Caribbean Rental - Vacation Homes, Condos, and Villas

Welcome to our Caribbean Rental page. With vast stretches of white sandy beaches, warm temperatures year round, and possibility of private vacation, the Caribbean screams to be your next vacation spot. There are of course the well know British Virgin Islands and US Virgin Islands, but there are so many other islands to explore. Take the Cayman Islands for instance. The Cayman Islands are made up of 3 islands, Grand Cayman, Little Cayman, and Cayman Brac. On the Cayman Islands be sure to order a local mudslide drink (adults only!) and checkout Sting Ray City where you can swim waste deep in water with tons of sting rays. While you are planning your Caribbean vacation, make sure that you find lodging that perfectly suits you. We certainly recommend staying in a caribbean private rental rather than a hotel. Some rentals will even include your own private pool and jacuzzi! Not to mention you'll have your own kitchen so you don't have to leave your private paradise!

Vacation Rentals > All Caribbean Vacation Rentals



Sort the Caribbean rental list below by clicking Property Type, Sleeps, Beds, Baths at the top of each column.
 

Anguilla

Property Type Sleeps Beds Baths Pool Pets
Rendezvous Bay Hotel and Villas Hotel 10+ 10+ 10 N N
Anguilla vacation resort. Near St Martin Villa 3 2 10 Y N

Aruba

Aruba Oceanfront vacation timeshare Condo 2 2 6 N N
Aruba Beachfront home in Villa 3 3 8 N N

Barbados

Barbados vacation Property Villa 3 2 6 N N
Villa Mon Caprice, Sandy Lane Beach, Barbados Villa 5 5 10 Y N
Barbados Glitter Bay 409 Private Penthouse Suite Apartment 0 1 0 Y N
Barbados Villa 84 Private 3 bedroom in Holetown Villa 3 2 6 Y N
Glitter Bay Barbados Condo 2 2 5 Y N
Tai Luxury Villa Barbados (St. Laurence Gap) Villa 5 4, 1 Half 10 N N
Brand New Luxury Vacation Villas 1,2,3 bedroom Villa 2 1 4 Y N
 Barbados Apartments, Barbados holiday rentals, Holiday apartments in Barbados Apartment 1 1 3 N N

Bavaro

Condo / Apartment For Sale, Bavaro - Punta Cana Apartment 2 2 4 Y N
Bavaro - Punta Cana vacation condo Apartment 1 1 2 Y N
punta cana playa bavaro apartment for rent up to 4 people Apartment 1 1 4 N N
punta cana apartment rental Apartment 1 1 4 N N

Beacon Hill

Beacon Hill with view of Private Secluded Burgeaux Condo 4 2 8 N N

Bonaire

Private 2BR, 2.5bath townhouse villa at beachfront resort with pool Townhome 2 2, 1 Half 5 Y N

Cabrera

Villa Castellamonte - Luxury Villa Rental Villa 7 1 10 Y N
Las Callenas Villa with a View! Near Beach! Villa 0 1 0 Y Y
Villa Orchid Hill House 2 2 4 Y Y

Cayman Brac

Cayman Brac - Tranquil Paradise 2 2 6 Y N

Cuba

Cuba, Havana, bedrooms in beautiful colonial house Bed and Breakfast 5 5, 9 Half 8 N Y
CubaGayfriendly Bed and Breakfast 4 4 10 N Y

Cupecoy Beach

The Cliff at Cupecoy Beach 5th Floor Condo 2 2, 1 Half 6 Y N

Curacao

villa with private pool at Jan Thiel, Curacao Villa 3 2 6 Y N
Luxury oceanfront villa with private pool, 5 min walk from the beach Villa 4 4, 1 Half 8 Y Y
Limestone Holiday apartments & diving Apartment 2 2 4 Y N
CuracaoRentalHomes: CASA SABLICA 4-bedroom villa with sea view Villa 4 3 8 N N

Dawn Beach

Spectacular St. Maarten ocean-front villa House 6 6 10 N N

Dickenson Bay

Private Villas in Antigua for rent Villa 4 2 8 Y N
Beachfront Antigua Village One Bedroom Apartment 1 1 3 Y N
Beachfront Antigua Village One Bedroom Apartment 1 1 3 Y N
Beachfront Studio at Antigua Village Apartment 1 1 2 Y N
Luxury Antigua Villa House in Prime Location Villa 2 2 6 Y N

Falmouth

The Carib House Villa 5 4 10 Y Y

Friars Bay

Villas at Mont Blanc-SUMMER SPECIAL Villa 2 1 4 N N

Galley Bay

Antigua Villa Rental: Villa Gaia Villa 4 3 8 Y N
Luxury Villa rental : Villa Allegra Villa 3 3 6 Y N
Bed and Breakfast Chez Pascal 4 4 10 Y N
Luxury Villa Red Sun directly on the beach Villa 4 4 8 Y N
luxury villa rental : Villa Serena Villa 3 4 6 Y N

Grand Cayman

Island Time Beachfront Condo 2 2 6 Y N
Angelfish Villa 3 3 6 Y N
Parrotfish Villa 2 2 6 Y N

Grand Turk Island

Beachfront Turks and Caicos Rental - Grand Turk Apartment 2 1 4 N N

Grenada

Apartment for rent in Grenada Apartment 2 1 4 N N

Guadeloupe

Bed and Breakfast in Guadeloupe Villa 2 1 3 N N

Juan Dolio

Luxury Golf Villa with Private Beach Club Villa 5 3 9 Y Y
Costa del Sol Condo 2 2 6 Y Y
Dreamvillage Juan Dolio Duplex 4 3, 2 Half 6 Y Y

Middle Caicos

Seawings Villa on Middle Caicos Villa 2 2 4 N N
Tropico Cottage Cottage 1 1 2 N N

Montego Bay

Villa Rococo Villa 5 6 10 Y N
Gorgeous Luxury Villa  home away from home Villa 4 3 8 N Y

Negril

Beach House Villas, Negril, Jamaica Villa 10+ 10+ 10 N Y

Ocho Rios

On Top of the World Villa Villa 4 2 8 N N
Ocho Rios Ocean View Villa Villa 5 4, 1 Half 10 Y N

Oyster Pond

OCEAN BEACH PARADISE Villa 3 3 7 Y Y
Spectacular house overlooking Dawns Beach Villa 5 4, 1 Half 10 Y N

Providenciales

Turks and Caicos Vacation Condos - The Seagate 2 2 6 N N
Caribbean Paradise Inn Inn 1 1 2 Y N
Vacation Villas on two waterfronts close to  bonefishing and scuba Villa 1 1 4 Y N
Island Breeze at Grace Bay Cottage 2 1, 1 Half 5 N N

Puerto Rico

Beachfront Villa at Rio Mar Beach Resort Villa 1 1 5 Y N
dorado puerto rico oceanfront vacation rentals House 4 3, 1 Half 10 N Y
Secluded Luxurious Beachfront Villas Villa 10+ 10+ 10 Y N
Minutes from the Beach Apartment at Dorado P.R. Apartment 3 2 6 Y N
The Best Ocean Front Villa in Puerto Rico Villa 1 1 5 Y N
Malibu Beach Puerto Rico Condo Rental Apartment 3 2 9 Y N
Golf Villa at Wyndham Rio Mar Beach Resort Villa 1 2 6 Y N
4 bedroom Beachfront Villa at Rio Mar Beach Resort Villa 4 4 10 Y N
Rincon Ocean view affordable  Rental property Townhome 2 2 7 N N
Breathtaking Views at this Oceanfront Apartment in Playa Azul Apartment 2 1 5 Y N
Lovely Oceanfront 2 bedroom Condo Condo 2 1 5 N N
Beachfront Penthouse near San Juan Condo 3 2 6 Y N
Loiza - Golden sand beach 3/2  Condo 3 pools-Vistas of Rain Forest Condo 3 2 6 Y N
Puerto Rico Oceanfront - Isla Verde Tourist area Apartment 1 1 4 Y N
Luxury Villa Loma Sol in El Yunque Rainforest Villa 5 5 10 Y Y
Beachfront Penthouse sleeps 6 only 14 miles East of SJU Condo 3 2 6 Y N
4 Large Apartment Style Vacation Rental Guest House Guesthouse 6 5 10 N N
Mountain House in Rincon, Puerto Rico House 3 1 4 N N
3BR 2.5 Bath Beachfront Penthouse Duplex with Pool Condo 3 2, 1 Half 8 N N
Sunshine Guest House 60 seconds from the beach 10 mins from El Yunque Rainforest Guesthouse 6 3 10 N N

Runaway Bay

Villa Rental  with private pool Runaway Bay Jamaica Villa 4 4 8 Y N
 Affordable One Bed Room Apt With Pool-  Runaway Bay Jamaica Apartment 1 1 2 Y N

Santo Domingo

Buena Vista Penthouse Apartment 4 3 6 N N
Penthouse Buena  Vista 2 Apartment 2 2 5 N N
Beautiful Apartment in Santo Domingo Apartment 2 2, 1 Half 4 N N

Sosua

Beachfront vacation apartments / Dominican Republic 1 1 2 Y N
Deluxe 2-Bedroom Sosua Apartment Condo 2 2 4 Y N
Perla de Sosua - Economy Apartments Hotel 2 1 4 Y N
 The best family destination Apartment 2 2 6 Y N
Front Beach Apartment Cabarete Apartment 2 2 4 N N
A Fabulous and Relaxing Oceanfront Condo Condo 3 2, 1 Half 8 Y N

St Croix

Paradise Found Condo 2 2 4 Y N
Chenay Bay Beach Resort Hotel 1 1 4 Y N
Caribbean vacation villa Villa Soleil, St. Croix Villa 5 3 10 Y Y

St John

Fabulous St. John 5 BR villa with privacy House 5 4, 2 Half 10 Y N
US Virgin Islands house rental - Chateau Margot Villa 6 6 10 Y N
Casa Luna @ Smuggler's Cove Villa 3 3, 1 Half 6 Y N
Coco de Mar Villa 5 5 10 Y N
Sea Turtle Villa Villa 2 3 8 Y N
Notre Ciel Villa 2 2 7 Y N
Above Peter Bay, St. John US Virgin Islands Villa 3 2 6 Y N
St John's popular villa Great Expectations Villa 6 7 10 Y N
St John Villa Rental - villamahr - CORAL BAY Villa 3 1 6 Y N
Hillcrest Guest House, St. John US Virgin Is. Guesthouse 1 1 4 N N
ANDANTE BY THE SEA Villa 3 3 6 Y N

St. Barthelemy

Villa Maison Mexicaine Villa 2 2 4 Y N

St. Thomas

A Virgin Island Vacation Villa Villa 3 2 6 N N
A Condo 3 3 6 N N
A “Too Blue” Caribbean Beachfront Escape Condo 3 3 6 N N

St. Vincent and the Grenadines

Harmony Hall Resorts, St.Vincent - Affordable Luxury Apartment 1 1 3 N N
Harmony Hall Resorts, St.Vincent - Affordable Luxury Apartment 2 1 5 N N

Tortola

FrenchmansLookout Villa on Tortola Villa 5 5 10 Y N
Beautiful Beach Villa Villa 3 3 9 N Y
Whispering Soursops Villa 4 3 10 Y N
Quaint Cottage at Little Apple Bay Cottage 1 1 2 Y N
Tortola BVI Vacation Rental House--Toa Toa Villa 4 4 8 N N
Long Bay Beach Virgin Island Rental--Sunset House Villa 5 5 10 Y N
Willow House walk to Long Bay Beach Villa 2 2 4 N N
Cane Garden Bay, Cielo Villa Villa 5 5 10 Y N
Sugar Plum House Above Little Apple Bay House 2 2 4 N N
Lemon Grass Villa near Cane Garden Bay..Walk to the beach Villa 3 3 6 Y N
 Romantic Getaway,Palm Grove Villa Villa 2 2 4 N N
Big Apple on the beach at Little Apple Bay Apartment 2 1 4 N N
Beachfront Luxury Vacation Villa /Pool Long Bay Tortola British Virgin Isalnds Villa 2 2 4 Y N
Frenchmans Hotel 10+ 10+ 10 Y N

Treasure Beach

Beachfront Villa Hikaru at Treasure Beach Villa 4 2 8 Y N

Trinidad and Tobago

2-Bedroom Holiday Apartment with Pool near Beach Apartment 2 1 4 Y N
Cool Breeze Villa - Tobago vacation rental House 3 2, 1 Half 6 Y N

Virgin Gorda

Caribbean Wind 4 Bdrm on the Beach Villa 4 4 8 Y Y
Open Deck Villa 3 3 6 Y N
Mahoe Bay -Sand Castle on Virgin Gorda Villa 4 5 10 Y N
South Sound Luxury Waterfront Villa Virgin Gorda Villa 6 4 10 Y N
Virgin Gorda Oceanfront Luxury Villa - Sleeps 2 to 14! Villa 5 5, 1 Half 10 Y N
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