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
When you a stay at Sugar Apple Bed & Breakfast in Christiansted, you'll be near the airport, within a 5-minute walk of Holy Cross Catholic Church and Judith's ...
Sugar Apple Bed & Breakfast
Three-Bedroom, Private Family Home and Huge Pool, Ocean View, Sleeps 6 adults+

Three-Bedroom, Private Family Home and Huge Pool, Ocean View, Sleeps 6 adults+

Christiansted
With a stay at this vacation home in Christiansted (Judith's Fancy), you'll be a 4-minute drive from Little Princess Estate and 5 minutes from Sugar Beach.
Three-Bedroom, Private Family Home and Huge Pool, Ocean View, Sleeps 6 adults+
Family Studio Bungalow

Family Studio Bungalow

Christiansted
The price is AU$308 per night from 27 May to 28 May
AU$308
per night
27 May - 28 May
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 ...
Family Studio Bungalow
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Sun Sand Beach Apt w A/C parking

Sun Sand Beach Apt w A/C parking

Culebra
The price is AU$310 per night from 22 May to 23 May
AU$310
per night
22 May - 23 May
With a stay at this vacation home in Culebra (Culebra Pueblo), you'll be a 1-minute drive from Culebra Ferry Terminal and 10 minutes from Flamenco Beach.
Sun Sand Beach Apt w A/C parking
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
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 Long Bay.
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Cabes Point
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.
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon
❤️🇻🇮 St Thomas Picturesque NorthShore VI Pool Bungalow ❤️🇻🇮

❤️🇻🇮 St Thomas Picturesque NorthShore VI Pool Bungalow ❤️🇻🇮

St Thomas
The price is AU$855 per night from 20 May to 21 May
AU$855
per night
20 May - 21 May
With a stay at this vacation home in St. Thomas, you'll be within a 15-minute drive of Magens Bay Beach and Magens Bay.
❤️🇻🇮 St Thomas Picturesque NorthShore VI Pool Bungalow ❤️🇻🇮
Ocean Front Villa 1 S

Ocean Front Villa 1 S

Playa Sardinas II
With a stay at this vacation home in Culebra, you'll be within a 15-minute drive of Culebra Ferry Terminal and Flamenco Beach.
Ocean Front Villa 1 S
PANORAMIC VIEWS OF BRITISH VIRGIN ISLANDS & CARIBBEAN SEA!
Sol La Vie

PANORAMIC VIEWS OF BRITISH VIRGIN ISLANDS & CARIBBEAN SEA! Sol La Vie

St John
With a stay at this vacation home in St. John, you'll be within a 5-minute drive of Virgin Islands National Park and Johnson Bay.
PANORAMIC VIEWS OF BRITISH VIRGIN ISLANDS & CARIBBEAN SEA! Sol La Vie
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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$308
Highest Price
AU$855
Popular accommodation
Sugar Apple Bed & Breakfast, Three-Bedroom, Private Family Home and Huge Pool, Ocean View, Sleeps 6 adults+, Family Studio Bungalow, Sun Sand Beach Apt w A/C parking, Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End, Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon, ❤️🇻🇮 St Thomas Picturesque NorthShore VI Pool Bungalow ❤️🇻🇮, Ocean Front Villa 1 S, PANORAMIC VIEWS OF BRITISH VIRGIN ISLANDS & CARIBBEAN SEA! Sol La Vie

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$397 per night from 15 May to 16 May
AU$397
per night
15 May - 16 May
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 by Wyndham - St. Thomas

Margaritaville Vacation Club by Wyndham - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is AU$621 per night from 19 May to 20 May
AU$621
per night
19 May - 20 May
Located in St. Thomas, Margaritaville Vacation Club by Wyndham - St. Thomas is in a rural location, a 3-minute drive from Coki Point Beach and 6 minutes from ...
Margaritaville Vacation Club by Wyndham - St. Thomas
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$501 per night from 20 May to 21 May
AU$501
per night
20 May - 21 May
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
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The Westin Beach Resort & Spa at Frenchman's Reef

The Westin Beach Resort & Spa at Frenchman's Reef

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is AU$740 per night from 27 May to 28 May
AU$740
per night
27 May - 28 May
With a stay at The Westin Beach Resort & Spa at Frenchman's Reef in St. Thomas, you'll be on the beach, within a 10-minute drive of Bolongo Bay and Frenchman's ...
The Westin Beach Resort & Spa at Frenchman's Reef
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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.