Caribbean Holiday Homes
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
Oceanfront
Ocean View
Balcony/Terrace
View
US $213/Night
7 Nights - US $1,490
Apartment
10.0(58 Reviews)
1 Bedroom
1 Bath
2 Guests
430.56 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $84/Night
7 Nights - US $588
House
2 Bedrooms
3 Baths
4 Guests
Air Conditioner
Internet
Laundry
Bedding/Linens
US $297/Night
7 Nights - US $2,079
Apartment
10.0(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
625 ft²
- Balcony/Terrace
Kitchen
Parking- Air Conditioner
US $143/Night
7 Nights - US $1,001
Apartment
10.0(43 Reviews)
3 Bedrooms
2 Baths
6 Guests
1076.39 ft²
- Oceanfront
Pool- Ocean View
- Balcony/Terrace
US $249/Night
7 Nights - US $1,740
New
Condo
9.8(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $342/Night
7 Nights - US $2,397
Apartment
10.0(40 Reviews)
1 Bedroom
1 Bath
2 Guests
484.38 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $73/Night
7 Nights - US $511
New
Condo
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
Child Friendly- Laundry
US $2,727/Night
7 Nights - US $19,092
Apartment
10.0(33 Reviews)
1 Bedroom
1 Bath
4 Guests
269.1 ft²
Private Beach- Pool
- Ocean View
- Balcony/Terrace
US $119/Night
7 Nights - US $836
New
Villa
2 Bedrooms
3 Baths
4 Guests
Private Pool- Oceanfront
- Pool
- Ocean View
US $1,913/Night
7 Nights - US $13,388
Apartment
10.0(29 Reviews)
2 Bedrooms
2 Baths
6 Guests
1506.95 ft²
- Oceanfront
Hot Tub- Pool
- Ocean View
US $395/Night
7 Nights - US $2,767
New
Apartment
2 Bedrooms
2 Baths
8 Guests
1335 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,218/Night
7 Nights - US $8,528
Why Choose Rent By Owner for your Caribbean Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Caribbean
How to Book Your Caribbean Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Caribbean
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Caribbean Holiday Rentals
1. What are the top Holiday Homes in Caribbean?
There are a lot of options in Caribbean. If you plan on staying in the Caribbean area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Caribbean:
- Polkerris Bed & Breakfast
- Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
- Gray Door Apartments - Adults Only
- Island Time Sapphire Beach, Beach level walkout, Bldg A , Backup Generator.
- 1st Floor POOLSIDE/OCEAN VIEW Protected Cove & Beach-Most 10 Star Reviews on 7MB
- Palm Heights
- SEA GLASS at Sapphire Beach Unit E-206 - great views of STJ and BVIs!
- Gorgeous Beachfront Condo at the Elysian Beach Resort Pool, Tennis and More
- Grande Bay Luxury 3BR Spectacular Unobstructed View
- Luxurious & Spacious Eagle Beach 2 Story Penthouse on 1st class Divi Resort
2. How many Holiday Homes are available in Caribbean?
Currently, the total number of properties listed by RBO in 2026 is over 146527 in the Caribbean area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Caribbean.
More Rentals You May Like Near Caribbean
Apartment
10.0(29 Reviews)
4 Bedrooms
4 Baths
12 Guests
261.92 ft²
- Air Conditioner
- Internet
US $54/Night
7 Nights - US $376
Apartment
2 Bedrooms
2 Baths
5 Guests
- Air Conditioner
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- Laundry
US $999/Night
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US $999/Night
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1 Bedroom
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US $999/Night
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1 Bedroom
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1 Bedroom
1 Bath
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US $999/Night
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Apartment
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $999/Night
7 Nights - US $6,993
New
Apartment
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $999/Night
7 Nights - US $6,993
Villa
2 Bedrooms
2 Baths
4 Guests
Pet Friendly- Air Conditioner
- Internet
- Laundry
US $955/Night
7 Nights - US $6,685
New
Apartment
2 Bedrooms
2 Baths
4 Guests
2000 ft²
- Oceanfront
Fireplace/Heating- Ocean View
- Balcony/Terrace
US $859/Night
7 Nights - US $6,014
