Leeward Islands Accommodations

10.0
Exceptional
(20 Reviews)
377 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Ocean View
  • Balcony/Terrace
  • View
R4,455/Night For 7 Nights R31,180
10.0
Exceptional
(36 Reviews)
538.2 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Balcony/Terrace
  • Parking
  • Internet
R2,031/Night For 7 Nights R14,211
10.0
Exceptional
(1 Review)
1 Bathroom
Family Friendly Resort
  • Balcony/Terrace
  • View
  • Kitchen
R4,797/Night For 7 Nights R33,579
10.0
Exceptional
(5 Reviews)
560 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R1,795/Night For 7 Nights R12,563
10.0
Exceptional
(5 Reviews)
2152.78 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Balcony/Terrace
  • View
  • Parking
R5,332/Night For 7 Nights R37,315
10.0
Exceptional
(4 Reviews)
2153 ft² 6 Guests 2 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R8,806/Night For 7 Nights R61,643
10.0
Exceptional
(3 Reviews)
538.2 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation Apartment
  • Balcony/Terrace
  • View
  • Parking
R1,811/Night For 7 Nights R12,678
10.0
Exceptional
(4 Reviews)
2691 ft² 6 Guests 2 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R8,551/Night For 7 Nights R59,848
10.0
Exceptional
(2 Reviews)
2690.98 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly Villa
  • Balcony/Terrace
  • View
  • Parking
R4,015/Night For 7 Nights R28,096
10.0
Exceptional
(4 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Private Pool
  • Pool
  • Kitchen
R2,170/Night For 7 Nights R15,190
10.0
Exceptional
(2 Reviews)
538.2 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Pool
  • Balcony/Terrace
  • View
R1,865/Night For 7 Nights R13,053
10.0
Exceptional
(3 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Group Friendly Villa
  • Air Conditioner
  • Internet
  • Child Friendly
R7,301/Night For 7 Nights R51,119

Why Choose Rent By Owner for your Leeward Islands Accommodations?

What makes our Accommodations special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Leeward Islands

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.

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 Leeward Islands Accommodations

1. What are the top Accommodations in Leeward Islands?

There are a lot of options in Leeward Islands. If you plan on staying in the Leeward Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in Leeward Islands:

2. How many Accommodations are available in Leeward Islands?

Currently, the total number of properties listed by RBO in 2026 is over 233 in the Leeward Islands area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Leeward Islands. 

More Rentals You May Like Near Leeward Islands

10.0
Exceptional
(1 Review)
1937.5 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R6,507/Night For 7 Nights R45,555
10.0
Exceptional
(2 Reviews)
5382 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
R56,142/Night For 7 Nights R392,992
10.0
Exceptional
(2 Reviews)
807 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
R7,006/Night For 7 Nights R49,046
10.0
Exceptional
(1 Review)
1722 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Apartment
  • Internet
  • Child Friendly
  • Laundry
R4,185/Night For 7 Nights R29,288
10.0
Exceptional
(1 Review)
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  • Air Conditioner
  • Internet
  • Child Friendly
R3,410/Night For 7 Nights R23,871
10.0
Exceptional
(1 Review)
258 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R2,743/Night For 7 Nights R19,204
10.0
Exceptional
(1 Review)
4 Guests 2 Bedrooms 1 Bathroom
Couples Retreat House
  • Internet
  • Child Friendly
  • Laundry
R2,295/Night For 7 Nights R16,071
10.0
Exceptional
(1 Review)
291 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Pool
  • Ocean View
  • Balcony/Terrace
R2,273/Night For 7 Nights R15,908
9.2
Exceptional
(13 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R5,447/Night For 7 Nights R38,131
8.4
Excellent
(8 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R4,730/Night For 7 Nights R33,106
8.0
Excellent
(2 Reviews)
1076 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Internet
  • Child Friendly
  • Laundry
R2,904/Night For 7 Nights R20,330
8.0
Excellent
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat House
  • Air Conditioner
  • Internet
  • Child Friendly
R2,756/Night For 7 Nights R19,286