Caribbean Islands holiday homes

We found 71,201 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Caribbean Islands

Showing deals for:27 Nov - 4 Dec

Beach
Pool
Room
Exterior
Exceptional
(132 reviews)

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

George Town

8% off
NZ$16,631
for 7 nights, 1 home
NZ$2,376 per night
includes taxes & fees
Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
Terrace/patio
Beach
Interior
Exterior
Exceptional
(25 reviews)

Pool, Beachfront Villa, 16 ppl, Chef, Boat tours, Starlink, BBQ

William's Town

9% off
NZ$16,737
for 7 nights, 1 villa
NZ$2,391 per night
includes taxes & fees
Pool, Beachfront Villa, 16 ppl, Chef, Boat tours, Starlink, BBQ
Exterior detail
Outdoor dining
Room
Interior
Wonderful
(50 reviews)

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

Carolina

8% off
NZ$914
for 7 nights, 1 home
NZ$131 per night
includes taxes & fees
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Room
Interior
Exterior
Pool
Wonderful
(7 reviews)

San Juan, garden Cozy suite w/private pool, BBQ, nearby & peaceful

San Juan

9% off
NZ$1,647
for 7 nights, 1 villa
NZ$235 per night
includes taxes & fees
San Juan, garden Cozy suite w/private pool, BBQ, nearby & peaceful
Dining
Interior
Interior
The Beach Villas are to the right along the beach, and Beach Club is to the left
Exceptional
(93 reviews)

Boutique Villa steps away from the most beautiful beach in the Bahamas

Great Harbour Cay

12% off
NZ$3,790
for 7 nights, 1 villa
NZ$541 per night
includes taxes & fees
Boutique Villa steps away from the most beautiful beach in the Bahamas
Living area
Pool
Terrace/patio
Exterior
Exceptional
(40 reviews)

Casa de Campo 8 Bedroom Luxury Estate

La Romana

9% off
NZ$19,942
for 7 nights, 1 villa
NZ$2,849 per night
includes taxes & fees
Casa de Campo 8 Bedroom Luxury Estate
Oceanside Bedroom facing East with exterior door onto the deck
Open living area with kitchen and French doors onto the back deck
Front of the house and main entry
ocean views from the kitchen and dinning area
Exceptional
(100 reviews)

Victoria's Island House -

Green Turtle Cay

8% off
NZ$3,829
for 7 nights, 1 home
NZ$547 per night
includes taxes & fees
Victoria's Island House -
Property grounds
Property grounds
Interior
Room
Exceptional
(96 reviews)

Garden Suite near the Beach and restaurants!

Naguabo

8% off
NZ$1,686
for 7 nights, 1 home
NZ$241 per night
includes taxes & fees
Garden Suite near the Beach and restaurants!
Property grounds
Exterior detail
Dining
Room
Exceptional
(12 reviews)

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

Staniel Cay

13% off
NZ$3,454
for 7 nights, 1 home
NZ$493 per night
includes taxes & fees
Charming 2-Bedroom House in Tranquil Staniel Cay near Thunderball Grotto
Pool
Enjoy the infinity edge pool
Terrace/patio
Kitchen island
Exceptional
(142 reviews)

Saltwater Sunrise at Exuma Beach Georgetown Ocean Front Vacation in Paradise

Moss Town

8% off
NZ$11,093
for 7 nights, 1 villa
NZ$1,585 per night
includes taxes & fees
Saltwater Sunrise at Exuma Beach Georgetown Ocean Front Vacation in Paradise
Lounge with amazing beach views. With high speed internet and 65" smart TV.
Property grounds
Pool or beach?
February Point Beach Club Jacuzzi and pool area
Exceptional
(123 reviews)

Beautiful Home - Perfect Beachfront Location - Spectacular Views - Gated Resort

George Town

5% off
NZ$7,979
for 7 nights, 1 villa
NZ$1,140 per night
includes taxes & fees
Beautiful Home - Perfect Beachfront Location - Spectacular Views - Gated Resort
Private kitchen
Interior
Marina
Interior
Exceptional
(19 reviews)

A boater's dream home with a private dock UP THE CREEK from Hope Town Harbor.

Hope Town

8% off
NZ$8,011
for 7 nights, 1 home
NZ$1,144 per night
includes taxes & fees
A boater's dream home with a private dock UP THE CREEK from Hope Town Harbor.
Property grounds
Outdoor dining
Interior
Interior
Exceptional
(27 reviews)

Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Culebra

8% off
NZ$1,335
for 7 nights, 1 apartment
NZ$191 per night
includes taxes & fees
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop
Guest bedroom with comfy queen bedding and beautiful views of pool and Caribbean
Waterfront picnic area-canopy for shade provided that easily hooks to post clips
Living and dining area
Front shot of house with waterfront
Exceptional
(51 reviews)

Beautiful home in TOP location - PRIVATE HEATED POOL-Last minute XMAS deal!

Governor's Harbour

9% off
NZ$6,544
for 7 nights, 1 home
NZ$935 per night
includes taxes & fees
Beautiful home in TOP location - PRIVATE HEATED POOL-Last minute XMAS deal!
Kitchen look towards front door.
Terrace looking east.
Exterior
View from the front door through kitchen.
Exceptional
(38 reviews)

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

West End

9% off
NZ$3,530
for 7 nights, 1 home
NZ$504 per night
includes taxes & fees
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
View to dining area
Sun bathing on the deck while viewing the beautiful mountains
View of Side of Villa
View from Bedroom 2
Exceptional
(91 reviews)

Elegant and Luxurious Villa on Gros Piton with a spectacular views of Caribbean

Soufrière

9% off
NZ$6,480
for 7 nights, 1 villa
NZ$926 per night
includes taxes & fees
Elegant and Luxurious Villa on Gros Piton with a spectacular views of Caribbean
Exterior
Pool
Property grounds
Room
Exceptional
(90 reviews)

High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP

Governor's Harbour

7% off
NZ$6,804
for 7 nights, 1 home
NZ$972 per night
includes taxes & fees
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP
Casa Delfin - Living Room.
Casa Delfin - Swimming Pool and Bar.
Casa Delfin - Master Suite (3rd floor).
Casa Delfin - View to the Dining Room from Living Room.
Exceptional
(18 reviews)

Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts

La Romana

10% off
NZ$32,841
for 7 nights, 1 villa
NZ$4,692 per night
includes taxes & fees
Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts
Room
Down Island View!
Bathroom
Ocean View from your deck
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
NZ$6,365
for 7 nights, 1 apartment
NZ$909 per night
includes taxes & fees
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
Terrace/patio
Private kitchen
Exterior
Interior
Exceptional
(42 reviews)

Anchor's Away, Russell Island

Russell Island

9% off
NZ$2,954
for 7 nights, 1 home
NZ$422 per night
includes taxes & fees
Anchor's Away, Russell Island
Interior
Private kitchen
Pool
Room
Exceptional
(37 reviews)

Cozy Corner w/ Private Pool, Pool Table, A/C, Wi-Fi, Laundry & Parking

Vega Baja

8% off
NZ$2,433
for 7 nights, 1 home
NZ$348 per night
includes taxes & fees
Cozy Corner w/ Private Pool, Pool Table, A/C, Wi-Fi, Laundry & Parking
Breakfast table and kitchen
Las Cabezas de San Juan 20 minutes away, make reservations with one week ahead.
Living area
Bedroom #3
Exceptional
(63 reviews)

A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!

Luquillo

8% off
NZ$3,566
for 7 nights, 1 home
NZ$509 per night
includes taxes & fees
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Open beautiful  garden and ocean view
Pool and beach are less than 30 steps away
Ocean and pool (to the right) just a few steps from bedroom patio
Large kitchen with peninsula dining if not outdoors
Exceptional
(111 reviews)

Cayman White Sand Beach + Quiet Pool = Relaxation

West Bay

8% off
NZ$4,557
for 7 nights, 1 apartment
NZ$651 per night
includes taxes & fees
Cayman White Sand Beach + Quiet Pool = Relaxation
Property grounds
Pool
Exterior
Outdoor dining
Exceptional
(17 reviews)

Bahama Beach Club in Paradise, Treasure Cay Beachfront, ground floor condo

Treasure Cay

7% off
NZ$6,959
for 7 nights, 1 apartment
NZ$994 per night
includes taxes & fees
Bahama Beach Club in Paradise, Treasure Cay Beachfront, ground floor condo

Why visit Caribbean Islands

  • Stunning natural beauty: Caribbean Islands mesmerise with pristine beaches, turquoise waters and lush, verdant landscapes.
  • Rich cultural heritage: Immerse yourself in vibrant local traditions, music, dance and festivals that reflect a colourful history.
  • Exciting water sports: Dive, snorkel and sail through crystal-clear seas, perfect for adventure enthusiasts.
  • Exotic local cuisine: Savour spicy flavours and fresh, tropical ingredients in every bite.
  • Laid-back island life: Enjoy the relaxed pace, friendly locals and charming neighbourhoods for a true island escape.

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

When planning your trip, whether you're travelling with a group, family, or pets, or seeking extended stays, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Caribbean Islands with a group: Consider how many bedrooms you'll require, along with features like a full kitchen or an outdoor area for group get-togethers. Luckily, you can use filters on Vrbo to search for all these options and more.
  • Traveling to Caribbean Islands with young kids: Traveling with little ones can be a challenge. You have to consider their comfort and safety, along with amenities suited to their age, such as access to a private pool. It’s also wise to think about how close you are to attractions that are kid-friendly.
  • Taking your pets with you to Caribbean Islands: For some, a family holiday isn’t complete without their furry companion joining in. If this resonates with you, then have a look at Vrbo properties that welcome pets. Most properties that allow pets come equipped with feeding bowls and beds so that everyone feels right at home.
  • Planning for a long term stay visiting Caribbean Islands: If you're seeking holiday accommodations with discounts for month-long stays or more, you've come to the right spot. With the appropriate filter, you can effortlessly locate and save on monthly rentals. Also, think about including a parking spot, a well-equipped kitchen, or your own private pool in your search.

Best time to go to Caribbean Islands

If you're planning a trip to Caribbean Islands, 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 Sunny
February78.8°F (26.0°C)No Rain (Dry)Mostly Sunny
March79.2°F (26.2°C)No Rain (Dry)Mostly Sunny
April80.1°F (26.7°C)Light RainMostly Sunny
May80.4°F (26.9°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.2°F (27.9°C)Light RainMostly Sunny
August82.8°F (28.2°C)Light RainMostly Sunny
September82.9°F (28.3°C)Light RainMostly Sunny
October82.6°F (28.1°C)Light RainMostly Sunny
November78.3°F (25.7°C)Light RainMostly Sunny
December79.5°F (26.4°C)No Rain (Dry)Mostly Sunny

Booking with Vrbo is a breeze

Are you keen to make the most of your next adventure? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect place for your getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space to plan new trips, resume where you left off, or review and organise your itineraries. You can find properties you’ve saved or booked neatly arranged into Potential, Upcoming, or Current Trips. To begin using Trip Boards, visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Caribbean Islands

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Caribbean Islands. Travellers appreciate the snorkelling in this welcoming city. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

How to get to and around Caribbean Islands

The nearest airport is in Santo Domingo (SDQ-Las Americas Intl.), located 47.8 mi (77 km) from the city centre.

You can see more of Caribbean Islands by catching a ride on the metro at Maria Montez Station, Pedro F. Bono Station or Francisco G. Billini Station.

Frequently asked questions

What is the best area to stay in Caribbean Islands when booking a holiday home?
Sosúan is one of the more in-demand locations to book a holiday home in Caribbean Islands. Looking for some cool things to do in this destination? Be sure to check out Sosua Beach and Playa Alicia.
How much does it cost to rent a holiday home in Caribbean Islands?
The average price for a holiday home in Caribbean Islands is determined by a number of factors, like property type, length of stay and season. Whether you're in search of a sprawling villa with lots of bedrooms or a cosy cabin for you and your other half, just enter your travel dates to discover stays with terrific value.
How much does it cost to rent a beach house in Caribbean Islands?
Prices for beach houses in Caribbean Islands differ depending on the size and type of the property and time of year you're travelling. Simply enter your dates of travel into Bookabach and how many guests to see available options and prices. From there you can use our filter tool to narrow your search results by amenities, ratings, nearby activities and more.
How old do you have to be to rent a holiday home in Caribbean Islands?
You should check with the Caribbean Islands holiday home you're considering on Bookabach as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Caribbean Islands for?
It's really down to the Caribbean Islands property. To browse available options offering extended stays, just enter your travel dates and guest number into Bookabach's search page. Enjoy having the entire property to yourself, along with home comforts such as a kitchen, air conditioning and outdoor spaces where the kids can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.