A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Lesser Antilles Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Lesser Antilles holiday rentals

A spacious balcony with a view of the ocean, a white ceiling fan, a dining table with chairs, and a patterned sofa.

1. Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (221 reviews)
"One of the best stays we have ever had!"
United States
Rayna
The price is HK$2,706
HK$3,193 total
includes taxes & fees
26 Oct - 27 Oct
Turtles Nest Beach Resort 
A covered outdoor seating area with a table and chairs, overlooking a beach with palm trees and the ocean.

2. Lord Nelson Hotel & Residences

Lord Nelson Hotel & Residences
3.0 star property
Osbourn
8.4 out of 10, Very good, (63 reviews)
"Only thing the restaurant is closed on Mondays so there than that great location by the airport as a pilot work the trip. "
United States
Paul
The price is HK$1,376
HK$1,905 total
includes taxes & fees
26 Sept - 27 Sept
Lord Nelson Hotel & Residences
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

3. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (856 reviews)
"Bluebeards is one of my favorite places to stay when I am on the island."
United States
Erica
The price is HK$1,447
HK$1,791 total
includes taxes & fees
25 Oct - 26 Oct
Bluebeard's Castle Resort
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

4. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (184 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is HK$2,008
HK$2,816 total
includes taxes & fees
1 Oct - 2 Oct
Mullet Bay Suites: Your Luxury Stay Awaits
A room with a window, a desk, two chairs, an air conditioner, and a potted plant.

5. Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
9.0 out of 10, Wonderful, (10 reviews)
"Property was clean and as described, host was very helpful. I will stay there again."
United States
Khalia
The price is HK$750
HK$1,078 total
includes taxes & fees
5 Oct - 6 Oct
Anne's Apartments
A beachside view with lounge chairs, a table, and umbrellas.

6. Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.4 out of 10, Exceptional, (35 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is HK$2,470
HK$2,718 total
includes taxes & fees
26 Sept - 27 Sept
Ocean View Villa
A pool area with a view of the ocean, a lounge with red chairs, and a white building with a staircase.

7. Chez Mango Villas

Chez Mango Villas
3.5 star property
Old Towne
7.8 out of 10, Good, (35 reviews)
"Clean room, bathroom large, staff nice, great pool. Great views. Free parking"
United States
Steven
The price is HK$953
HK$1,440 total
includes taxes & fees
27 Sept - 28 Sept
Chez Mango Villas
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

8. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is HK$2,370
HK$3,503 total
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-
A beach with clear waters, palm trees, and a sandy shore.

9. Yepton Estate Cottages

Yepton Estate Cottages
3.0 star property
Five Islands Village
10.0 out of 10, Exceptional, (123 reviews)
"The cottage was quiet and super relaxing. The staff and owners were very accommodating"
United States
Andrew
The price is HK$1,559
HK$2,058 total
includes taxes & fees
23 Oct - 24 Oct
Yepton Estate Cottages

10. Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (95 reviews)
"Very clean , quite, close to shops"
United States
Theodore
The price is HK$670
HK$831 total
includes taxes & fees
1 Oct - 2 Oct
Denyse Home Cottage
A bedroom with a bed, a chair, a dresser, and a view of a balcony with a railing.

11. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyed."
United States
Alberta
The price is HK$1,765
HK$2,065 total
includes taxes & fees
27 Sept - 28 Sept
Fort Recovery Beachfront Resort
A high-rise hotel with a view of the sunset over a marina.

12. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is HK$953
HK$1,067 total
includes taxes & fees
26 Sept - 27 Sept
Simpson Bay Suites
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

13. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is HK$727
HK$763 total
includes taxes & fees
30 Sept - 1 Oct
July Apartments
A poolside area with blue umbrellas, lounge chairs, and a view of the ocean.

14. Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (344 reviews)
"Overall great stay and staff was very nice — I would recommend."
United States
Camilo
The price is HK$1,056
HK$1,392 total
includes taxes & fees
26 Sept - 27 Sept
Dickenson Bay Cottages
A beach with a clear sky, a sandy path, palm trees, and a building with a balcony.

15. Dickenson Bay Oasis Antigua Village

Dickenson Bay Oasis Antigua Village
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (115 reviews)
"Truly enjoyed my stay"
United States
Nyah
The price is HK$1,186
HK$1,781 total
includes taxes & fees
2 Oct - 3 Oct
Dickenson Bay Oasis Antigua Village
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

16. 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, (1,306 reviews)
"Perfect location."
United States
Andre
The price is HK$1,127
HK$1,389 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

17. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is HK$1,328
HK$2,232 total
includes taxes & fees
4 Oct - 5 Oct
The Hills Residence
An aerial view of a coastal residential area with houses, a beach, and clear turquoise waters.

18. Galleon Beach Resort

Galleon Beach Resort
3.0 star property
English Harbour
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place. Right on the beach and beautiful rooms!"
United States
Alexander
The price is HK$1,515
HK$2,232 total
includes taxes & fees
28 Sept - 29 Sept
Galleon Beach Resort
A resort with a swimming pool, wooden deck, and stone architecture.

19. Whale Tails Island Suites & Villas

Whale Tails Island Suites & Villas
4.0 star property
Oranjestad
8.0 out of 10, Very good, (5 reviews)
"We very much enjoyed our stay. The room was big clean, and well equipped, with views of The Quill from the back, the ocean and St Kitts from the front. Very calm, quiet and relaxing. Rob, the owner, was extremely friendly and kind, very supportive. Picked us up from the ferry port and dropped us off at the airport. If you like peace and quiet, like to watch the watch the ocean and read books and like to cook for yourself, this place is great. Be aware, it is out of the way, so you will need a...
United Kingdom
Justin
The price is HK$1,136
HK$1,215 total
includes taxes & fees
26 Sept - 27 Sept
Whale Tails Island Suites & Villas
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

20. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is HK$572
HK$686 total
includes taxes & fees
26 Sept - 27 Sept
MIDTOWN MOTEL SXM
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lesser Antilles Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

8/10 Good
"I want to start with the housekeeping staff. I am so sad I forgot to leave a tip because the staff cleaned our rooms from top to bottom. When I requested additional towels, the staff was there in minutes AND someone called to follow up after delivery. I was impressed. The location is PERFECT! We were 5 minutes from everything. Would I stay here again? Yes. I only had two things I’d change. The ac wasn’t as cool as I would have liked it. It was hot outside tho. Once I closed all the doors, it was comfortable. Also, there was only one full body mirror and the lighting in the bedrooms and hallway was terrible, not ideal for ladies who like to take pictures on vacation. Other than that the location was perfect, and the housekeeping staff was on point."
DeLexis 4-night trip
Posted 2 hours ago
Simpson Bay Resort, Marina & Spa

Find out more about Lesser Antilles

Search for holiday rentals in Lesser Antilles on Expedia! You can easily find your home rentals, villas, holiday apartments in Lesser Antilles using one of the methods below:

  • View our selection of featured holiday rentals in Lesser Antilles
  • Use the map to find apartments and other holiday homes in the Lesser Antilles neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lesser Antilles while they last

Look no further and take a look at our great range of rental properties in Lesser Antilles!