Book Holiday Homes in Lesser Antilles

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Featured Holiday Homes in Lesser Antilles

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast

3.5 out of 5
27 Prince St Christiansted St Croix
With a stay at Sugar Apple Bed & Breakfast in Christiansted (Christiansted Historic District), you'll be within a 5-minute walk of Holy Cross Catholic Church ...
Opens in a new windowSugar Apple Bed & Breakfast
Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

St. Thomas
When you stay at this vacation home in St. Thomas, you'll be on the beach, a 1-minute drive from Sapphire Beach and 9 minutes from Coki Point Beach.
Opens in a new windowVilla St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook
Charming 2-bedroom house with AC in beautiful St Thomas

Charming 2-bedroom house with AC in beautiful St Thomas

St Thomas
Located in St. Thomas, this vacation home is a 4-minute drive from Santa Maria Bay and 7 minutes from Botany Bay.
Opens in a new windowCharming 2-bedroom house with AC in beautiful St Thomas
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Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool

Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool

St.John
With a stay at this vacation home in St. John (Point Rendezvous), you'll be within a 15-minute drive of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowCara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool
Seascape Villa with private pool  in Cruz Bay

Seascape Villa with private pool in Cruz Bay

Cruz Bay St John
With a stay at this vacation home in St. John, you'll be a 3-minute drive from Virgin Islands National Park and 6 minutes from Cruz Bay Beach.
Opens in a new windowSeascape Villa with private pool in Cruz Bay
BeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B

BeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B

Cruz Bay St John
With a stay at this vacation home, you'll be centrally located in St. John, just a 3-minute walk from Cruz Bay Beach and 11 minutes by foot from Virgin Islands ...
Opens in a new windowBeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B
Enjoy a magnificent experience in Vieques Bioluminescent Bay!

Enjoy a magnificent experience in Vieques Bioluminescent Bay!

Vieques Vieques
With a stay at this vacation home in Vieques (Isabel II), you'll be within a 15-minute drive of Vieques Ferry Terminal and Bioluminescent Bay.
Opens in a new windowEnjoy a magnificent experience in Vieques Bioluminescent Bay!
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.
Opens in a new windowOn the beach, a private pool, a house all to yourself.
Seagrape Views in Coral Bay-Studio Apartment -Sleep 3

Seagrape Views in Coral Bay-Studio Apartment -Sleep 3

Coral Bay, St John Usvi Virgin Islands
The price is AU$817 per night from 18 Mar to 19 Mar
AU$817
18 Mar - 19 Mar
includes taxes & fees
With a stay at this vacation home in St. John, you'll be within a 15-minute drive of Virgin Islands National Park and Cinnamon Bay Beach.
Opens in a new windowSeagrape Views in Coral Bay-Studio Apartment -Sleep 3
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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
244 Holiday Homes
Lowest Price
AU$493
Highest Price
AU$1,667
Popular accommodation
Sugar Apple Bed & Breakfast, Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook , Charming 2-bedroom house with AC in beautiful St Thomas, Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool, Seascape Villa with private pool in Cruz Bay, BeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B, Enjoy a magnificent experience in Vieques Bioluminescent Bay!, On the beach, a private pool, a house all to yourself., Seagrape Views in Coral Bay-Studio Apartment -Sleep 3

Top trending hotels in Lesser Antilles

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is AU$493 per night from 15 Apr to 16 Apr
AU$493
15 Apr - 16 Apr
includes taxes & fees
With a stay at Bluebeard's Castle Resort in St. Thomas, you'll be within a 15-minute drive of Bolongo Bay and Magens Bay Beach.
Opens in a new windowBluebeard's Castle Resort
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
The price is AU$732 per night from 1 Apr to 2 Apr
AU$732
1 Apr - 2 Apr
includes taxes & fees
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.
Opens in a new windowThe Morgan Resort Spa Village
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
The price is AU$1,667 per night from 19 Mar to 20 Mar
AU$1,667
19 Mar - 20 Mar
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 ...
Opens in a new windowMargaritaville Vacation Club - St. Thomas
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Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
The price is AU$831 per night from 14 Apr to 15 Apr
AU$831
14 Apr - 15 Apr
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 10 minutes by foot ...
Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
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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.