Leeward Islands Villa

10.0
Exceptional
(4 Reviews)
2153 ft² 6 Guests 2 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $739/Night For 7 Nights CA $5,175
10.0
Exceptional
(2 Reviews)
2690.98 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly Villa
  • Balcony/Terrace
  • View
  • Parking
CA $337/Night For 7 Nights CA $2,359
New
1 Bedroom 1 Bathroom
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $997/Night For 7 Nights CA $6,978
10.0
Exceptional
(4 Reviews)
2691 ft² 6 Guests 2 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $718/Night For 7 Nights CA $5,024
10.0
Exceptional
(1 Review)
1937.5 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $546/Night For 7 Nights CA $3,824
10.0
Exceptional
(3 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Group Friendly Villa
  • Air Conditioner
  • Internet
  • Child Friendly
CA $613/Night For 7 Nights CA $4,291
10.0
Exceptional
(1 Review)
473.61 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation Cabin
  • Balcony/Terrace
  • View
  • Kitchen
CA $108/Night For 7 Nights CA $757
10.0
Exceptional
(2 Reviews)
5382 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
CA $4,713/Night For 7 Nights CA $32,992
9.6
Exceptional
(75 Reviews)
538.2 ft² 2 Guests 2 Bedrooms 1 Bathroom
Free Cancellation Villa
  • Private Beach
  • Oceanfront
  • Ocean View
CA $457/Night For 7 Nights CA $3,201
7.4
Very Good
(3 Reviews)
2734 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Hot Tub
  • Ocean View
  • Balcony/Terrace
CA $960/Night For 7 Nights CA $6,717
9.6
Exceptional
(20 Reviews)
2475.7 ft² 9 Guests 4 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $890/Night For 7 Nights CA $6,232
New
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
Unlock the Best Price

Why Choose Rent By Owner for your Leeward Islands Villa?

What makes our Villa 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 Rental Villas

1. What are the top Villas 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 Villas in Leeward Islands:

2. How many Villas are available in Leeward Islands?

Currently, the total number of properties listed by RBO in 2026 is over 36 in the Leeward Islands area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Leeward Islands. 

More Rentals You May Like Near Leeward Islands

9.6
Exceptional
(11 Reviews)
968.75 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation Villa
  • Private Beach
  • Oceanfront
  • Ocean View
CA $620/Night For 7 Nights CA $4,338
New
8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Air Conditioner
  • Internet
  • Child Friendly
CA $901/Night For 7 Nights CA $6,309
9.5
Exceptional
(16 Reviews)
1291.67 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation Villa
  • Oceanfront
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CA $260/Night For 7 Nights CA $1,819
10.0
Exceptional
(4 Reviews)
2045 ft² 8 Guests 2 Bedrooms 1 Bathroom
Ocean View Villa
  • Ocean View
  • Balcony/Terrace
  • View
CA $678/Night For 7 Nights CA $4,745
9.4
Exceptional
(22 Reviews)
1076.39 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Ocean View Villa
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $748/Night For 7 Nights CA $5,235
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Air Conditioner
  • Internet
  • Child Friendly
CA $2,357/Night For 7 Nights CA $16,499
9.4
Exceptional
(6 Reviews)
1851.39 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
CA $679/Night For 7 Nights CA $4,752
New
2691 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Balcony/Terrace
  • Kitchen
  • Parking
CA $1,010/Night For 7 Nights CA $7,068
9.3
Exceptional
(107 Reviews)
581.25 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View Villa
  • Private Beach
  • Oceanfront
  • Ocean View
CA $131/Night For 7 Nights CA $920
9.3
Exceptional
(27 Reviews)
247.57 ft² 4 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
CA $209/Night For 7 Nights CA $1,462
9.0
Exceptional
(5 Reviews)
968.75 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Villa
  • Balcony/Terrace
  • Parking
  • Air Conditioner
CA $116/Night For 7 Nights CA $812
9.0
Exceptional
(3 Reviews)
96.88 ft² 2 Guests 2 Bedrooms 1 Bathroom
Free Cancellation Villa
  • Pool
  • Balcony/Terrace
  • Parking
CA $206/Night For 7 Nights CA $1,445