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Vacation Rentals & Villas in Caribbean

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18,470 villas

St Kitts Condo

Frigate Bay condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 24 minutes

Price per night from

$128

Turtle Beach at White Sands

Speightstown penthouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$268

Plover Court Luxury Apartment

Inch Marlow apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 21 minutes

Price per night from

$75

Spring House Bequia

Spring Bay villa

9 bedrooms / 12 bathrooms / sleeps 20

Price per night from

$1,468

259 Vuemont,St Peter

Speightstown apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$189

GOLDEN SUNSET

Holetown bungalow

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 1 hour 38 minutes

Price per night from

$90

The Fan Villa

Port Antonio villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$400

Royal Westmoreland Golf Resort

Royal Westmoreland Golf Resort villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$464

Sandcastles D12 WI/FI Ochi Rios

Ocho Rios apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$118

Moonlight Mountain

Scarborough villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$228

GOLDEN VIEW APARTMENTS

Holetown apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$184

Brightside

Long Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$605

my holiday home rental apartment 3 bedrooms

Discovery Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$205

Sugar Mill House - Colonial style waterfront Villa with huge Infinity Pool

Lance aux Epines villa

6 bedrooms / 8 bathrooms / sleeps 14

Price per night from

$2,263

Lower Beachgate

Hastings apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 4 minutes

Price per night from

$371

Piton Vista villa Apartment

Soufriere apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$103

Octopus ( Villa 1 )

Belmont villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$543

Palm View at Columbus Heights - Ocean View Free WiFi

Ocho Rios studio

Studio / 1 bathroom / sleeps 2

Price per night from

$126

*HIBISCUS* Bequia's No 1 Boutique 5* Property*

Richmond cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$466

La Heliconia

Grand Anse apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$113

Bishops Residents

Grand Anse house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$236

Riverside cottage in a plantation

La Plaine lodge

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$166

Little Eden: the name says it all.

Enterprise house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 16 minutes

Price per night from

$137

108 Schooner Bay

Speightstown villa

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$343

The Emerald Villa

Ocho Rios villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$189

Villa Rasta/ Panoramica Ocean view bungalows

Long Bay guest house

5 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$69

Sea Cliff Cottage #4

Calibishie cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$120

High Heaven

Fontenoy Heights villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$189

Large secure and comfortable Apartment with Pool at Mullins Bay

Mullins apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$205

Clair Matin

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

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Grenada's Premier Beach Villa

Lance aux Epines villa

4 bedrooms / 4 bathrooms / sleeps 8

“The Parkers” We have been going to Grenada for 15 years it is the most beautiful holiday location we have ever visited in the World. This year we stayed at rolling surf it is the best viila on the island if you only stay once please try it. It is Heaven on earth.

Price per night from

$1,280

Yepton Estate 1-Bedrm Cottage

Five Islands Village cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$345

1 Whitewood Drive

Bakers Woods villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$472

Tranquility Villa~Port Antonio

Port Antonio villa

2 bedrooms / 1 bathroom / sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

Price per night from

$303

*PALM* Bequia's Finest Boutique 5* Properties

Richmond cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$431

5* Luxury POOL HOUSE "Absolute heaven in Bequia"

Richmond apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$520

INFINITY STUDIO 5* affordable LUXURY +AMAZING pool

Richmond studio

Studio / 1 bathroom / sleeps 2

Price per night from

$359

Casa de Gilles- Guest house

Las Terrenas guest house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

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Viewing 38 of 18,470
rentals in Caribbean

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About Caribbean

The turquoise waters of the Caribbean Sea are dotted with hundreds of friendly and picturesque islands. A glorious landscape of white sand and tropical scenery, the Caribbean islands may be the world's most perfect piece of paradise. From sunbathing on the beach to dining under the stars, the Caribbean is an ideal spot for a romantic getaway, a relaxing winter retreat, or a fun vacation with the whole family.

If you love water sports, the Caribbean islands are perfect for scuba diving, snorkeling, boating, kayaking, sailing, and swimming, boasting crystal clear water and year-round sunny weather. When it comes to relaxing, the Caribbean knows no equal, with a slew of day spas, secluded beaches, and romantic restaurants. Golfers will find plenty of scenic courses, while kids can enjoy swimming in reef-sheltered beaches. The whole family can find something they love to eat in the Caribbean's many American, French, Italian, or Brazilian restaurants, taking in a meal while listening to the sweet sounds of calypso.

While almost every island in the Caribbean boasts excellent beaches, warm water, and incredible marine life, they are different in flavor and geography. Thanks to the unique mix of people, the Caribbean is home to diverse cultures and cuisines. Forged by volcanoes, some islands are covered with rough peaks and mountain ranges while other islands are flat and non-volcanic, with smooth long shores. While some islands are secluded and romantic, others offer a lively collection of restaurants, shopping, and nightlife.

Some of the Caribbean's most famous destinations include:

  • The Bahamas: The ultimate beach destination, the Bahamas is comprised of 700 small and beautiful islands, each boasting pristine beaches and turquoise water.
  • U.S. Virgin Islands: The three islands of St. John, St. Thomas, and St. Croix are easily accessible from the United States and offer some of the nicest shoreline in the Caribbean.
  • Martinique: Martinique is a cosmopolitan French-speaking island with white sand beaches, great restaurants, and an active volcano.
  • Cayman Islands: Three gorgeous islands in the Caribbean Sea, the Cayman Islands are surrounded by coral reefs and infected with lively island culture.
  • Jamaica: Jamaica is known for its reggae music and laid-back culture, as well as its wonderful beach communities and sparkling ocean water.
  • Puerto Rico: A colony of the United States, Puerto Rico is an easily accessible and interesting Caribbean island.
  • Barbados: One of the most popular islands in the Caribbean, Barbados is poised between the Caribbean Sea and the Atlantic Ocean, boasting amazing beaches, and a friendly culture.

A vacation rental is a perfect way to soak up the Caribbean. If you are heading to the Caribbean for a destination wedding, a luxury villa or beach house will make a perfect home for the whole family. For fun in the sun, look for an oceanfront condo or spacious apartment with a view of the sea.

Top Destination reviews

Crystal Cove Deluxe Suites on Sapphire Bay Beach
Awesome

Step right out your door to the beach. Awesome view from balcony. Only minutes to Red Hook to buy groceries or eat. Location was amazing. Owners very helpful. … see more
Blue Fish Oceanside Condo, Sosua Cabarete. Pool and beach steps away
no a/c in LR or 1 BR

A/C only in 1 BR, no tv in LR. so hot. manager was gracious to give quick full refund. thank you. if you are looking for cheap rental and only need a/c in bedroom. like in the winter. youd be ok. but kinda tough in the summer if you dont like the heat. and was kinda musty smelling. … see more
Cap Cana Beachfront Penthouse, One of a Kind Marina & Ocean Front Location
Breathtaking ocean view

Big Beautiful suite, my family and I had a great time staying there, very comfortable space, also the owner, she is very friendly and easy going, with any information needed. I recommend this place 100% … see more
Love Loft Studio
It is a great place to stay!!.

Pretty, comfortable, cozy-has all the needed amenities. The decor is inspiring. Close to all the action in Cruz Bay just steps away. Very cost effective for what is provided. although we have traveled to St John and St Thomas many many times, my husband has decided this is an ideal location to land for a very enjoyable trip.see more
Our Place in St Thomas, Studio Cottage
Great location.!!

Overlooking Secret Harbor Beach...so the ocean is hop and skip away and all the restaurants and "happenings" in Red Hook are mere few minutes away. Ideal for a couple on the go. We had stayed here before in another unit and found the owners quite caring and considerate. Since we vacation often in St Thomas, we love this location.see more
TreeTops Villa - Red Hook, Gated, Pool, Spectacular View Perfect 2-4 guests!!
Great relaxing vacation

This was a terrific 2 bedroom house, centrally located in the middle of Red Hook within walking distance to the ferry, multiple restaurants and grocery store. The property offered everything necessary and the wrap around terrace provided great views as well as a constant breeze with all doors/windows open. Owners provided fully stocked kitchen including basic necessities e.g. water, condiments, minor grocery supplies. Easy in/out privileges through automated gate. Really could not ask for anything else! Would definitely select again if I'm back in St. Thomas.see more

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