Caribbean Islands vacation rentals

We found 71,109 vacation rentals — enter your dates for availability

Escape to the enchanting Caribbean, where stunning beaches of powdery white sand meet crystal-clear turquoise waters, inviting you to unwind and explore. Immerse yourself in the vibrant culture through lively festivals, local art, and mouthwatering cuisine that melds flavors from diverse backgrounds. With thrilling activities like snorkeling and hiking, this tropical paradise caters perfectly to families and groups. Opt for a vacation rental that offers the comfort and convenience of home, complete with ample space and amenities for a truly memorable getaway.

Holiday rentals with weekly discounts - Caribbean Islands

Showing deals for:Jan 1 - Jan 8

Terrace/patio
Pool
Living room
Master
Exceptional
(48 reviews)

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

Punta Cana

10% off
$2,227
$15,589 for 7 nights
All fees included
Flamingo villa pool, golf course, chef, housekeeper & transfers included
Welcoming fresh interiors.
Large heated pool.
Exterior
Terrace/patio
Exceptional
(85 reviews)

SMB Private Family Home with Heated Pool

West Bay

5% off
$3,705
$25,936 for 7 nights
All fees included
SMB Private Family Home with Heated Pool
Exterior
Beach
Interior
Property grounds
Exceptional
(27 reviews)

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

William's Town

9% off
$1,966
$13,759 for 7 nights
All fees included
Pool, Beachfront Villa, 16 ppl, Chef, Boat tours, Starlink, BBQ
Exterior
Outdoor dining
Dining
Private kitchen
Exceptional
(5 reviews)

Luxurious Beachfront Home- featured on HGTV House Hunters with private pool

Alice Town

14% off
$2,640
$18,482 for 7 nights
All fees included
Luxurious Beachfront Home- featured on HGTV House Hunters with private pool
Interior
Living area
Private kitchen
Exterior
Exceptional
(8 reviews)

5 min away from the best beaches in PR! Ideal house for families, All you need.

Aguadilla

13% off
$103
$723 for 7 nights
All fees included
5 min away from the best beaches in PR! Ideal house for families, All you need.
Room
Property grounds
Interior
Interior
Exceptional
(96 reviews)

Garden Suite near the Beach and restaurants!

Naguabo

9% off
$128
$894 for 7 nights
All fees included
Garden Suite near the Beach and restaurants!
Aerial view of the back with Ocean and Pool view
Pool
Balcony
Living room with pool view
Exceptional
(35 reviews)

DISCOUNT, 2BR PRIVATE VILLA, OCEAN VIEW, LUXURIOUS AMENITIES, STEPS TO THE BEACH

Providenciales

9% off
$1,213
$8,488 for 7 nights
All fees included
DISCOUNT, 2BR PRIVATE VILLA, OCEAN VIEW, LUXURIOUS AMENITIES, STEPS TO THE BEACH
Exterior
Interior
Pool
Children's area
Exceptional
(8 reviews)

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

San Juan

10% off
$134
$938 for 7 nights
All fees included
San Juan, garden Cozy suite w/private pool, BBQ, nearby & peaceful
Pool
Room
Living area
Marina
Exceptional
(6 reviews)

Private island 4/5.5 luxury pool home with private boat dock up to 85 foot

Alice Town

9% off
$1,983
$13,880 for 7 nights
All fees included
Private island 4/5.5 luxury pool home with private boat dock up to 85 foot
Property from the sea
Property grounds
Interior
Dining
Exceptional
(111 reviews)

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

George Town

9% off
$384
$2,690 for 7 nights
All fees included
4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma
Exterior
Private kitchen
Pool
Exterior
Exceptional
(14 reviews)

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

Hope Town

9% off
$1,068
$7,476 for 7 nights
All fees included
Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!
Waterfront picnic area-canopy for shade provided that easily hooks to post clips
Front shot of house with waterfront
Side view of house with pool and grand stairway
Just one side of pool which wraps around the house!
Exceptional
(51 reviews)

Modern Caribbean-Front Home in Top Location-Heated Private Pool+Great Snorkeling

Governor's Harbour

9% off
$785
$5,493 for 7 nights
All fees included
Modern Caribbean-Front Home in Top Location-Heated Private Pool+Great Snorkeling
View from the couch
View from the Master bedroom
Property grounds
View from the beach
Exceptional
(80 reviews)

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

North Side

9% off
$359
$2,515 for 7 nights
All fees included
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Living area
Property grounds
Private kitchen
Dining
Exceptional
(92 reviews)

Sandy Shoes, Russell Island , Bahamas

Russell Island

9% off
$463
$3,238 for 7 nights
All fees included
Sandy Shoes, Russell Island , Bahamas
Exterior detail
Outdoor dining
Room
Interior
Wonderful
(52 reviews)

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

Carolina

9% off
$78
$549 for 7 nights
All fees included
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Humming  Bird Room
View From Kitchen
Open plan
Pool
Exceptional
(25 reviews)

Best Views in PR Overlooking Beaches and Rainforest - Four Bedroom House w/ Pool

Río Grande

6% off
$610
$4,273 for 7 nights
All fees included
Best Views in PR Overlooking Beaches and Rainforest - Four Bedroom House w/ Pool
Exterior
Interior
Interior
Private kitchen
Exceptional
(19 reviews)

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

Hope Town

9% off
$602
$4,214 for 7 nights
All fees included
A boater's dream home with a private dock UP THE CREEK from Hope Town Harbor.
Beach
Pool
Interior
Room
Exceptional
(9 reviews)

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

Providenciales

9% off
$668
$4,678 for 7 nights
All fees included
DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
Room
Exterior detail
Dining
Exterior detail
Exceptional
(11 reviews)

Casita La Ley en Cayey with 2-bedroom AC & WiFi.

Cayey

9% off
$93
$651 for 7 nights
All fees included
Casita La Ley en Cayey with 2-bedroom AC & WiFi.
Interior
Private kitchen
Interior
Terrace/patio
Exceptional
(43 reviews)

Anchor's Away, Russell Island

Russell Island

9% off
$330
$2,313 for 7 nights
All fees included
Anchor's Away, Russell Island
Exterior
Property grounds
Private kitchen
Room
Exceptional
(18 reviews)

Charming 2-bedroom house with Hill-top views on Pelican Shores.

Marsh Harbour

18% off
$206
$1,440 for 7 nights
All fees included
Charming 2-bedroom house with Hill-top views on Pelican Shores.
Private kitchen
Living area
Room
Exterior
Exceptional
(11 reviews)

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

Hartswell

9% off
$299
$2,090 for 7 nights
All fees included
Lovely 2-bedroom cottage with sea views located in Exuma, Bahamas
Guest Bedroom
View From Condo
View from Bedroom
Screen Lanai
Exceptional
(94 reviews)

Paradise Found Oceanfront Condo - Flexible Cancellation

North Side

9% off
$323
$2,262 for 7 nights
All fees included
Paradise Found Oceanfront Condo - Flexible Cancellation
Interior
Terrace/patio
Private kitchen
Property grounds
Exceptional
(42 reviews)

Eddy's Beach House

Alice Town

9% off
$311
$2,180 for 7 nights
All fees included
Eddy's Beach House
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Caribbean Islands

Why visit Caribbean Islands

  • Stunning beaches: The Caribbean Islands are famous for their pristine white sand beaches and crystal-clear waters, perfect for relaxation and sunbathing.
  • Rich cultural heritage: Experience vibrant local cultures through music, dance, and festivals that reflect the islands' diverse histories.
  • Adventure activities: From snorkeling and scuba diving to hiking and sailing, the Caribbean offers thrilling outdoor adventures for everyone.
  • Delectable cuisine: Savor the unique flavors of Caribbean cuisine, featuring fresh seafood, tropical fruits, and spices.
  • Charming local markets: Explore colorful markets filled with handmade crafts, souvenirs, and local delicacies, showcasing the islands' artistry.

*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 around Caribbean Islands

If you're traveling with a group, family, or pets, or if you're considering an extended stay, be sure to use the appropriate filters to align with your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Caribbean Islands with a group: Think about how many bedrooms you'll require and any additional features you might want, like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Caribbean Islands with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Caribbean Islands: For many families, a vacation feels incomplete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Caribbean Islands: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 (26.200000000000003°C)No Rain (Dry)Mostly Sunny
April80.1°F (26.700000000000003°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 (28.200000000000003°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 (25.700000000000003°C)Light RainMostly Sunny
December79.5°F (26.4°C)No Rain (Dry)Mostly Sunny

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can really make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last stopped, or manage your travel itinerary. You’ll see your saved or booked properties neatly organized into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Caribbean Islands

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Caribbean Islands. Travelers appreciate the snorkeling 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 Las Americas Intl. Airport (SDQ), located 47.8 mi (77 km) from the city center.

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 most popular type of vacation rental accommodation in Caribbean Islands?
According to our research, villas are the most sought-after vacation property type in Caribbean Islands. But as you'd expect, everyone's idea of the perfect stay isn't going to be the same. Vrbo has vacation rentals of all sizes and shapes, and we'll help you locate the perfect match.
How much does it cost to rent a vacation rental in Caribbean Islands?
Season, length of stay and property type are some of the conditions that can affect the price of a vacation home. Simply click on your travel dates to find your perfect fit. From cozy chalets to expansive luxury villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Caribbean Islands?
Prices for beach houses in Caribbean Islands can vary depending on the size and style of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use our filter tool to refine your search by nearby activities, ratings, amenities and more.
Are there vacation rentals with WiFi in Caribbean Islands?
Caribbean Islands has 175 vacation rentals with WiFi, so you'll be able to stay connected during your vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to writing and sending emails, these Vrbo homes make it a breeze to go online.
How old do you have to be to rent a vacation rental in Caribbean Islands?
The minimum age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so look at the rules of your preferred Caribbean Islands vacation rental before you book.
How long can I rent a vacation rental in Caribbean Islands for?
It really depends on the Caribbean Islands property. To look over a list of options offering extended stays, just type your travel dates and number of people into the Vrbo search page. Look forward to having the entire place to yourself, as well as comforts such as a full kitchen, air conditioning and a yard where the little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Caribbean Islands?
Whether you're interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some great deals and discounts on Vrbo. From short stays to extended vacations, we've got you covered for your next Caribbean Islands escape.