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Caribbean Vacation Rentals (page 1 of 47)

1156 Caribbean Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the optional search criteria box to refine your search within Caribbean.

Caribbean Puerto Rico Central America South_America Florida Jamaica Bermuda Haiti Dominican Republic Cayman Islands Navassa Island The Bahamas Turks & Caicos Islands Guadeloupe Montserrat Antigua & Barbuda St. Barts Aruba Netherlands Antilles Anguilla British Virgin Islands US Virgin Islands St. Martin St. Kitts & Nevis Dominica Martinique Barbados Trinidad & Tobago St. Vincent & The Grenadines Grenada St. Lucia


Select a country to narrow your vacation rental search or browse listings below:

Anguilla (23) Cayman Islands (51) St. Kitts and Nevis (37)
Antigua and Barbuda (5) Dominican Republic (21) St. Lucia (3)
Aruba (3) Grenada (1) St. Maarten - St. Martin (80)
Bahamas (39) Jamaica (31) Trinidad and Tobago (3)
Barbados (167) Netherlands Antilles (1) Turks and Caicos Islands (27)
Bermuda (1) Puerto Rico (57) US Virgin Islands (125)
British Virgin Islands (88) St. Barths - St. Barts (393)  

Listings 1 - 25 are shown below. Page ( 1 2 3 4 5 .. 47 ) Next »
Ocean View Apartment- Grenada

Caribbean Vacation Rental Apartment - Property 28390
  Apartment:  2 Bedroom, 2 Bathroom, Sleeps 5
Location: St. Georges, St. Georges, Grenada
Features: Air Conditioning, Cooking Utensils Provided, Full Kitchen, Gated Complex, High-Speed Internet, Linens Provided, Maid Service Available
Description: Located above the famous, historic, picturesque Carenage. Fully equipped suites with private bathrooms and breathtaking views. Each suite contains 2 bedrooms and 2 bathrooms. Tastefully decorated...(more)
Price Range: 75 - 300 /night  :  525 - 2100 /week (in US $)
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Nassau Island Dreamer

Caribbean Vacation Rental Home - Property 42058
  Home:  2 Bedroom, 1 Bathroom, Sleeps 6
Location: Nassau, Nassau, Bahamas
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Crib, Full Kitchen, Games, Gas Grill, Gated Complex, High Chair, High-Speed Internet, Linens Provided, Maid S...(more)
Description: Come stay with us and enjoy the cool ocean breezes while you experience the peacful atmosphere found in the Islands of the Bahamas. Our home is well-maintained, air-conditioned, and tastefully furni...(more)
Price Range: 150 - 275 /night  :  900 - 1300 /week (in US $)
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Punta Cana Vacation Rental with private pool and ocean view

Caribbean Vacation Rental Apartment - Property 29131
  Apartment:  1 Bedroom, 2 Bathroom, Sleeps 4
Location: Bavaro, Punta Cana, Dominican Republic
Features: Air Conditioning, Beach Service (available), Cooking Utensils Provided, Full Kitchen, Garden, Gated Complex, High-Speed Internet, Lanai, Linens Provided, Maid Service Ava...(more)
Description: This is a 1 bedroom, 2 bathrooms Condo with living room, Dinning room, full kitchen and balcony. This beautiful apartment is completely furnished and very well equipped to make your stay p...(more)
Price Range: 110 - 120 /night  :  695 - 750 /week (in US $)
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Jemas Guesthouse Tobago

Caribbean Vacation Rental Villa - Property 26522
  Villa:  3 Bedroom, 1 Bathroom, Sleeps 6
Location: Black Rock, Tobago, Trinidad and Tobago
Features: Charcoal Grill, Cooking Utensils Provided, Crib, Fireplace, Full Kitchen, Games, Garden, Linens Provided, Maid Service Available, Spices, Terrace
Description: Our house is located in the small historical village of Black-Rock at the north-west coast of Tobago,surrounded by a lovely tropical garden WI a big covered terrace. All rooms are supplied with sea...(more)
Price Range: 110 - 130 /night (in Euros €)
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Fran's Fancy, Hope Town, Beachfront with dock

Caribbean Vacation Rental Cottage - Property 2792
  Cottage:  3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hope Town, Abaco, Bahamas
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Full Kitchen, Games, Garage, Garden, Lanai, Linens Provided
Description: ABOUT THE HOUSE Our house is in the Hope Town Point area which encompasses the northern end of Elbow Cay. We are about 1 mile from the settlement, right on the water, on the Sea of Abaco side and al...(more)
Price Range: 2550 - 3550 /week (in US $)
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Sugar Beach Villa

Caribbean Vacation Rental Villa - Property 10171
  Villa:  4 Bedroom, 5 Bathroom, Sleeps 8
Location: Williams Town, Little Exuma, Bahamas
Features: Deck, Terrace, BBQ Grill, Air Conditioning, High-Speed Internet
Description: Voted the most exclusive luxury estate on Little Exuma. The incomparable luxury of Sugar Beach Villa is an island paradise like no other on Earth. The serenity of the crystal clear waters and the mile...(more)
Price Range: 3500 - 4900 /week (in US $)
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Villa Oceana Beachfront Villa w/48 ft. pool

Caribbean Vacation Rental Villa - Property 11389
  Villa:  4 Bedroom, 3 Bathroom, Sleeps 10
Location: BWI, Providenciales, Turks and Caicos Islands
Features: Air Conditioning, Cooking Utensils Provided, Crib, Full Kitchen, Gas Grill, Gated Complex, High-Speed Internet, Linens Provided, Maid Service Available, Patio, Pool (priv...(more)
Description: This popular home has 3-4 bedrooms, is beachfront with a 48 foot freshwater pool. Directly on Sapodilla Bay beach. Crystal clear water w/powder soft sand. New upgrades and ammenities and is child...(more)
Price Range: 3400 - 4600 /week (in US $)
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Luxurious Villa, Anguilla, private pool and ocean view

Caribbean Vacation Rental Villa - Property 25364
  Villa:  4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Little Harbour, Antigua, Antigua and Barbuda
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Fitness Center, Full Kitchen, Garden, High-Speed Internet, Linens Provided, Maid Service Available, Pat...(more)
Description: Eden House Villa is an exclusive, luxurious home, overlooking Little Harbour, Anguilla, with spectacular views of St. Maarten/St. Martin and neighbouring islands. The Villa is surrounded by beautiful ...(more)
Price Range: 2250 - 6300 /week (in US $)
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Apartment at Guavaberry Golf Course

Caribbean Vacation Rental Apartment - Property 54012
  Apartment:  2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Juan Dolio, San Pedro De Macoris, Dominican Republic
Features: Air Conditioning, Cooking Utensils Provided, Full Kitchen, Garden, Linens Provided, Maid Service Available, Patio, Pool (access), Terrace
Description: Stunning Two & Three Bedroom Apartments available for Rent in the Exclusive Guavaberry Golf & Country Club. These Apartments are located within the Los Corozos Development. Guavaberry Golf & Count...(more)
Price Range: 150 - 250 /night  :  850 - 1000 /week (in US $)
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Brand New Ocean Front Nevis Villa with Private Pool

Caribbean Vacation Rental Villa - Property 69146
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 4
Location: Charlestown, West Indies, St. Kitts and Nevis
Features: Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Garden, Gas Grill, High-Speed Internet, Lanai, Linens Provided, Lounge/Common Area, Maid Service Availabl...(more)
Description: This brand-new villa at Cliffdwellers faces St. Kitts offering fabulous sunset views year round. Soak in the infinity-edged pool day or night and dine under the stars on the open veranda. House is bea...(more)
Price Range: 2800 - 5200 /week (in US $)
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Sabor Caribe(2) Villa on Tortola

Caribbean Vacation Rental Villa - Property 23582
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 4
Location: West End, Tortola, British Virgin Islands
Features: Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Garden, Gas Grill, High Chair, Linens Provided, Lounge/Common Area, Maid Service Available, Patio, Pool (...(more)
Description: Sabor Caribe(2) is an enchanting two bedroom-villa, located on the West End of the island of Tortola. This romantic and private getaway for couples is just five minutes drive from Apple Bay Beach or ...(more)
Price Range: 214 - 285 /night  :  1500 - 2000 /week (in US $)
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Ocean front villa nearby the Blue Lagoon - Jamaica

Caribbean Vacation Rental Villa - Property 31719
  Villa:  4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Port Antonio, Portland, Jamaica
Features: Air Conditioning, Charcoal Grill, Deck, Full Kitchen, High-Speed Internet, Maid Service Available, Terrace
Description: Recently built the villa consists of luxury 4 bedroom, 3 bathroom, open design and tropical furnishing. Fully staffed the Villa is located at the world famous Blue Lagoon Villas All bedrooms have s...(more)
Price Range: 850 - 1000 /night  :  5950 - 7000 /week (in US $)
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Garden beach apartment

Caribbean Vacation Rental Apartment - Property 32359
  Apartment:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Loiza, East, Puerto Rico
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Fitness Center, Full Kitchen, Games, Garden, Gated Complex, Jacuzzi, Linens Provided, Patio, Pool (access), S...(more)
Description: Relaxing beach apartment in Loiza, Puerto Rico, near everything... The apartment is fully equipment and furnished. Two bedrooms, one with a queen bed, a/c, tv/dvd,vhs,cable and the other room wi...(more)
Price Range: 125 - 150 /night  :  650 - 800 /week (in US $)
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Bahamas Luxury Nygard Cay

Caribbean Vacation Rental Villa - Property 30281
  Villa:  10 Bedroom, 10 Bathroom, Sleeps 20
Location: Nassau, Nassau, Bahamas
Description: 2nd Most expensive Island Rental in the World. Can be rented as a 10 or 12 bedroom villa. This 10 acre private island is situated on the second best club in the whole carribean. Comes with 2 pools, 5 ...(more)
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Isal Verde Beach Area Ocean Front Properties

Caribbean Vacation Rental Apartment - Property 23115
  Apartment:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: Isla Verde, North, Puerto Rico
Features: Air Conditioning, Cooking Utensils Provided, Elevator, Full Kitchen, Linens Provided, Pool (access)
Description: One bedroom apartment in Isla Verde Beach area. Centrally located ocean front condo/apartment with direct and full ocean view. Walking distance to hotels & casinos, 24hr supermarket, shopping, restau...(more)
Price Range: 700 - 950 /week (in US $)
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Beautiful Tarditional Bermuda Home

Caribbean Vacation Rental Villa - Property 13509
  Villa:  4 Bedroom, 2.5 Bathroom, Sleeps 5
Location: Pembroke, Pembroke, Bermuda
Features: Air Conditioning, Cooking Utensils Provided, Crib, Fireplace, Fitness Center, Full Kitchen, Garden, Gas Grill, Gated Complex, High-Speed Internet, Linens Provided, Lounge...(more)
Description: Lansdowne This traditional Bermudian home is a little piece of paradise in the centre of the city. Located in a lovely garden with a swimming pool you would never know that you are within walking di...(more)
Price Range: 715 - 715 /night (in US $)
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IF NOT PARADISE WHERE?...

Caribbean Vacation Rental Bed and Breakfast - Property 8367
  Bed and Breakfast:  10 Bedroom, 9.5 Bathroom, Sleeps 20
Location: Whitehouse, Westmoreland, Jamaica
Features: Beach Service (available), Beach Service (included), Continental Breakfast, Cooking Utensils Provided, Full Kitchen, Garage, Garden, Gas Grill, Gated Complex, High-Speed ...(more)
Description: Nestled on a hillside, with a breathtaking view of the turquoise Caribbean Sea, and natural sugar white sand beaches. The property is located on Jamaica's unspoiled South Coast, minutes away from natu...(more)
Price Range: 65 - 120 /night  :  390 - 720 /week (in US $)
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Heritage Gardens Cottage in the Blue Mountains, Jamaica

Caribbean Vacation Rental Cottage - Property 70011
  Cottage:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Newcastle, Blue Mountains, Jamaica
Features: Continental Breakfast, Cooking Utensils Provided, Deck, Full Kitchen, Garden, Linens Provided, Lounge/Common Area, Maid Service Available, Patio, Terrace
Description: A simple, cozy, two-bedroom cottage is available for rental in The Heritage Gardens at Cold Spring , and the grounds provide the perfect setting for wandering, meditation, retreats, writing, cultural ...(more)
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House with concierge services

Caribbean Vacation Rental Home - Property 6214
  Home:  2 Bedroom, 1 Bathroom, Sleeps 6
Location: Montego Bay, St. James, Jamaica
Features: Air Conditioning, Beach Service (available), Charcoal Grill, Cooking Utensils Provided, Crib, Deck, Fitness Center, Full Kitchen, Garden, Gas Grill, Gated Complex, High-S...(more)
Description: Perfect for independently minded families, friends, couples and singles wishing to enjoy an adventurous vacation exploring the island beyond the hotel experience. The house is yours exclusively for th...(more)
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Bogue Home - A vacation Home away from home

Caribbean Vacation Rental Home - Property 13513
  Home:  2 Bedroom, 1 Bathroom, Sleeps 6
Location: Montego Bay, St. James, Jamaica
Features: Air Conditioning, Patio
Description: This is your home away from home. This newly built two bedroom house is located in the newly built and much sought after community of Bogue Village. Bogue Village is located on the outskirt of Monte...(more)
Price Range: 125 - 160 /night  :  700 - 1000 /week (in US $)
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Executive Style Beachfront Rental

Caribbean Vacation Rental Villa - Property 46780
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Dorado, North, Puerto Rico
Features: Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Gas Grill, Gated Complex, High Chair, High-Speed Internet, Linens Provided, Maid Service Available, Terra...(more)
Description: Villas de Costa Mar, Dorado Puerto Rico is conveniently located just thirty minutes from Luis Munoz Marin International Airport in Isla Verde. The vacation rental unit is in a gated, private and secur...(more)
Price Range: 170 - 200 /night  :  900 - 1200 /week (in US $)
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Apartment in Golf Course

Caribbean Vacation Rental Apartment - Property 68558
  Apartment:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Bavaro, La Altagracia, Dominican Republic
Features: Air Conditioning, Cooking Utensils Provided, Fitness Center, Full Kitchen, Garden, Jacuzzi, Pool (access), Terrace
Description: Two-room apartment, fully furnished, situated opposite hole 1 at the Golf Course 18 holes at White Sands, in the newly built residential Laguna Golf. " Complete views to the pool and garden area and p...(more)
Price Range: 80 - 100 /night  :  500 - 700 /week (in US $)
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"Posada Colonial" upstairs Vacation Apartment,

Caribbean Vacation Rental Apartment - Property 17316
  Apartment:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: borderline Condado &Ocean Park, North, Puerto Rico
Features: Air Conditioning, Beach Service (included), Cooking Utensils Provided, Full Kitchen, Games, High-Speed Internet, Linens Provided, Maid Service Available, Spices
Description: 2nd floor (stairs) apartment in a Colonial style house Includes ac, wireless Internet, cable TV, fully equipped kitchen, washer dryer, (no cost). Once a week cleaning (no extra fee) on request ...(more)
Price Range: 70 - 70 /night  :  400 - 400 /week (in US $)
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Fond Doux Holiday Plantation

Caribbean Vacation Rental Cottage - Property 30096
  Cottage:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: Soufriere, Soufriere, St. Lucia
Features: Beach Service (available), Continental Breakfast, Cooking Utensils Provided, Full Kitchen, Garden, Gated Complex, Linens Provided, Maid Service Available, Patio, Pool (ac...(more)
Description: Fond Doux Holiday Plantation in St Lucia is an 19th century colonial plantation hotel set amidst the lush tropical foliage of St Lucia’s breadbasket and historical centre, Soufriere. Soufriere, home ...(more)
Price Range: 100 - 350 /night (in US $)
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Luxury Compound Style Villa on Beautiful Sandy Beach

Caribbean Vacation Rental Villa - Property 37125
  Villa:  4 Bedroom, 5 Bathroom, Sleeps 10
Location: Whymms, Long Island, Bahamas
Features: Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Garage, Garden, Gas Grill, High-Speed Internet, Linens Provided, Lounge/Common Area, Maid Service Availab...(more)
Description: "The Lodge" is a unique home comprised of 4 separate buildings. The main Lodge is the gathering hub of the property – with great room, dining room and kitchen as well as a nice sized laundry room / pa...(more)
Price Range: 2500 - 4800 /week (in US $)
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Listings 1 - 25 are shown above. Page ( 1 2 3 4 5 .. 47 ) Next »

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