Book Holiday Homes in Lesser Antilles

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Featured Holiday Homes in Lesser Antilles

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
The price is AU$437 per night from 6 Mar to 7 Mar
AU$437
includes taxes & fees
6 Mar - 7 Mar
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
Purple Sunset - Walk to Malecon & Beaches

Purple Sunset - Walk to Malecon & Beaches

2 out of 5
Vieques
The price is AU$614 per night from 13 Mar to 14 Mar
AU$614
includes taxes & fees
13 Mar - 14 Mar
With a stay at this vacation home in Vieques (Esperanza), you'll be within a 15-minute drive of Bioluminescent Bay and Vieques Ferry Terminal.
Purple Sunset - Walk to Malecon & Beaches
★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze

★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze

Coral Bay, 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.
★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze
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Family time, 5 minute walk from main walkway to restaurants and beach!

Family time, 5 minute walk from main walkway to restaurants and beach!

Vieques
With a stay at this vacation home in Vieques (Esperanza), you'll be within a 15-minute drive of Bioluminescent Bay and Vieques Ferry Terminal.
Family time, 5 minute walk from main walkway to restaurants and beach!
THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars.

THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars.

Saint John
With a stay at this vacation home in St. John's, you'll be within a 5-minute drive of Dickenson Bay Beach and Marble Hill.
THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars.
Stunning Views from every room at this Private Villa !!!

Stunning Views from every room at this Private Villa !!!

Coral Bay
With a stay at this vacation home in St. John, you'll be in the mountains, within a 5-minute drive of Virgin Islands National Park and Johnson Bay.
Stunning Views from every room at this Private Villa !!!
Casa Sol with stunning pool near Ferry

Casa Sol with stunning pool near Ferry

Vieques
Located in Vieques, this vacation home is within a 15-minute drive of Vieques Ferry Terminal and Bioluminescent Bay.
Casa Sol with stunning pool near Ferry
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$1,752 per night from 24 Mar to 25 Mar
AU$1,752
includes taxes & fees
24 Mar - 25 Mar
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
NEW- Oceanfront Villa Tropaco-4BR 4.5BA with Pool

NEW- Oceanfront Villa Tropaco-4BR 4.5BA with Pool

St Thomas
With a stay at this vacation home in St. Thomas, you'll be just steps from Hull Bay and Magens Bay.
NEW- Oceanfront Villa Tropaco-4BR 4.5BA with Pool
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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
187 Holiday Homes
Lowest Price
AU$437
Highest Price
AU$1,752
Popular accommodation
Sophisticated Beach Condo-Ocean View-Sapphire, Purple Sunset - Walk to Malecon & Beaches, ★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze, Family time, 5 minute walk from main walkway to restaurants and beach!, THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars. , Stunning Views from every room at this Private Villa !!!, Casa Sol with stunning pool near Ferry, New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool , NEW- Oceanfront Villa Tropaco-4BR 4.5BA with Pool

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$731 per night from 5 Mar to 6 Mar
AU$731
includes taxes & fees
5 Mar - 6 Mar
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
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$595 per night from 5 Mar to 6 Mar
AU$595
includes taxes & fees
5 Mar - 6 Mar
With a stay at Sonesta Maho Beach All Inclusive Resort Casino & Spa in Lowlands, you'll be on the beach, just steps from Maho Beach and a 2-minute drive 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$1,075 per night from 5 Mar to 6 Mar
AU$1,075
includes taxes & fees
5 Mar - 6 Mar
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
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Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is AU$472 per night from 5 Mar to 6 Mar
AU$472
includes taxes & fees
5 Mar - 6 Mar
When you stay at Windward Passage Hotel in St. Thomas, you'll be near the airport, within a 10-minute drive of Magens Bay Beach and Bolongo Bay.
Windward Passage Hotel
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.