Book Holiday Homes in Lesser Antilles

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Featured Holiday Homes in Lesser Antilles

Studio Bungalow-Bungalows on the Bay

Studio Bungalow-Bungalows on the Bay

Christiansted
The price is AU$239 per night from 18 Oct to 19 Oct
AU$239
18 Oct - 19 Oct
includes taxes & fees
With a stay at this vacation home in Christiansted, you'll be on the beach, just a 4-minute walk from Buccaneer Beach and 5 minutes by foot from Mermaid ...
Opens in a new windowStudio Bungalow-Bungalows on the Bay
Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

St. Thomas
With a stay at this vacation home in St. Thomas, you'll be within a 10-minute drive of Bolongo Bay and Cabrita Point.
Opens in a new windowBrand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More
LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR

LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR

Guana Bay
Located in Philipsburg, this vacation home is within a 15-minute drive of Orient Bay Beach and Grand Case Beach.
Opens in a new windowLUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR
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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
Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep

Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep

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 Hart Bay.
Opens in a new windowMampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep
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 ...
Opens in a new windowCheerful Home with Gorgeous Ocean Views and Pool
BEACH HOUSE W/ POOL

BEACH HOUSE W/ POOL

vieques
This vacation home is in the heart of Vieques, within a 10-minute walk of El Faro de Punta Mulas and Vieques Ferry Terminal.
Opens in a new windowBEACH HOUSE W/ POOL
"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.
Opens in a new window"Someday Soon" Has Arrived!
Scenic Villa | Walk to Cruz Bay & Stunning Views

Scenic Villa | Walk to Cruz Bay & Stunning Views

Cruz Bay
The price is AU$938 per night from 21 Sept to 22 Sept
AU$938
21 Sept - 22 Sept
includes taxes & fees
With a stay at this vacation home in St. John, you'll be within a 10-minute walk of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowScenic Villa | Walk to Cruz Bay & Stunning Views
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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
249 Holiday Homes
Lowest Price
AU$171
Highest Price
AU$938
Popular accommodation
Studio Bungalow-Bungalows on the Bay, Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More, LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR, Sugar Apple Bed & Breakfast, Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep , Cheerful Home with Gorgeous Ocean Views and Pool, BEACH HOUSE W/ POOL, "Someday Soon" Has Arrived!, Scenic Villa | Walk to Cruz Bay & Stunning Views

Top trending hotels in Lesser Antilles

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$184 per night from 6 Oct to 7 Oct
AU$184
6 Oct - 7 Oct
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.
Opens in a new windowSimpson Bay Resort, Marina & Spa
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$380 per night from 22 Sept to 23 Sept
AU$380
22 Sept - 23 Sept
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 ...
Opens in a new windowSonesta 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$427 per night from 23 Sept to 24 Sept
AU$427
23 Sept - 24 Sept
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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Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 25 Sept to 26 Sept
AU$171
25 Sept - 26 Sept
includes taxes & fees
With a stay at Hilton Vacation Club Flamingo Beach St. Maarten in Simpson Bay (Pelican Key), you'll be within a 15-minute drive of Mullet Bay Beach and Grand ...
Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
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.