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Caribbean Luxury Villas for Rent

Luxury Villa Rentals in Caribbean for 2 people

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 $8,680 /night.

Dei Sogni

Lorient, St. Barts

6 Bedrooms, Sleeps 12

Dei SogniDei Sogni #2Dei Sogni #3Dei Sogni #4Dei Sogni #5Dei Sogni #6Dei Sogni #7Dei Sogni #8Dei Sogni #9
Starting at $8,571 /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.
Bella Vita VillaBella Vita Villa #2Bella Vita Villa #3Bella Vita Villa #4Bella Vita Villa #5Bella Vita Villa #6Bella Vita Villa #7Bella Vita Villa #8Bella Vita Villa #9Bella Vita Villa #10Bella Vita Villa #11Bella Vita Villa #12Bella Vita Villa #13Bella Vita Villa #14Bella Vita Villa #15Bella Vita Villa #16Bella Vita Villa #17Bella Vita Villa #18Bella Vita Villa #19Bella Vita Villa #20Bella Vita Villa #21Bella Vita Villa #22Bella Vita Villa #23Bella Vita Villa #24Bella Vita Villa #25Bella Vita Villa #26Bella Vita Villa #27Bella Vita Villa #28Bella Vita Villa #29
Starting at $7,425 /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.
Triton Luxury Beach VillaTriton Luxury Beach Villa #2Triton Luxury Beach Villa #3Triton Luxury Beach Villa #4Triton Luxury Beach Villa #5Triton Luxury Beach Villa #6Triton Luxury Beach Villa #7Triton Luxury Beach Villa #8Triton Luxury Beach Villa #9Triton Luxury Beach Villa #10Triton Luxury Beach Villa #11Triton Luxury Beach Villa #12Triton Luxury Beach Villa #13Triton Luxury Beach Villa #14Triton Luxury Beach Villa #15Triton Luxury Beach Villa #16Triton Luxury Beach Villa #17Triton Luxury Beach Villa #18Triton Luxury Beach Villa #19Triton Luxury Beach Villa #20Triton Luxury Beach Villa #21Triton Luxury Beach Villa #22Triton Luxury Beach Villa #23Triton Luxury Beach Villa #24Triton Luxury Beach Villa #25Triton Luxury Beach Villa #26Triton Luxury Beach Villa #27Triton Luxury Beach Villa #28Triton Luxury Beach Villa #29Triton Luxury Beach Villa #30Triton Luxury Beach Villa #31Triton Luxury Beach Villa #32Triton Luxury Beach Villa #33Triton Luxury Beach Villa #34Triton Luxury Beach Villa #35Triton Luxury Beach Villa #36Triton Luxury Beach Villa #37Triton Luxury Beach Villa #38Triton Luxury Beach Villa #39Triton Luxury Beach Villa #40Triton Luxury Beach Villa #41Triton Luxury Beach Villa #42
Starting at $7,200 /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.

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 $7,100 /night.

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.

Santosha

Long Bay, Anguilla

9 Bedrooms, Sleeps 18

SantoshaSantosha #2Santosha #3Santosha #4Santosha #5Santosha #6Santosha #7Santosha #8Santosha #9Santosha #10Santosha #11Santosha #12Santosha #13Santosha #14Santosha #15Santosha #16Santosha #17
Starting at $7,000 /night.
Amanyara 3 Bedroom Tranquility VillaAmanyara 3 Bedroom Tranquility Villa #2Amanyara 3 Bedroom Tranquility Villa #3Amanyara 3 Bedroom Tranquility Villa #4Amanyara 3 Bedroom Tranquility Villa #5Amanyara 3 Bedroom Tranquility Villa #6Amanyara 3 Bedroom Tranquility Villa #7Amanyara 3 Bedroom Tranquility Villa #8Amanyara 3 Bedroom Tranquility Villa #9
Starting at $6,944 /night.
Juanillo 3Juanillo 3 #2Juanillo 3 #3Juanillo 3 #4Juanillo 3 #5Juanillo 3 #6Juanillo 3 #7Juanillo 3 #8Juanillo 3 #9Juanillo 3 #10Juanillo 3 #11Juanillo 3 #12Juanillo 3 #13Juanillo 3 #14Juanillo 3 #15Juanillo 3 #16Juanillo 3 #17Juanillo 3 #18Juanillo 3 #19Juanillo 3 #20Juanillo 3 #21Juanillo 3 #22Juanillo 3 #23Juanillo 3 #24
Starting at $6,940 /night.
ShogunShogun #2Shogun #3Shogun #4Shogun #5Shogun #6Shogun #7Shogun #8Shogun #9Shogun #10
Starting at $6,429 /night.
Villa Grande AzureVilla Grande Azure #2Villa Grande Azure #3Villa Grande Azure #4Villa Grande Azure #5Villa Grande Azure #6Villa Grande Azure #7Villa Grande Azure #8Villa Grande Azure #9Villa Grande Azure #10Villa Grande Azure #11Villa Grande Azure #12Villa Grande Azure #13Villa Grande Azure #14Villa Grande Azure #15Villa Grande Azure #16Villa Grande Azure #17Villa Grande Azure #18Villa Grande Azure #19Villa Grande Azure #20Villa Grande Azure #21Villa Grande Azure #22Villa Grande Azure #23
FREE CAR RENTAL
Starting at $45,000 /week.

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 $45,000 /week.
South Villa | Ani AnguillaSouth Villa | Ani Anguilla #2South Villa | Ani Anguilla #3South Villa | Ani Anguilla #4South Villa | Ani Anguilla #5South Villa | Ani Anguilla #6South Villa | Ani Anguilla #7South Villa | Ani Anguilla #8
Starting at $6,400 /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.
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 #25Chateau des Palmiers #26Chateau des Palmiers #27Chateau des Palmiers #28Chateau des Palmiers #29Chateau des Palmiers #30Chateau des Palmiers #31Chateau des Palmiers #32Chateau des Palmiers #33
Starting at $42,000 /week.
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 #36
Starting at $5,870 /night.

Sirena Blue

Punta Cana, Dominican Republic

5 Bedrooms, Sleeps 14

Sirena BlueSirena Blue #2Sirena Blue #3Sirena Blue #4Sirena Blue #5Sirena Blue #6Sirena Blue #7Sirena Blue #8Sirena Blue #9Sirena Blue #10Sirena Blue #11Sirena Blue #12Sirena Blue #13Sirena Blue #14Sirena Blue #15Sirena Blue #16Sirena Blue #17Sirena Blue #18Sirena Blue #19Sirena Blue #20Sirena Blue #21Sirena Blue #22Sirena Blue #23Sirena Blue #24
Starting at $5,720 /night.

Casa Carey

Punta Cana, Dominican Republic

6 Bedrooms, Sleeps 16

Casa CareyCasa Carey #2Casa Carey #3Casa Carey #4Casa Carey #5Casa Carey #6Casa Carey #7Casa Carey #8Casa Carey #9Casa Carey #10Casa Carey #11Casa Carey #12Casa Carey #13
Starting at $5,625 /night.

Stargazer Villa

Turtle Cove, Turks & Caicos

6 Bedrooms, Sleeps 12

Stargazer VillaStargazer Villa #2Stargazer Villa #3Stargazer Villa #4Stargazer Villa #5Stargazer Villa #6Stargazer Villa #7Stargazer Villa #8Stargazer Villa #9Stargazer Villa #10Stargazer Villa #11Stargazer Villa #12Stargazer Villa #13Stargazer Villa #14Stargazer Villa #15Stargazer Villa #16Stargazer Villa #17
Starting at $5,500 /night.

Tir Na Nog

Jumby Bay, Antigua

6 Bedrooms, Sleeps 12

Tir Na NogTir Na Nog #2Tir Na Nog #3Tir Na Nog #4Tir Na Nog #5Tir Na Nog #6
Starting at $5,450 /night.
Amanyara Pool PavilionAmanyara Pool Pavilion #2Amanyara Pool Pavilion #3Amanyara Pool Pavilion #4
Starting at $5,352 /night.

Estate A La Mer

Cruz Bay, USVI

9 Bedrooms, Sleeps 22

Estate A La MerEstate A La Mer #2Estate A La Mer #3Estate A La Mer #4Estate A La Mer #5Estate A La Mer #6Estate A La Mer #7Estate A La Mer #8Estate A La Mer #9Estate A La Mer #10Estate A La Mer #11Estate A La Mer #12Estate A La Mer #13Estate A La Mer #14Estate A La Mer #15Estate A La Mer #16Estate A La Mer #17Estate A La Mer #18Estate A La Mer #19Estate A La Mer #20Estate A La Mer #21Estate A La Mer #22
Starting at $5,280 /night.
Bianca Sands on Grace Bay - The PenthouseBianca Sands on Grace Bay - The Penthouse #2Bianca Sands on Grace Bay - The Penthouse #3Bianca Sands on Grace Bay - The Penthouse #4Bianca Sands on Grace Bay - The Penthouse #5Bianca Sands on Grace Bay - The Penthouse #6Bianca Sands on Grace Bay - The Penthouse #7Bianca Sands on Grace Bay - The Penthouse #8Bianca Sands on Grace Bay - The Penthouse #9Bianca Sands on Grace Bay - The Penthouse #10Bianca Sands on Grace Bay - The Penthouse #11Bianca Sands on Grace Bay - The Penthouse #12Bianca Sands on Grace Bay - The Penthouse #13Bianca Sands on Grace Bay - The Penthouse #14
Starting at $5,250 /night.
Les Jolies EauxLes Jolies Eaux #2Les Jolies Eaux #3Les Jolies Eaux #4Les Jolies Eaux #5Les Jolies Eaux #6Les Jolies Eaux #7Les Jolies Eaux #8Les Jolies Eaux #9Les Jolies Eaux #10Les Jolies Eaux #11Les Jolies Eaux #12Les Jolies Eaux #13Les Jolies Eaux #14Les Jolies Eaux #15Les Jolies Eaux #16Les Jolies Eaux #17Les Jolies Eaux #18Les Jolies Eaux #19Les Jolies Eaux #20Les Jolies Eaux #21Les Jolies Eaux #22Les Jolies Eaux #23Les Jolies Eaux #24Les Jolies Eaux #25Les Jolies Eaux #26
Starting at $5,143 /night.
Toucan HillToucan Hill #2Toucan Hill #3Toucan Hill #4Toucan Hill #5Toucan Hill #6Toucan Hill #7Toucan Hill #8Toucan Hill #10Toucan Hill #11Toucan Hill #12Toucan Hill #13
Starting at $5,143 /night.
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