Family

More Family Villas

• • 
  • Seabird Villa Rendezvous Bay
  • 4 BR
    4 BA

  • Brand new to the villa scene in 2010, Seabird Villa was designed by architect Lee Skolnick.

  • $542–$2,584 / night
  • Pool
• • 
  • Casa Blanca Grand Cul de Sac
  • 2 BR
    2 BA

  • Casa Blanca is a wonderful, colonial style, 2 bedroom villa located in the hills of Grand Cul de Sac, offering a view of both Petit and Grand Cul de Sac.

  • $503–$1,280 / night
  • Pool
• • 
  • Lahaina View Launiupoko
  • 4 BR
    3 BA

  • Lahaina View is located in the hills above the town of Lahaina overlooking the Pacific Ocean.

  • $950–$1,650 / night
  • Pool
• • 
  • Coyaba Lockrum
  • 6 BR
    6 BA

  • Located in Lockrum, the luxurious Villa Coyaba is a six bedroom villa situated on the scenic southern coast of Anguilla and overlooking the mountains of the neighboring island of St. Martin/Maarten.

  • $1,260–$2,160 / night
  • Waterfront Pool
• • 
  • Villa LaVida Nail Bay
  • 5 BR
    7 BA

  • This is the life. LaVida is a brand new, luxurious, fully air conditioned 5 bedroom, 7 bathroom beachfront villa in a secluded, private setting.

  • $1,715 / night
  • beachfront Pool
• • 
  • Grand Large Gouverneur
  • 3 BR
    3 BA

  • Grand Large offers one of the most spectacular views of the island.

  • $758–$2,715 / night 1 Special
  • Pool
• • 
  • Ultimacy Anguilla
  • 8 BR
    10 BA

  • Picturesquely situated on Anguilla’s northeast shore, Ultimacy Villa is located in the tranquil residential neighborhood of Rose Hill in the Sea Rocks, nestled between the villages of Shoal Bay East and Island Harbour.

  • $2,400–$10,000 / night
  • Waterfront Pool
• • 
  • Le Marlin Gustavia
  • 3 BR
    3 BA

  • This lovely 3 bedroom villa in Gustavia enjoys a superb location from which guests can walk to the shops, bakeries and restaurants, and take full advantage of all that the town offers.

  • $533–$2,133 / night
  • Pool
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  • Villa 1406 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This Caribbean inspired home welcomes weary travelers with its bright coral foyer. The tranquil color scheme continues within.

  • $1,700–$2,250 / night 4 Specials
  • beachfront Pool
• • 
  • Bananaquit at Jumby Bay Jumby Bay Resort
  • 7 BR
    7 BA

  • Bananaquit was thoughtfully positioned on Pasture Bay Beach to benefit from the cooling Caribbean trade winds.

  • $10,000–$11,500 / night 1 Special
  • Pool
• • 
  • Villa Lanikai Alii Kailua
  • 5 BR
    4.5 BA

  • Ali'i in Hawaiian means "king", and there is none more majestic than this villa!

  • $3,750–$4,500 / night
  • beachfront Pool
• • 
  • The Cottages at Goldeneye Montego Bay
  • 3 BR

  • GoldenEye overlooks the Caribbean Sea in the quiet village of Oracabessa Bay on Jamaica’s north coast.

  • $560–$1,440 / night 1 Special
  • Pool
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  • Luz Lorient
  • 3 BR
    3 BA

  • Luz is a luminous white villa located on the hillside of Lorient.

  • $515–$1,786 / night
  • Pool
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  • African Sapphire Altamer
  • 8 BR
    8 BA

  • The African Sapphire villa, a 8 bedroom villa is ideal for those looking for two Master Suites. The living and dining space is ideal for a group of friends, one or two families vacationing together, or other larger group.

  • $5,186–$6,914 / night
  • beachfront Pool
• • 
  • Leith Court 12 Worthing
  • 2 BR
    2 BA

  • Leith Court 12, is a spacious two bedroom, two bathroom apartment located on the second floor of the western side of the complex.

  • $250–$450 / night 1 Special
  • beachfront Pool
• • 
  • Del Mar Anse Marcel
  • 5 BR
    5 BA

  • A luxurious, brand new, 5 bedroom home in the locale of Anse Marcel, commanding stunning views over the bay and marina, Del Mar has a marvelous contemporary decor with a retro touch.

  • $786–$2,714 / night 3 Specials
  • Pool
• • 
  • Aquamare Mahoe Bay 1
  • 15 BR
    15 BA

  • Aquamare is a secluded enclave comprised of three 8,000 sq.ft., 5-bedroom villas, each situated on a different elevation and surrounded by lush landscaping for maximum privacy, yet angled to maximize views of the breathtaking Sir Francis Drake Channel.

  • $2,429–$28,000 / night
  • beachfront Pool
• • 
  • Villa Paradise Anguilla Anguilla
  • 7 BR

  • This exquisite six/seven bedroom, gated 7,000 square foot seaside property sits on a 3.5 acre landscaped estate

  • $954–$1,908 / night 1 Special
  • Waterfront Pool
• • 
  • Knockando at Round Hill Round Hill
  • 5 BR

  • More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill.

  • $1,236–$2,060 / night
  • Waterfront Pool
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  • Amberley House Sandy Lane
  • 6 BR
    6 BA

  • Amberley House is located on a very exclusive road in The Sandy Lane Estate with beach access.

  • $1,200–$1,800 / night 1 Special
  • Pool
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  • Sea Hare Harbour Villa at Jumby Bay Jumby Bay Resort
  • 3 BR
    3 BA

  • This three-bedroom villa boasts its own strip of secluded beach just inches from its 40-foot infinity-edge pool.

  • $4,350–$4,900 / night 1 Special
  • beachfront Pool
• • 
  • Whispering Waters Discovery Bay
  • 7 BR

  • Whispering Waters, a deluxe 7 bedroom villa overlooks one of Jamaica's loveliest crystal clear bodies of water, Discovery Bay.

  • $2,000–$2,572 / night
  • Waterfront Pool
• • 
  • Eco Serendib Rendezvous Bay
  • 8 BR
    8.5 BA

  • Luxurious Private Spa retreat, organic garden to plate adventures, Indulge & experience luxury reserved for the privileged few.

  • See Rate Sheet 1 Special
  • Pool
• • 
  • Villa Sull Oceano Jolly Harbour
  • 4 BR
    4.5 BA

  • Welcome to Villa Sull Oceano, the ultimate beach front vacation villa rental. Located on the pristine white sand beach of Jolly Harbour, Antigua, you will be literally steps away from the warm and tranquil Caribbean Sea.

  • $1,714 / night
  • beachfront Pool
• • 
  • Sea Breeze at Jumby Bay Jumby Bay Resort
  • 4 BR
    4 BA

  • Offering dramatic views of the Caribbean, this elegantly designed, comfortable four-bedroom villa makes the most of its 4,681 square feet.

  • $5,150–$5,800 / night 1 Special
  • Waterfront Pool
• • 
  • Golden Dolphin Villa Cabrera
  • 9 BR
    9.5 BA

  • Welcome to a magnificent vacation experience here at Golden Dolphin Villa, the Gold Standard in luxury vacation villas in the Dominican Republic.

  • $2,100–$2,350 / night
  • Pool
• • 
  • Twin Palms Tryall
  • 7 BR

  • Twin Palms, an amazing 7 bedroom deluxe villa offers exquisite tradewinds and breathtaking ocean views from sunrise to sunset.

  • $2,858–$3,858 / night 1 Special
  • Pool
• • 
  • Plein Ciel Marigot
  • 3 BR
    2 BA

  • Villa Plein Ciel is a stunning, 3 bedroom villa located on the hillside of Marigot, facing the ocean.

  • $450–$2,258 / night
  • Pool
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  • Triton at Kamique Villas Little Harbor
  • 6 BR
    6 BA

  • Sitting on Anguilla’s South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin.

  • $1,800–$2,100 / night
  • Pool
• • 
  • Villas on the Beach 403 Royal Westmoreland 1
  • 3 BR
    3 BA

  • This third floor, 3 bedroom penthouse enjoys panoramic views over the turquoise Caribbean Sea.

  • $290–$446 / night
  • Pool
• • 
  • La Mer Azure Harbour Island
  • 3 BR
    3.5 BA

  • La Mer Azure is part of Pink Sands Resort, located on Harbour Island, part of the Out Islands of the Bahamas, is a 20-acre haven set by the edge of the famous three-mile pink sands beach.

  • $1,615–$2,688 / night 1 Special
• • 
  • Blue Horizon Camaruche
  • 3 BR
    3 BA

  • Blue Horizon is a brand-new 3 bedroom villa located at Camaruche.

  • $429–$2,143 / night 1 Special
  • Pool
• • 
  • Nelson Gay Speightstown
  • 6 BR
    6 BA

  • An elegant beachfront house on the sheltered West coast of Barbados.

  • $1,950–$2,350 / night
  • beachfront Pool
• • 
  • Roy Vitet
  • 3 BR
    3 BA

  • The villa “Roy” is a 3 bedroom villa located in the hillside of Vitet.

  • $429–$1,415 / night
  • Pool
• • 
  • Caribbean Breeze Anse des Cayes
  • 3 BR
    3 BA

  • Caribbean Breeze is a villa rental with a pool that has just been renovated.

  • $543–$2,525 / night
  • Waterfront Pool
• • 
  • Villa 1703 at Belmont Four Seasons Resort
  • 4 BR
    4.5 BA

  • The perfect escape for a large group of family and friends, Villa 1703 offers the perfect setting –among daisies, local artwork and an infinity pool with ocean and golf course views.

  • $2,350–$3,150 / night 4 Specials
  • Waterfront Pool
• • 
  • Pond Bay Bougainvilla at Jumby Bay Jumby Bay Resort
  • 3 BR
    3 BA

  • As gorgeous and vibrant as its namesake, this three-bedroom villa is a popular choice for families.

  • $4,350–$4,900 / night 1 Special
  • Pool
• • 
  • Saadet House Grace Bay
  • 10 BR
    12 BA

  • Designed for luxurious indoor and outdoor living, the two story villa comprises 11,000 sq. feet of truly opulent interior living and dining areas with a large screened florida room facing the expansive pool deck and the pristine beach beyond.

  • $5,900–$14,800 / night
  • beachfront Pool
• • 
  • Yellow Bird at Tryall Tryall
  • 4 BR
    4 BA

  • Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea.

  • $865–$1,729 / night
  • Pool
• • 
  • Dudley Wood Gibbes Beach 1
  • 4 BR
    4 BA

  • Dudley Wood is located in St. James, on the very popular Gibbs Beach.

  • $800–$2,300 / night 1 Special
  • beachfront Pool
• • 
  • Villa 1502 at Sunset Hill Four Seasons Resort
  • 3 BR
    3 BA

  • The front entrance of Villa 1502 gives way to a modern Grecian living room, complete with a couch large enough to entertain several guests. The outdoor area offers a panoramic view down the hill to the ocean

  • $1,800–$2,450 / night 4 Specials
  • Pool
• • 
  • Mrs. Russel's House Eleuthera
  • 3 BR
    1.5 BA

  • Mrs. Russel's House was built during the early and mid 1800s and keeps its character that can be described as a New England Colonial style mixed with a hint of Georgian flavor.

  • $557 / night
  • Pool
• • 
  • Shangri La Polo Ridge
  • 4 BR
    4 BA

  • This exquisite 4 bedroom villa is located directly across from the Polo field at Polo Ridge. Expansive, manicured gardens with mahogany shaded driveway leading to villa.

  • $935 / night 1 Special
  • Pool
• • 
  • Baraka Point Nail Bay 6
  • 5 BR
    6.5 BA

  • Baraka Point is an exclusive beachfront estate offering barefoot luxury, full resort amenities and excellent service from a dedicated staff of eight, rented exclusively to one group at a time so guests can enjoy the whole property to themselves!

  • $2,000–$4,143 / night
  • beachfront Pool
• • 
  • Villa Bella Vita St. Martin
  • 6 BR
    7.5 BA

  • Villa Bella Vita - Where the amenities of Five-Star Resort luxury meet with the serenity, the privacy and the personalized needs that each guest deserves.

  • $1,100–$1,500 / night
  • Pool
• • 
  • Fairwinds Montego Bay
  • 4 BR
    4 BA

  • Fairwinds is a beautiful four-bedroom private home with a magnificent sea view.

  • $565–$1,336 / night
  • Pool
• • 
  • Fairmont Kea Lani Wailea
  • 3 BR
    2 BA

  • This distinctive Maui hotel encompasses 22 acres of tropical landscape and offers authentic Hawaiian cultural experiences and warm and personal service which portray the essence of aloha.

  • $1,750–$2,650 / night 4 Specials
  • beachfront Pool
• • 
  • Bambu Montego Bay
  • 6 BR

  • Nine miles west of Montego Bay is a very private hill overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast.

  • $1,179–$1,800 / night
  • Pool
• • 
  • Sanwood Villa at Geejam Port Antonio
  • 3 BR

  • Located within Geejam's property in Port Antonio, Sanwood was designed by renowned British architect Anthony Wade in the late 1960’s and is distinguished by a contemporary nautical theme.

  • $895–$1,695 / night 1 Special
  • Waterfront Pool
• • 
  • Au Vent Pointe Milou
  • 4 BR
    4 BA

  • “Au Vent” is an exclusive property overhanging the cliff in Pointe Milou.

  • $1,215 / night
  • Waterfront Pool
• • 
  • Romana St. Jean
  • 4 BR
    4 BA

  • Romana is a very beautiful and very private villa on the hill in Saint Jean.

  • $715–$5,000 / night
  • Pool
• • 
  • Captiva Marigot
  • 3 BR
    4 BA

  • Captiva is a fabulous 4 bedroom villa located in the hillside of Marigot with an incredible view on Marigot bay and the sea.

  • $1,429–$4,572 / night
  • Pool
• • 
  • Seashore Allure #3 - Drupe Turner Bay
  • 1 BR
    1 BA

  • Just completed in late 2010 and located on the outskirts of Cruz Bay, Seashore Allure is a luxurious but small and intimate complex offering just eight stunning, soundproofed condo units.

  • $414–$772 / night
  • beachfront Pool
• • 
  • Crow's Nest at Peter Island Resort Peter Island
  • 4 BR
    4 BA

  • The Crow’s Nest, set atop a cliff overlooking the majestic waters on the south side of the island, affords panoramic views of the sea and Virgin Islands in all directions. A blue horizon line is punctuated by the rocks and flora of islands and islets, and by the masts and sails of passing vessels.

  • $5,900–$11,000 / night 1 Special
  • Waterfront Pool
• • 
  • Mystic Gustavia
  • 5 BR
    5 BA

  • Villa Mystic features the ideal combination of a panoramic ocean view on Saint Jean bay, an infinity pool, and a large sunny terrace.

  • $1,086–$5,272 / night
  • Pool
• • 
  • Sugar Hill Village A104 Sugar Hill Resort
  • 1 BR
    1 BA

  • Located in the spectacular Sugar Hill development, A104 is a stunning, one bedroom, ground floor end apartment.

  • $175 / night 1 Special
  • Pool
• • 
  • Coconut Grove 6 - Heliconia Royal Westmoreland
  • 4 BR
    4.5 BA

  • Fabulous private villa perfect for the avid golfer or family looking for a great vacation.

  • $650 / night 1 Special
  • Pool
• • 
  • Swaying Palms Kailua
  • 6 BR
    6 BA

  • This luxury home is full of amenities, right on the sands of the world renowned Kailua Beach

  • $3,750–$6,250 / night
  • beachfront Pool
• • 
  • Mahi Gustavia
  • 2 BR
    2 BA

  • Mahi is an apartment rental located on the harbor of Gustavia in St Barts with a view of the most beautiful yachts!

  • $600–$1,000 / night
  • Waterfront
• • 
  • Blue Lagoon Barbados The Garden
  • 3 BR
    3 BA

  • This wonderful 3 bedroom villa exemplifies Caribbean living at its best!

  • $750 / night 1 Special
  • beachfront Pool
• • 
  • Villa Renaissance Grace Bay
  • 3 BR

  • Villa Renaissance is a magnificent beach front Retreat located directly on internationally renowned Grace Bay in the Turks and Caicos Islands.

  • $668–$2,200 / night 2 Specials
  • beachfront Pool
• • 
  • Villa 1417 at Palm Grove Four Seasons Resort
  • 2 BR
    2 BA

  • Just steps away from the golf course's first fairway lies this cozy two-bedroom cottage. The screened porch presents a spacious and breezy haven for guests’ daily breakfast.

  • $1,150–$1,400 / night 4 Specials
  • Waterfront Pool
• • 
  • Villa 1437 at Palm Grove Four Seasons Resort
  • 2 BR
    2 BA

  • Villa 1437 uplifts spirits and stimulates the senses. Presented in attractive decorative order, this contemporary and brand new villa was only recently completed. A revitalizing mix of cool blues and bright yellows creates a complementary color scheme.

  • $1,250–$1,650 / night 4 Specials
  • Pool
• • 
  • Alta Vista Grand Cul de Sac
  • 2 BR

  • Villa "Alta Vista" is a very charming 2 bedroom villa located high up in Vitet.

  • $286–$1,000 / night
  • Pool
• • 
  • Belmont House Governor's Harbour
  • 2 BR
    1.5 BA

  • This unique property is one of the oldest on the island and overlooks the historic settlement of Governor's Harbour with a spectacular view of the ocean and Cupid's Cay.

  • $418 / night
• • 
  • Toad Hall Eleuthera
  • 1 BR
    1.5 BA

  • Toad Hall is exquisitely unique and the oldest house of the entire estate.

  • $262 / night
  • Pool
• • 
  • Soleil Levant Petit Cul de Sac
  • 4 BR
    4 BA

  • Soleil Levant is a roomy villa located in the heights of Toiny. This large villa is perfect for a family or friends celebrating a birthday.

  • $929–$4,143 / night
  • Pool
• • 
  • Maison d'Emmanuelle Colombier
  • 4 BR
    2 BA

  • La Maison d'Emmanuelle is a villa located on the hillside of Colombier. The villa has a very nice view of Flamands beach, and the ocean.

  • $415–$1,215 / night
  • Pool
• • 
  • Mauna Lani Terrace Mauna Lani Resort
  • 3 BR
    3 BA

  • The Terrace offers quality, privacy, luxury, and a real sense of getting away from it all.

  • $405–$744 / night
  • Pool
• • 
  • Wastra Gustavia
  • 2 BR
    2 BA

  • Wastra, which means Westbound in Swedish, is a new townhouse and has a prime location in town.

  • $600–$2,143 / night
  • Pool
• • 
  • Ty Molineaux at Jumby Bay Jumby Bay Resort
  • 8 BR
    8 BA

  • A fabulous colonial style villa set in eight private acres of lush, well-stocked, tropical gardens, Ty Molineaux offers 25,000 sq ft of luxury living space, including four suites in the main house and two private cottages in the grounds, each offering two suites.

  • Rates by Request 1 Special
  • Pool
• • 
  • Villa 1438 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This British colonial villa "Bismarckia," features bejeweled chandeliers, marble floors and rich mahogany furniture. There is history in some of the adornments themselves, from a British monarch-laden bedspread, to a canopy bed with matching foot couch.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Cactus Colombier
  • 3 BR
    3 BA

  • Cactus is a 3 bedroom, 3 bathroom spacious and light-filled villa on the heights of Colombier, North-West of St Barts.

  • $572–$2,286 / night
  • Pool
• • 
  • Banyan Tree Estate Harbour Island
  • 4 BR
    3.5 BA

  • Banyan Tree Estate is part of Pink Sands Resort, located on Harbour Island, part of the Out Islands of the Bahamas, is a 20-acre haven set by the edge of the famous three-mile pink sands beach.

  • $2,720–$4,590 / night 1 Special
  • Pool
• • 
  • Cumulus Camaruche
  • 7 BR
    5 BA

  • This spacious property offers an incomparable ocean view of the bay of Lorient as well a multitude of other Islands, such as Fourchue, Bonhomme, Frégate, Saint Martin and Anguilla.

  • $1,415–$11,129 / night
  • Pool
• • 
  • Dunes Saline
  • 6 BR
    6 BA

  • This 16,000 sq. ft new property is set by itself on a hill over 2.5 acre of totally unspoiled land.

  • $10,000–$20,000 / night 1 Special
  • Waterfront Pool
• • 
  • Sand Castle at Limestone Bay Limestone Bay
  • 4 BR

  • Sand Castle at Limestone Bay, is a a secluded beachside, 4 bedroom villa on the North Shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean.

  • $1,400–$1,900 / night
  • beachfront Pool
• • 
  • Oceana Toiny
  • 2 BR
    2 BA

  • This wonderful 2 bedroom Caribbean villa is located in one of the most private locations in all of St. Barts.

  • $415–$1,179 / night
  • Pool
• • 
  • Murraya Petite Saline
  • 3 BR
    3 BA

  • Murraya is located at Petite Saline in a quiet and private estate.

  • $1,072–$3,215 / night
  • Pool
• • 
  • Phebus St. Jean
  • 4 BR
    4 BA

  • Phebus is located on the hillside of Saint Jean, at a walking distance from the beach, the “Nikki Beach” and “Eden Rock” restaurants, and the boutiques.

  • $1,072–$4,275 / night
  • Pool
• • 
  • Eagle's Landing at Jumby Bay Jumby Bay Resort
  • 5 BR
    5 BA

  • This sophisticated, plantantion-style house offers unparalleled views of Buckley Bay and Great Bird Island.

  • $10,000–$11,500 / night 1 Special
  • Pool
• • 
  • Nirvana Cupecoy
  • 3 BR
    4 BA

  • The height of luxury, Nirvana is a superb penthouse residence located on 2 floors of the Cliff at Cupecoy.

  • $1,505–$2,800 / night 1 Special
  • Waterfront Pool
• • 
  • Acacia Gouverneur
  • 5 BR
    5 BA

  • “Acacia” is a magic villa as this house is exceptional by its location, its inside and outside architecture as well as wonderful decoration.

  • $1,715–$6,429 / night 2 Specials
  • Pool
• • 
  • Villa 1601 at Sunet Hill Four Seasons Resort
  • 4 BR
    4 BA

  • Ideal for entertaining guests, this home has its own guest cottage for an additional element of privacy. A large pool provides a shallow end for the younger travelers, and a cascading waterfall for all to enjoy.

  • $2,350–$3,150 / night 4 Specials
  • Waterfront Pool
• • 
  • Belair Mullins Bay 1
  • 6 BR
    5 BA

  • Belair is one of our most popular beach homes located on the diamond coast and white sands of Mullins Beach and a short distance from Sandy Lane.

  • $850–$2,500 / night 3 Specials
  • beachfront
• • 
  • Villa 1903 at Mahogany Hill Four Seasons Resort
  • 4 BR
    5 BA

  • The charm of Villa 1903 stems from its distinct embellishments, contrasting colors, and architectural design. Several one-of-a-kind chairs line the front hallway. These chairs represent works of art, and include one made out of a wooden wheel, and another with a tall branch-like backing.

  • $2,350–$3,150 / night 4 Specials
  • Waterfront Pool
• • 
  • Beach House Montego Bay
  • 4 BR

  • Contemporary 4-bedroom beachfront house on a calm Caribbean bay. Lovers of water sports will revel in this location.

  • $715–$1,272 / night
  • beachfront Pool
• • 
  • Blue Horizons K308 Wailea
  • 4 BR
    3 BA

  • Outstanding views bless this extraordinary 4 bedroom 3 bath residence that sleeps up to eight guests.

  • $1,095–$2,850 / night
  • Waterfront Pool
• • 
  • Bakkaris Cupecoy
  • 4 BR
    4 BA

  • The height of luxury, Bakkaris is a superb penthouse residence located on 2 floors of the Cliff at Cupecoy.

  • $1,215–$2,250 / night 1 Special
  • Waterfront Pool
• • 
  • La Mission Terres Basses
  • 4 BR
    4.5 BA

  • Spacious beachfront, hacienda- style villa directly on Bay Rouge, La Mission has 4 bedrooms each with king size bed, air-conditioned with en-suite bathroom.

  • $786–$1,786 / night 1 Special
  • beachfront Pool
• • 
  • Whitecaps Mullins Bay
  • 3 BR
    3 BA

  • Whitecaps is located on the beautiful Mullins Beach in St. Peter.

  • $375–$900 / night 3 Specials
  • beachfront
• • 
  • Easy Reach, Mullins Beach Speightstown
  • 3 BR
    3 BA

  • Easy Reach is an impressive beach house offering 3 double bedrooms with en suite bathrooms built feet from the sea on the white sands of the famous Mullins beach.

  • $500–$1,720 / night
  • beachfront
• • 
  • Tir Na Nog at Jumby Bay Jumby Bay Resort
  • 4 BR
    4 BA

  • Situated directly on Pasture Beach, home to the endangered Hawksbill Turtle, the luxury villa Tir Na Nog boasts over 4,000 square feet of living space including two master suites and two courtyard guest rooms with individual baths.

  • $6,500–$7,500 / night 1 Special
  • Pool
• • 
  • Ke Alaula Hale 8 Hualalai
  • 4 BR
    4 BA

  • Ke Alaula Home overlooks the 5th and 6th hole of the Tom Weiskopf homeowner’s private golf course.

  • $3,000–$5,500 / night
  • Pool
• • 
  • Makana on the Beach Discovery Bay 1
  • 6 BR

  • Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay.

  • $1,858–$2,429 / night
  • beachfront Pool
• • 
  • Russian Amethyst Altamer
  • 5 BR

  • While relaxing in any part of The Russian Amethyst you will feel comforted by the interior design that enhances the visual excitement of the furnishings and artwork as it seamlessly complements the magnificent architecture of the structure.

  • $4,321–$6,050 / night
  • beachfront Pool
• • 
  • Oyster Bay St. James 2
  • 4 BR
    5 BA

  • Oyster Bay is a four bedroom villa with a swimming pool located on the beautiful Lower Carlton Beach on Reeds Bay, West Coast.

  • $1,000–$2,700 / night 1 Special
  • beachfront Pool
• • 
  • Chez Shell Great Cruz Bay
  • 2 BR
    2 BA

  • A charming and cozy two-bedroom villa tucked away in a tranquil and secluded cul-de-sac, Chez Shell overlooks Great Cruz Bay and a panorama of yachts riding at anchor.

  • $378–$758 / night 1 Special
• • 
  • Shutters on the Beach Sandy Point
  • 6 BR
    5 BA

  • On the friendly island of Anguilla, with a fantastic view on the island of St Martin, Shutters On The Beach incorporates all the aspects of classic French Indies architecture.

  • $1,400–$2,100 / night
  • beachfront Pool
• • 
  • Ani North Little Bay
  • 5 BR
    5.5 BA

  • Ani Villas Anguilla is a 10 bedroom estate with 2 fully serviced villas. Each of Ani Villas 5-Bedroom luxury homes are fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks - each an estate unto itself.

  • $4,286–$9,715 / night 2 Specials
  • Waterfront Pool
• • 
  • Agora Terres Basses
  • 4 BR
    4.5 BA

  • Beautiful contemporary villa with stylish Greco-Roman interior theme.

  • $700–$2,700 / night 1 Special
  • Pool
• • 
  • Sea Villa at Long Bay Villas Long Bay
  • 5 BR
    5 BA

  • Long Bay Villas consists of 3 sparkling white villas. This is the ultimate in luxury.

  • $3,500–$5,925 / night 1 Special
  • Pool
• • 
  • Nutmeg Merlin Bay 2
  • 3 BR
    3 BA

  • Nutmeg is a well appointed 3 bedroom townhouse at the beachfront Merlin Bay community on the West Coast of Barbados.

  • $375–$1,200 / night 3 Specials
  • beachfront Pool
• • 
  • Villa 1433 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This European-style villa is everything but ordinary. With its crocodile and magenta springbok-inspired ornaments to the infinity pool with golf course views, Villa 1433 radiates brilliant color schemes and modernity.

  • $1,700–$2,250 / night 4 Specials
  • Pool
• • 
  • Plantation House Royal Westmoreland
  • 8 BR
    8 BA

  • Plantation House is a luxurious 8 bedroom Villa located in the heart of the exclusive Royal Westmoreland Golf and Country Club.

  • $3,000–$3,500 / night 1 Special
• • 
  • Aliseo Sandy Lane
  • 9 BR
    9 BA

  • This magnificent 9 bedroom house in Barbados is located high up the Sandy Lane Estate. Aliseo has beautiful decor, excellent facilities and fabulous service.

  • $2,700–$4,200 / night 1 Special
  • Pool
• • 
  • Magic Bird Colombier
  • 2 BR
    2 BA

  • Magic Bird is located on Flamands hillside and is walking distance to the beach.

  • $600–$2,858 / night 1 Special
  • Pool
• • 
  • Lin Pointe Milou
  • 3 BR
    3 BA

  • Lin is a villa located in Pointe Milou, surrounded by a large garden with an ocean view of the sunset.

  • $358–$1,286 / night
  • Pool
• • 
  • Amazing Grace Grace Bay
  • 5 BR
    5.5 BA

  • As your private luxury escape, Amazing Grace offers the best of everything for your indulgence.

  • $3,500–$6,900 / night 1 Special
  • beachfront Pool
• • 
  • Villa 1412 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Island-inspired artwork surrounds this vacation home. Also striking is the perfect view of the golf course, and a pool and outdoor patio enclosed by local periwinkle colored flowers – the plumbago.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Smugglers Cove #6 Paynes Bay
  • 4 BR
    5.5 BA

  • Classical Caribbean architecture meets today’s demand for elegance and style. This exclusive and low density development offers spectacular unobstructed sea views.

  • $1,200 / night 1 Special
  • beachfront Pool
• • 
  • Stargazer Turtle Cove 1
  • 6 BR

  • This prime, 6 bedroom, beachfront estate is the absolute ultimate in luxury with every amenity under the sun and stars.

  • $3,750–$6,500 / night 1 Special
  • beachfront Pool
• • 
  • Villa 1614 at Sunset Hill Four Seasons Resort
  • 4 BR
    5 BA

  • The playful yet stylish décor of Neptune gives guests the opportunity to lounge among abstract art, dine among a retro-inspired kitchen, and shower with three different spouts to choose from.

  • $3,150 / night 4 Specials
  • Waterfront Pool
• • 
  • Allamanda Jumby Bay Resort
  • 4 BR

  • One enters Allamanda through a tranquil, Japanese-inspired courtyard. An open plan reception room in cool contemporary hues leads out onto a pavilion terrace with rattan sofas and tiled maze floor.

  • $4,350–$4,900 / night 1 Special
  • Pool
• • 
  • Sand Villa at Long Bay Villas Long Bay
  • 4 BR
    4 BA

  • Long Bay Villas consists of 3 sparkling white villas. This is the ultimate in luxury.

  • $3,500–$5,275 / night 1 Special
  • Pool
• • 
  • Tamarind at Parrot Cay Providenciales
  • 5 BR
    5 BA

  • Experience gentle cosseting in a blissful wilderness – where someone, somewhere is ironing out the creases

  • $3,400–$13,700 / night 4 Specials
  • beachfront Pool
• • 
  • Villa 1604 at Sunset Hill Four Seasons Resort
  • 4 BR
    4 BA

  • Tamarind offers décor featuring hand painted adornments and a plethora of local, plantation-inspired artwork. Creativity flourishes throughout the entire house, such as the hand-painted hummingbirds on liquor bottles that have been transformed into incomparable works of art.

  • $2,350–$3,150 / night 4 Specials
  • Waterfront Pool
• • 
  • Altamer Villa Resort Shoal Bay
  • 18 BR

  • Welcome to Altamer Resort, located directly on the Caribbean Sea on the secluded island of Anguilla. Private, secure and inviting we tempt you to indulge in the luxury of the villas.

  • See Rate Sheet
  • beachfront Pool
• • 
  • Villa 1440 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • The entry way is marked by the view of a gentle waterfall, surrounded by a naturally lit, spacious foyer and living room. The living room is surrounded by paintings of luscious guava fruits, succulent limes, and authentic local artwork.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Villa 1408 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Villa 1408 serves as the ideal venue for dinner parties or extended family brunches. With its ample patio sitting room, expansive views of the golf course and modern pool rafts, enjoying a refreshing dip in the pool makes for a perfect day.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Modena Anguilla
  • 5 BR
    5 BA

  • The sublime, majestic calm and awe of Modena is encapsulated by its expansive openness that goes beyond your wildest imagination.

  • $4,250–$5,000 / night
  • Waterfront Pool
• • 
  • Fustic House Private Estate Barbados 1
  • 7 BR
    7 BA

  • Fustic House is a privately owned 11-acre estate that dates back to 1740.

  • $2,750–$6,950 / night 3 Specials
  • Pool
• • 
  • Calypso Court Cap Estate
  • 3 BR

  • A Spanish style three bedroom villa situated on an elevated site with views of the Atlantic and Caribbean Seas.

  • $320–$500 / night 1 Special
  • Pool
• • 
  • Cielo at the Tryall Club Tryall
  • 4 BR

  • Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!

  • $865–$2,279 / night 1 Special
  • Pool
• • 
  • Vialenc Gustavia
  • 3 BR
    2 BA

  • “Vialenc” is one of the last architectural colonial villas of the island.

  • $665–$1,470 / night 1 Special
• • 
  • Vue de Rêve St. Jean
  • 4 BR
    4 BA

  • Vue de Reve is a very private and spacious property of about 1 acre located on the top of Saint Jean.

  • $1,186–$4,950 / night
  • Pool
• • 
  • Villa Art Flamands
  • 3 BR
    2 BA

  • Art is a pleasant holiday villa rental ideally situated in the private estate of Roc Flamands in Flamands in St. Barth in the French Caribbean.

  • $529–$1,929 / night 1 Special
  • Pool
• • 
  • Hillside Villas at Scrub Island Scrub Island
  • 4 BR
    4 BA

  • Scrub Island Resort, Spa & Marina is a boutique luxury property that opened in March 2010 and provides guests access to modern luxuries and amenities, as well as a unique opportunity to explore the unspoiled natural beauty of the island.

  • $1,475–$3,850 / night
  • Pool
• • 
  • La Casa at Jumby Bay Jumby Bay Resort
  • 5 BR
    5 BA

  • An exquisite property set on three acres of lush tropical landscape, La Casa overlooks the beautiful white coral sands of Pasture Bay.

  • Rates by Request 1 Special
  • beachfront Pool
• • 
  • Quatre Epices Grand Cul de Sac
  • 6 BR
    6 BA

  • The villa " Lodge Four Spices " overhangs the lagoon of Grand Cul de Sac.

  • $3,500 / night
  • Waterfront Pool
• • 
  • Harbor View Gustavia
  • 3 BR

  • Harbor View is a charming 3 bedroom villa situated in Gustavia hillside with an amazing view of Gustavia's harbor.

  • $329–$2,143 / night
  • Pool
• • 
  • The Pools Cayman Islands
  • 2 BR
    2 BA

  • These one or two bedroom villas are perfect for a couple or family who wants to be away from the glitter, but still be close enough to great restaurants and activities.

  • $288–$360 / night
  • Pool
• • 
  • Wailea Lani Lanikai
  • 4 BR
    5 BA

  • Wailea Lani is a 4-bedroom, 4-bathroom celebrity vacation retreat in Lanikai.

  • $2,100–$3,000 / night
  • Pool
• • 
  • Mystique Sheriva
  • 6 BR
    9.5 BA

  • Mystique, reputed to be the largest villa on the island of Anguilla, at 21,000 square feet, is home to five Grand Villa Suites, three pools and a full gym.

  • $3,300–$4,900 / night
  • Pool
• • 
  • Landfall Sandy Lane
  • 6 BR
    6 BA

  • Located on the beautiful West Coast of Barbados, Landfall is a six-bedroom villa, which is one of only seven private properties on the spectacular Sandy Lane Beach.

  • Rates by Request
  • beachfront Pool
• • 
  • Villa Del Sol Grace Bay 1
  • 3 BR
    3 BA

  • Experience Pure Luxury at our Romantic Turks and Caicos Villa on World-Famous Grace Bay Beach

  • $1,350–$1,950 / night 1 Special
  • Pool
• • 
  • Pond Bay Hummingbird at Jumby Bay Jumby Bay Resort
  • 3 BR
    3 BA

  • This charming three-bedroom villa overlooks Jumby Bay Beach and features classic Caribbean décor and unique artwork.

  • $4,350–$4,900 / night 1 Special
  • Pool
• • 
  • Tequila Sunrise Dropsey Bay
  • 3 BR
    3.5 BA

  • Tequila Sunrise is a new, contemporary 3 bedroom beach house on the southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.

  • $900–$1,350 / night 2 Specials
  • beachfront Pool
• • 
  • Cape Eleuthera Luxury Town Homes Eleuthera
  • 2 BR
    2 BA

  • Cape Eleuthera's luxury town homes are the centerpiece of the community and offer a stylish blend of island charm, comfort and convenience.

  • $299–$513 / night 1 Special
  • Waterfront
• • 
  • Hale Kai Nani 1 Haleiwa
  • 3 BR
    2 BA

  • One of the Finest Beachfront Experiences that Hawaii can offer.

  • $1,150–$1,650 / night
  • beachfront
• • 
  • Ca Limbo Sandy Lane
  • 6 BR
    6 BA

  • This intriguing and inviting family home is prominently situated on the world-renowned, prestigious Sandy Lane Golf Resort.

  • $750–$1,100 / night 2 Specials
  • Pool
• • 
  • Florence Marigot
  • 3 BR
    3 BA

  • Florence is a lovely house located on the hillside of Marigot in St Barts in the French Antilles.

  • $700–$2,429 / night
  • Pool
• • 
  • Zenaida Estate Sandy Hill
  • 7 BR
    8 BA

  • Zenaida Beach & Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea, and the mountains of St. Martin and St Barts beyond.

  • $963–$2,247 / night 1 Special
  • beachfront Pool
• • 
  • Bird of Paradise Sandy Hill
  • 4 BR

  • Bird of Paradise is a fabulous, new, four bedroom villa named after the rare and exotic bird of Papua New Guinea.

  • $1,999–$2,299 / night
  • beachfront Pool
• • 
  • Sea Sand And Sun Anse des Cayes
  • 2 BR

  • Villa Sea, Sand and Sun is located on the beach of Anse des Cayes and has extraordinary views of the beach and the ocean.

  • $558–$700 / night
  • Waterfront Pool
• • 
  • Osprey Silly Creek
  • 3 BR
    3 BA

  • Enjoy the best the Caribbean has to offer at the private, 3 bedroom, Villa Osprey located on the turquoise waters of the Caribbean Sea in the exclusive Turks and Caicos Islands.

  • $788–$1,250 / night
  • Waterfront Pool
• • 
  • Les Hauts de Vitet Vitet
  • 4 BR
    4 BA

  • A new beautiful contemporary villa is built on a very private place on Vitet!

  • $1,429–$6,572 / night
  • Pool
• • 
  • Villa 1410 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Handcrafted tile stairs lead the way to Villa 1410’s private driveway. This home is nestled in a rainforest filled with butterflies, a retreat complete with a cascading infinity pool and wide-range views of the golf course.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Fabrizia Gustavia
  • 8 BR
    9 BA

  • Fabrizia is the vacation property rental the most out of the way of the largest villa of the private estate of Soleil Couchant located on the heights of Gustavia in St Barthelemy in the Caribbean.

  • $1,929–$5,286 / night
  • Pool
• • 
  • Carefree Mahogany Run 2
  • 3 BR
    3.5 BA

  • One of our most popular 3 bedroom villas, Carefree sits on the island's north shoreline within the gated Mahogany Run Golf Course, and commands long-distance ocean views of Tortola and the Virgin Passage.

  • $414–$872 / night 1 Special
  • Pool
• • 
  • Oleander at Jumby Bay Jumby Bay Resort
  • 6 BR

  • This elegant Antigua villa rental located on Pasture Bay offers a luxurious blend of classical Caribbean architecture and colonial-style decor and furnishings.

  • $10,000–$11,500 / night 1 Special
  • beachfront Pool
• • 
  • Interlude Baie Rouge
  • 5 BR
    5.5 BA

  • This 5 bedroom property is on Baie Rouge where the beach and the swimming are among the best in the Caribbean.

  • $1,429–$5,000 / night 2 Specials
  • beachfront Pool
• • 
  • Smugglers Cove #1 Paynes Bay
  • 3 BR
    3.5 BA

  • A luxury beachfront apartment in Paynes Bay Beach.

  • $900 / night 1 Special
  • beachfront
• • 
  • Coral House Grace Bay
  • 5 BR

  • Coral House is the ultimate luxury villa for chic, sophisticated yet simple Caribbean living.

  • $3,500–$7,500 / night
  • beachfront Pool
• • 
  • Haystack Tryall 1
  • 8 BR

  • Haystack is the only eight-bedroom villa at the posh Tryall Club.

  • $1,715–$4,286 / night
  • Pool
• • 
  • Mare Blu Cruz Bay
  • 6 BR
    8 BA

  • Mare Blu is a fabulous six bedroom villa on St. John's exclusive Rendezvous Bay. This exceptional villa overlooks the beautiful south shore and is just minutes from Cruz Bay and the National Park beaches.

  • $1,285–$3,000 / night 1 Special
  • Pool
• • 
  • Air du Temps Lurin
  • 4 BR
    3 BA

  • Villa " L’Air du Temps " is located on a hillside in Lurin, and seems to be floating between the sky and the sea…

  • $1,058–$4,575 / night 1 Special
  • Pool
• • 
  • Harmony Sheriva
  • 8 BR
    9.5 BA

  • This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East.

  • $2,900–$5,900 / night
  • Pool
• • 
  • Villa 1413 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This villa may be newly built, but it seems to have the charm of one of the original Four Seasons Resort Nevis private villa escapes.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Infinity Anguilla Sheriva
  • 8 BR
    9.5 BA

  • Infinity is the second 8 bedroom villa in Anguilla's newest luxury villa enclave in chic West End.

  • $2,900–$5,900 / night
  • Pool
• • 
  • Sky Villa at Long Bay Villas Long Bay
  • 4 BR
    4 BA

  • Long Bay Villas consists of 3 sparkling white villas. This is the ultimate in luxury.

  • $3,500–$4,775 / night 1 Special
  • Pool
• • 
  • Sunset Reach Mullins Bay
  • 2 BR
    2 BA

  • Sunset Reach is a charming beach front apartment located on the white sands of Mullins Beach, St Peter.

  • $360–$800 / night 1 Special
  • beachfront
• • 
  • Sapphire Beach 509 Barbados
  • 3 BR
    3 BA

  • Sapphire Beach is an exclusive beach front condo complex located in the vibrant area of Dover, on the south coast of Barbados.

  • $425–$625 / night
  • beachfront Pool
• • 
  • Villa 1441 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Villa 1441 exudes sophistication. The rich dark woods contrast the crisp white walls. Timeless ceramic pieces adorn the bedrooms. Intricate fruit bowl paintings bring the luscious produce to life. The backyard area complements the simplicity of the entire home, with a few tastefully planted trees and native yellow Alamanda flowers.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • Villa 1416 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This eclectic home has its own inimitable décor. Wicker furniture and burnt orange, baby blue, and canary yellow color schemes bestow the home a comfortable country feel.

  • $1,300–$1,850 / night 4 Specials
  • Waterfront
• • 
  • Island View Lurin
  • 3 BR
    3 BA

  • “Island View” has just been renovated and updated, enlarged with a new swimming pool and a large sunny deck.

  • $1,143–$4,286 / night
  • Pool
• • 
  • Villa Harry Saline
  • 2 BR
    2 BA

  • Villa Harry is a new villa on the hillside of Saline and is a short walk to Saline beach and the nearby restaurants.

  • $536–$1,286 / night
  • Pool
• • 
  • Ani Villas Estate Little Bay
  • 10 BR
    10.5 BA

  • Perched on the breathtaking cliffs overlooking Anguilla’s Little Bay. Àni Villas Anguilla are the first of an international collection of luxury villas aimed at delivering remarkable vacation experiences.

  • $4,286–$9,715 / night 2 Specials
  • Waterfront Pool
• • 
  • The Stone House Eleuthera
  • 2 BR
    1 BA

  • The Stone House is a comfortable, open space whose interior design takes its inspiration from a fusion of influences that span the globe.

  • $313 / night
• • 
  • Heloa Pointe Milou
  • 3 BR
    3 BA

  • Heloa is a villa situated on the heights of the Pointe Milou.

  • $343–$1,858 / night
  • Pool
• • 
  • Alexandra's Beachfront Penthouse Grace Bay
  • 4 BR
    4.5 BA

  • Sitting on the fourth floor of the Lady Rose, this four bedroom penthouse offers magnificent views of the famous Grace Bay Beach of Providenciales, Turks & Caicos.

  • $1,420–$3,000 / night 1 Special
  • beachfront Pool
• • 
  • Falcon's Nest at Peter Island Peter Island
  • 6 BR

  • Perched high atop one of the island’s most picturesque bluffs, our crown jewel of private luxury villas overlooks White Bay Beach and offers clear-day views to Norman Island and distant St. Croix.

  • $8,000–$18,500 / night 1 Special
  • Waterfront Pool
• • 
  • Ian Fleming Villa at Goldeneye Montego Bay
  • 5 BR

  • Fleming's retreat is a boutique resort laced with beaches, tropical forest, caves and secluded nooks. Intimate and informal, this idyll attracts celebrities and other lovers of luxury.

  • $5,500–$6,600 / night 1 Special
  • beachfront Pool
• • 
  • Serendipity Montego Bay
  • 6 BR
    6 BA

  • This villa is newly remodeled with a pleasant balance of elegance, and comfort.

  • $500–$929 / night
• • 
  • Ocean Bliss Estate Makena
  • 3 BR
    4 BA

  • Ocean Bliss is a beautiful waterfront estate in a prime location that provides both privacy and access to South Maui's Polo Beach.

  • $1,695–$2,495 / night
  • beachfront Pool
• • 
  • Brazilian Emerald Altamer
  • 5 BR
    7 BA

  • The Brazilian Emerald is an architectural masterpiece designed for entertaining and relaxation. It is a 12,000 square foot villa with 5 bedrooms each with an en-suite bathroom and two additional powder rooms for a total of 7 bathrooms.

  • $4,754–$6,482 / night
  • beachfront Pool
• • 
  • Empress at Diamond Head Diamond Head
  • 5 BR
    4.5 BA

  • The Empress is located at the slopes of Diamond Head, Honolulu’s most prestigious neighborhood.

  • $5,000–$6,000 / night
  • beachfront Pool
• • 
  • Viceroy Resort & Residences Viceroy Resort
  • 5 BR

  • Viceroy Anguilla resort accommodations meld organic Anguillian palettes and textures with exceptional finishes to create settings for couples and families alike.

  • See Rate Sheet 3 Specials
  • beachfront Pool
• • 
  • Lataniers St. Jean
  • 3 BR
    2 BA

  • The villa "Lataniers " is perfectly located in the hillside of Saint Jean.

  • $358–$1,286 / night
  • Pool
• • 
  • Nandana Private Resort West End
  • 5 BR
    6.5 BA

  • Nandana Private Resort is a new, super-deluxe, oceanfront estate located in the exclusive West End of Grand Bahama Island.

  • $5,500–$12,500 / night
  • beachfront Pool
• • 
  • Ani South Little Bay
  • 5 BR
    5.5 BA

  • Ani Villas Anguilla is a 10 bedroom estate with 2 fully serviced villas. Each of Ani Villas 5-Bedroom luxury homes are fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks - each an estate unto itself.

  • $4,286–$9,715 / night 2 Specials
  • Waterfront Pool
• • 
  • Villa #5 at Blue Mountain Villas at Blue Mountain
  • 5 BR
    4.5 BA

  • Villas at Blue Mountain No. 5 is a modern West Indies classic, beautifully situated on a hillside with a half-acre of land directly on the ocean in the newly developed exclusive neighborhood of The Villas at Blue Mountain.

  • $2,143–$3,215 / night
  • beachfront Pool
• • 
  • Sea Pigeon at Jumby Bay Jumby Bay Resort
  • 3 BR
    3 BA

  • This breathtaking and spacious beach villa offers a haven of privacy and relaxation.

  • $4,350–$4,900 / night 1 Special
  • beachfront Pool
• • 
  • La Cocoteraie Petit Cul de Sac
  • 4 BR

  • La Cocoteraie is a very pleasant villa for rent situated in the private estate of Domaine du Levant, in Petit Cul-de-Sac in St Bart’s a French Caribbean island.

  • $572–$1,000 / night 1 Special
  • Pool
• • 
  • Sandy Surf K508 Wailea
  • 4 BR
    3 BA

  • In all of Hawai'i, Sandy Surf Villa Villa K508 is one of the most spectacular private residences available for visitor accommodations in a resort setting.

  • $1,250–$2,950 / night
  • beachfront Pool
• • 
  • Frangipani Point at Jumby Bay Jumby Bay Resort
  • 4 BR
    5 BA

  • A long, meandering driveway, through a mature and lush tropical landscape, leads to this gracious, Carribean-style estate.

  • $9,000–$10,500 / night 1 Special
  • Pool
• • 
  • Villa 1429 at Palm Grove Four Seasons Resort
  • 6 BR
    6 BA

  • With stunning views of the Robert Trent Jones II golf course and Nevis Peak, this six-bedroom, two-floor residence villa is nestled among palm trees and surrounded by lush gardens.

  • $2,850–$3,800 / night 4 Specials
  • Pool
• • 
  • Villa 1610 at Sunset Hill Four Seasons Resort
  • 5 BR
    6 BA

  • The friendly and active atmosphere of Plumeria make it a top choice for family vacations. The well-appointed patio features its own barbecue and bar station, with nothing but ocean views and bright orange flower trees in the line of sight.

  • $2,850–$3,800 / night 4 Specials
  • Waterfront Pool
• • 
  • Tradewinds Sandy Lane
  • 5 BR
    5.5 BA

  • This extremely luxurious villa is one of the finest properties on the island.

  • $2,500 / night
  • Pool
• • 
  • Sandy Cove #501 Penthouse St. James
  • 4 BR
    4 BA

  • Sandy Cove #501 is a spectacular beachfront unit with inspiring ocean views.

  • $1,800 / night 1 Special
  • beachfront Pool
• • 
  • Villas at Half Moon, A RockResort Montego Bay
  • 7 BR

  • For years Half Moon's Royal Villas have played "home away from home" for many discerning clients. These 33 - individual villas with private swimming pools, provide the ultimate Caribbean style escape.

  • $1,175–$3,999 / night 4 Specials
  • Pool
• • 
  • Hale Kai Nani 2 Haleiwa
  • 3 BR
    1.5 BA

  • Hale Kai Nani 2 is a stunning 3 bedroom, 1.5 bath Hawaiiana Home that sleeps up to six.

  • $1,250–$1,750 / night
  • beachfront
• • 
  • Chanel No. 5 at Mahogany Bay Paynes Bay
  • 3 BR
    3 BA

  • Located on the beautiful Paynes Bay Beach in St James, Chanel No. 5 is one of 6 luxury, 3-story, 3 bedroom townhouses at Mahogany Bay.

  • $475–$1,050 / night 1 Special
  • beachfront Pool
• • 
  • Oui Petit Cul de Sac
  • 4 BR
    3 BA

  • Oui is a very nice villa for a large family and is located in Petit Cul de Sac.

  • $1,215–$5,250 / night 2 Specials
  • Waterfront Pool
• • 
  • Summertime Tryall
  • 6 BR
    6 BA

  • Summertime. The setting is breathtaking: five sunny acres of landscaped grounds adorned by an abundance of palm trees, bougainvillea and hibiscus ... large private pool ... vegetable garden ... and wooded grotto with antique stone terrace for sunset cocktails.

  • $786–$1,072 / night 1 Special
  • Pool
• • 
  • Sea Isle Mullins Bay 6
  • 2 BR
    2 BA

  • A very attractive 2 Bedroom beach house situated directly on Mullins Beach manages to lend seclusion and peaceful tranquility.

  • $340–$700 / night
  • beachfront
• • 
  • Hawk's Nest at Peter Island Resort Peter Island
  • 3 BR
    3 BA

  • This true Caribbean-style villa overlooks legendary Deadman’s Bay, where yachts and sailboats gently ply the calm blue waters. Imagine waking each morning and letting the world below into your nest, high above it all.

  • $3,100–$5,900 / night 1 Special
  • Waterfront Pool
• • 
  • Sunny Surf E301 at Makena Surf Makena
  • 3 BR
    3 BA

  • Sunny Surf E301 at Makena Surf, a sophisticated executive-style 3 bedroom, 3 full bath resort residence that sleeps six guests in a prime top floor corner "penthouse" location.

  • $750–$1,850 / night
  • beachfront Pool
• • 
  • Villa 1415 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Light and airy, Villa 1415 welcomes weary travelers to a relaxing haven where winter whites meet a Caribbean finish.

  • $1,700–$2,250 / night 4 Specials
  • Pool
• • 
  • Full Circle Nail Bay
  • 3 BR
    3.5 BA

  • Located on a heavenly stretch of white sand beach, this fabulous contemporary villa with a large swimming pool and jacuzzi is a unique vacation delight.

  • $686–$2,571 / night 1 Special
  • beachfront Pool
• • 
  • Villa 1411 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Tropical bedrooms, pastel blues and yellows make up this Hawaiian-inspired haven. Bamboo furniture, tropical fish and plantation-style pineapple shaped lamp adornments decorate the bedrooms. A stunning view of the golf course can be seen from all areas of the backyard.

  • $1,700–$2,250 / night 4 Specials
  • Waterfront Pool
• • 
  • La Mirage - Old Trees Penthouse Old Trees
  • 4 BR
    4 BA

  • A spacious 4 bedroom, 4 bathroom penthouse with 5,900 sq.ft. of living space on 1 level on the top floor.

  • $1,300–$1,700 / night 1 Special
  • Pool
• • 
  • Escape Gustavia
  • 3 BR
    2 BA

  • Escape is a 3 bedroom, beachfront villa situated a few steps from Lorient beach.

  • $362–$2,143 / night 1 Special
  • beachfront Pool
• • 
  • Sur Le Port Gustavia
  • 5 BR
    4 BA

  • Sur le Port is a modern 5 bedroom villa located in the heart of Gustavia offering a view over the harbor.

  • $1,143–$4,715 / night
  • Pool
• • 
  • Bananaquit House Soufriére
  • 5 BR

  • Bananaquit House is situated in Soufriere with unparalleled views of the Caribbean Sea and the Piton mountains, a World Heritage Site.

  • $470–$665 / night 1 Special
  • Pool
• • 
  • Lanikai Orchid Kailua
  • 6 BR
    6.5 BA

  • Next to the tranquil, turquoise waters and powdery white sand beaches of Lanikai, you will find a Mediterranean-inspired jewel inviting you to experience the magic of Hawaii.

  • $3,250–$4,500 / night
  • beachfront Pool