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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Lesser Antilles holiday rentals

Deluxe Apartment, 3 Bedrooms, Balcony, Beach View | Living area | Smart TV
Fourteen at Mullet Bay

Fourteen at Mullet Bay

Fourteen at Mullet Bay
3.5 star property
Maho
9.2 out of 10, Wonderful, (398)
"Great stay"
United States
Sherlon
Fourteen at Mullet Bay
On the beach, sun-loungers, beach umbrellas, beach towels
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1158)
"One of my favorite places to stay."
United States
Carlos
The price is 3.779.481 ₫
4.660.668 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Hilton Vacation Club Royal Palm St. Maarten
Exterior
Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (803)
"Staff was great! "
United States
Pamela
Flamboyan on the Bay Resort and Villas
Aerial view
Villa Island Paradise

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (5)
"Loved beautiful view. Everything close by"
United States
Vickie
The price is 6.246.530 ₫
25.074.163 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Villa Island Paradise
Amazing Top Floor Apartment | Balcony
The Hills Residence

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (52)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Deluxe Double Room | Down duvets, free WiFi, bed sheets
July Apartments

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (154)
"Amazing place. "
United States
Cristina
July Apartments
On the beach, white sand, sun-loungers, beach umbrellas
Antigua Village Beach Resort

Antigua Village Beach Resort

Antigua Village Beach Resort
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (397)
"The property was really nice and walking out to the beach was great as the sun rose"
United States
Morvette
Antigua Village Beach Resort
Outdoor pool
Sapphire Beach Resort

Sapphire Beach Resort

Sapphire Beach Resort
3.0 star property
St. Thomas
6.8 out of 10, (272)
"Really great room view and lots of great little amenities that made the trip very helpful"
United States
Janette
Sapphire Beach Resort
Exterior
Castle Villas at Bluebeard's

Castle Villas at Bluebeard's

Castle Villas at Bluebeard's
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (1213)
"Great get away!"
United States
Roquelle
Castle Villas at Bluebeard's
On the beach, snorkelling
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (187)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is 22.640.663 ₫
25.470.746 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Marriott's Frenchman's Cove
702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu
Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (109)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is 7.248.175 ₫
10.404.162 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Mullet Bay Suites: Your Luxury Stay Awaits
Suite, 1 Bedroom | Balcony
Pirates Pension at Bluebeard's Castle

Pirates Pension at Bluebeard's Castle

Pirates Pension at Bluebeard's Castle
3.0 star property
St. Thomas
8.4 out of 10, Very good, (794)
"Great staff"
United States
Shereika
Pirates Pension at Bluebeard's Castle
Outdoor pool
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

Panorama Residences at Monte Vista
4.5 star property
Point Blanche
10.0 out of 10, Exceptional, (1)
"Beautiful place"
United States
wade
Panorama Residences at Monte Vista
Studio Suite | Terrace/patio
Hilltop Villas at Bluebeard's Castle

Hilltop Villas at Bluebeard's Castle

Hilltop Villas at Bluebeard's Castle
3.0 star property
St. Thomas
8.6 out of 10, Excellent, (1785)
"Very clean and comfortable room, incredible views"
United States
Isiah
Hilltop Villas at Bluebeard's Castle
Exterior
Gallows Point Resort

Gallows Point Resort

Gallows Point Resort
4.0 star property
St. John
9.6 out of 10, Exceptional, (532)
"Amazing accomodations!"
United States
Mr.
Gallows Point Resort
Beach/ocean view
Turtles Nest Beach Resort 

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (165)
"Great place, one if the few mid priced places in the area"
United States
Cyndi
The price is 10.806.370 ₫
12.751.517 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Turtles Nest Beach Resort 
Outdoor pool
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is 4.008.900 ₫
4.490.179 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Simpson Bay Suites
View from property
Dickenson Bay Cottages

Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (308)
"Nice unit...staff were courteous "
United States
Rawlston
Dickenson Bay Cottages
Exterior
Tradewinds at Simpson Bay

Tradewinds at Simpson Bay

Tradewinds at Simpson Bay
3.5 star property
Simpson Bay
9.4 out of 10, Exceptional, (32)
"Wonderful place to stay. Hugo being on site was very nice who went above and beyond plus the owner Adrian stepped when we had a power outage. We 100% recommend this place and can't wait to return."
United States
Sabina
Tradewinds at Simpson Bay
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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Top Lesser Antilles Hotel Reviews

Windward Passage Hotel

Windward Passage Hotel

10/10 Excellent
"Very nice place to stay. Large and lovely inside courtyard that adds to a unique and wonderful experience. Rooms are clean and everyone’s service was a pleasure. Surpassed my expectations. Bar was enjoyable and food smelled delicious. "
Judy 1-night trip
Posted 2 days ago
Windward Passage Hotel