Book Holiday Homes in Lesser Antilles

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Featured Holiday Homes in Lesser Antilles

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool

2 out of 5
Cruz Bay
The price is AU$1,867 per night from 9 Apr to 10 Apr
AU$1,867
includes taxes & fees
9 Apr - 10 Apr
When you stay at this vacation home in St. John, you'll be on the waterfront, within a 15-minute drive of Virgin Islands National Park and Cruz Bay Beach.
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Guavaberry Hill - Amazing sunset views by National Park

Guavaberry Hill - Amazing sunset views by National Park

St. John
With a stay at this vacation home in St. John, you'll be a 3-minute walk from Virgin Islands National Park and 8 minutes by foot from Cruz Bay Beach.
Guavaberry Hill - Amazing sunset views by National Park
La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!

La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!

Coral 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 Mamey Peak.
La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!
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On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!

On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!

Coral Bay
With a stay at this vacation home in St. John (Lower Carolina), you'll be within a 15-minute drive of Virgin Islands National Park and Cinnamon Bay Beach.
On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!
Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video

Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video

Cruz Bay
When you stay at this vacation home in St. John, you'll be by the sea, within a 15-minute drive of Virgin Islands National Park and Cruz Bay Beach.
Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video
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
Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
The price is AU$434 per night from 23 Apr to 24 Apr
AU$434
includes taxes & fees
23 Apr - 24 Apr
When you stay at this vacation home in St. Thomas, you'll be near the beach, within a 10-minute drive of Sapphire Beach and Lindquist Beach.
Sophisticated Beach Condo-Ocean View-Sapphire
St. John USVI, Modern Villa, Oceanview, King Suite

St. John USVI, Modern Villa, Oceanview, King Suite

Cruz Bay
With a stay at this vacation home in St. John, you'll be within a 15-minute drive of Trunk Bay and Virgin Islands National Park.
St. John USVI, Modern Villa, Oceanview, King Suite
Justin's Island Escape-3 Bdrm- Lush Northside

Justin's Island Escape-3 Bdrm- Lush Northside

St Thomas
Located in St. Thomas, this vacation home is a 2-minute drive from Crown Mountain and 6 minutes from Caret Bay.
Justin's Island Escape-3 Bdrm- Lush Northside
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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
237 Holiday Homes
Lowest Price
AU$283
Highest Price
AU$1,867
Popular accommodation
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool , Guavaberry Hill - Amazing sunset views by National Park, La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!, On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!, Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video , Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches, Sophisticated Beach Condo-Ocean View-Sapphire, St. John USVI, Modern Villa, Oceanview, King Suite, Justin's Island Escape-3 Bdrm- Lush Northside

Top trending hotels in Lesser Antilles

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$453 per night from 4 May to 5 May
AU$453
includes taxes & fees
4 May - 5 May
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
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is AU$727 per night from 4 Apr to 5 Apr
AU$727
includes taxes & fees
4 Apr - 5 Apr
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
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$712 per night from 6 Apr to 7 Apr
AU$712
includes taxes & fees
6 Apr - 7 Apr
With a stay at The Morgan Resort Spa Village in Simpson Bay, you'll be steps from Maho Beach and a 2-minute drive from Mullet Bay Beach.
The Morgan Resort Spa Village
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Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$283 per night from 29 Apr to 30 Apr
AU$283
includes taxes & fees
29 Apr - 30 Apr
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.

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^Subject to availability and chosen travel dates.