Holiday Rentals Lesser Antilles from 2.162.221 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Lesser Antilles holiday rentals

Studio, Non Smoking, Kitchen | Iron/ironing board, free WiFi, bed sheets

Anne's Apartments

Osbourn

Gachelle Latoya

3.471.450 ₫ total

includes taxes & fees

5 Jul - 6 Jul

Fountain Anguilla

Shoal Bay

Ron

9.733.643 ₫ total

includes taxes & fees

3 Jul - 4 Jul

Ocean View Villa

Jost Van Dyke

Virginia

7.810.506 ₫ total

includes taxes & fees

3 Jul - 4 Jul

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

Maho

Crystal Alana

10.273.314 ₫ total

includes taxes & fees

25 Jun - 26 Jun

On the beach, sun-loungers, beach umbrellas, beach towels

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Wilbert

5.175.155 ₫ total

includes taxes & fees

18 Jul - 19 Jul

Villa Island Paradise

St. John

Quoc Phong Eric

14.649.301 ₫ total

includes taxes & fees

29 Jun - 30 Jun

8 outdoor pools, a waterfall pool, pool umbrellas, pool loungers

Ceblue Luxury Villas

The Valley

Ahymara

26.447.141 ₫ total

includes taxes & fees

9 Jul - 10 Jul

Couples treatment room(s), sauna, body treatments, aromatherapy

St. Kitts Castle Premium Suites

Basseterre

4.155.190 ₫ total

includes taxes & fees

1 Jul - 2 Jul

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Top Lesser Antilles Hotel Reviews

Bluebeard's Castle Resort

8/10 Good

"The place could use alittle update, but overall I liked my stay the pool bar was fun to sit out and have a drink and liked the activities the hotel offered like karaoke and shoptalk with the free ride into the shopping/downtown area! Taxi’s or a rental car is necessary at this location."

The Morgan Resort Spa Village

10/10 Excellent

"A safe place for the solo travelers hands down….I thoroughly enjoyed my stay at The Morgan Resort in St. Maarten. From the quick and easy check-in to the convenient location near both the beach and the maho strip, everything was seamless. The staff were incredibly kind and welcoming, from the front desk and housekeeping to the team out front. Luke and Ravi were especially pleasant and gave some clutch recommendations for places to try during my stay. Charles, omg such a kind spirit. The room was spotless, the view was gorgeous, and the entire property was always beautifully maintained. A special shoutout as well to the lovely bartender at the pool bar who always wore a skirt, she was so sweet! Overall, I had a wonderful stay and would happily return."

Oyster Bay Beach Resort

10/10 Excellent

"We absolutely loved it there, what really make this place amazing are the people, they treat you as family. Big S/O to Nelson or Oscar (i got his name confused the whole time) at the front desk, to the bartender at Verenda restaurant, to my two Dominicans new friends (Yari) at the Veranda Market and restaurant. Overall, big S/O to all the staff, the cleaning lady assigned to our room Ms Preciouse, what a wonderful lady. The hotel even gave us a free upgrade to a water front apartment. Great place to stay, spacious rooms/apartments, clean property overall, laundry with detergent and softener included, clean gym, free parking and always some sort of activities going on. It was our second visit to Oyster Bay in 3 months, first visit was in February 2026 for 5 days then we went back again in May 2026 for 10 days. We strongly recommend this hotel."

Divi Little Bay Beach Resort

8/10 Good

"Pros- close drive to the airport, GREAT island and BEAUTIFUL water. The beach was amazing. We did not go during the busy season, so we were always able to get cabana or chairs on the beach where we wanted. The beach service was a nice touch too, although we didn't really figure it out until the last day of our trip. Food was really good (limited gluten free options). The size of the resort was wonderful, especially with 6 kiddos. We felt comfortable letting them go together between pool and beach and to the room if needed. It felt very safe. Great location and most staff were kind. The kids loved the parrot, Gizmo, and how he walks around each morning. The main pool area was great for adults and children. Beach front room location couldn't have been closer to sand and was great location to the resort amenities. Cons- staff were not as friendly as other resorts. We paid for all-inclusive but often felt we were inconveniencing staff when we asked for something. Did not like having to wait for a bill each time you eat when you are all-inclusive. This kind of takes away the feel of not worrying about cost and food and we have never had to do this anywhere else. The room (2 queen bed beach front) was small and bad sewage smell, clogged drains, loud air conditioning fan. Resort could have been cleaner but didn't feel dirty. Kayak and rental gear included with A/I but we didn't get to use all week due to their rescue boat being broken- major bummer. Would consider staying again."

Simpson Bay Resort, Marina & Spa

8/10 Good

"The classification of the rooms were a bit misleading and could have caused issues on my vacation. I reserved a studio suite however the pictures shown did not reflect what I got when I arrived. However, I was able to find a more suitable option after some negotiations with the management. I had to pay for said option though."

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Check prices for these dates

Our top choices for Lesser Antilles holiday rentals

Anne's Apartments

Fountain Anguilla

Ocean View Villa

Mullet Bay Suites: Your Luxury Stay Awaits

Hilton Vacation Club Royal Palm St. Maarten

Villa Island Paradise

Ceblue Luxury Villas

St. Kitts Castle Premium Suites

July Apartments

MIDTOWN MOTEL SXM

Turtles Nest Beach Resort

The Breeze

Colibri Court

Find holiday rentals that suit your style

Top Lesser Antilles Hotel Reviews

Bluebeard's Castle Resort

The Morgan Resort Spa Village

Emerald Beach Resort

Windward Passage Hotel

Lindbergh Bay Hotel and Villas

Oyster Bay Beach Resort

Divi Little Bay Beach Resort

The Westin St. Thomas Beach Resort & Spa

Simpson Bay Resort, Marina & Spa

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Search Holiday Rentals in Lesser Antilles

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lesser Antilles holiday rentals

Anne's Apartments

Fountain Anguilla

Ocean View Villa

Mullet Bay Suites: Your Luxury Stay Awaits

Hilton Vacation Club Royal Palm St. Maarten

Villa Island Paradise

Ceblue Luxury Villas

St. Kitts Castle Premium Suites

July Apartments

MIDTOWN MOTEL SXM

Turtles Nest Beach Resort

The Breeze

Colibri Court

Find holiday rentals that suit your style

Top Lesser Antilles Hotel Reviews

Bluebeard's Castle Resort

Expedia's Latest Trends

Go further with the Expedia app