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
Gordon's Island Art Loft

Gordon's Island Art Loft

Charlotte Amalie
With a stay at this vacation home in St. Thomas, you'll be within a 15-minute drive of Bolongo Bay and Mountain Top.
Opens in a new windowGordon's Island Art Loft
Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay St. Thomas
The price is AU$425 per night from 3 Feb to 4 Feb
AU$425
3 Feb - 4 Feb
includes taxes & fees
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.
Opens in a new windowSophisticated Beach Condo-Ocean View-Sapphire
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Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay

St John St John
With a stay at this vacation home in St. John, you'll be a 4-minute walk from Cruz Bay Beach and 6 minutes by foot from Virgin Islands National Park.
Opens in a new windowSunset Hideaway Suite - Oceanview/central to Cruz Bay
2br house w/incredible views of Magen's Bay and the BVI!

2br house w/incredible views of Magen's Bay and the BVI!

St. Thomas 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 Bolongo Bay.
Opens in a new window2br house w/incredible views of Magen's Bay and the BVI!
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
Welcome to St John!

Welcome to St John!

Cruz Bay St John
With a stay at this vacation home in St. John (Contant Farms), you'll be a 3-minute drive from Virgin Islands National Park and 7 minutes from Cruz Bay ...
Opens in a new windowWelcome to St John!
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

St John
With a stay at this vacation home in St. John, you'll be on the beach, within a 10-minute drive of Virgin Islands National Park and Chocolate Hole.
Opens in a new windowSecluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
Paradise in St. Thomas! Paradise, Privacy, Pool, Panoramic View, Sleeps 8

Paradise in St. Thomas! Paradise, Privacy, Pool, Panoramic View, Sleeps 8

St Thomas St Thomas
With a stay at this vacation home, you'll be centrally located in St. Thomas, within a 15-minute drive of Magens Bay Beach and Bolongo Bay.
Opens in a new windowParadise in St. Thomas! Paradise, Privacy, Pool, Panoramic View, Sleeps 8
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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$342
Highest Price
AU$1,126
Popular accommodation
Sugar Apple Bed & Breakfast, Gordon's Island Art Loft, Sophisticated Beach Condo-Ocean View-Sapphire, Sunset Hideaway Suite - Oceanview/central to Cruz Bay , 2br house w/incredible views of Magen's Bay and the BVI!, Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook , Welcome to St John!, Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!, Paradise in St. Thomas! Paradise, Privacy, Pool, Panoramic View, Sleeps 8

Top trending hotels in Lesser Antilles

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
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$818 per night from 3 Feb to 4 Feb
AU$818
3 Feb - 4 Feb
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
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is AU$342 per night from 1 Feb to 2 Feb
AU$342
1 Feb - 2 Feb
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
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The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is AU$1,126 per night from 1 Mar to 2 Mar
AU$1,126
1 Mar - 2 Mar
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.
Opens in a new windowThe Westin St. Thomas Beach Resort & 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.