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

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  2. Vacation Rentals with Private Pool
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597 Best Vacation Rentals with Private Pool in Upper Carlton (Starting from $450)

Royal Villa 17 Royal Westmoreland
Royal Villa 17 Royal Westmoreland
Villa
Saint James, Barbados
1.3k from Upper Carlton center

Private Pool, Wellness Facilities, View, Restaurant, Parking, Barbecue/Outdoor Cooking, Internet

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$748
Average price / night
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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
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Cassia Heights 29 Royal Westmoreland
Cassia Heights 29 Royal Westmoreland
Villa
Saint James, Barbados
1.3k from Upper Carlton center

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

3 Bedrooms6 Guests
New to Booking
$460
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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Lonetrees - Large Luxury Private Villa w Pool
Lonetrees - Large Luxury Private Villa w Pool
Villa
Saint James, Barbados
1.6k from Upper Carlton center

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

1 Bedroom8 Guests
New to Booking
$1967
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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Tamarind Villa - Sugar Hill
Tamarind Villa - Sugar Hill
Villa
Saint James, Barbados
1.8k from Upper Carlton center

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

3 Bedrooms8 Guests
New to Booking
$614
Average price / night
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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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Villa Sundown
Villa Sundown
Villa
Upper Carlton, Westmoreland, St. James, Barbados
1.9k from Upper Carlton center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

1 Bedroom8 Guests
New to Booking
$2490
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
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C211 Sugar Hill Estate
C211 Sugar Hill Estate
Apartment
Saint James, Barbados
2.2k from Upper Carlton center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Accessible hotels

2 Bedrooms4 Guests
New to Booking
$477
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
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Martello House 6 beds
Martello House 6 beds
Villa
Upper Carlton, Westmoreland, St. James, Barbados
2.3k from Upper Carlton center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

6 Bedrooms12 Guests
New to Booking
$13838
Average price / night
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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
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Saint Peter's Bay Barbados
Saint Peter's Bay Barbados
Apartment
Saint Peter, Barbados
2.4k from Upper Carlton center

Apartments, Luxury, Accommodations, Pools, Parking, 5-star, Lodgings, Vacation rentals, Places to stay

17 Bedrooms18 Guests
8.5

Very Good

46 reviews

$1250
Average price / night
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The Gatehouse
The Gatehouse
Villa
Saint James, Barbados
2.7k from Upper Carlton center

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

2 Bedrooms4 Guests
8.5

Very Good

4 reviews

$450
Average price / night
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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
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Tranquil Townhome, close to beach & dining
Tranquil Townhome, close to beach & dining
House
Saint James, Barbados
2.8k from Upper Carlton center

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

3 Bedrooms6 Guests
New to Booking
$711
Average price / night
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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
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Refreshing 2bed Townhome walking distance to beach
Refreshing 2bed Townhome walking distance to beach
House
Saint James, Barbados
2.8k from Upper Carlton center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$709
Average price / night
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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
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A Royal Westmoreland Rental With Stunning Views And Beach Club Access
A Royal Westmoreland Rental With Stunning Views And Beach Club Access
House
Westmoreland, Barbados
0.8k from Upper Carlton center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$528
Average price / night
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Stunning contemporary villa with incredible views over the Barbados West Coast
Stunning contemporary villa with incredible views over the Barbados West Coast
Villa
Lower Carlton, 11702, Barbados
0.8k from Upper Carlton center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$800
Average price / night
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Beautiful luxury villa in Royal Westmoreland
Beautiful luxury villa in Royal Westmoreland
House
Westmoreland, BB23018, Barbados
0.9k from Upper Carlton center

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

5 Bedrooms10 Guests
9.8

Exceptional

22 reviews

$582
Average price / night
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3 Bedroom Family Friendly Villa with own Private Pool. 5 mins from Mullins.
3 Bedroom Family Friendly Villa with own Private Pool. 5 mins from Mullins.
Villa
Bakers Wood, BB26029, Barbados
0.9k from Upper Carlton center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$644
Average price / night
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Fairway Views with Private Pool - High Spirits
Fairway Views with Private Pool - High Spirits
Villa
Westmoreland, BB24022, Barbados
0.9k from Upper Carlton center

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

4 Bedrooms8 Guests
9.6

Exceptional

9 reviews

$1390
Average price / night
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One Westland Heights - A  Contemporary Style Villa
One Westland Heights - A Contemporary Style Villa
Villa
Westland Heights, BB24026, Barbados
1.0k from Upper Carlton center

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

5 Bedrooms10 Guests
9.6

Exceptional

7 reviews

$1518
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 Vacation Rentals with Private Pool in Upper Carlton.

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Upper Carlton Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 597 verified vacation rentals with a private pool in Upper Carlton. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Upper Carlton vary depending on the property size, location, and travel season. Rates typically start from around $450 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Upper Carlton also welcome pets. Currently, 2 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Upper Carlton often include additional features such as Private Pool, Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Upper Carlton include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.