Book Holiday Homes in Lesser Antilles

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Featured Holiday Homes in Lesser Antilles

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

Cruz Bay
When you stay at this vacation home in St. John, you'll be by the sea, a 4-minute drive from Virgin Islands National Park and 7 minutes from Cruz Bay Beach.
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
"Someday Soon" Has Arrived!

"Someday Soon" Has Arrived!

St John
With a stay at this vacation home in St. John, you'll be by the sea, within a 5-minute drive of Virgin Islands National Park and Johnson Bay.
"Someday Soon" Has Arrived!
On the beach, a private pool,  a house all to yourself.

On the beach, a private pool, a house all to yourself.

Vieques
With a stay at this vacation home, you'll be centrally located in Vieques, within a 5-minute drive of Vieques Ferry Terminal and La Chata Beach.
On the beach, a private pool, a house all to yourself.
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Home on the Hill with Ocean View

Home on the Hill with Ocean View

St. Thomas
With a stay at this vacation home in St. Thomas, you'll be within a 15-minute drive of Magens Bay Beach and Mountain Top.
Home on the Hill with Ocean View
Exquisite house overlooking Caribbean ocean, 7.7 gated acres.

Exquisite house overlooking Caribbean ocean, 7.7 gated acres.

Christiansted
With a stay at this vacation home in Christiansted, you'll be within a 5-minute drive of Buccaneer Beach and Buccaneer Golf Course.
Exquisite house overlooking Caribbean ocean, 7.7 gated acres.
Convenient, clean, private, spacious and ready for your large group or family!

Convenient, clean, private, spacious and ready for your large group or family!

christansted
When you stay at this vacation home in Christiansted, you'll be near the beach, within a 5-minute drive of Solitude Bay and Teague Bay.
Convenient, clean, private, spacious and ready for your large group or family!
Cottage-like West Indie town house.  Perfect for two couples or a family!

Cottage-like West Indie town house. Perfect for two couples or a family!

cruz bay quater
With a stay at this vacation home in St. John, you'll be a 4-minute drive from Virgin Islands National Park and 9 minutes from Cruz Bay Beach.
Cottage-like West Indie town house. Perfect for two couples or a family!
Alta Vista - Mint condition property- 50 mile views!

Alta Vista - Mint condition property- 50 mile views!

Cruz Bay
With a stay at this vacation home in St. John (Upper Carolina), you'll be within a 10-minute drive of Virgin Islands National Park and Reef Bay Trailhead.
Alta Vista - Mint condition property- 50 mile views!
Cheerful Home with Gorgeous Ocean Views and Pool

Cheerful Home with Gorgeous Ocean Views and Pool

Vieques,
When you stay at this vacation home in Vieques, you'll be near the beach, a 5-minute drive from Vieques Ferry Terminal and 9 minutes from Bioluminescent ...
Cheerful Home with Gorgeous Ocean Views and Pool
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lesser Antilles Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lesser Antilles vacation homes are the perfect way for you to wing it.

Holiday houses in Lesser Antilles let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lesser Antilles in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lesser Antilles adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lesser Antilles with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lesser Antilles vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Lesser Antilles Holiday Homes essential information

Accommodation
240 Holiday Homes
Lowest Price
AU$150
Highest Price
AU$698
Popular accommodation
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches, "Someday Soon" Has Arrived!, On the beach, a private pool, a house all to yourself., Home on the Hill with Ocean View, Exquisite house overlooking Caribbean ocean, 7.7 gated acres., Convenient, clean, private, spacious and ready for your large group or family!, Cottage-like West Indie town house. Perfect for two couples or a family!, Alta Vista - Mint condition property- 50 mile views!, Cheerful Home with Gorgeous Ocean Views and Pool

Top trending hotels in Lesser Antilles

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is AU$698 per night from 3 Sept to 4 Sept
AU$698
3 Sept - 4 Sept
includes taxes & fees
With a stay at The Westin St. Thomas Beach Resort & Spa in St. Thomas, you'll be on the beach, within a 10-minute drive of Bolongo Bay and Frenchman's Bay.
The Westin St. Thomas Beach Resort & Spa
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is AU$499 per night from 6 Aug to 7 Aug
AU$499
6 Aug - 7 Aug
includes taxes & fees
Located in St. Thomas, Margaritaville Vacation Club - St. Thomas is in a rural location, a 3-minute drive from Coki Point Beach and 6 minutes from Sapphire ...
Margaritaville Vacation Club - St. Thomas
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is AU$438 per night from 18 Aug to 19 Aug
AU$438
18 Aug - 19 Aug
includes taxes & fees
When you stay at Sonesta Maho Beach All Inclusive Resort Casino & Spa in Lowlands, you'll be on the beach, just steps from Maho Beach and 9 minutes by foot from ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
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Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
The price is AU$150 per night from 20 Aug to 21 Aug
AU$150
20 Aug - 21 Aug
includes taxes & fees
With a stay at Simpson Bay Resort, Marina & Spa in Simpson Bay, you'll be 3.5 mi (5.6 km) from Maho Beach and 3.9 mi (6.3 km) from Mullet Bay Beach.
Simpson Bay Resort, Marina & Spa
Don't see what you're looking for?
See all available properties in Lesser Antilles
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.