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
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!
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

St. John
When you stay at this vacation home in St. John, you'll be by the sea, within a 15-minute walk of Virgin Islands National Park and Hansen Bay Beach.
Opens in a new windowGorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
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Philips Scott House Calinago

Philips Scott House Calinago

3 out of 5
77 C.A. Cannegieter St Philipsburg
The price is AU$350 per night from 15 May to 16 May
AU$350
15 May - 16 May
includes taxes & fees
With a stay at this vacation home in Philipsburg (Downtown Philipsburg), you'll be within a 15-minute drive of Mullet Bay Beach and Grand Case Beach.
Opens in a new windowPhilips Scott House Calinago
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 Nazareth Bay.
Opens in a new windowBrand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More
Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!

Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!

Cruz Bay St John
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 Emmaus Moravian ...
Opens in a new windowAlta Vista - Mint condition, private pool, 50 mile views and a backup generator!
LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND!  DISCOUNTED SUMMER RATES!

LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!

Guana Bay Red Pond
With a stay at this vacation home in Philipsburg, you'll be within a 15-minute drive of Grand Case Beach and Guana Bay.
Opens in a new windowLUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!
New 2BR villa w/ balcony near Cruz Bay

New 2BR villa w/ balcony near Cruz Bay

St John
A stay at this vacation home places you in the heart of St. John, within a 10-minute walk of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowNew 2BR villa w/ balcony near Cruz Bay
Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

St. John St John
When you stay at this vacation home in St. John, you'll be on the beach, within a 15-minute drive of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowSunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym
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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
238 Holiday Homes
Lowest Price
AU$350
Highest Price
AU$936
Popular accommodation
Sugar Apple Bed & Breakfast, Enjoy a magnificent experience in Vieques Bioluminescent Bay!, Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End, Philips Scott House Calinago, Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More, Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!, LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!, New 2BR villa w/ balcony near Cruz Bay, Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

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
The price is AU$530 per night from 7 June to 8 June
AU$530
7 June - 8 June
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
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is AU$360 per night from 14 June to 15 June
AU$360
14 June - 15 June
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
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
The price is AU$936 per night from 16 May to 17 May
AU$936
16 May - 17 May
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$561 per night from 17 May to 18 May
AU$561
17 May - 18 May
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
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.