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
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This idyllic beachfront villa has the typical setting for a real Caribbean Island getaway. Surround by mature foliage, set in it's own private grou... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This idyllic beachfront villa has the typical setting for a real Caribbean Island getaway. Surround by mature foliage, set in it's own private grou... Learn More
Rates
$277 - $349 night
$1937 - $2440 week
$277 - $349 night
$1937 - $2440 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Mahoe Beach- Virgin Gorda Bvi, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, US Satellite, TV, DVD, CD, Equal Bedrooms, BBQ / Grill, Sunset View, Walk to Beach, Connecting interior bedrooms, Safe, ... Learn More
Location: Mahoe Beach- Virgin Gorda Bvi, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, US Satellite, TV, DVD, CD, Equal Bedrooms, BBQ / Grill, Sunset View, Walk to Beach, Connecting interior bedrooms, Safe, ... Learn More
Rates
$4935 - $14453 week
$4935 - $14453 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Ocho Rios, St. Ann, Jamaica
Description: One Bedroom Suite Unit Description: The one bedroom suite comes with a queen or a double bed in the bedroom and one or two singles in the living a... Learn More
Location: Ocho Rios, St. Ann, Jamaica
Description: One Bedroom Suite Unit Description: The one bedroom suite comes with a queen or a double bed in the bedroom and one or two singles in the living a... Learn More
Rates
$85 - $151 night
$595 - $1057 week
$85 - $151 night
$595 - $1057 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a fully equipped kitchen. Bedding Configuration:... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a fully equipped kitchen. Bedding Configuration:... Learn More
Rates
$143 - $200 night
$1001 - $1400 week
$143 - $200 night
$1001 - $1400 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the “action”: wat... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only a few minutes drive away from the “action”: wat... Learn More
Rates
$174 - $256 night
$1220 - $1797 week
$174 - $256 night
$1220 - $1797 week
Villa:
5 Bedroom, 7 Bathroom, Sleeps 10
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Spacious and luxurious, Petite Saline’s five bedroom fully screened Villa Sky is convenient to beaches, bakeries, shops and restaurants. It boasts ... Learn More
Location: Petit Saline, St. Barts, St. Barths - St. Barts
Description: Spacious and luxurious, Petite Saline’s five bedroom fully screened Villa Sky is convenient to beaches, bakeries, shops and restaurants. It boasts ... Learn More
Rates
$11597 - $17590 week
$11597 - $17590 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: The sensational view from this four bedroom, four and a half bathroom beautiful and sumptuous hillside villa captures the incredible blue and green... Learn More
Location: Grand cul de Sac, St. Barts, St. Barths - St. Barts
Description: The sensational view from this four bedroom, four and a half bathroom beautiful and sumptuous hillside villa captures the incredible blue and green... Learn More
Rates
$10540 - $42347 week
$10540 - $42347 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Deve, St. Barts, St. Barths - St. Barts
Description: Constructed of wood, Villa Nahma was inspired by Thailand’s famous Jim Thompson House and is worthy of its spectacular views of Petit and Grand Cul... Learn More
Location: Deve, St. Barts, St. Barths - St. Barts
Description: Constructed of wood, Villa Nahma was inspired by Thailand’s famous Jim Thompson House and is worthy of its spectacular views of Petit and Grand Cul... Learn More
Rates
$11832 - $47165 week
$11832 - $47165 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Negril (Jamaica), JM, Jamaica
Description: Sea view Unit Description: All rooms are well furnished with A/C, a ceiling fan, cable TV, coffeemaker, refrigerator, private bathroom and a king ... Learn More
Location: Negril (Jamaica), JM, Jamaica
Description: Sea view Unit Description: All rooms are well furnished with A/C, a ceiling fan, cable TV, coffeemaker, refrigerator, private bathroom and a king ... Learn More
Rates
$110 - $160 night
$770 - $1120 week
$110 - $160 night
$770 - $1120 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The lovely 3 bedroom Villa Les Mouettes is privately tucked away in the Vitet hillside and guests delight in the island’s tropical trade winds. Th... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The lovely 3 bedroom Villa Les Mouettes is privately tucked away in the Vitet hillside and guests delight in the island’s tropical trade winds. Th... Learn More
Rates
$3607 - $12866 week
$3607 - $12866 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Villa Ti Moun’s location has a trifecta of special features: a hillside setting with a panorama of the iconic harbor, its inclusion in an exclusiv... Learn More
Location: Lurin, St. Barts, St. Barths - St. Barts
Description: Villa Ti Moun’s location has a trifecta of special features: a hillside setting with a panorama of the iconic harbor, its inclusion in an exclusiv... Learn More
Rates
$10270 - $45602 week
$10270 - $45602 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This airy beach front home is within easy walking distance of a beach bar, restaurant and watersport shop. It is also within a 10 minute drive of a... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This airy beach front home is within easy walking distance of a beach bar, restaurant and watersport shop. It is also within a 10 minute drive of a... Learn More
Rates
$308 - $410 night
$2153 - $2870 week
$308 - $410 night
$2153 - $2870 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, TV, DVD, CD, BBQ / Grill, Walk to Beach, Safe, AC-Bedrooms, Internet Access Learn More
Location: Marigot, St. Barts, St. Barths - St. Barts
Description: Additional Features: Pool, TV, DVD, CD, BBQ / Grill, Walk to Beach, Safe, AC-Bedrooms, Internet Access Learn More
Rates
$16532 - $55390 week
$16532 - $55390 week
Condo:
1 Bedroom, 2 Bathroom, Sleeps 4
Location: Freeport, Grand Bahama, Bahamas
Description: 1 bedroom/2 bathroom villa Unit Description: Find comfort and convenience in the Dundee Bay Villas. Our one bedroom villa features a front and bac... Learn More
Location: Freeport, Grand Bahama, Bahamas
Description: 1 bedroom/2 bathroom villa Unit Description: Find comfort and convenience in the Dundee Bay Villas. Our one bedroom villa features a front and bac... Learn More
Rates
$109 - $149 night
$763 - $1043 week
$109 - $149 night
$763 - $1043 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hope Town, Central Abaco, Bahamas
Description: This charming and fully equipped vacation rental is tucked into the back of historic Wee House sharing the front portion of the home with the HG Ch... Learn More
Location: Hope Town, Central Abaco, Bahamas
Description: This charming and fully equipped vacation rental is tucked into the back of historic Wee House sharing the front portion of the home with the HG Ch... Learn More
Rates
$150 - $150 night
$980 - $980 week
$150 - $150 night
$980 - $980 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Rodney Bay, Gros Islet, St. Lucia
Description: Deluxe beach-front room Unit Description: This deluxe room comes with two queen beds, air conditioning, cable TV, a safe deposit box, bathroom ame... Learn More
Location: Rodney Bay, Gros Islet, St. Lucia
Description: Deluxe beach-front room Unit Description: This deluxe room comes with two queen beds, air conditioning, cable TV, a safe deposit box, bathroom ame... Learn More
Rates
$265 - $360 night
$1855 - $2520 week
$265 - $360 night
$1855 - $2520 week
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Nassau, New Providence, Bahamas
Description: Breathe easy as you enjoy the open living plan of the home. Cool ceramic tiles run throughout the living area and central air ensures you?re alway... Learn More
Location: Nassau, New Providence, Bahamas
Description: Breathe easy as you enjoy the open living plan of the home. Cool ceramic tiles run throughout the living area and central air ensures you?re alway... Learn More
Rates
$199 - $199 night
$1200 - $1680 week
$199 - $199 night
$1200 - $1680 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Located in desirable Pointe Milou, this 2 bedroom villa is a true retreat from the work-a-day world. Guests enjoy the pretty, comfortable open liv... Learn More
Location: Pointe Milou, St. Barts, St. Barths - St. Barts
Description: Located in desirable Pointe Milou, this 2 bedroom villa is a true retreat from the work-a-day world. Guests enjoy the pretty, comfortable open liv... Learn More
Rates
$4547 - $16380 week
$4547 - $16380 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom ocean-front suite Unit Description: This luxurious non-smoking ocean-front 2 bedroom 2 bath suite comes with 1 king bed in the master be... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom ocean-front suite Unit Description: This luxurious non-smoking ocean-front 2 bedroom 2 bath suite comes with 1 king bed in the master be... Learn More
Rates
$375 - $999 night
$2625 - $6993 week
$375 - $999 night
$2625 - $6993 week
Villa:
4 Bedroom, 5 Bathroom, Sleeps 8
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The exciting 4 bedroom Villa Anges is described by our French associates as haut de gamme - top of the line. We all agree. Ensconced in a tropical ... Learn More
Location: Vitet, St. Barts, St. Barths - St. Barts
Description: The exciting 4 bedroom Villa Anges is described by our French associates as haut de gamme - top of the line. We all agree. Ensconced in a tropical ... Learn More
Rates
$16532 - $70665 week
$16532 - $70665 week
Villa:
3 Bedroom, 4 Bathroom, Sleeps 6
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Positioned at the end of a curving drive, the three bedroom Villa Datcha is a lovely, contemporary-styled vacation retreat. The indoor and outdoor ... Learn More
Location: Flamands, St. Barts, St. Barths - St. Barts
Description: Positioned at the end of a curving drive, the three bedroom Villa Datcha is a lovely, contemporary-styled vacation retreat. The indoor and outdoor ... Learn More
Rates
$8307 - $36590 week
$8307 - $36590 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Negril (Jamaica), JM, Jamaica
Description: Super Secrets 1 bed/1 bath private cabin Unit Description: These larger cabins for two come well furnished and feature original local art, fresh f... Learn More
Location: Negril (Jamaica), JM, Jamaica
Description: Super Secrets 1 bed/1 bath private cabin Unit Description: These larger cabins for two come well furnished and feature original local art, fresh f... Learn More
Rates
$71 - $212 night
$497 - $1484 week
$71 - $212 night
$497 - $1484 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: Philipsburg, Saint Maarten, St. Maarten - St. Martin
Description: Deluxe studio Unit Description: These units feature a parlor with wing chair and 4-chair dining set. Also included is a balcony or ground-floor te... Learn More
Location: Philipsburg, Saint Maarten, St. Maarten - St. Martin
Description: Deluxe studio Unit Description: These units feature a parlor with wing chair and 4-chair dining set. Also included is a balcony or ground-floor te... Learn More
Rates
$199 - $329 night
$1393 - $2303 week
$199 - $329 night
$1393 - $2303 week
Condo:
Studio, 1 Bathroom, Sleeps 2
Location: Christ Church, Christ Church, Barbados
Description: Superior studio ocean view Unit Description: This comfortable studio unit features a balcony or patio, bathroom with shower and tub, and a kitchen... Learn More
Location: Christ Church, Christ Church, Barbados
Description: Superior studio ocean view Unit Description: This comfortable studio unit features a balcony or patio, bathroom with shower and tub, and a kitchen... Learn More
Rates
$212 - $354 night
$1484 - $2478 week
$212 - $354 night
$1484 - $2478 week
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Maarten, St. Maarten, St. Maarten - St. Martin
Description: Baywood Villa is a wonderful Caribbean style villa located in the gated neighborhood of Dawn Beach Estates. The villa offers stunning views of the ... Learn More
Location: St. Maarten, St. Maarten, St. Maarten - St. Martin
Description: Baywood Villa is a wonderful Caribbean style villa located in the gated neighborhood of Dawn Beach Estates. The villa offers stunning views of the ... Learn More
Rates
$357 - $500 night
$2143 - $6000 week
$357 - $500 night
$2143 - $6000 week
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