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
Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
The price is AU$437 per night from 13 Nov to 14 Nov
AU$437
13 Nov - 14 Nov
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 Coki Point Beach.
Opens in a new windowSophisticated Beach Condo-Ocean View-Sapphire
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

St. Croix
With a stay at this vacation home in Kingshill, you'll be on the beach, just a 5-minute walk from Cane Bay and 10 minutes by foot from Cane Bay Beach.
Opens in a new windowTHIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL
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"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!
Frank Bay House

Frank Bay House

Cruz Bay
When you stay at this vacation home in St. John, you'll be by the sea, within a 10-minute walk of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowFrank Bay House
1 bedroom cottage located a step away from Saline Beach in St-Barth.

1 bedroom cottage located a step away from Saline Beach in St-Barth.

Saint Barthelemy
With a stay at this vacation home in St. Barthelemy, you'll be by the sea, within a 10-minute drive of Gustavia Harbor and St. Jean Beach.
Opens in a new window1 bedroom cottage located a step away from Saline Beach in St-Barth.
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
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
Beautiful views, walk to Secret Harbour Beach

Beautiful views, walk to Secret Harbour Beach

St. Thomas, VI
When you stay at this vacation home in St. Thomas, you'll be by the ocean, within a 15-minute drive of Sapphire Beach and Bolongo Bay.
Opens in a new windowBeautiful views, walk to Secret Harbour Beach
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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
242 Holiday Homes
Lowest Price
AU$228
Highest Price
AU$767
Popular accommodation
Sugar Apple Bed & Breakfast, Sophisticated Beach Condo-Ocean View-Sapphire, THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL, "Someday Soon" Has Arrived!, Frank Bay House, 1 bedroom cottage located a step away from Saline Beach in St-Barth., Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More, Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep , Beautiful views, walk to Secret Harbour Beach

Top trending hotels in Lesser Antilles

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$515 per night from 5 Nov to 6 Nov
AU$515
5 Nov - 6 Nov
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
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is AU$767 per night from 3 Dec to 4 Dec
AU$767
3 Dec - 4 Dec
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
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
The price is AU$228 per night from 23 Nov to 24 Nov
AU$228
23 Nov - 24 Nov
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
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Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is AU$659 per night from 9 Nov to 10 Nov
AU$659
9 Nov - 10 Nov
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
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.