Caribbean Holiday Homes
6 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
US $337/Night
For 7 Nights US $2,362
430.56 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
US $84/Night
For 7 Nights US $588
1100 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $718/Night
For 7 Nights US $5,023
6 Guests
2 Bedrooms
2 Bathrooms
Villa
- Pool
- Air Conditioner
- Internet
US $231/Night
For 7 Nights US $1,614
269.1 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Beach
- Pool
- Ocean View
US $119/Night
For 7 Nights US $836
US $2,245/Night
For 7 Nights US $15,718
10.76 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Parking
- Air Conditioner
- Internet
US $98/Night
For 7 Nights US $686
700 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
US $268/Night
For 7 Nights US $1,879
261.92 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
Apartment
- Air Conditioner
- Internet
US $54/Night
For 7 Nights US $376
3983 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
US $427/Night
For 7 Nights US $2,992
1506.95 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
US $395/Night
For 7 Nights US $2,767
990 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
US $425/Night
For 7 Nights US $2,973
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 on Sapphire Beach, Beach level walkout, Bldg A
- 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
- Penthouse King Suite! Fully Remodeled and booking with full amenities!
2. How many Holiday Homes are available in Caribbean?
Currently, the total number of properties listed by RBO in 2026 is over 142879 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
1184.03 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
US $203/Night
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7 Guests
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4 Guests
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Ocean View
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- Hot Tub
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US $100/Night
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1260 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $647/Night
For 7 Nights US $4,527
1450 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
US $489/Night
For 7 Nights US $3,424
1350 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Pool
- Ocean View
US $378/Night
For 7 Nights US $2,649
6 Guests
1 Bedroom
1 Bathroom
Pet Friendly
Boat Rental
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $352/Night
For 7 Nights US $2,462
1615 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
US $321/Night
For 7 Nights US $2,250
800 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
US $289/Night
For 7 Nights US $2,023
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
US $286/Night
For 7 Nights US $2,003
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
US $265/Night
For 7 Nights US $1,852
