Caribbean Vacation Rentals
516 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 search criteria box on the left of the page to refine your search within Caribbean.
Select a country to narrow your vacation rental search or browse listings below:
- Anguilla (9)
- Aruba (4)
- Bahamas (42)
- Barbados (21)
- Bermuda (1)
- British VIrgin Islands (2)
- Cayman Islands (68)
- Dominican Republic (35)
- Jamaica (52)
- Netherlands Antilles (1)
- Puerto Rico (74)
- St. Barths - St. Barts (132)
- St. Lucia (10)
- St. Maarten - St. Martin (30)
- Turks and Caicos Islands (8)
- US Virgin Islands (27)
Top Cities
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Bavaro, Bavaro, Dominican Republic
Description: Property Description: Stanza Mare is a beachfront condo community located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful... Learn More
Location: Bavaro, Bavaro, Dominican Republic
Description: Property Description: Stanza Mare is a beachfront condo community located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful... Learn More
Rates
$140 - $210 night
$840 - $1470 week
$140 - $210 night
$840 - $1470 week
Featured
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Bridgetown, St. Michael, Barbados
Description: Welcome to the CHI Centre! Here we cater for individuals. Our aim is to please! Your aim is to enjoy! Together we can make it happen! Our Vegetar... Learn More
Location: Bridgetown, St. Michael, Barbados
Description: Welcome to the CHI Centre! Here we cater for individuals. Our aim is to please! Your aim is to enjoy! Together we can make it happen! Our Vegetar... Learn More
Rates
$90 - $100 night
$90 - $100 night
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Willemstad, Curacao, Netherlands Antilles
Description: These beautiful two bedroom bungalows are embedded on a hilly area and a peaceful tropical setting. In just minutes away from different beaches suc... Learn More
Location: Willemstad, Curacao, Netherlands Antilles
Description: These beautiful two bedroom bungalows are embedded on a hilly area and a peaceful tropical setting. In just minutes away from different beaches suc... Learn More
Rates
$105 - $105 night
$735 - $735 week
$105 - $105 night
$735 - $735 week
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 7
Location: Loiza, East, Puerto Rico
Description: Enjoy an unforgettable Caribbean Vacation in this beautiful apartment fully equipped, A/C Central, LCD 37 inch, Two TV sets with Cable TV, PlayStat... Learn More
Location: Loiza, East, Puerto Rico
Description: Enjoy an unforgettable Caribbean Vacation in this beautiful apartment fully equipped, A/C Central, LCD 37 inch, Two TV sets with Cable TV, PlayStat... Learn More
Rates
$150 - $175 night
$1000 - $1150 week
$150 - $175 night
$1000 - $1150 week
Apartment:
Studio, 1 Bathroom, Sleeps 3
Location: San Juan, North, Puerto Rico
Description: Studio apartment 4 blocks from the Ocean Park beach, located in a residential street. The adjacent Loiza Street has restaurants, shops, supermarket... Learn More
Location: San Juan, North, Puerto Rico
Description: Studio apartment 4 blocks from the Ocean Park beach, located in a residential street. The adjacent Loiza Street has restaurants, shops, supermarket... Learn More
Rates
$70 - $85 night
$490 - $595 week
$70 - $85 night
$490 - $595 week
Special Offer Mar 15 - Mar 31 DISCOUNTS
1. Baby Boomers, Firefighters, Teacher ...
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Location: Cruz Bay, St. John, US Virgin Islands
Description: Hillcrest Guest House is a romantic vacation rental accommodation with ocean and garden views, for rent by owner. Located on a hill overlooking ... Learn More
Rates
$195 - $245 night
$1000 - $1200 week
$195 - $245 night
$1000 - $1200 week
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Sosua, Puerto Plata, Dominican Republic
Description: Some would describe Perla de Sosua as….. An Apartment Hotel (also ApartHotel, Apart Hotel and Apart-Hotel) is a type of accommodation; described as... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Some would describe Perla de Sosua as….. An Apartment Hotel (also ApartHotel, Apart Hotel and Apart-Hotel) is a type of accommodation; described as... Learn More
Rates
$30 - $83 night
$180 - $540 week
$30 - $83 night
$180 - $540 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd floor (stairs access) apartment in a Colonial style house Includes: - Can sleep up to 3 guest ( Full bed inside room and twin out side) -AC ... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd floor (stairs access) apartment in a Colonial style house Includes: - Can sleep up to 3 guest ( Full bed inside room and twin out side) -AC ... Learn More
Rates
$68 - $68 night
$455 - $455 week
$68 - $68 night
$455 - $455 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: First floor apartment in a Colonial style house Sleep 4 guest: One bedroom with full bed 2 twin beds in the living room area. Includes: -AC in Be... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: First floor apartment in a Colonial style house Sleep 4 guest: One bedroom with full bed 2 twin beds in the living room area. Includes: -AC in Be... Learn More
Rates
$68 - $68 night
$455 - $455 week
$68 - $68 night
$455 - $455 week
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd Floor 2 bedroom apartment. Sleep 4 guest: One bedroom with full bed one bedroom Queen beds Includes: -AC in Both Bedrooms ( only) -Wireles... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: 2nd Floor 2 bedroom apartment. Sleep 4 guest: One bedroom with full bed one bedroom Queen beds Includes: -AC in Both Bedrooms ( only) -Wireles... Learn More
Rates
$75 - $80 night
$555 - $595 week
$75 - $80 night
$555 - $595 week
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment in a recently built Beachfront complez in the historic town of Loiza, located between San Juan and Luquillo, And close to... Learn More
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment in a recently built Beachfront complez in the historic town of Loiza, located between San Juan and Luquillo, And close to... Learn More
Rates
$125 - $150 night
$600 - $650 week
$125 - $150 night
$600 - $650 week
Apartment:
2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: St. James, Prospect, Barbados
Description: Best E. Villas Prospect is the flagship of the Best E. Villas operation. The property hosts two bedroom accommodations where you can experience i... Learn More
Location: St. James, Prospect, Barbados
Description: Best E. Villas Prospect is the flagship of the Best E. Villas operation. The property hosts two bedroom accommodations where you can experience i... Learn More
Rates
$108 - $135 night
$756 - $945 week
$108 - $135 night
$756 - $945 week
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 3
Location: San Juan, North, Puerto Rico
Description: Please Note: minimum 1-WEEK rental required, which can start on any day. Vintage (1930's), Deco, fully restored and equipped, located in the very h... Learn More
Location: San Juan, North, Puerto Rico
Description: Please Note: minimum 1-WEEK rental required, which can start on any day. Vintage (1930's), Deco, fully restored and equipped, located in the very h... Learn More
Rates
$920 - $920 week
$920 - $920 week
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. James, Prospect, Barbados
Description: The property consist of two 3 bedroom apartments where you can experience incomparable home-style living with all the modern amenities and more! ... Learn More
Location: St. James, Prospect, Barbados
Description: The property consist of two 3 bedroom apartments where you can experience incomparable home-style living with all the modern amenities and more! ... Learn More
Rates
$180 - $226 night
$1260 - $1582 week
$180 - $226 night
$1260 - $1582 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: Back First floor apartment in a Colonial style house Sleep 2 guest: One bedroom with queen bed terrace Includes: -AC in Bedroom ( only) -Wirele... Learn More
Location: Borderline Condado -Ocean Park, North, Puerto Rico
Description: Back First floor apartment in a Colonial style house Sleep 2 guest: One bedroom with queen bed terrace Includes: -AC in Bedroom ( only) -Wirele... Learn More
Rates
$68 - $68 night
$455 - $455 week
$68 - $68 night
$455 - $455 week
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 7
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment recently built. Fully-equipped kitchen with stainless steel stove, refrigerator and microwave, dining and living area, hu... Learn More
Location: Loiza, East, Puerto Rico
Description: Beautiful Beach apartment recently built. Fully-equipped kitchen with stainless steel stove, refrigerator and microwave, dining and living area, hu... Learn More
Rates
$85 - $125 night
$625 - $750 week
$85 - $125 night
$625 - $750 week
Apartment:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Sosua, Puerto Plata, Dominican Republic
Description: Property Description: Grand Laguna Beach is nestled in a private, gated residential area between the towns of Sosua and Cabarete on the North shore... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Property Description: Grand Laguna Beach is nestled in a private, gated residential area between the towns of Sosua and Cabarete on the North shore... Learn More
Rates
$160 - $180 night
$1120 - $1260 week
$160 - $180 night
$1120 - $1260 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocho Rios, St. Ann, Jamaica
Description: The Apartment is within on hour of the airport, with some of the best beaches in Ocho Rios. Gleaming three storey 'castles' cluster around tropical... Learn More
Location: Ocho Rios, St. Ann, Jamaica
Description: The Apartment is within on hour of the airport, with some of the best beaches in Ocho Rios. Gleaming three storey 'castles' cluster around tropical... Learn More
Rates
£60 - £75 night
£455 - £525 week
(in United Kingdom Pounds)
£60 - £75 night
£455 - £525 week
(in United Kingdom Pounds)
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Rincon, West, Puerto Rico
Description: Barrero Beach Apartment is located in the town of Rincon, the town of the beautiful sunsets and the best kept secret in Puerto Rico. Come to visit... Learn More
Location: Rincon, West, Puerto Rico
Description: Barrero Beach Apartment is located in the town of Rincon, the town of the beautiful sunsets and the best kept secret in Puerto Rico. Come to visit... Learn More
Rates
$100 - $100 night
$600 - $600 week
$100 - $100 night
$600 - $600 week
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Sosua, Puerto Plata, Dominican Republic
Description: Relax Enjoy your Vacation at Sosúa-Cabarete Luxury Apartments with 1- 2 or 3 Bedrooms for RENT Is one of the largest and most exclusive luxury co... Learn More
Location: Sosua, Puerto Plata, Dominican Republic
Description: Relax Enjoy your Vacation at Sosúa-Cabarete Luxury Apartments with 1- 2 or 3 Bedrooms for RENT Is one of the largest and most exclusive luxury co... Learn More
Rates
$500 - $500 night
$1500 - $1500 week
$500 - $500 night
$1500 - $1500 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: St Thomas, St Thomas, US Virgin Islands
Description: Welcome to Paradise! Welcome to our recently fully renovated condo. The condo has brand new European Kitchen Cabinets, New Bathroom and brand new ... Learn More
Location: St Thomas, St Thomas, US Virgin Islands
Description: Welcome to Paradise! Welcome to our recently fully renovated condo. The condo has brand new European Kitchen Cabinets, New Bathroom and brand new ... Learn More
Rates
$139 - $249 night
$973 - $1699 week
$139 - $249 night
$973 - $1699 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Ocean View Penthouse 3rd floor with elevator, Spectacular Views and relaxing sounds of the Atlantic Ocean. Enjoy totally equipp... Learn More
Location: Loiza, North, Puerto Rico
Description: Beautiful Brand new Ocean View Penthouse 3rd floor with elevator, Spectacular Views and relaxing sounds of the Atlantic Ocean. Enjoy totally equipp... Learn More
Rates
$100 - $125 night
$600 - $700 week
$100 - $125 night
$600 - $700 week
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Loiza, East, Puerto Rico
Description: THE Best and most complete family Resort in Puerto Rico, 30 minutes from the Airport, 6 swimming pools, water slides, Lazy River Pool, Heated Pool,... Learn More
Location: Loiza, East, Puerto Rico
Description: THE Best and most complete family Resort in Puerto Rico, 30 minutes from the Airport, 6 swimming pools, water slides, Lazy River Pool, Heated Pool,... Learn More
Rates
$175 - $200 night
$1200 - $1500 week
$175 - $200 night
$1200 - $1500 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Isla Verde, North, Puerto Rico
Description: Enjoy the tropical urban lifestyle unique to Puerto Rico in our modern apartment. Only steps away from the beach, within walking distance to fine d... Learn More
Location: Isla Verde, North, Puerto Rico
Description: Enjoy the tropical urban lifestyle unique to Puerto Rico in our modern apartment. Only steps away from the beach, within walking distance to fine d... Learn More
Rates
$95 - $140 night
$600 - $900 week
$95 - $140 night
$600 - $900 week
Apartment:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: LARGE 2,000 sqft FOUR (4) BEDROOM BI-LEVEL CONDO These St. Maarten vacation condos are conveniently located, are fully furnished with fully equipp... Learn More
Location: Beacon Hill, Beacon Hill, St. Maarten - St. Martin
Description: LARGE 2,000 sqft FOUR (4) BEDROOM BI-LEVEL CONDO These St. Maarten vacation condos are conveniently located, are fully furnished with fully equipp... Learn More
Rates
$100 - $285 night
$700 - $2000 week
$100 - $285 night
$700 - $2000 week
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