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Caribbean Luxury Villas for Rent

Luxury Villa Rentals in Caribbean for 2 people

Necker IslandNecker Island #2Necker Island #3Necker Island #4Necker Island #5Necker Island #6Necker Island #7Necker Island #8Necker Island #9Necker Island #10Necker Island #11Necker Island #12Necker Island #13Necker Island #14Necker Island #15Necker Island #16Necker Island #17Necker Island #18Necker Island #19Necker Island #20Necker Island #21Necker Island #22Necker Island #23Necker Island #24Necker Island #25Necker Island #26Necker Island #27Necker Island #28Necker Island #29Necker Island #30Necker Island #31
Starting at $80,000 /night.

Santosha Villa

Long Bay, Anguilla

7 Bedrooms, Sleeps 14

Santosha VillaSantosha Villa #2Santosha Villa #3Santosha Villa #4Santosha Villa #5Santosha Villa #6Santosha Villa #7Santosha Villa #8Santosha Villa #9Santosha Villa #10Santosha Villa #11Santosha Villa #12Santosha Villa #13Santosha Villa #14Santosha Villa #15Santosha Villa #16Santosha Villa #17Santosha Villa #18Santosha Villa #19Santosha Villa #20Santosha Villa #21Santosha Villa #22Santosha Villa #23Santosha Villa #24Santosha Villa #25Santosha Villa #26Santosha Villa #27Santosha Villa #28Santosha Villa #29Santosha Villa #30Santosha Villa #31Santosha Villa #32Santosha Villa #33Santosha Villa #34Santosha Villa #35Santosha Villa #36Santosha Villa #37
Starting at $74,400 /night.
Amanyara 6 Bedroom VillaAmanyara 6 Bedroom Villa #2Amanyara 6 Bedroom Villa #3Amanyara 6 Bedroom Villa #4Amanyara 6 Bedroom Villa #5Amanyara 6 Bedroom Villa #6Amanyara 6 Bedroom Villa #7Amanyara 6 Bedroom Villa #8Amanyara 6 Bedroom Villa #9
Starting at $19,840 /night.

The Residence

Parrot Cay, Turks & Caicos

11 Bedrooms, Sleeps 22

The ResidenceThe Residence #2The Residence #3The Residence #4The Residence #5The Residence #6The Residence #7
Starting at $17,500 /night.

Cove Spring House

Weston, Barbados

10 Bedrooms, Sleeps 20

Cove Spring HouseCove Spring House #2Cove Spring House #3Cove Spring House #4Cove Spring House #5Cove Spring House #6Cove Spring House #7Cove Spring House #8Cove Spring House #9Cove Spring House #10Cove Spring House #11Cove Spring House #12Cove Spring House #13Cove Spring House #14Cove Spring House #15Cove Spring House #16Cove Spring House #17
Starting at $15,000 /night.

Little Whale Cay

Little Whale Cay, Bahamas

7 Bedrooms, Sleeps 12

Little Whale CayLittle Whale Cay #2Little Whale Cay #3Little Whale Cay #4Little Whale Cay #5Little Whale Cay #6Little Whale Cay #7Little Whale Cay #8Little Whale Cay #9Little Whale Cay #10Little Whale Cay #11
Starting at $14,400 /night.

The Beach House

Meads Bay, Anguilla

8 Bedrooms, Sleeps 16

The Beach HouseThe Beach House #2The Beach House #3The Beach House #4The Beach House #5The Beach House #6The Beach House #7The Beach House #8The Beach House #9The Beach House #10The Beach House #11The Beach House #12The Beach House #13
Starting at $12,858 /night.

Hawksbill

Grace Bay, Turks & Caicos

8 Bedrooms, Sleeps 16

HawksbillHawksbill #2Hawksbill #3Hawksbill #4Hawksbill #5Hawksbill #6Hawksbill #7Hawksbill #8Hawksbill #9Hawksbill #10Hawksbill #11Hawksbill #12Hawksbill #13Hawksbill #14Hawksbill #15Hawksbill #16Hawksbill #17Hawksbill #18Hawksbill #19Hawksbill #20Hawksbill #21Hawksbill #22Hawksbill #23Hawksbill #24Hawksbill #25
Starting at $10,350 /night.

Rosalita

Dunmore Town, Bahamas

6 Bedrooms, Sleeps 12

RosalitaRosalita #2Rosalita #3Rosalita #4Rosalita #5Rosalita #6Rosalita #7Rosalita #8Rosalita #9Rosalita #10Rosalita #11Rosalita #12Rosalita #13Rosalita #14Rosalita #15Rosalita #16Rosalita #17Rosalita #18Rosalita #19Rosalita #20Rosalita #21Rosalita #22Rosalita #23Rosalita #24
Starting at $10,000 /night.
Turtle Tail EstateTurtle Tail Estate #2Turtle Tail Estate #3Turtle Tail Estate #4Turtle Tail Estate #5Turtle Tail Estate #6Turtle Tail Estate #7Turtle Tail Estate #8Turtle Tail Estate #9Turtle Tail Estate #10Turtle Tail Estate #11Turtle Tail Estate #12Turtle Tail Estate #13Turtle Tail Estate #14Turtle Tail Estate #15Turtle Tail Estate #16Turtle Tail Estate #17Turtle Tail Estate #18Turtle Tail Estate #19Turtle Tail Estate #20Turtle Tail Estate #21Turtle Tail Estate #22Turtle Tail Estate #23Turtle Tail Estate #24Turtle Tail Estate #25Turtle Tail Estate #26
Starting at $10,000 /night.
Arrecife 11 (9 Bedrooms)Arrecife 11 (9 Bedrooms) #2Arrecife 11 (9 Bedrooms) #3Arrecife 11 (9 Bedrooms) #4Arrecife 11 (9 Bedrooms) #5Arrecife 11 (9 Bedrooms) #6Arrecife 11 (9 Bedrooms) #7Arrecife 11 (9 Bedrooms) #8Arrecife 11 (9 Bedrooms) #9Arrecife 11 (9 Bedrooms) #10Arrecife 11 (9 Bedrooms) #11Arrecife 11 (9 Bedrooms) #12Arrecife 11 (9 Bedrooms) #13Arrecife 11 (9 Bedrooms) #14Arrecife 11 (9 Bedrooms) #15Arrecife 11 (9 Bedrooms) #16Arrecife 11 (9 Bedrooms) #17Arrecife 11 (9 Bedrooms) #18Arrecife 11 (9 Bedrooms) #19Arrecife 11 (9 Bedrooms) #20Arrecife 11 (9 Bedrooms) #21Arrecife 11 (9 Bedrooms) #22Arrecife 11 (9 Bedrooms) #23Arrecife 11 (9 Bedrooms) #24Arrecife 11 (9 Bedrooms) #25Arrecife 11 (9 Bedrooms) #26
Starting at $10,000 /night.
Ani Villas DominicanAni Villas Dominican #2Ani Villas Dominican #3Ani Villas Dominican #4Ani Villas Dominican #5Ani Villas Dominican #6Ani Villas Dominican #7Ani Villas Dominican #8Ani Villas Dominican #9Ani Villas Dominican #10Ani Villas Dominican #11Ani Villas Dominican #12Ani Villas Dominican #13Ani Villas Dominican #14Ani Villas Dominican #15
Starting at $9,120 /night.

Ani Villas Estate

Blackgarden Bay, Anguilla

10 Bedrooms, Sleeps 20

Ani Villas EstateAni Villas Estate #2Ani Villas Estate #3Ani Villas Estate #4Ani Villas Estate #5Ani Villas Estate #6Ani Villas Estate #7Ani Villas Estate #8Ani Villas Estate #9Ani Villas Estate #10Ani Villas Estate #11Ani Villas Estate #12Ani Villas Estate #13Ani Villas Estate #14Ani Villas Estate #15
Starting at $8,600 /night.

Indigo Villa

Little Harbour, Anguilla

9 Bedrooms, Sleeps 18

Indigo VillaIndigo Villa #2Indigo Villa #3Indigo Villa #4Indigo Villa #5Indigo Villa #6Indigo Villa #7Indigo Villa #8Indigo Villa #9Indigo Villa #10Indigo Villa #11Indigo Villa #12Indigo Villa #13Indigo Villa #14Indigo Villa #15Indigo Villa #16Indigo Villa #17Indigo Villa #18Indigo Villa #19Indigo Villa #20Indigo Villa #21Indigo Villa #22Indigo Villa #23Indigo Villa #24Indigo Villa #25Indigo Villa #26Indigo Villa #27Indigo Villa #28Indigo Villa #29Indigo Villa #30Indigo Villa #31Indigo Villa #32Indigo Villa #33Indigo Villa #34Indigo Villa #35Indigo Villa #36Indigo Villa #37Indigo Villa #39Indigo Villa #40Indigo Villa #41Indigo Villa #42
Starting at $8,232 /night.

Rio Chico Private Estate

Ocho Rios, Jamaica

8 Bedrooms, Sleeps 20

Rio Chico Private EstateRio Chico Private Estate #2Rio Chico Private Estate #3Rio Chico Private Estate #4Rio Chico Private Estate #5Rio Chico Private Estate #6Rio Chico Private Estate #7Rio Chico Private Estate #8Rio Chico Private Estate #9Rio Chico Private Estate #10Rio Chico Private Estate #11Rio Chico Private Estate #12Rio Chico Private Estate #13Rio Chico Private Estate #14Rio Chico Private Estate #15Rio Chico Private Estate #16Rio Chico Private Estate #17Rio Chico Private Estate #18
Starting at $55,000 /week.

Nevaeh

Long Bay, Anguilla

8 Bedrooms, Sleeps 16

NevaehNevaeh #2Nevaeh #3Nevaeh #4Nevaeh #5Nevaeh #6Nevaeh #7Nevaeh #8Nevaeh #9Nevaeh #10Nevaeh #11
Starting at $7,590 /night.

Greensleeves

Gibbes, Barbados

9 Bedrooms, Sleeps 20

GreensleevesGreensleeves #2Greensleeves #3Greensleeves #4Greensleeves #5Greensleeves #6Greensleeves #7Greensleeves #8Greensleeves #9Greensleeves #10Greensleeves #11Greensleeves #12Greensleeves #13Greensleeves #14Greensleeves #15Greensleeves #16Greensleeves #17Greensleeves #18Greensleeves #19Greensleeves #20Greensleeves #21Greensleeves #22Greensleeves #23Greensleeves #24Greensleeves #25Greensleeves #26Greensleeves #27Greensleeves #28Greensleeves #29
Starting at $7,500 /night.

Crystal Springs

The Garden, Barbados

10 Bedrooms, Sleeps 20

Crystal SpringsCrystal Springs #2Crystal Springs #3Crystal Springs #4Crystal Springs #5Crystal Springs #6Crystal Springs #7Crystal Springs #8Crystal Springs #9Crystal Springs #10Crystal Springs #11Crystal Springs #12Crystal Springs #13Crystal Springs #14Crystal Springs #15Crystal Springs #16Crystal Springs #17Crystal Springs #18Crystal Springs #19Crystal Springs #20Crystal Springs #21Crystal Springs #22Crystal Springs #23Crystal Springs #24Crystal Springs #25Crystal Springs #26Crystal Springs #27
Starting at $7,245 /night.

la Petite Sereine

Pointe Milou, St. Barts

5 Bedrooms, Sleeps 10

la Petite Sereinela Petite Sereine #2la Petite Sereine #3la Petite Sereine #4la Petite Sereine #5la Petite Sereine #6la Petite Sereine #7la Petite Sereine #8la Petite Sereine #9la Petite Sereine #10la Petite Sereine #11la Petite Sereine #12la Petite Sereine #13la Petite Sereine #14la Petite Sereine #15la Petite Sereine #16la Petite Sereine #17la Petite Sereine #18la Petite Sereine #19la Petite Sereine #20la Petite Sereine #21la Petite Sereine #22la Petite Sereine #23la Petite Sereine #24la Petite Sereine #25la Petite Sereine #26la Petite Sereine #27la Petite Sereine #28la Petite Sereine #29la Petite Sereine #30la Petite Sereine #31la Petite Sereine #32la Petite Sereine #33la Petite Sereine #34la Petite Sereine #35la Petite Sereine #36la Petite Sereine #37la Petite Sereine #38la Petite Sereine #39la Petite Sereine #40la Petite Sereine #41la Petite Sereine #44la Petite Sereine #45
Starting at $50,000 /week.

Dunes

Salines, St. Barts

6 Bedrooms, Sleeps 12

DunesDunes #2Dunes #3Dunes #4Dunes #5Dunes #6Dunes #7Dunes #8Dunes #9Dunes #10Dunes #11Dunes #12Dunes #13Dunes #14Dunes #15Dunes #16Dunes #17Dunes #18Dunes #19Dunes #20Dunes #21Dunes #22Dunes #23Dunes #24Dunes #25Dunes #26Dunes #27Dunes #28Dunes #29Dunes #30Dunes #31Dunes #32Dunes #33Dunes #34Dunes #35Dunes #36
Starting at $50,000 /week.

Villa Awa

Grace Bay, Turks & Caicos

6 Bedrooms, Sleeps 12

Villa AwaVilla Awa #2Villa Awa #3Villa Awa #4Villa Awa #5Villa Awa #6Villa Awa #7Villa Awa #8Villa Awa #9Villa Awa #10Villa Awa #11Villa Awa #12Villa Awa #13Villa Awa #14Villa Awa #15Villa Awa #16Villa Awa #17
Starting at $7,000 /night.
Amanyara 4 Bedroom Tranquility VillaAmanyara 4 Bedroom Tranquility Villa #2Amanyara 4 Bedroom Tranquility Villa #3Amanyara 4 Bedroom Tranquility Villa #4Amanyara 4 Bedroom Tranquility Villa #5Amanyara 4 Bedroom Tranquility Villa #6Amanyara 4 Bedroom Tranquility Villa #7Amanyara 4 Bedroom Tranquility Villa #8
Starting at $6,944 /night.

Casa Del Mar

Petit Cul de Sac, St. Barts

6 Bedrooms, Sleeps 12

Casa Del MarCasa Del Mar #2Casa Del Mar #3Casa Del Mar #4Casa Del Mar #5Casa Del Mar #6Casa Del Mar #7Casa Del Mar #8Casa Del Mar #9Casa Del Mar #10Casa Del Mar #11Casa Del Mar #12Casa Del Mar #13Casa Del Mar #14Casa Del Mar #15Casa Del Mar #16Casa Del Mar #17Casa Del Mar #18Casa Del Mar #19Casa Del Mar #20Casa Del Mar #21Casa Del Mar #22Casa Del Mar #23Casa Del Mar #24Casa Del Mar #25Casa Del Mar #26Casa Del Mar #27Casa Del Mar #28Casa Del Mar #29Casa Del Mar #30Casa Del Mar #31Casa Del Mar #32Casa Del Mar #33Casa Del Mar #34Casa Del Mar #35Casa Del Mar #36Casa Del Mar #37Casa Del Mar #38Casa Del Mar #39Casa Del Mar #40Casa Del Mar #41Casa Del Mar #42Casa Del Mar #43Casa Del Mar #44Casa Del Mar #45Casa Del Mar #46Casa Del Mar #47Casa Del Mar #48Casa Del Mar #49Casa Del Mar #50Casa Del Mar #51Casa Del Mar #52Casa Del Mar #53Casa Del Mar #54Casa Del Mar #55Casa Del Mar #56Casa Del Mar #57Casa Del Mar #58Casa Del Mar #59Casa Del Mar #60Casa Del Mar #61Casa Del Mar #62Casa Del Mar #63
Starting at $47,000 /week.

The Great House

Road View, Barbados

8 Bedrooms, Sleeps 16

The Great HouseThe Great House #2The Great House #3The Great House #4The Great House #5The Great House #6The Great House #7The Great House #8The Great House #9The Great House #10The Great House #11The Great House #12The Great House #13The Great House #14The Great House #15The Great House #16The Great House #17The Great House #18
Starting at $6,223 /night.

Silver Rainbow

Petit Cul de Sac, St. Barts

6 Bedrooms, Sleeps 12

Silver RainbowSilver Rainbow #2Silver Rainbow #3Silver Rainbow #4Silver Rainbow #5Silver Rainbow #6Silver Rainbow #7Silver Rainbow #8Silver Rainbow #9Silver Rainbow #10Silver Rainbow #11Silver Rainbow #12Silver Rainbow #13Silver Rainbow #14Silver Rainbow #15Silver Rainbow #16Silver Rainbow #17Silver Rainbow #18Silver Rainbow #19Silver Rainbow #20Silver Rainbow #21Silver Rainbow #22Silver Rainbow #23Silver Rainbow #24Silver Rainbow #25Silver Rainbow #26Silver Rainbow #27Silver Rainbow #28Silver Rainbow #29Silver Rainbow #30Silver Rainbow #31Silver Rainbow #32Silver Rainbow #33Silver Rainbow #34Silver Rainbow #35Silver Rainbow #36Silver Rainbow #37Silver Rainbow #38Silver Rainbow #39Silver Rainbow #40Silver Rainbow #41Silver Rainbow #42Silver Rainbow #43Silver Rainbow #44Silver Rainbow #45Silver Rainbow #46Silver Rainbow #47Silver Rainbow #48Silver Rainbow #49Silver Rainbow #50Silver Rainbow #51Silver Rainbow #52Silver Rainbow #53Silver Rainbow #54
Starting at $43,000 /week.

Villa Mani

Turtle Tail, Turks & Caicos

6 Bedrooms, Sleeps 14

Villa ManiVilla Mani #2Villa Mani #3Villa Mani #4Villa Mani #5Villa Mani #6Villa Mani #7Villa Mani #8Villa Mani #9Villa Mani #10Villa Mani #11Villa Mani #12Villa Mani #13Villa Mani #14Villa Mani #15Villa Mani #16
Starting at $6,000 /night.
Plantation HousePlantation House #2Plantation House #3Plantation House #4Plantation House #5Plantation House #6Plantation House #7Plantation House #8Plantation House #9Plantation House #10Plantation House #11Plantation House #12Plantation House #13Plantation House #14Plantation House #15Plantation House #16Plantation House #17Plantation House #18Plantation House #19Plantation House #20Plantation House #21Plantation House #22
Starting at $6,000 /night.
Chateau des PalmiersChateau des Palmiers #2Chateau des Palmiers #3Chateau des Palmiers #4Chateau des Palmiers #5Chateau des Palmiers #6Chateau des Palmiers #7Chateau des Palmiers #8Chateau des Palmiers #9Chateau des Palmiers #10Chateau des Palmiers #11Chateau des Palmiers #12Chateau des Palmiers #13Chateau des Palmiers #14Chateau des Palmiers #15Chateau des Palmiers #16Chateau des Palmiers #17Chateau des Palmiers #18Chateau des Palmiers #19Chateau des Palmiers #20Chateau des Palmiers #21Chateau des Palmiers #22Chateau des Palmiers #23Chateau des Palmiers #24Chateau des Palmiers #25
Starting at $42,000 /week.
Bella Beach VillaBella Beach Villa #2Bella Beach Villa #3Bella Beach Villa #4Bella Beach Villa #5Bella Beach Villa #6Bella Beach Villa #7Bella Beach Villa #8Bella Beach Villa #9
Starting at $5,950 /night.

Las Hamacas

Cap Cana, Dominican Republic

6 Bedrooms, Sleeps 14

Las HamacasLas Hamacas #2Las Hamacas #3Las Hamacas #4Las Hamacas #5Las Hamacas #6Las Hamacas #7Las Hamacas #8Las Hamacas #9Las Hamacas #10Las Hamacas #11Las Hamacas #12Las Hamacas #13Las Hamacas #14Las Hamacas #15Las Hamacas #16Las Hamacas #17Las Hamacas #18Las Hamacas #19Las Hamacas #20Las Hamacas #21Las Hamacas #22Las Hamacas #23Las Hamacas #24Las Hamacas #25Las Hamacas #26Las Hamacas #27Las Hamacas #28Las Hamacas #29Las Hamacas #30Las Hamacas #31Las Hamacas #32Las Hamacas #33Las Hamacas #34Las Hamacas #35Las Hamacas #36Las Hamacas #37Las Hamacas #38Las Hamacas #39Las Hamacas #40Las Hamacas #41Las Hamacas #42Las Hamacas #43
Starting at $5,870 /night.
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