Vacation Rentals & Villas in Caribbean

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21,971 villas

(22) Excellent 

38

Hummingbird 2 Bed with Pool

Saint James Parish / Holetown

Holetown house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly
“Relaxed informal atmosphere with wonderful views and great hosts” Have stayed here many times that is a recommendation in itself.Met my brother his wife and daughter from California and New York who like me loved it.It's like home from home, the house
…see more

Price per night from

$141

Price per night from

$141

60

VistaMar Villa, Santa Martha, Curacao

Curacao / Soto

Soto villa

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$330

Price per night from

$330

(10) Excellent 

40

Luxury oceanfront villa with homecinema and private beach

Curacao / Sint Willibrordus

Sint Willibrordus villa

9 20 5 nights min

  • 9 bedrooms
  • sleeps 20
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“,,the very best ever"” This accommodation is the very best you can ever wish in a live time. Everything what you need is there. The villa is awesome, the bedrooms very big with very nice bathrooms, the pool wonderful , the beach beautiful, the space a
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Price per night from

$958

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$958

18

Exotic Paradise Guesthouse

Puerto Rico / Yabucoa

Yabucoa guest house

8 20 2 nights min

  • 8 bedrooms
  • sleeps 20
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

Price per night from

$146

Price per night from

$146

(3) Excellent 

16

Penthouse on the beach - Bellevue 11

Bonaire / Kralendijk

Kralendijk penthouse

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$322

Price per night from

$322

(3) Very Good 

13

MacZel Apartment

Montserrat

Montserrat apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Ask about children

Price per night from

$80

Price per night from

$80

6

Mangrove Villa at Indigo Reef

Anguilla / The Valley

The Valley villa

4 10 4 nights min

  • 4 bedrooms
  • sleeps 10
  • 4 nights min
  • Nearest beach 0.9 mi
  • Swimming pool
  • Child Friendly

Price per night from

$1,100

Price per night from

$1,100

10

ESJ Azul Apartment - 2 Bedroom Condo

Carolina / Isla Verde

Isla Verde apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

(6) Excellent 

23

Dive into paradise oceanfront -Marazul-7B-Curacao

Curacao / Sabana Westpunt

Sabana Westpunt apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Tropical paradise!” Curacao is the perfect island to have a memorable vacation. We stayed at 3 places when have visited the island: Lagun, Westpunt at Marazul 7B, and Willemstad. Must say, we liked the Marazul Dive Resort the most! Everything in the a
…see more

Price per night from

$100

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$100

(6) Excellent 

32

Oceanfront Villa w/private access to the sea

Bonaire / Kralendijk

Kralendijk villa

4 8 6 nights min

  • 4 bedrooms
  • sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Fantastic Stay - Across the board!” The house is perfectly located in a quiet area of the island, only a short drive from the airport of the windsurfing beach. It is modern, very clean, well maintained and convenient - with all the AC and kitchen am
…see more

Price per night from

$379

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$379

(11) Excellent 

37

Maria's - Luxury * Oceanfront * Vacation Rental w/ Private Access to the Beach

Puerto Rico / Rincon

Rincon villa

8 16 3 nights min

  • 8 bedrooms
  • sleeps 16
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,753

Price per night from

$1,753

(3) Excellent 

12

village with pool.

Puerto Rico / Guanica

Guanica villa

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(1) Excellent 

19

Villa Glorimer Lake House Retreat

Puerto Rico / Guayama

Guayama villa

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$200

Responds fast!
avg. 3 hours 19 minutes

Price per night from

$200

24

Home Away From Home

Saint David Parish / vdfv

vdfv apartment

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Ask about pets
  • Private garden

Price per night from

$70

Price per night from

$70

(23) Very Good 

30

Ah Le Bonheur - St Barthelemy, French West Indies

St. Barthelemy

St. Barthelemy villa

3 5 5 nights min

  • 3 bedrooms
  • sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Ask about children
“Very relaxing and comfortable place to stay in St Barts.” We had a wonderful stay at "Ah le bonheur" that offers everything that you need for a comfortable stay in St Barts. My 3 years old daughter had a great time at the beach which is walking distan
…see more

Price per night from

$151

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$151

(3) Excellent 

27

2 & 3 Bedroom at the Ritz Carlton - All Dates Available, Even Last Minute!!

US Virgin Isles / St. Thomas

St. Thomas hotel apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Paradise!” I highly recommend The Ritz in St. Thomas. It has absolutely everything you need to have the vacation of a lifetime. Whether you're going with your kids or just as a romantic getaway...there is something for everyone. This unit is gorgeous!
…see more

Price per night from

$720

Responds fast!
avg. 3 hours 27 minutes

Price per night from

$720

(4) Very Good 

25

Beachfront Luxury Penthouse w/big private terrace

Aruba / Palm - Eagle Beach

Palm - Eagle Beach apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Everything you need all in one place - Cindy's Condo - Aruba” Oceania is absolutely beautiful. So well located and right across from the incredible white sands of Eagle Beach. We had a family of 6 and the penthouse condo was spacious and luxurious f
…see more

Price per night from

$501

Price per night from

$501

(4) Excellent 

17

CASA LOMA, the highest residence in Cat Island.

Cat Island / Orange Creek

Orange Creek house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Child Friendly

Price per night from

$200

Price per night from

$200

(15) Excellent 

61

SMB-Grand 32, renovated 2Bd/2Bath,

Grand Cayman / Seven Mile Beach

Seven Mile Beach apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$175

Responds fast!
avg. 1 hour 22 minutes

Price per night from

$175

(14) Very Good 

19

Great Condo w/Breathtaking Ocean Views!

Puerto Rico / San Juan

San Juan apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Overwhelmingly Underrated!” I traveled to San Juan with a friend for a relaxing spring break. Alberto was incredibly helpful and attentive during the booking process, but we were nervous about how things would go once we arrived at the condo. Upon arr
…see more

Price per night from

$136

Price per night from

$136

(3) Very Good 

13

Sapphire Beach Front (Fully Renovated)

St. Thomas / East End

East End condo

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$186

Price per night from

$186

(31) Excellent 

28

Oceanfront Studio with Pool on Condado Beach

Puerto Rico / San Juan

San Juan apartment

1 2 6 nights min

  • 1 bedroom
  • sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Absolutely perfect for two” We rented from this owner before as she has several apartments in this building. We rented this apartment for our in-laws. They absolutely loved this place and had a great time. The apartment was clean, comfortable and a
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Price per night from

$131

Responds fast!
avg. 3 hours 53 minutes

Price per night from

$131

(8) Excellent 

20

Private & Romantic! Mod. NEW 1B/R,Apt.,Walk to the Beach,Pool,Tennis,Golf + more

Bermuda / Smith's Parish

Smith's Parish apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.75 mi
  • Swimming pool

Price per night from

$250

Price per night from

$250

(21) Excellent 

33

Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community

St. James Parish / Montego Bay

Montego Bay villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
“Jamaican Paradise!” Cannot truly express how fabulous this trip has been, Jaime from the very beginning has been gracious, warm and very accommodating. Her rental has been nothing but spectacular! It is exactly and more than what the pictures convey.
…see more

Price per night from

$900

Price per night from

$900

5

Fletcher's Luxury Apartments

Saint John Parish / Portsmouth

Portsmouth apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$80

Price per night from

$80

(68) Excellent 

26

ON THE SEA! #1 reviewed spot on the island! Private, chill and couples only!

Curacao / Sint Willibrordus

Sint Willibrordus cottage

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning
“total relaxation” I rented Don's cottage for the month of March for a much needed rejuvenation. The stay surpassed my expectations. The location is so serene and unlike any other Caribbean rental I have had. It is truly casual, relaxed, outdoor living
…see more

Price per night from

$240

Price per night from

$240

(3) Excellent 

11

1 Bdrm Condo with Superlative Views of St. Barts

Sint Maarten / Philipsburg

Philipsburg apartment

1 5 3 nights min

  • 1 bedroom
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect place to come home too” My sister and I stayed at this wonderful apartment for the duration of our stay. We made the most of our time and explored every day. Knowing what were coming home to at the end of the day made it so much better! Away f
…see more

Price per night from

$200

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$200

22

Incredible Oceanfront 3 Bedroom Apartment S-B201

Punta Cana / Bavaro

Bavaro apartment

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$259

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$259

(33) Excellent 

52

5* BEACH VIEW DUPLEX W/ PRIVATE POOL, JACUZZI & BREAKFAST CHEF SERVICE INCLUDED

Samana Province / Las Terrenas

Las Terrenas apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$426

Price per night from

$426

(1) Excellent 

28

Satinwood: private, breezy eco-villa with an amazing View open after hurricanes!

St. John / Coral Bay

Coral Bay villa

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$256

Responds fast!
avg. 48 minutes

Price per night from

$256

(15) Excellent 

13

Lion's Gate Getaway - Lush tropical setting

St. Thomas / East End

East End house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children
  • Air conditioning
“Incredible Getaway” This is a great place to stay when vacationing in St. Thomas. Max is an incredible host and generously shares her home and her knowledge of the islands. Rent a car if you don't like trekking up the hill, but we made it okay witho
…see more

Price per night from

$110

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$110

(25) Excellent 

25

Carolita 1 Bed with Pool Nr Holetown SPECIAL SEPT-OCT 2018 US$60 per night

Saint James Parish / Holetown

Holetown house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children
“Greatest Honey Moon Ever!” The cottage is located on a bit of beautiful land, about a mile from the small beaches near Holetown, and which any and all guests are aloud to explore during their stay. A troop of monkeys comes through the area at night a
…see more

Price per night from

$75

Price per night from

$75

(19) Excellent 

14

Surf Side Vieques - Salt Water Pool, Ocean View

Puerto Rico / Isla de Vieques

Isla de Vieques house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Air conditioning
“Couldn't Be Happier - Wonderful Home Away From Home” It can be tough choosing the perfect rental, but look no further this place is it! House is in a nice quiet area, right across the street from the ocean, you can hear the waves! The heated pool was
…see more

Price per night from

$236

Price per night from

$236

(7) Excellent 

28

Designer Villa, in Tranquil and Beautiful East End

Grand Cayman / East End

East End apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Beautiful, well maintained home-great owner!” We spent a perfect week at this vacation rental which was a 1st class experience all the way while having all the comforts of home and more. The house is immaculate, beautifully furnished and the grounds a
…see more

Price per night from

$426

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$426

(14) Excellent 

67

Comfy 4 BED, 2 BATH Beach Home - AT THE BEACH

Out Islands / Long Island

Long Island house

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“A true get-a-way!” From the moment we landed, to the moment we left, George took care of every detail! If you are looking for a true get-a-way - this is the place. A busy day at the beach might include seeing 1 or 2 other people, otherwise you have
…see more

Price per night from

$250

Price per night from

$250

(4) Excellent 

8

The A Frame House (DUCTLESS A.C. and DIRECTV) (sho

Eleuthera / Gregory Town

Gregory Town house

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary
“Cute Little Home Away From Home!” This little Home Away From Home is awesome!! This 2 story house has amazing views from the balcony with the Atlantic Ocean in the background and the Surfer's Beach is about a 10min walk. On the top floor there is th
…see more

Price per night from

$121

Price per night from

$121

(5) Excellent 

57

SEA TURTLE BEACH APARTMENTS, VACATION RENTAL STEPS AWAY FROM THE BEACH

Puerto Rico / Rincon

Rincon apartment

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Very Beautiful !!” The apartment was well furnished and very comfortable. The property opened up to a spectacular secluded beach which' was great for swimming !! Perfect for a Corona commercial !! I love surfing so the more populated surfing beaches
…see more

Price per night from

$126

Price per night from

$126

(8) Excellent 

27

Knippenga Estate Villa L'Oasis

St. Eustatius / Oranjestad

Oranjestad villa

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

Price per night from

$1,000

Price per night from

$1,000

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.