5 – 9 Bedroom Villas

Discover our selection of luxury & ultra luxury villa rentals in the gorgeous Barbados Island, the gem of the Caribbean.

A large villa is the ideal accommodation for family holidays or holidays for groups of friends. Enjoy the privacy of your own beautiful house and luxurious services. These gorgeous villas have large private pools and come with full staff included such as a chef, housekeepers and Maid/Laundress. All you need for a perfect and relaxing stay in the heart of the Caribbean.

Book with us your luxurious getaway!

 

BRL089 This exceptional eight bedroom villa blends quaint Caribbean charm with high end living all surrounded by a mature garden with an array of tropical flowers and grand palm trees.
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Prudence Villa 5-8 Bedrooms

BBS110 Nestled along the picturesque Holders Polo Ridge overlooking the spectacular turquoise waters of the West Coast of Barbados, High Breeze is a wonderful escape for families with older children and large groups. This fabulous family home has been recently renovated to the highest standards.
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High Breeze Villa Barbados |Fleewinter tailor-made holidays

High Breeze - 6 Bedrooms

BBS106 This quintessential luxury villa promises to fulfill your every dream. Located in the exclusive neighbourhood of 'The Garden' on Barbados' platinum West Coast this gorgeous beachfront holiday home features contemporary ultra modern design with a blend of Caribbean chic.
The Dream Villa Barbados |Fleewinter tailor-made holidays

The Dream - 5 Bedrooms

BBS076 Lelant is a stylish and modern villa, located adjacent to the 16th fairway of the Royal Westmoreland Golf Resort in Barbados. This luxury holiday villa features 5 tastefully decorated bedrooms, all air-conditioned and with en suite facilities.
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Lelant Villa Barbados|Fleewinter tailor-made holidays

Lelant Villa- 5 Bed

BAA059 Saramanda is a newly built luxurious villa, designed by one of Barbados' leading architects, which stands amidst extensively landscaped gardens within the Sandy Lane Estate.
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Saramanda Villa Sandy Lane Barbados |Fleewinter tailor-made holidays

Saramanda Villa -5 Bed

BAA058 Stanford House is located at Polo Ridge in St. James, opposite the Barbados Polo Club and a 30 minute drive from the Grantley Adams International airport.
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Stanford House Barbados |Fleewinter tailor-made holidays

Stanford House - 5 Bed

BAA024 Enjoying spectacular views of the Caribbean Sea and set in an acre of gently sloping landscaped gardens, Calliaqua is a stunning Gillespie and Steel designed house occupying a prime position on the exclusive Sugar Hill Resort Community.
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Calliaqua Sugar Hill Barbados |Fleewinter tailor-made holidays

Calliaqua - 5 Bed

Located on the second ridge of the exclusive Sandy Lane Estate this elegant home was recently redesigned to the owners’ exquisite taste and has maintained many aspects of its original colonial style design.
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5 Bed high Cane|Fleewinter tailor made holidays

High Cane - 5 Bed

BBS039 A short trek from a beautiful stretch of West Coast beach, this 5-bed home offers a tranquil and relaxed retreat in the desirable Queens Fort enclave in St. James.
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Queens Fort 10, Barbados Villa | Fleewinter Tailor-made Holidays

Queens Fort 10 - 5 Bed

BBS107 Nestled within an acre of lush tropical gardens in the exclusive Sugar Hill community this luxurious colonial-style five bedroom villa is a true Barbados paradise. Eden is the ideal vacation villa for entertaining and for family holidays.
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Eden Villa Sugar Hill Barbados |Fleewinter tailor-made holidays

Eden Villa 5 Bed

BJL013 Set in spectacular tropical gardens on a quiet beach beside the Caribbean Sea, Mango Bay has been described as one of the most beautiful houses in Barbados. This natural coral stone home was designed by Oliver Messel and has been lovingly maintained.
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Mango Bay Villa Barbados |Fleewinter tailor-made holidays

Mango Bay - 6 Bed

Old Trees 6 allows for guests to embrace superb leisure in this newly renovated five bedroom unit. Guests have the option to use all five en suite bedrooms with no Media Room or four en suite bedrooms with the Media Room as a possible fifth bedroom option (suitable for children only)*.
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Old Trees 6 Firefly|Fleewinter tailor made

Old Trees 6 Firefly

BAA054 Leamington House is a colonial-style Great House set in the exclusive Leamington Estate. Extended by the famous architect, Oliver Messel, the house was for many years the home of the American Ambassador.
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Leamington House Barbados |Fleewinter tailor-made holidays

Leamington House - 5

BBS070 - Still Fathoms is a modern and stylish villa located directly on the ocean at Reed's Bay on the West Coast of Barbados. Guests can sun bathe in the beachfront garden, or around the plunge pool, or relax on the shaded terrace with a cool drink, whilst still enjoying the ocean view.
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Still Fathoms , Barbados Villa | Fleewinter Tailor-made Holidays

Still Fathoms - 5 Bed

BBS044 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.
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Casuarina House Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Casuarina - 5 Bed

BRL027 Windward – a luxurious two-storey villa on Cooper Hill in the Sandy Lane Estate with swimming pool featuring 5 bedroom suites and 6.5 bathrooms. The property is private, fully enclosed and gated, with a main front foyer and a side entrance via the courtyard.
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Winward|Fleewinter tailor-made holidays

Winward - 5 Bed

BRL040 San Flamingo is truly of a standard beyond description. Set amongst lush, green, exquisitely landscaped gardens, this marvellous example of antique design and architecture sits on a throne of panache on the Holders Ridge off the Polo Field.
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San Flamingo, Barbados Villa | Fleewinter Tailor-made Holidays

San Flamingo - 5 Bed

BAA026 This avant-garde luxury beachfront in Barbados is the first of its kind on the island's celebrated platinum coast. Footprints is outstanding with modern, minimalist architecture and boasting a striking contemporary style that takes full advantage of a prime location.
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Footprints Villa Barbados |Fleewinter tailor-made holidays

Footprints Villa - 5 Bed

BRL043 Buttsbury House a beautiful 5 bed home is situated on the prestigious Polo Ride, on just over an acre of mature gardens, with exceptional views of the Caribbean Sea.
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Buttsbury House Barbados |Fleewinter tailor-made holidays

Buttsbury House - 5 Bed

BRL057 La Paloma is a beautiful beach front villa on the West Coast of Barbados and offers exceptional views of the ocean and the most remarkable sunsets.
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La Paloma Fitts Village, Barbados Villa | Fleewinter Tailor-made Holidays

La Paloma - 5 Bed

BRL037 Dene Court an elegant 5 bed villa nestling amongst an acre of lush tropical gardens, this exquisite villa is located on the exclusive Sandy Lane Estate.
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Dene Court Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Dene Court - 5 Bed

BBS076 Lelant is a stylish and modern villa, located adjacent to the 16th fairway of the Royal Westmoreland Golf Resort in Barbados. This luxury holiday villa features 5 tastefully decorated bedrooms.
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Leland at Royal Westmoreland, Barbados Villa | Fleewinter Tailor-made Holidays

Lelant - 5 Bed

BAA029 Moon Reach is both distinctive and desirable. Its beachfront location is maximized by five spectacular bedroom suites.
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Moon Reach in the The Garden area, Barbados Villa | Fleewinter Tailor-made Holidays

Moon Reach - 5 Bed

BBS077 Tom Tom is a well-appointed five bedroom luxury villa located in Westmoreland St. James overlooking the exclusive West Coast of Barbados. The large wooden front door of the villa leads to an exquisite interior of natural coral stone walls.
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Tom Tom in Royal Westmoreland, Barbados Villa | Fleewinter Tailor-made Holidays

Tom Tom - 5 Bed

BRS020 Located on a cliff top with panoramic ocean views of the beautiful south eastern coast of Barbados, Ocean Mist offers unsurpassed luxury in a private and peaceful setting.
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Ocean Mist on the South East Coast, Barbados Villa | Fleewinter Tailor-made Holidays

Ocean mist - 5 Bed

BBS044 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.
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Casuarina House Sandy Lane Barbados|Fleewinter tailor-made holidays

Casuarina House - 5 Bed

Villa Bonita is a shining example of the very best in luxury beachfront property available on Barbados’ Platinum Coast.
Sitting on an elevated position in Prospect Bay, St. James, this newly constructed six-bedroom, five and a half bathroom luxury villa is simply stunning.
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Villa Bonita Barbados - Fleewinter tailor-made holidays

Villa Bonita - 6 Bed

BRL038 This intriguing and inviting family home is prominently situated on the world-renowned, prestigious Sandy Lane Golf Resort. Airy and commodious, Ca Limbo has 6 spacious bedrooms - four in the main house with a separate secluded two bedroom cottage!
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Ca Limbo - 6 Bed

BBS061 Located on the edge of the Sandy Lane Golf Course on the West Coast of Barbados, Vistamar is a lovely 6 bedroom villa set in nearly 2 acres of beautifully landscaped gardens with sea views.
Vistamar Villa Barbados | Fleewinter tailor-made holidays

Vistamar Villa - 6 Bed

An inviting Barbados luxury villa located in the Sugar Hill Resort Community, Half Century House commands a breathtaking view of the Caribbean Sea. On the interior, tasteful, neutral tones interplay with the cool coral stone finishes to create an air of simple refinement.
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Half Century House Barbados- Fleewinter tailor-made holidays

Half Century House - 6

BBS050 Mullins Mill is a home of unique character nestled on eight acres of landscaped grounds. The main house is constructed around a 17th century sugar mill offering privacy in the two adjoining guest cottages.
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Mullins Mill, Barbados Villa | Fleewinter Tailor-made Holidays

Mullins Mill - 6 Bed

BRL041Classic elegance is the only way to describe this fabulous Georgian style villa located on over two acres of well manicured grounds adorned with numerous orchids and tropical flowers.
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Auroro in Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Aurora - 6 Bed

BBS071 - Nestled amidst 3.3 acres of beautifully landscaped gardens, this stunning 6-bedroom beachfront villa is the perfect mix of luxury, comfort and privacy. Its elevated position on an amazing site commands spectacular panoramic views across the West Coast to the crystal blue Caribbean Sea
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Gardenia, Barbados Villa | Fleewinter Tailor-made Holidays

Gardenia - 6 Bed

BRL002 An open-air terrace and dining patio lead to the pool & Jacuzzi, with views across the 3rd tee on the Old Nine golf course, where there is a garden gate giving access to the golf course for walking or jogging.
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Sandalwood Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Sandalwood - 6 Bed

BAA040 Moon Dance is a stunning private residence set in almost two acres of beautifully landscaped gardens at the heart of Barbados' renowned Sandy Lane Estate. The villa faces west and overlooks the 8th hole of the famous golf course.
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Moon Dance in Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Moon Dance - 6 Bed

BBS045 Belair six bedroom villa is one of our most popular rental holiday homes located on the white sands of Mullins Beach on the West Coast of Barbados.

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Belair 6 Bedroom Villa on Mullins Beach | Fleewinter

Belair - 6 Bed

Illusion is a custom built private villa nestled in the gated resort community of the very popular Sugar Hill Resort. Sugar Hill is located inland slightly north of Holetown on the West Coast of Barbados, and famed for the West Coast beaches, excellent shopping and renowned restaurants.
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Illusion Villa Sugar Hill Barbados |Fleewinter tailor-made holidays

Illusion - 6 Bed

BAA062 The highly desirable location enjoyed by Bluff House - mere steps away from the legendary Sandy Lane - has been perfectly complemented by the careful expansion and refurbishment of the luxury villa. Now significantly enlarged and exquisitely furnished throughout
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Bluff House in Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Bluff House - 6 Bed

BAA047 Rose of Sharon has been completely rebuilt over a period of a year in 2007 to a six bedroom size location and AAA standard with all bedrooms having en suite bathrooms.
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Rose of Sharon in Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Rose of Sharon - 6 Bed

At Sugar Hill Estate, you will find Go Easy, a 6-bedroom villa set on 1.5 acres of landscaped tropical gardens. This impressive holiday villa comprises a Main House and Guest Cottage, both offering breathtaking views of the sparkling Caribbean Sea.
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Go Easy Villa Sugar Hill Barbados |Fleewinter tailor-made holidays

Go Easy - 6 Bed

BBS121 Set in two acres of beautifully landscaped gardens on a ridge directly overlooking the Caribbean Sea, this spectacular home, Sunwatch, is one of the finest on the exclusive Sugar Hill Resort Community.
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Sun watch in Sugar Hill, Barbados Villa | Fleewinter Tailor-made Holidays

Sunwatch - 6 Bed

BBS114 Tucked away on the illustrious Sandy Lane Estate this elegant 6 bedroom villa is a quiet tropical retreat that boasts tranquil views of the Sandy Lane golf course, elegant decor with plantation inspired furnishings and local art, and a spacious open plan design that lends itself to entertaining.
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Hamble House Sandy Lane Barbados |Fleewinter tailor-made holidays

Hamble House - 6 Bed

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.
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7 Bed Jamoon |Fleewinter tailor made holidays

Jamoon - 7 Bed

BBS056 Fustic House is an 11-acre estate that dates back to 1740. Set on a coral ridge overlooking the Caribbean Sea and west coast, the property was re-designed in the late 1970's by Oliver Messel to create a series of indoor and outdoor living areas that flow seamlessly together.
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Fustic House, Barbados Villa | Fleewinter Tailor-made Holidays

Fustic House -7 Bed

This stunning modern luxury villa sits high on a ridge and overlooks the rolling fairways of the Royal Westmoreland Golf Course all the way out to the turquoise Caribbean Sea. With seven spacious bedrooms, a separate guest cottage and ten bathrooms this property is ideal for larger groups.
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Martello House | Fleewinter tailor-made holidays

Martello House - 8 Bed

BAA065 Elsewhere is an exceptionally beautiful 8 bed villa that sprawls on the Sandy Lane Estate on Barbados' famed Platinum Coast. Built as a "labour of love" twenty years ago, it has Mediterranean style architecture with stucco walls and terracotta tiled roof that encompass terraces.
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Elsewhere in Sandy Lane, Barbados Villa | Fleewinter Tailor-made Holidays

Elsewhere - 8 Bed

BBS075 St. Helena offers guests a unique feeling of the Old Colonial Style of living. This beautiful beach house is nested within lush tropical gardens and the white sandy shores of our prestigious West Coast beaches, and has the unusual addition of an aviary housing 250 homing budgerigars.
St Helena Villa Barbados |Fleewinter tailor-made holidays

St Helena - 8 Bed

BBS069 This ultimate vacation villa is set on 11-acres of prime beachfront with direct access to two beautiful white sand bays along the palm fringed Platinum Coast of Barbados. Greensleeves, an exclusive vacation villa on a scenic West Coast beachfront headland.
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Greensleeves Villa Barbados |Fleewinter tailor-made holidays

Greensleeves - 9 Bed

Many of the larger villas are located on the West Coast of Barbados and dotted around Sandy Lane, Holetown and Mullins on the Platinum coastline. Have a browse, but for best advice email us or give us a call (0207 112 0019) and we’ll make some personal recommendations. Remember, all our prices are the same as a direct booking and all bookings are fully bonded.

Make your holiday a fully ATOL protected package holiday, by booking your flights with your accommodation. We offer a daily flight service with Virgin Atlantic and British Airways to Barbados.

Whether you are looking for your honeymoon or a family holiday, Fleewinter is the place to book. Give us a call for the best advice on how to use your time.

1. We guarantee our prices are the same as booking direct – we won’t be beaten
2. Everything you book with us is bonded so you have full financial protection
3. Closely monitored Barbados villas and and apartments ensures you get the best service
4. Most importantly, you will get personal unbiased advice from a genuine expert and we’d love to give you a hand planning your trip. Call 0207 112 0019 for holiday ideas