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Caribbean vacation rental

Caribbean vacation rentals

Privately owned homes, professionally managed, across every Caribbean destination Emerald Kite represents.

Popular: St. Barts Vacation Rentals Turks and Caicos Vacation Rentals Cayman Islands Vacation Rentals Bahamas Vacation Rentals
1,514Homes listed
18Destinations
Professionally managed & privately owned
Vetted through a rigorous screening process
Talk to a Caribbean specialist
Villa Specialists available by phone
Where to stay

Most-booked Caribbean destinations

Ranked by how many homes we currently represent in each one.

All 18 destinations →
St. Barts vacation rentals
St. Barts Vacation Rentals185 homes
 Turks and Caicos vacation rentals
Turks and Caicos Vacation Rentals154 homes
 Cayman Islands vacation rentals
Cayman Islands Vacation Rentals151 homes
 Bahamas vacation rentals
Bahamas Vacation Rentals145 homes
 Dominican Republic vacation rentals
Dominican Republic Vacation Rentals126 homes
 St. Thomas vacation rentals
St. Thomas Vacation Rentals125 homes
 Barbados vacation rentals
Barbados Vacation Rentals103 homes
 Guadeloupe vacation rentals
Guadeloupe Vacation Rentals79 homes
Every corner of Caribbean

Every Caribbean destination

Browse by area to see the homes available in each one.

Caribbean

1,514 homes

Browse professionally managed vacation homes across Caribbean.

Handpicked in Caribbean

Caribbean homes our guests return to

A rotating selection of top-tier properties, each professionally managed and photographed.

Search all homes →
Platinum Jamaica Luxury Beachfront Villa - Runaway Bay Vacation Rental- Chef Butler & House Keeper
Jamaica

Jamaica Luxury Beachfront Villa - Runaway Bay Vacation Rental- Chef Butler & House Keeper

6 Bedrooms · 5 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Vacation Rental in Grand Cayman Island Awaits You!
Cayman Islands

Luxury Vacation Rental in Grand Cayman Island Awaits You!

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,710 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Grand Cayman Vacation Rental - Two Bedroom Ocean View Condo in West Bay
Cayman Islands

Grand Cayman Vacation Rental - Two Bedroom Ocean View Condo in West Bay

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $665 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold St Croix Bay View 5 Bedroom Vacation Pool Villa Walk to Beach
St. Croix

St Croix Bay View 5 Bedroom Vacation Pool Villa Walk to Beach

5 Bedrooms · 5 Bathrooms · Sleeps 12
From $958 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Contemporary Caribbean 9 Bedroom Luxury Rental
Turks and Caicos

Contemporary Caribbean 9 Bedroom Luxury Rental

9 Bedrooms · 8 Bathrooms · Sleeps 24
From $14,865 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Sabadeco luxury Estate Villa Path to Beach & Ocean
Bonaire

Sabadeco luxury Estate Villa Path to Beach & Ocean

4 Bedrooms · 4 Bathrooms
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Staff Luxury private Villa Jamaica Residence
Jamaica

Staff Luxury private Villa Jamaica Residence

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $2,526 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Little Exuma Oceanfront Villa With Private Pool
Bahamas

Little Exuma Oceanfront Villa With Private Pool

5 Bedrooms · 4 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Vacation Villa in Guadeloupe with Private Pool
Guadeloupe

Three Bedroom Vacation Villa in Guadeloupe with Private Pool

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $750 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Vacation Home with 5 Bedrooms in Barbados
Barbados

Beachfront Vacation Home with 5 Bedrooms in Barbados

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $4,094 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Villa Bonaire - Caribbean Oceanfront Villa with Direct Sea Access
Bonaire

Luxury Villa Bonaire - Caribbean Oceanfront Villa with Direct Sea Access

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum St. Barts Vacation Rental with Private Heated Pool
St. Barts

St. Barts Vacation Rental with Private Heated Pool

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $11,746 / night
Call to confirm availability941.500.4555 Request a callback & quote
Plan the trip

Planning your Caribbean trip

Good to know

Caribbean vacation rental questions

The things travellers ask us most before they book.

Are these homes professionally managed?

Yes. Every home is privately owned but represented by an established property-management company responsible for cleaning, maintenance and guest support during your stay.

Need help choosing?

Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.

Start your search Call 941.500.4555

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