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

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1578 Best Vacation Rentals in Upper Carlton (Starting from $75)

ZenBreak The Nest 2bd
ZenBreak The Nest 2bd
House
Saint James, Barbados
0.4k from Upper Carlton center

Internet, Laundry, Security/Safety, Pool, Child Friendly

2 Bedrooms4 Guests
New to Booking
$506
Average price / night
Check Availability
Luxury 6 Bedroom Villa On The Exclusive Royal Westmoreland Resort from £1125
Luxury 6 Bedroom Villa On The Exclusive Royal Westmoreland Resort from £1125
Villa
royal westmoreland, Barbados
0.5k from Upper Carlton center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen

6 Bedrooms14 Guests
10.0

Exceptional

9 reviews

$2599
Average price / night
Check Availability
ZenBreak The Nest 3bd
ZenBreak The Nest 3bd
House
Saint James, Barbados
0.4k from Upper Carlton center

Internet, Laundry, Security/Safety, Pool, Child Friendly

3 Bedrooms6 Guests
New to Booking
$563
Average price / night
Check Availability
West Coast Apartment Hotel is located in Westmoreland, St.James, Barbados
West Coast Apartment Hotel is located in Westmoreland, St.James, Barbados
Apartment
st. james, BB20243, Barbados
0.5k from Upper Carlton center

AC, Internet, Microwave, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$75
Average price / night
Check Availability
Royal Westmoreland - High Spirit by Blue Sky Luxury
Royal Westmoreland - High Spirit by Blue Sky Luxury
Villa
Saint James, Barbados
0.7k from Upper Carlton center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings

4 Bedrooms8 Guests
New to Booking
$1102
Average price / night
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Royal Westmoreland, Howzat by Fantasia Villas
Royal Westmoreland, Howzat by Fantasia Villas
Villa
699F+398 Westmoreland, Saint James Barbados, BB24016, Barbados
0.6k from Upper Carlton center

AC, Fitness Equipment, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, Pool

6 Bedrooms12 Guests
New to Booking
$2438
Average price / night
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One Westland Heights villa
One Westland Heights villa
Villa
Barbados
1.0k from Upper Carlton center

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

5 Bedrooms10 Guests
New to Booking
$1923
Average price / night
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St James beautiful unique 4 bedroom villa, infinity pool and panoramic sea view
St James beautiful unique 4 bedroom villa, infinity pool and panoramic sea view
Villa
Bakers, Barbados
0.6k from Upper Carlton center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

92 reviews

$633
Average price / night
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Royal Westmoreland - Royal Apartment 214 by Island Villas
Royal Westmoreland - Royal Apartment 214 by Island Villas
Apartment
Saint James, Barbados
1.1k from Upper Carlton center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$1485
Average price / night
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Apartment Alamanda\n
Apartment Alamanda\n
Apartment
Westmoreland, BB20243, Barbados
0.6k from Upper Carlton center

AC, Dryer, Free Parking, Internet, Laundry, Washer

1 Bedroom2 Guests
New to Booking
$100
Average price / night
Check Availability
Atelier House
Atelier House
Villa
Saint James, Barbados
1.1k from Upper Carlton center

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

2 Bedrooms7 Guests
New to Booking
$3975
Average price / night
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Luxury Detached Villa with Sea Views at 5* Royal Westmoreland Golf Resort
Luxury Detached Villa with Sea Views at 5* Royal Westmoreland Golf Resort
Villa
Royal Westmoreland, Barbados West I, Barbados
0.7k from Upper Carlton center

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

2 Bedrooms6 Guests
9.4

Superb

21 reviews

$389
Average price / night
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Royal Villa 19
Royal Villa 19
Villa
Saint James, Barbados
1.1k from Upper Carlton center

Parking, Pool, Breakfast, Internet, Balcony/Terrace, Laundry, Air Conditioner

3 Bedrooms6 Guests
New to Booking
$500
Average price / night
Check Availability
Sugar Cane Ridge 4
Sugar Cane Ridge 4
Villa
Holetown, Barbados
0.7k from Upper Carlton center

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

4 Bedrooms8 Guests
New to Booking
$528
Average price / night
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Westmoreland Cottage
Westmoreland Cottage
Apartment
Upper Carlton, Westmoreland, St. James, Barbados
1.1k from Upper Carlton center

Parking, Laundry, Internet, Balcony/Terrace, Air Conditioner

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$254
Average price / night
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Luxury Balinese Style Villa Sleeps 8 in 4 bedrooms 15m pool New Pickleball court
Luxury Balinese Style Villa Sleeps 8 in 4 bedrooms 15m pool New Pickleball court
Villa
Barbados, BB23024, Barbados
0.7k from Upper Carlton center

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

4 Bedrooms8 Guests
New to Booking
$1655
Average price / night
Check Availability
Jessamine by Blue Sky Luxury
Jessamine by Blue Sky Luxury
Villa
Saint Peter, Barbados
1.2k from Upper Carlton center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings

7 Bedrooms14 Guests
New to Booking
$688
Average price / night
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Villa With Spectacular Views Across The Golf Course And The Caribbean Sea
Villa With Spectacular Views Across The Golf Course And The Caribbean Sea
Villa
Royal Westmoreland, Barbados
0.7k from Upper Carlton center

AC, Balcony, Dryer, Extra Bed, Free Parking, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$653
Average price / night
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Royal Westmoreland, Coral House by Island Villas
Royal Westmoreland, Coral House by Island Villas
Villa
Upper Carlton, Westmoreland, St. James, Barbados
1.2k from Upper Carlton center

Child Friendly, Restaurant, Ocean View, Breakfast, Oceanfront, Internet, View

5 Bedrooms10 Guests
9.5

Superb

2 reviews

$1333
Average price / night
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Cool Wind - Luxury private 6 bedroom villa with beach privileges
Cool Wind - Luxury private 6 bedroom villa with beach privileges
Villa
Westmoreland, BB24026, Barbados
0.7k from Upper Carlton center

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

6 Bedrooms13 Guests
New to Booking
$2137
Average price / night
Check Availability
ZenBreak Westmoreland Sago 113
ZenBreak Westmoreland Sago 113
Apartment
Saint James, Barbados
1.2k from Upper Carlton center

Security/Safety, Laundry, Accessibility, Sports/Activities, Internet, Child Friendly

1 Bedroom2 Guests
New to Booking
$353
Average price / night
Check Availability
Please Inquire Before Booking – Luxury Villa
Please Inquire Before Booking – Luxury Villa
Villa
Westmoreland, 23010, Barbados
0.8k from Upper Carlton center

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

6 Bedrooms12 Guests
New to Booking
$2046
Average price / night
Check Availability
No.10 Westmoreland Hills
No.10 Westmoreland Hills
House
Westmoreland, BB11000, Barbados
0.8k from Upper Carlton center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Pool

3 Bedrooms6 Guests
New to Booking
$562
Average price / night
Check Availability
Royal Villa 7 - Royal Westmoreland **15% Discounted Rate until mid May**
Royal Villa 7 - Royal Westmoreland **15% Discounted Rate until mid May**
Villa
Holetown, Barbados
0.8k from Upper Carlton center

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

3 Bedrooms6 Guests
10.0

Exceptional

24 reviews

$503
Average price / night
Check Availability
Sago Royal Westmoreland - by Zenbreak
Sago Royal Westmoreland - by Zenbreak
Apartment
Royal Westmoreland, Westmoreland Road, Westmoreland, BB24022, Barbados
0.8k from Upper Carlton center

AC, Elevator, Fitness Equipment, Free Parking, Internet, No Smoking, Outdoor Space, Pool

10.0

Exceptional

1 reviews

$272
Average price / night
Check Availability
The Westerings (5/6 Rooms)
The Westerings (5/6 Rooms)
Villa
Lower Carlton, BB24022, Barbados
0.8k from Upper Carlton center

AC, Barbecue, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$2170
Average price / night
Check Availability
The Westerings Luxury villa
The Westerings Luxury villa
Villa
Lower Carlton, BB24022, Barbados
0.8k from Upper Carlton center

AC, Barbecue, Extra Bed, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

6 Bedrooms12 Guests
New to Booking
$2760
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 Upper Carlton.

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Frequently Asked Questions

You can explore 1578 verified vacation rentals in Upper Carlton. 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 Upper Carlton vary depending on the season, property size, and location. Rates typically start from around $75 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 Upper Carlton 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 Upper Carlton welcome pets. Currently, 2 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 Upper Carlton often include amenities such as Pool, Internet, and Laundry. 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.