Caribbean holiday homes

We found 70,880 holiday rentals — enter your dates for availability

Popular Caribbean destinations on Bookabach

Holiday rentals with weekly discounts – Caribbean

Showing deals for:18 Dec - 25 Dec

Property grounds
Outdoor dining
Private kitchen
Private kitchen
Exceptional
(141 reviews)

Lameshur Cottage's Guest House

St. John

8% off
NZ$4,231
for 7 nights, 1 cottage
NZ$604 per night
includes taxes & fees
Lameshur Cottage's Guest House
Coconut Beach Villa - Twilight entry!
Coconut Beach Villa - Pool with fabulous views of the Beach!
Coconut Beach Villa - Dusk on the Beach!
Coconut Beach Villa - Inside dining with beachfront views!
Exceptional
(154 reviews)

Coconut Beach Villa! BEACHFRONT Sapodilla! Private Pool! Luxury Family Friendly!

Providenciales

9% off
NZ$39,589
for 7 nights, 1 villa
NZ$5,656 per night
includes taxes & fees
Coconut Beach Villa! BEACHFRONT Sapodilla! Private Pool! Luxury Family Friendly!
Newly updated kitchen area. All ocean view while preparing meals.
This is your dock while you are staying.
Living room surrounded in glass facing the ocean.
Master bedroom and view.
Exceptional
(223 reviews)

ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

George Town

9% off
NZ$8,881
for 7 nights, 1 home
NZ$1,269 per night
includes taxes & fees
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful
Room
Pool
Exterior
Private kitchen
Exceptional
(132 reviews)

Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living

George Town

9% off
NZ$30,820
for 7 nights, 1 home
NZ$4,403 per night
includes taxes & fees
Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
Exterior
Outdoor dining
Exterior detail
Interior
Wonderful
(51 reviews)

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Carolina

8% off
NZ$1,077
for 7 nights, 1 home
NZ$154 per night
includes taxes & fees
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Private kitchen
Pool
Room
Beach
Exceptional
(9 reviews)

DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!

Providenciales

8% off
NZ$9,967
for 7 nights, 1 villa
NZ$1,424 per night
includes taxes & fees
DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
Dining area
View from the Master bedroom
View from the couch
Property grounds
Exceptional
(80 reviews)

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

North Side

8% off
NZ$6,380
for 7 nights, 1 villa
NZ$911 per night
includes taxes & fees
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Terrace/patio
Pool
Interior
Room
Exceptional
(22 reviews)

Luxury 2 Bedroom Home With Private Dock and Pool On The North End

Hope Town

9% off
NZ$18,062
for 7 nights, 1 home
NZ$2,580 per night
includes taxes & fees
Luxury 2 Bedroom Home With Private Dock and Pool On The North End
Property grounds
Exterior detail
Room
Exterior
Exceptional
(13 reviews)

Charming 2-Bedroom House in Tranquil Staniel Cay near Thunderball Grotto

Staniel Cay

13% off
NZ$3,588
for 7 nights, 1 home
NZ$513 per night
includes taxes & fees
Charming 2-Bedroom House in Tranquil Staniel Cay near Thunderball Grotto
Private kitchen
Living area
Room
Interior
Exceptional
(11 reviews)

Lovely 2-bedroom cottage with sea views located in Exuma, Bahamas

Hartswell

8% off
NZ$4,551
for 7 nights, 1 cottage
NZ$650 per night
includes taxes & fees
Lovely 2-bedroom cottage with sea views located in Exuma, Bahamas
Interior
Pool
Outdoor dining
Room
Exceptional
(42 reviews)

Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

The Valley

7% off
NZ$29,234
for 7 nights, 1 villa
NZ$4,176 per night
includes taxes & fees
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
Interior
Dining
Pool
Exterior
Exceptional
(35 reviews)

One of Puerto Rico’s Most Stunning 5 bedroom Oceanview Villas with Pool & Slide

Fajardo

12% off
NZ$37,422
for 7 nights, 1 home
NZ$5,346 per night
includes taxes & fees
One of Puerto Rico’s Most Stunning 5 bedroom Oceanview Villas with Pool & Slide
Super private. Lay out and tan on the chaises or have a drink and dinner.
So close to the ocean you feel like you are on a cruise ship!
Bird's eye view of the entire compound. It is truly stunning as you can see.
Stunning vista. Pano shot looks curved, but shoreline is straight by deck.
Exceptional
(44 reviews)

Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking

Alice Town

7% off
NZ$3,595
for 7 nights, 1 home
NZ$514 per night
includes taxes & fees
Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking
Exterior
Pool
Private kitchen
Living area
Exceptional
(40 reviews)

8-Bedroom Luxury Estate - Your Private Paradise in Casa de Campo

La Romana

9% off
NZ$29,175
for 7 nights, 1 villa
NZ$4,168 per night
includes taxes & fees
8-Bedroom Luxury Estate - Your Private Paradise in Casa de Campo
Interior
Private kitchen
Terrace/patio
Interior
Exceptional
(43 reviews)

Anchor's Away, Russell Island

Russell Island

9% off
NZ$4,013
for 7 nights, 1 home
NZ$573 per night
includes taxes & fees
Anchor's Away, Russell Island
Property from the sea
Property grounds
Property grounds
Dining
Exceptional
(111 reviews)

4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma

George Town

8% off
NZ$5,404
for 7 nights, 1 home
NZ$772 per night
includes taxes & fees
4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma
Exterior detail
Marina
Room
Dining
Exceptional
(50 reviews)

Experience the beauty of Puerto Rico at Zebra House!

Fajardo

12% off
NZ$1,545
for 7 nights, 1 home
NZ$221 per night
includes taxes & fees
Experience the beauty of Puerto Rico at Zebra House!
View from the front door through kitchen.
Terrace looking east.
Kitchen look towards front door.
Exterior
Exceptional
(38 reviews)

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

West End

8% off
NZ$4,195
for 7 nights, 1 home
NZ$599 per night
includes taxes & fees
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Living room
Pool
Master
Exterior
Exceptional
(48 reviews)

Flamingo villa pool, golf course, chef, housekeeper & transfers included

Punta Cana

10% off
NZ$28,530
for 7 nights, 1 villa
NZ$4,076 per night
includes taxes & fees
Flamingo villa pool, golf course, chef, housekeeper & transfers included
Dining
Pool
Private kitchen
BBQ area
Exceptional
(36 reviews)

Condo with King Size Bed, near Downtown, with Ocean Views, AC, and Secured.

Christiansted

7% off
NZ$1,809
for 7 nights, 1 apartment
NZ$258 per night
includes taxes & fees
Condo with King Size Bed, near Downtown, with Ocean Views, AC, and Secured.
Interior
Pool
Terrace/patio
Beach
Exceptional
(49 reviews)

Casa Azul welcomes you to a stunning ocean view condo steps away from the beach

Alice Town

8% off
NZ$4,757
for 7 nights, 1 apartment
NZ$680 per night
includes taxes & fees
Casa Azul welcomes you to a stunning ocean view condo steps away from the beach
Living area
Beach
Private kitchen
Exterior
Exceptional
(38 reviews)

Colorful Beach Home w/ Ocean Front View + 2 Master Bedrooms

George Town

9% off
NZ$9,348
for 7 nights, 1 home
NZ$1,335 per night
includes taxes & fees
Colorful Beach Home w/ Ocean Front View + 2 Master Bedrooms
Beach
Private kitchen
Pool
Exterior
Exceptional
(13 reviews)

Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!

Hope Town

8% off
NZ$15,261
for 7 nights, 1 villa
NZ$2,180 per night
includes taxes & fees
Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!
Living area
Path to private dock
Swimming Pool
Hope Town's historical lighthouse
Exceptional
(51 reviews)

Beautiful waterfront home w/ private dockage within HT Harbour

Hope Town

26% off
NZ$7,417
for 7 nights, 1 villa
NZ$1,060 per night
includes taxes & fees
Beautiful waterfront home w/ private dockage within HT Harbour

Why visit Caribbean

  • Natural beauty and beaches: Caribbean boasts stunning beaches and picturesque bays perfect for soaking up the sun and enjoying outdoor adventures.
  • Cultural heritage: Explore charming churches and historical landmarks that reflect the rich local heritage.
  • Tropical escapes: Relax in a vibrant paradise where lush landscapes and warm, friendly locals await.
  • Family and couple retreats: Enjoy a romantic or family-friendly holiday with diverse attractions and experiences.
  • Adventure and leisure: Whether you seek relaxation or outdoor excursions, Caribbean offers a dream holiday.

Top attractions in Caribbean

Caribbean offers a diverse range of attractions, from stunning beaches and picturesque bays to charming churches that reflect its rich culture. The destinations cater to travellers seeking outdoor adventures and cultural experiences, providing ample opportunities to soak up the sun and explore local heritage. Whether you’re looking to relax by the sea or immerse yourself in the vibrant local scene, Caribbean promises a memorable visit filled with natural beauty and historical charm.

  • Eagle Beach: A pristine stretch of sand with relaxed beach vibes, perfect for leisurely strolls and soaking up the sun.
  • Virgin Islands National Park: A vast national state park offering outdoor adventures, scenic trails, and a touch of history, ideal for nature enthusiasts.
  • Carlisle Bay: A picturesque bay blending beach and outdoor experiences, inviting visitors to explore its natural beauty and enjoy the serene scenery.

Things to do recommended for couples

Experience a romantic escape in the Caribbean with a skyride to Paradise Point. Enjoy breathtaking views and adventure vibes as you glide through the sky on a cable car gondola, perfect for couples seeking a memorable local experience.

Things to do recommended for families

Family travellers in the Caribbean can enjoy a thrilling day exploring local beaches and vibrant markets, perfect for immersing in local culture while keeping the little ones entertained with kid-friendly activities.

Things to do recommended for groups

Groups visiting the Caribbean can zipline and tackle rope courses at Treetop Adventure Park and Mangofil en Guadeloupe, or get their adrenaline pumping at Aruba International Raceway Park for an exciting motor racing experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Caribbean

When planning your trip, whether you're travelling with a group, family, or pets, or seeking longer stays, it's important to filter according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Caribbean with a group: Think about how many bedrooms you’ll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options, and more, on Vrbo.
  • Traveling to Caribbean with young kids: Traveling with little ones can be a challenge. You must prioritise their comfort and safety, as well as provide age-appropriate facilities like a private swimming pool. It's also wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Caribbean: For many families, a holiday isn't truly enjoyable without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Caribbean: If you’re after holiday rentals offering special rates for stays of a month or more, you’ve come to the right spot. With the proper filters, you can effortlessly find and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Caribbean

The Caribbean is a vibrant paradise, perfect for an ultimate getaway filled with tropical charm and friendly locals. Explore stunning beaches, lush landscapes, and historical landmarks that create a romantic atmosphere for couples and families alike. Experience the joy of excursions, indulge in luxury offerings, and immerse yourself in the rich culture of this diverse continent. Whether you're seeking relaxation or adventure, the Caribbean promises a dream holiday like no other.

  • Aruba: Aruba is a stunning island nation in the Caribbean, celebrated for its beautiful beaches and vibrant outdoor scenery. Travellers are drawn to its sun-soaked shores and crystal-clear waters, making it an ideal destination for beach lovers. Popular activities include exploring luxurious resorts and playing a round of golf amidst picturesque landscapes. Local attractions such as the serene lagoons and striking island vistas offer ample opportunities for adventure and relaxation. With its warm climate and welcoming atmosphere, Aruba promises an unforgettable travel experience.
  • Puerto Rico: Puerto Rico, a captivating Caribbean territory, is known for its rich cultural heritage and diverse natural beauty. Visitors come to experience its breathtaking beaches and lush outdoor settings, perfect for adventurous souls and families alike. The island features an array of recreational areas, resorts, and golf courses that cater to every interest. Notable landmarks include family-friendly beaches and nature reserves, providing a blend of relaxation and exploration. Puerto Rico's vibrant atmosphere and stunning landscapes create a unique travel experience that leaves a lasting impression.
  • Turks and Caicos: Turks and Caicos is a picturesque archipelago in the Caribbean, renowned for its pristine beaches and outdoor adventures. The islands attract travellers seeking stunning scenery and exhilarating activities. Visitors can enjoy shopping at local centres or embark on thrilling water sports. With beautiful beaches, captivating water features, and protected national parks nearby, Turks and Caicos offers a perfect mix of relaxation and exploration. The islands' tranquil environment and natural beauty create an idyllic setting for a memorable holiday.

Best time to go to Caribbean

If you're planning a trip to Caribbean, it's a good idea to check both the weather and property rates. The warmest month is September.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly High
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnyAverage
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly Low
June81.7°F (27.6°C)Light RainMostly SunnyAverage
July82.2°F (27.9°C)Light RainMostly SunnySlightly High
August82.8°F (28.2°C)Light RainMostly SunnyAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly High
October82.6°F (28.1°C)Light RainMostly SunnySlightly Low
November78.3°F (25.7°C)Light RainMostly SunnySlightly Low
December79.5°F (26.4°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is a breeze

If you're keen to save on your upcoming journey, consider keeping your travel dates flexible, as prices often fluctuate. You might also enjoy considerable savings by opting for a longer stay. Simply use our filters to sort Vrbo properties by price, location, and type of holiday rental, ensuring you find the perfect match for your budget.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides you with a convenient space to start new journeys, pick up where you left off, or manage your travel plans. Your saved or booked properties are now neatly categorised into Potential, Upcoming, or Current Trips. For more details on the Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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