Lesser Antilles Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Lesser Antilles holiday rentals

Iron/ironing board, free WiFi, bed sheets

Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
9.6 out of 10, Exceptional, (4 reviews)
"The staff was incredibly helpful and amazing. "
United States
Christopher
The price is S$199
includes taxes & fees
23 May - 24 May
Anne's Apartments
Terrace/patio

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (74 reviews)
"Property was VERY clean. We have been to almost every island in the Caribbean and we will usually see bugs in the domiciles but. Not once did we see a bug. The entire staff were very friendly. Check in was smooth and check out was unremarkable. We had an excellent stay and would definitely return. Anguilla is a beautiful island!"
United States
Jeffrey E.
The price is S$440
includes taxes & fees
26 May - 27 May
Fountain Anguilla
Exterior

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, (882 reviews)
"Every thing perfectly describes the place !"
United States
Tuwanna
The price is S$138
includes taxes & fees
3 Jun - 4 Jun
Flamboyan on the Bay Resort and Villas
1 bedroom, desk, blackout curtains, iron/ironing board

Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (89 reviews)
"Comfortable and close to Airport and Town"
United States
michael
The price is S$135
includes taxes & fees
23 May - 24 May
Denyse Home Cottage
Terrace/patio

West End Bay Condos

West End Bay Condos
3.0 star property
West End Village
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable with many thoughtful touches. Highly recommend!"
United States
Simone
The price is S$349
includes taxes & fees
23 May - 24 May
West End Bay Condos
Outdoor pool

Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place."
United States
Edgardo
The price is S$420
includes taxes & fees
2 Jun - 3 Jun
Paradise Suite
Terrace/patio

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (33 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is S$506
includes taxes & fees
23 May - 24 May
Ocean View Villa
Living area

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, (146 reviews)
"Location perfect and perfect beach"
United States
Anthony
The price is S$414
includes taxes & fees
28 May - 29 May
Mullet Bay Suites: Your Luxury Stay Awaits
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.4 out of 10, Exceptional, (31 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is S$734
includes taxes & fees
26 May - 27 May
Villa Island Paradise
Exterior

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 S$335
includes taxes & fees
23 May - 24 May
Yepton Estate Cottages
Couples treatment room(s), sauna, body treatments, aromatherapy

St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
The price is S$224
includes taxes & fees
24 May - 25 May
St. Kitts Castle Premium Suites
Down duvets, free WiFi, bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (238 reviews)
"clean room good price very good staff"
United States
fabio
The price is S$105
includes taxes & fees
25 May - 26 May
July Apartments
View from property

Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (333 reviews)
"The air worked! Hot water and they had all dishes. Very good spot to stay!"
United States
Pamela
The price is S$227
includes taxes & fees
23 May - 24 May
Dickenson Bay Cottages
Iron/ironing board, free WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (61 reviews)
"Good rooms at a great location"
United States
Asheed
The price is S$101
includes taxes & fees
7 Jun - 8 Jun
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.
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Top Lesser Antilles Hotel Reviews

Sapphire Beach Club Resort

Sapphire Beach Club Resort

2/10 Terrible
"My wife and I checked in on May14 2026 on May 15 2026 a man that work for the hotel tried to enter our room they changed our room the next room was dirty the refrigerator was linking the hotel just bad my opinion Expedia y’all need to take this Hotel off your site Sapphire the hotel looks nothing like the pictures we forgot to take pictures my wife and I work for hospitals and we know how cleanliness should be"
Chris 7-night trip
Posted 4 hours ago
Sapphire Beach Club Resort