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

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1038 Best Vacation Rentals with Pool in Upper Carlton (Starting from $272)

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
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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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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
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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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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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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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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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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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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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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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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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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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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
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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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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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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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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Sago Garden Apartment at Royal Westmoreland
Sago Garden Apartment at Royal Westmoreland
Apartment
Saint James, Barbados
1.2k from Upper Carlton center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
8.8

Fabulous

14 reviews

$303
Average price / night
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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
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Zenbreak Seas The Day At Royal Westmoreland 2bd
Zenbreak Seas The Day At Royal Westmoreland 2bd
Villa
Upper Carlton, Westmoreland, St. James, Barbados
1.2k from Upper Carlton center

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

2 Bedrooms4 Guests
New to Booking
$1487
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
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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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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
Check Availability
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
Check Availability
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
Check Availability
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
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 with Pool in Upper Carlton.

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Upper Carlton Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1038 verified vacation rentals with a pool in Upper Carlton. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Upper Carlton vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $272 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Upper Carlton offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Upper Carlton welcome pets. Currently, 3 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Upper Carlton often include additional outdoor features such as Pool, Balcony/Terrace, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Upper Carlton offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.