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Holetown Luxury Holiday Homes

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    AU$5,473 Average
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    Travellers to Holetown are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    24 Matching Rentals in HoletownView all 164 rentals
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    **WONDERFUL RATES PLEASE ASK** - Smugglers Cove 6 - 4 Bedrooms - Beachfront Unit1 / 25
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Washer
    • Housekeeping Included
    • Cable/satellite TV
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mango Bay, Weston, St. James, Barbados - Beachfront With a reputation for being one of the most beautiful residences in Barbados, this recently restored natural coral stone house has an old-world ambience. The Palladian style of British stage designer Oliver Messell results in a blending of the...
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    Holetown, Saint James Parish BB24016
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
    Seaclusion - 6 Bedroom Villa Derricks - Book Now1 / 36
    (2)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Seaclusion, a 6-bedroom villa perched on the beachfront in Derricks, St James, Barbados. This luxurious villa can accommodate up to twelve guests across its expansive interior and exterior living spaces. Embedded in one acre of private land this ocean view villa offers a profusion of...
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    Holetown, Saint James Parish 000000
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Smugglers Cove Penthouse, one of the newest and most exquisite holiday rental developments located directly on the stunning beach at Payne's Bay – one of the best in Barbados. This spectacular 4 bedroom, ultra luxurious and modern Penthouse offers the most incredible views of the...
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    Holetown, Saint James Parish
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    'Sienna', #3 Coconut Grove, Royal Westmoreland, St. James, Barbados “Sienna” is a beautiful three bedroom villa nestled on the 10th fairway of the prestigious Royal Westmoreland Golf Resort. Located in the quiet Coconut Grove neighbourhood, Sienna is a perfect vacation spot for anyone wanting to...
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    Holetown, Saint James Parish BB24070
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    La Maison Michelle--Overlooks Ocean and off a Golf Course. On Lancaster Ridge1 / 33
    (7)Excellent
    7 Bedrooms, 11 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 February 2020
    Best Vacay Ever! La Maison Michelle Villa, St. James, Barbados was the best vacation of my life. This was my first time to Barbados and from the moment my foot hit the tarmac...
    Reviewed 11 February 2020
    I had a thoroughly enjoyable and relaxing vacation at this property. The ocean views were amazing, and the accommodations were quite luxurious and comfortable. Every meal was a...
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    About this property
    -- PRIVATE WITH STUNNING OCEAN VIEWS -- THE LISTED RATE IS FOR OUR 'EXCELLENT STAFF PLUS A CHEF ' PACKAGE FOR UP TO 14 GUESTS. ADDITIONAL GUESTS CAN BE ADDED. -- OUR 5 SUITE (for up to 10 guests starting at $2,500 per night) PACKAGE IS ALSO AVAILABLE. -- ASK ABOUT OUR 'DELUXE & DINING INCLUSIVE...
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    Holetown, Saint James Parish BB11000
    Holiday Rental House - 7 Bedrooms, 11 Bathrooms, Sleeps 18
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Housekeeping Included
    • Parking
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    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding views of the verdant fairway and the Caribbean Sea beyond, is Casuarina House on the West Coast. Cooling breezes and tranquility are offered from this single level, 5-bed property, perched on the upper ridge of Sandy Lane Estate. The large, open living and dining areas and family room,...
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    Holetown, Saint James Parish BB
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fabulous five bedroom villa is brand new to the rental market. Set in immaculate, landscaped tropical gardens within a private gated community, not accessible by the public. It is located just minutes from the prestigious Royal Westmoreland Golf Club, Sugar Hill Estate and Apes Hill Polo...
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    Holetown, Saint James Parish BB24032
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Balcony
    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Parking
    • Ocean Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Tamarindo, a stunning 5-bedroom villa located at one of the best locations in Barbados. This villa is a beautiful and luxurious two-storey property set on four and a half acres in the exclusive and popular villas at Beach Lands. This villa is ideal for guests looking for luxury...
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    Holetown, Saint James Parish 59H6 59
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    6 Bedrooms, 7 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vistamar, a gated 6 bedroom villa sitting on two acres of landscaped gardens on the edge of the Sandy Lane Golf Course.The main house features an open-concept plan with neutral tones, fully equipped kitchen, media room and 4 bedrooms each with their own en-suite bathroom. The elegant grounds...
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    Holetown, Saint James Parish BB1234
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 6
    **EXQUISITE PROPERTY - ASK ABOUT OUR SPECIAL RATE** Landfall Villa1 / 67
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Landfall , a stunningBeach Front Luxury Villa Rental situated directly on the very exclusive Sandy Lane Beach. Sandy Lane Beach is an exquisite and hugely popular location with visitors. There is a beach bar and the beach has perfect conditions for Jet Skiing and other water sports....
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    Holetown, Saint James Parish QWDSWD
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Ocean Views
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Tom Tom, an exquisite luxury villa located on the paradise island of Barbados. This well-appointed five bedroom open-plan villa is located in Westmoreland St. James overlooking the exclusive West Coast of Barbados. Mullins Beach which is only a 10-minutes drive away is an absolutely...
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    Holetown, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    7 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Terrace
    • Private Garden
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Balcony
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to villa Casablanca, a luxurious 7 bedroom villa located within the prestigious Sandy Lane estate on the West Coast of Barbados. Guests at Casablanca have access to the Sandy Lane Beach with a private cabana, lounge chairs and umbrellas, as well as the resort's tennis courts and golf...
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    Holetown, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 12
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windward, a 5 bedroom two-storey villa within the Sandy Lane Estate. A light and spacious interior includes living area, fully equipped kitchen, formal dining room, media room and air-conditioned gym. Up to ten guests can stay in the five beautiful bedrooms, each with air conditioning and private...
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    Holetown, Saint James Parish BB1234
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • DVD Player
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jamoon is a charming and private two-story home set on landscaped gardens in the established Sandy Lane Estate on the West Coast. Conveniently located a short distance to duty-free shopping, pristine beaches and an array of dining options, is the beautifully finished, 7-bed holiday villa. From the...
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    Holetown, Saint James Parish BB
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    **AMAZING RATES - PLEASE ASK** La Mirage at Old Trees - Luxury 4 Bedrooms1 / 24
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    • Grill
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to La Mirage, one of the world's most exquisite luxury Beach Front Penthouses. This stunning 4 bedroom luxury villa rental has the most incredible views looking out onto Payne's Bay, one of the most beautiful beaches in Barbados. You will be able to enjoy the views of the pristine white...
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    Holetown, Saint James Parish
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    6 Bedrooms, 12 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Ragamuffins House an exclusive 6 bedroom luxury villa in the renowned Royal Westmoreland Golf Resort on the West Coast of Barbados. This stunning villa is a truly unique villa offering both privacy and tranquillity while also boasting security and the incredible amenities of the Royal...
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    Holetown, Saint James Parish
    Condo/Apartment - 6 Bedrooms, 12 Bathrooms, Sleeps 12
    11 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    • Washer
    • Balcony
    • Patio
    • Hot Tub
    • Housekeeping Included
    • Grill
    • Sauna
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sanzaru, arguably the most luxurious private villa in Barbados. All of life’s greatest pleasures are right at your fingertips; a heated crystal salt pool with infinity edge, a shallow sunbathing “beach” area, a luxurious spa, a media room, an outdoor cinema, an open-flamed fie pit and a beautiful...
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    Holetown, Saint James Parish BB1234
    Holiday Rental House - 11 Bedrooms, 12 Bathrooms, Sleeps 22
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    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    Calijanda Estate is a small gated residential enclave located on the Westmoreland Plantation. The entry drive to this neighbourhood is flanked by an avenue of Royal Palms with the Caribbean Sea as its backdrop. Sand Dollar is a newly built two-storey single family home consisting of approximately...
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    Holetown, Saint James Parish BB
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 10
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casablanca, an elegant seven-bedroom villa within the prestigious Sandy Lane Estate on the West Coast of Barbados. This newly renovated residence sits on a 2 acre lot, overlooking the famed Old Nine Sandy Lane Golf Course. Open plan living is at the forefront of the new design featuring kitchen,...
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    Holetown, Saint James Parish BB1234
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aliseo, a magnificent three-story residence within the Sandy Lane Estate. The living space features dining room, media room, games room and bar. With 9 en-suite bedrooms the villa can accommodate large groups of up to 18 guests. Staff are also included; a cook, butler and housekeeper are on site to...
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    Holetown, Saint James Parish BB
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windward, Sandy Lane, St. James, Barbados Windward is a luxurious two level rental villa located in the Sandy Lane Estate on the west coast of Barbados. Windward features five beautifully appointed air conditioned bedrooms, mature tropical gardens and large private swimming pool. Windward is...
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    Location Information
    Holetown, Saint James Parish BB24016
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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