bedrooms6 Guests
9.2

Superb

54 reviews

$182
Average price / night
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Fantastic, spacious villa with a large pool and sea views in a very safe area.
Fantastic, spacious villa with a large pool and sea views in a very safe area.
Villa
Westmoreland, Jamaica
5.3k from Content center

Balcony, Barbecue, Free Parking, Internet, Kitchen, Microwave, Outdoor Space, Patio, Pool

3 Bedrooms6 Guests
8.8

Fabulous

13 reviews

$198
Average price / night
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Anchor with love villa
Anchor with love villa
House
Whitehouse, Jamaica
6.1k from Content center

Balcony/Terrace, Internet, Parking, Child Friendly

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$68
Average price / night
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Award-winning villa with private beachfront and pool
Award-winning villa with private beachfront and pool
Villa
Culloden White House, Jamaica
5.5k from Content center

AC, Balcony, Barbecue, Breakfast Available, Crib, Free Parking, Internet, Kitchen, Laundry

6 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$772
Average price / night
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Cherry's Homestay
Cherry's Homestay
House
Whitehouse, Jamaica
6.1k from Content center

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

3 Bedrooms4 Guests
New to Booking
$102
Average price / night
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Luxury Villa Overlooking the Caribbean Sea
Luxury Villa Overlooking the Caribbean Sea
Villa
White House, 00000, Jamaica
5.6k from Content center

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

4 Bedrooms8 Guests
New to Booking
$660
Average price / night
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Seaview Penthouse Retreat 4 Beds 3 Baths Stay
Seaview Penthouse Retreat 4 Beds 3 Baths Stay
House
Whitehouse, Jamaica
6.2k from Content center

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

4 Bedrooms8 Guests
8.0

Good

2 reviews

$420
Average price / night
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Luxury ocean view villa
Luxury ocean view villa
Villa
Westmoreland, JMDWD19, Jamaica
5.8k from Content center

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

5 Bedrooms12 Guests
7.6

Good

4 reviews

$205
Average price / night
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Buki Ocean View-ένας 2 B/R, Sleeps 6\nUNDERGOING RENOVATIONS DUE TO THE HURRICANE
Buki Ocean View-ένας 2 B/R, Sleeps 6\nUNDERGOING RENOVATIONS DUE TO THE HURRICANE
Villa
Whitehouse, Jamaica
5.8k from Content center

AC, Breakfast Included, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$333
Average price / night
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Big Family Beachfront Villa
Big Family Beachfront Villa
Villa
White House, Jamaica
6.1k from Content center

AC, Breakfast Available, Extra Bed, Free Parking, Internet, Kitchen, Living Area, No Smoking, Outdoor Space

8 Bedrooms13 Guests
New to Booking
$2015
Average price / night
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Marvette s luxury two bedrooms villa
Marvette s luxury two bedrooms villa
Apartment
White House, JMDWD19, Jamaica
6.1k from Content center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms2 Guests
New to Booking
$162
Average price / night
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Kassion Corner
Kassion Corner
House
Petersville, Whitehouse, Jamaica
6.1k from Content center

AC, Bar, Barbecue, Breakfast Available, Free Parking, Housekeeping, Internet, Laundry, Outdoor Space

6.8

Good

3 reviews

$158
Average price / night
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Buki Ocean View, 8 B/R, Sleeps 16+\nUNDERGOING RENOVATIONS DUE TO THE HURRICANE
Buki Ocean View, 8 B/R, Sleeps 16+\nUNDERGOING RENOVATIONS DUE TO THE HURRICANE
Villa
Whitehouse, Whitehouse P.O., Jamaica
6.2k from Content center

AC, Balcony, Breakfast Included, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

8 Bedrooms22 Guests
New to Booking
$1176
Average price / night
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Private Beach Front Villa with Pool
Private Beach Front Villa with Pool
House
Belmont, 11702, Jamaica
6.2k from Content center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Patio

3 Bedrooms7 Guests
9.2

Superb

7 reviews

$227
Average price / night
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Other accommodation types in Content:

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 Content.

Content Vacation Rentals on the Map

Frequently Asked Questions

You can explore 70 verified vacation rentals in Content. 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 Content vary depending on the season, property size, and location. Rates typically start from around $60 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 Content 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 Content welcome pets. Currently, 8 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 Content often include amenities such as Pool, Balcony/Terrace, and Child Friendly. 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.