Browse 121 Villas

From $0.00 Per Night

St. Helena, Old Queens Fort, St James

Designed by the late Oliver Messel, St. Helena offers guest a unique feeling of the “Old Colonial Style” of living. Recently renovated by the local renowned architect Michael Carrington, this beautiful beach house is tastefully and comfortably furnished with everything you should need to make you feel right at home. The lower level of the property features one large open plan sitting room that leads on to a covered dining ...

Barbados, Beachfront, Old Queens Fort, St James
8 Bedrooms , 8 Bathrooms
Maximum Occupancy: 16


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From $4500.00 Per Night

Stargazer, Thompson Cove, Providenciales

Upon arrival, your breath will be taken away with the 180° views of the turquoise seas merging with the blue skies. The Villa is situated on a 60' bluff with it’s own stair access to a ¼ mile of secluded sandy beach below and surrounded by manicured tropical gardens. Over looking the lights of Grace Bay and Turtle Cove Marina, Stargazer is one of the most luxurious private Villas for ...

Turks and Caicos, Beachfront, Thompson Cove, Providenciales
6 Bedrooms , 6 Bathrooms , 3 Half Bathrooms
Maximum Occupancy: 12


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From $1785.00 Per Night

Sugar Hill - Go Easy, Sugar Hill, St. James

Go easy’ is a stunning 6 bedroom Caribbean colonial style residence located within the prestigious Sugar Hill Resort. The villa is set in beautiful, tropical landscaped gardens with breath taking ocean views.“Go Easy” consists of 4 bedrooms in the main house and a further 2 bedrooms in a separate cottage near the pool. The two bedrooms in the cottage share a fully equipped kitchen and the bedrooms open onto a ...

Barbados, Garden, Sugar Hill, St. James
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $1000.00 Per Night

Sugar Hill - Half Century House, Sugar Hill Resort St James

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 with a Caribbean twist.On the ground floor, the porte-cochère ushers you into a welcoming foyer, from which an elegant staircase ascends to the first floor, where the ...

Barbados, Hillside waterview, Sugar Hill Resort St James
6 Bedrooms , 6 Bathrooms


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From $1700.00 Per Night

Sugar Hill - Monkey Business, Sugar Hill, St. James

This magnificent six bedroom villa is located on a quiet cul-de-sac on a large elevated lot within the secure grounds of the Sugar Hill Resort Community. The grand entrance sets the tone for the rest of the experience this property has to offer: a stunning chandelier, travertine floors and coral walls guide you upstairs to the main living area or downstairs to the bedrooms which open onto the outdoor living ...

Barbados, Gated Community, Sugar Hill, St. James
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $1870.00 Per Night

Sugar Hill - Sunwatch, Sugar Hill Resort, Porter, St. James

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. Sympathetically designed by the renowned local architects Gillespie and Steel, utilising the natural features of the land contours and the cooling tradewinds, this spacious single storey villa offers magnificent, panoramic, unobstructed views of the beautiful west coast.From the ...

Barbados, Hillside, Sugar Hill Resort, Porter, St. James
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $2142.86 Per Night

Sugar Mill, Galley Bay Heights

Villa Sugar Mill is the jewel of Galley Bay Heights, on the west coast of Antigua. It is clad with an exquisite majestic architectural hand crafted natural stone wall and it is bordered by a roof top garden flourishing with tropical flowers; this garden continues on the ground levels with native palms and various tropical flowers. Villa Sugar Mill split level design spreads over 10,000 square feet of living and ...

Antigua, Hillside, Ocean View, Galley Bay Heights
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $500.00 Per Night

Summer Heights, Havers Hill, South Central

Island perfection for couples or families! Summer Heights envelops you in its calm and peaceful aura - its hillside location affords long-distance ocean panoramas dotted with green islands in the distance, constant cooling tradewinds, and sets you above the hustle and bustle of everyday life. A broad staircase of Mexican coral tile leads to the sunny enclosed courtyard and expansive deck, and to the pool tiled in cobalt blue, all overlooking ...

Tortola, Hillside, Havers Hill, South Central
6 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 12


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From $1471.43 Per Night

Tamarind, Providenciales, Grace Bay

Beach Villa Tamarind is a luxury villa on Grace Bay built in 2005 and has 6 master bedrooms, 6 bathrooms, plus an additional powder room and maid's bathroom. Beach Villa Tamarind is within easy walking distance of a few restaurants and the marina offering fishing, diving, and catamaran outings Beach Villa Tamarind has excellent snorkeling with Smith's Reef right off the white sand beach where the villa sits. The pool ...

Turks and Caicos, Beachfront, Providenciales, Grace Bay
6 Bedrooms , 7 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 12


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From $920.00 Per Night

Tennis Villa Plus Cottage,

Tennis Villa actually consists of two separate villas. The main house is a beautiful 4-bedroom villa called Tennis Villa, (see Tennis Villa  http://www.caribbeandays.com/st_john/2632_tennis_villa), while the guest house is an entirely separate and private, fully equipped 3-bedroom villa called Tennis Cottage. http://www.caribbeandays.com/st_john/2468_tennis_cottage  Either villa may be rented alone or both may be rented together as a 7-bedroom estate. When rented together, Tennis Villa offers the best villa amenities and activities package ...

St. John, Waterfront Estate
7 Bedrooms , 7 Bathrooms
Maximum Occupancy: 14


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From $6223.00 Per Night

The Great House , Turtle Beach, St. James

The Great House, Turtle Beach is a deluxe estate that occupies a prime beachfront site of 1.6 acres on the exclusive West Coast of Barbados in the parish of St. Peter. Set in lush landscaped grounds, the property commands a magnificent view south across Mullins Bay.Built in 1988, The Great House is constructed in the grand style using coral stone, verandahs, shuttered windows and numerous other features of the traditional ...

Barbados, Beachfront, Turtle Beach, St. James
8 Bedrooms , 9 Bathrooms
Maximum Occupancy: 20


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From $1400.00 Per Night

Three Dolphins, Long Bay Beach

Three Dolphins is one of the larger, more spacious and elegant villas located on the south-easterly shores of Providenciales in a place called Long Bay. A magnificent beachfront villa, Three Dolphins is located on a quiet stretch of Long Bay beach. The main house is comprised of a front entrance hall, opening into a spacious living and dining area with grand piano, fully equipped kitchen with breakfast bar and every appliance, ...

Turks and Caicos, Beachfront, Long Bay Beach
9 Bedrooms , 8 Bathrooms
Maximum Occupancy: 18


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From $2192.86 Per Night

Turtle Breeze Villa, Grace Bay, Providenciales

Turtle Breeze villa is a brand new, 6-bedroom, luxury villa on the World Famous Grace Bay Beach where you have excellent snorkel right out your door on Smith's Reef Passing through the iron gate, you will be amazed at the architectural beauty against the aqua waters. Built on two levels, Turtle Breeze is unique in design and features separate pods for each of the five bedrooms with en-suite bathrooms, air-conditioning, ...

Turks and Caicos, Beachfront, Grace Bay, Providenciales
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $1440.00 Per Night

Vieux Caribe, Providenciales

Vieux Caribe Completed in the year 2000 has 5 master bedrooms, each with en-suite bathrooms. There is also an optional separate two-bedroom suite available in the event you need more than 5 bedrooms. Each bedroom opens onto a covered deck affording spectacular views of the Caribbean sea,stunning sunsets and the villas pool. The outdoor dining area is a great place to enjoy your dinner and take in the beauty of ...

Turks and Caicos, Waterfront, Providenciales
7 Bedrooms , 7 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 14


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From $550.00 Per Night

Villa Motts, Signal Hill, Southeast

Perched on a hillside and enjoying the cool sea breezes, Villa Motts looks across Rockley Bay to Scarborough. The brand new villa is of a high quality and spacious enough to accommodate 2 or 3 families, but also suitable for smaller groups. On the ground floor is the open-plan living and dining, kitchen, three bedrooms and a veranda across the front of the villa. The veranda overlooks the large swimming ...

Tobago, Hillside, Signal Hill, Southeast
6 Bedrooms , 6 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 12


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From $2700.00 Per Night

Villa Oasis, Grace Bay Beach, Providenciales

Appropriately named, Villa Oasis is located on Grace Bay on the north shore of the island. The beach is one of the most exceptional beaches in the Caribbean and offers extraordinary swimming and snorkeling. Extremely private, the home is pure beach bliss. It is set so close to the water that guests can enjoy the soothing sounds of waves lapping. The interiors are comfortably furnished. The Great Room has tall ...

Turks and Caicos, Beachfront, Grace Bay Beach, Providenciales
7 Bedrooms , 6 Bathrooms
Maximum Occupancy: 14


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From $1800.00 Per Night

Villa Paradise, near Sandy Point

This 6/7 bedroom gated 7,000 square foot property with large oceanfront freshwater pool sits on a 3.5 acre landscaped Estate situated right on the Caribbean Sea with the mountains of St. Martin/St. Maarten beyond The villa's protected harbor with boat dock and small private cove are located directly in front of the Villa. The adjacent coral reef offers some of the best snorkeling opportunities in Anguilla. There is a small boat ...

Anguilla, Beachfront, near Sandy Point
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 14


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From $2000.00 Per Night

Vistamar, Sandy Lane Estate

Stylish and spacious, Vistamar has 6 bedrooms and sits on 2 acres of beautifully landscaped tropical gardens in a quiet cul-de-sac within the exclusive Sandy Lane Estate on the west coast of Barbados. With all the benefits of luxury villa living, Vistamar features a stunning partially covered veranda which leads to the pool deck and covered poolside gazebo along with a two-bedroom self-contained cottage, just a stones’ throw away from the ...

Barbados, Neighborhood, Sandy Lane Estate
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $1115.00 Per Night

Vittoria, Simpson Bay Beach

This lovely 6 bedroom villa is located on the 2+ mile crystal clear and sandy beach of Simpson Bay. Just a few minutes from restaurants, bars, grocery store, and the vibrant nightlife of St. Maarten.Vittoria is a 3,500 square meter plus private gated property containing a variety of plants as well as a pool and Jacuzzi, a large outdoor dining area facing the beach, and a sun deck and umbrellas ...

St. Martin, Beachfront, Simpson Bay Beach
6 Bedrooms , 5 Bathrooms
Maximum Occupancy: 12


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From $1800.00 Per Night

Witenblauw Estate , Pelican Key

Located in Pelican Key on the southern shores of Dutch Sint Maarten, the Witenblauw vacation rental home is truly a vacationer’s paradise Witenblauw Estate is a magnificent, sprawling 6 bedroom paradise built for entertaining and relaxation! If a picture is worth a thousand words then Witenblauw speaks volumes when it comes to making memories of a lifetime. This ocean side retreat redefines the traditional get-a-way vacation experience... you'll enjoy the ...

St. Martin, Beachfront, Pelican Key
6 Bedrooms , 6 Bathrooms
Maximum Occupancy: 12


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From $2400.00 Per Night

Zenaida Beach & Tennis Estate,

Zenaida Beach and Tennis Estate is nestled on three acres of lush tropical gardens with sweeping views of the Caribbean Sea, and the mountains of St Martin and St Barths beyond. Luxuriate in the white powdery sands of our deserted beach. Enjoy ultimate privacy in a three-, four-, or seven-bedroom pavilion with pool. For tennis players we provide the only Har-Tru soft court in the Leeward Islands lit for playing ...

Anguilla, Beachfront
7 Bedrooms , 7 Bathrooms
Maximum Occupancy: 14


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