International+1-514-360-2529

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 $57,500 /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.
La Dolce Vita Grace Bay ClubLa Dolce Vita Grace Bay Club #2La Dolce Vita Grace Bay Club #3La Dolce Vita Grace Bay Club #4La Dolce Vita Grace Bay Club #5La Dolce Vita Grace Bay Club #6La Dolce Vita Grace Bay Club #7La Dolce Vita Grace Bay Club #8La Dolce Vita Grace Bay Club #9La Dolce Vita Grace Bay Club #10La Dolce Vita Grace Bay Club #11La Dolce Vita Grace Bay Club #12La Dolce Vita Grace Bay Club #13La Dolce Vita Grace Bay Club #14La Dolce Vita Grace Bay Club #15La Dolce Vita Grace Bay Club #16La Dolce Vita Grace Bay Club #17La Dolce Vita Grace Bay Club #18La Dolce Vita Grace Bay Club #19La Dolce Vita Grace Bay Club #20La Dolce Vita Grace Bay Club #21La Dolce Vita Grace Bay Club #22La Dolce Vita Grace Bay Club #23La Dolce Vita Grace Bay Club #24La Dolce Vita Grace Bay Club #25La Dolce Vita Grace Bay Club #26La Dolce Vita Grace Bay Club #27La Dolce Vita Grace Bay Club #28La Dolce Vita Grace Bay Club #29La Dolce Vita Grace Bay Club #30La Dolce Vita Grace Bay Club #31La Dolce Vita Grace Bay Club #32La Dolce Vita Grace Bay Club #33La Dolce Vita Grace Bay Club #34La Dolce Vita Grace Bay Club #35La Dolce Vita Grace Bay Club #36La Dolce Vita Grace Bay Club #37La Dolce Vita Grace Bay Club #38La Dolce Vita Grace Bay Club #39La Dolce Vita Grace Bay Club #40La Dolce Vita Grace Bay Club #41La Dolce Vita Grace Bay Club #42La Dolce Vita Grace Bay Club #43La Dolce Vita Grace Bay Club #44La Dolce Vita Grace Bay Club #45La Dolce Vita Grace Bay Club #46La Dolce Vita Grace Bay Club #47La Dolce Vita Grace Bay Club #48La Dolce Vita Grace Bay Club #49La Dolce Vita Grace Bay Club #50La Dolce Vita Grace Bay Club #51La Dolce Vita Grace Bay Club #52La Dolce Vita Grace Bay Club #53La Dolce Vita Grace Bay Club #54La Dolce Vita Grace Bay Club #55La Dolce Vita Grace Bay Club #56La Dolce Vita Grace Bay Club #57La Dolce Vita Grace Bay Club #58La Dolce Vita Grace Bay Club #59La Dolce Vita Grace Bay Club #60La Dolce Vita Grace Bay Club #61La Dolce Vita Grace Bay Club #62La Dolce Vita Grace Bay Club #63La Dolce Vita Grace Bay Club #64La Dolce Vita Grace Bay Club #65La Dolce Vita Grace Bay Club #66La Dolce Vita Grace Bay Club #67La Dolce Vita Grace Bay Club #68La Dolce Vita Grace Bay Club #69La Dolce Vita Grace Bay Club #70La Dolce Vita Grace Bay Club #71La Dolce Vita Grace Bay Club #72La Dolce Vita Grace Bay Club #73La Dolce Vita Grace Bay Club #74La Dolce Vita Grace Bay Club #75La Dolce Vita Grace Bay Club #76La Dolce Vita Grace Bay Club #77La Dolce Vita Grace Bay Club #78La Dolce Vita Grace Bay Club #79La Dolce Vita Grace Bay Club #80La Dolce Vita Grace Bay Club #81La Dolce Vita Grace Bay Club #82La Dolce Vita Grace Bay Club #83La Dolce Vita Grace Bay Club #84La Dolce Vita Grace Bay Club #85La Dolce Vita Grace Bay Club #86La Dolce Vita Grace Bay Club #87La Dolce Vita Grace Bay Club #88La Dolce Vita Grace Bay Club #89La Dolce Vita Grace Bay Club #90La Dolce Vita Grace Bay Club #91
Starting at $16,000 /night.

Sentosa

Grace Bay, Turks & Caicos

8 Bedrooms, Sleeps 16

SentosaSentosa #2Sentosa #3Sentosa #4Sentosa #5Sentosa #6Sentosa #7Sentosa #8Sentosa #9Sentosa #10Sentosa #11Sentosa #12
Starting at $15,000 /night.

One Sandy Lane

Paynes Bay, Barbados

5 Bedrooms, Sleeps 10

One Sandy LaneOne Sandy Lane #2One Sandy Lane #3One Sandy Lane #4One Sandy Lane #5One Sandy Lane #6One Sandy Lane #7One Sandy Lane #8One Sandy Lane #9One Sandy Lane #10
Starting at $15,000 /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.

Kairos

Jumby Bay, Antigua

8 Bedrooms, Sleeps 17

KairosKairos #2Kairos #3Kairos #4Kairos #5Kairos #6Kairos #7Kairos #8Kairos #9
Starting at $13,250 /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 #13The Beach House #14The Beach House #15The Beach House #16The Beach House #17The Beach House #18The Beach House #19The Beach House #20The Beach House #21The Beach House #22The Beach House #23The Beach House #24The Beach House #25The Beach House #26The Beach House #27The Beach House #28The Beach House #29The Beach House #30The Beach House #31The Beach House #32The Beach House #33The Beach House #34The Beach House #35The Beach House #36The Beach House #37The Beach House #38The Beach House #39The Beach House #40The Beach House #41The Beach House #42The Beach House #43The Beach House #44The Beach House #45The Beach House #46The Beach House #47
Starting at $12,858 /night.

Bananaquit Estate

Jumby Bay, Antigua

7 Bedrooms, Sleeps 15

Bananaquit EstateBananaquit Estate #2Bananaquit Estate #3Bananaquit Estate #4Bananaquit Estate #5Bananaquit Estate #6Bananaquit Estate #7Bananaquit Estate #8Bananaquit Estate #9Bananaquit Estate #10Bananaquit Estate #11Bananaquit Estate #12Bananaquit Estate #13Bananaquit Estate #14
Starting at $12,500 /night.

Oleander

Jumby Bay, Antigua

6 Bedrooms, Sleeps 12

OleanderOleander #2Oleander #3Oleander #4Oleander #5Oleander #6Oleander #7Oleander #8Oleander #9Oleander #10
Starting at $12,500 /night.

Lazy Lizard

Jumby Bay, Antigua

6 Bedrooms, Sleeps 12

Lazy LizardLazy Lizard #2Lazy Lizard #3Lazy Lizard #4Lazy Lizard #5Lazy Lizard #6Lazy Lizard #7Lazy Lizard #8Lazy Lizard #9Lazy Lizard #10
Starting at $12,500 /night.

La Casa Estate

Jumby Bay, Antigua

6 Bedrooms, Sleeps 12

La Casa EstateLa Casa Estate #2La Casa Estate #3La Casa Estate #4La Casa Estate #5La Casa Estate #6La Casa Estate #7La Casa Estate #8La Casa Estate #9La Casa Estate #10La Casa Estate #11La Casa Estate #12La Casa Estate #13
Starting at $12,500 /night.

Turtle Crossing

Jumby Bay, Antigua

7 Bedrooms, Sleeps 14

Turtle CrossingTurtle Crossing #2Turtle Crossing #3Turtle Crossing #4Turtle Crossing #5Turtle Crossing #6
Starting at $11,950 /night.

Sandpiper Beach House

Jumby Bay, Antigua

5 Bedrooms, Sleeps 10

Sandpiper Beach HouseSandpiper Beach House #2Sandpiper Beach House #3Sandpiper Beach House #4Sandpiper Beach House #5Sandpiper Beach House #6Sandpiper Beach House #7Sandpiper Beach House #8
Starting at $11,950 /night.

Frangipani Estate

Jumby Bay, Antigua

6 Bedrooms, Sleeps 12

Frangipani EstateFrangipani Estate #2Frangipani Estate #3Frangipani Estate #4Frangipani Estate #5Frangipani Estate #6Frangipani Estate #7Frangipani Estate #8
Starting at $11,950 /night.

Evangeline

Jumby Bay, Antigua

7 Bedrooms, Sleeps 14

EvangelineEvangeline #2Evangeline #3Evangeline #4Evangeline #5Evangeline #6Evangeline #7Evangeline #8Evangeline #9Evangeline #10Evangeline #11Evangeline #12Evangeline #13
Starting at $11,950 /night.

Summerhill Villa

Montego Bay, Jamaica

9 Bedrooms, Sleeps 18

Summerhill VillaSummerhill Villa #2Summerhill Villa #3Summerhill Villa #4Summerhill Villa #5Summerhill Villa #6Summerhill Villa #7Summerhill Villa #8Summerhill Villa #9Summerhill Villa #10Summerhill Villa #11Summerhill Villa #12Summerhill Villa #13Summerhill Villa #14Summerhill Villa #15Summerhill Villa #16Summerhill Villa #17Summerhill Villa #18Summerhill Villa #19Summerhill Villa #20Summerhill Villa #21
Starting at $11,700 /night.

Blue Pelican

Jumby Bay, Antigua

6 Bedrooms, Sleeps 12

Blue PelicanBlue Pelican #2Blue Pelican #3Blue Pelican #4Blue Pelican #5Blue Pelican #6Blue Pelican #7Blue Pelican #8Blue Pelican #9Blue Pelican #10Blue Pelican #11Blue Pelican #12Blue Pelican #13Blue Pelican #14Blue Pelican #15Blue Pelican #16
Starting at $11,250 /night.

Turtle Reef Estate

Jumby Bay, Antigua

4 Bedrooms, Sleeps 8

Turtle Reef EstateTurtle Reef Estate #2Turtle Reef Estate #3Turtle Reef Estate #4Turtle Reef Estate #5Turtle Reef Estate #6
Starting at $11,250 /night.

Sanzaru

Sandy Lane, Barbados

11 Bedrooms, Sleeps 22

SanzaruSanzaru #2Sanzaru #3Sanzaru #4Sanzaru #5Sanzaru #6Sanzaru #7Sanzaru #8Sanzaru #9Sanzaru #10Sanzaru #11Sanzaru #12Sanzaru #13Sanzaru #14Sanzaru #15Sanzaru #16Sanzaru #17Sanzaru #18
Starting at $11,000 /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.

Les Palmiers

Jumby Bay, Antigua

5 Bedrooms, Sleeps 10

Les PalmiersLes Palmiers #2Les Palmiers #3
Starting at $10,250 /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) #26Arrecife 11 (9 Bedrooms) #27Arrecife 11 (9 Bedrooms) #28Arrecife 11 (9 Bedrooms) #29Arrecife 11 (9 Bedrooms) #30Arrecife 11 (9 Bedrooms) #31Arrecife 11 (9 Bedrooms) #32Arrecife 11 (9 Bedrooms) #33Arrecife 11 (9 Bedrooms) #34Arrecife 11 (9 Bedrooms) #35Arrecife 11 (9 Bedrooms) #36
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.

Kishti WEST, Meads Bay

Meads Bay, Anguilla

5 Bedrooms, Sleeps 10

Kishti WEST, Meads BayKishti WEST, Meads Bay #2Kishti WEST, Meads Bay #3Kishti WEST, Meads Bay #4Kishti WEST, Meads Bay #5Kishti WEST, Meads Bay #6Kishti WEST, Meads Bay #7Kishti WEST, Meads Bay #8Kishti WEST, Meads Bay #9Kishti WEST, Meads Bay #10Kishti WEST, Meads Bay #11Kishti WEST, Meads Bay #12Kishti WEST, Meads Bay #13Kishti WEST, Meads Bay #14Kishti WEST, Meads Bay #15Kishti WEST, Meads Bay #16Kishti WEST, Meads Bay #17
Starting at $8,000 /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.
Show More Properties Top

Need some help?

Let us know what you're looking for and a Reservation Manager will contact you right away with some options.

$0 No Max

Access your favorites anytime.

You can view your list of favorites anytime by clicking on the favorites icon in the top menu.

You can view your list of favorites anytime by clicking on Your Favorites in the mobile menu.

When you are logged in to your account, we will automatically save your favorites so you can come back later and view them or share them.

Got it.