Caribbean Vacation Rentals with Pools
700 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
£199/Night
For 7 Nights £1,392
269.1 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Beach
- Pool
- Ocean View
£88/Night
For 7 Nights £619
1100 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
£531/Night
For 7 Nights £3,720
990 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
£275/Night
For 7 Nights £1,927
1506.95 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
£293/Night
For 7 Nights £2,049
1304 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
£286/Night
For 7 Nights £2,000
602.78 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Beach
- Oceanfront
- Pool
£138/Night
For 7 Nights £964
1450 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
£322/Night
For 7 Nights £2,252
1302.43 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Pool
- View
- Parking
£105/Night
For 7 Nights £738
1350 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Pool
- Ocean View
£316/Night
For 7 Nights £2,211
378.01 ft²
10 Guests
7 Bedrooms
5 Bathrooms
Ocean View
House
- Private Beach
- Oceanfront
- Hot Tub
£126/Night
For 7 Nights £881
1615 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
£238/Night
For 7 Nights £1,666
Why Choose Rent By Owner for your Caribbean Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools 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 Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. 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 Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools 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 Rentals with Pools
1. What are the top Rentals With Pools 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 Rentals With Pools 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, 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
- Penthouse King Suite! Fully Remodeled and booking with full amenities!
2. How many Rentals With Pools are available in Caribbean?
Currently, the total number of properties listed by RBO in 2026 is over 81391 in the Caribbean area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Caribbean.
More Rentals You May Like Near Caribbean
452.08 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Pool
- Ocean View
£88/Night
For 7 Nights £617
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
£212/Night
For 7 Nights £1,483
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
£196/Night
For 7 Nights £1,372
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pool
- Pet Friendly
- Kitchen
£48/Night
For 7 Nights £337
1722 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£364/Night
For 7 Nights £2,550
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
£335/Night
For 7 Nights £2,347
1100 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
£291/Night
For 7 Nights £2,040
4 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Pool
- Ocean View
£272/Night
For 7 Nights £1,902
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Private Pool
- Fireplace/Heating
- Pool
£253/Night
For 7 Nights £1,770
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Pool
- Ocean View
£215/Night
For 7 Nights £1,502
710 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Pool
- Ocean View
£118/Night
For 7 Nights £824
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
£106/Night
For 7 Nights £741
