🏊 Top 10 Lesser Antilles Hotels with Swimming Pool

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

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 availability on Lesser Antilles Hotels with Swimming Pools

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lesser Antilles hotels with a pool

A multi-story building with a pool, surrounded by lush greenery and palm trees.

A beach with clear turquoise water, sandy shore, and palm trees.

A balcony with a metal chair, a green fence, and a view of the ocean and palm trees.

A gated entrance with palm trees, a dirt path, and a view of the sea at sunset.

1. Sea Gate Hotel

Isabel II

Splash into paradise at this hotel's sun-soaked pool sanctuary with refreshing views and aquatic adventures nearby.

RM318

RM373 total

includes taxes & fees

12 Sept - 13 Sept

An aerial view of a coastal resort with a beach, swimming pool, and multiple bungalow-style buildings.

A beachside café with outdoor seating, a bar area, and a view of the ocean.

A bedroom with a bed, a nightstand, a chair, and a view of the beach through a large window.

A beach with clear water, palm trees, and distant mountains.

2. Nanny Cay Resort and Marina

Road Town

Tropical oasis offers poolside dining, beach activities, outdoor pool, and children's splash zone.

RM841

RM1,010 total

includes taxes & fees

14 Sept - 15 Sept

A swimming pool with tiled edges, surrounded by tropical vegetation and a building labeled "Departure Lounge".

A beachfront hotel with a sandy beach, palm trees, and a pool area.

A balcony with wicker chairs and a table overlooking a beach with lounge chairs and palm trees.

A beach view from a covered area with palm trees and a clear blue sea.

3. Mary's Boon Beach Resort & Spa

Simpson Bay

Dive into tropical relaxation at this hotel's poolside oasis, where beach meets bliss.

RM505

RM606 total

includes taxes & fees

8 Sept - 9 Sept

A swimming pool with clear blue water, a building with balconies, and palm trees.

A resort with multiple-story buildings, a well-maintained lawn, and a view of the ocean.

A pathway lined with palm trees and plants leading to a beach.

A beachfront hotel with a sandy beach, clear turquoise waters, and a rocky shoreline.

4. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

Splash into tropical bliss at this beachfront resort with a poolside bar and ocean panoramas.

RM445

RM573 total

includes taxes & fees

15 Sept - 16 Sept

A resort pool with lounge chairs, palm trees, and a view of the ocean.

A coastal resort with multiple buildings featuring red roofs, a rocky shoreline, and a clear view of the sea.

A rooftop bar with outdoor seating, overlooking a coastal area.

A swimming pool area with lounge chairs and umbrellas, surrounded by buildings with red roofs.

5. Divi Little Bay Beach Resort

Philipsburg

Dive into aquatic bliss with 3 sparkling pools and a refreshing beach experience.

RM629

RM822 total

includes taxes & fees

3 Oct - 4 Oct

A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.

A balcony with a view of the ocean and a beach.

A spacious room with a large glass door leading to a balcony with a view of the beach and ocean.

6. Royal Islander Resort La Plage

Lowlands

Immerse in poolside paradise with 24-hour swim access and beachfront luxury at this resort.

RM659

RM797 total

includes taxes & fees

7 Sept - 8 Sept

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

A modern hotel with a glass infinity pool overlooking the ocean, lounge chairs, and a clear view of the sea.

A modern hotel lobby with a black limousine, a polished floor, and a blue and wooden ceiling.

A balcony with white lounge chairs, a glass railing, and a view of the ocean and beach.

7. The Morgan Resort Spa Village

Simpson Bay

Dive into tropical pool paradise with a waterslide, poolside bar, and sun loungers to complete your island getaway.

RM1,793

RM2,190 total

includes taxes & fees

6 Sept - 7 Sept

A hotel with multiple floors, a swimming pool, and outdoor seating areas.

Two people relaxing in wicker swing chairs under palm trees on a sandy beach.

A pathway lined with palm trees and lush greenery, leading to a building with a modern design.

A modern living room with a staircase, a dining area with a view, and a balcony with tropical plants.

8. Hommage Hotel & Residences

Nettle Bay

Splash into Caribbean luxury at a beachfront resort with 2 sparkling pools and seaside dining.

RM679

RM707 total

includes taxes & fees

22 Sept - 23 Sept

View all properties

Choose what matters most at hotels with a pool in Lesser Antilles

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Lesser Antilles

A balcony with wicker furniture, a glass table, and a view of turquoise waters and boats.

A spacious living area with a staircase, a sofa, a dining table with chairs, and a view of the sea.

A spacious living room with wicker furniture, a large window overlooking the sea, and a ceiling with wooden beams.

An aerial view of a coastal hotel with multiple buildings, a beach, and a pier.

Cane Garden Bay Beach Hotel

Cane Garden Bay

RM1,128

RM1,410 total

includes taxes & fees

14 Sept - 15 Sept

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

A table set for two with a view of the sea and mountains at sunset.

A resort pool area with a view of the sea and sunset.

A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.

Simpson Bay Resort, Marina & Spa

Pelican Key

RM627

RM752 total

includes taxes & fees

13 Sept - 14 Sept

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

RM445

RM573 total

includes taxes & fees

15 Sept - 16 Sept

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

A dining table set for six with a bottle of wine, surrounded by wicker chairs, overlooking a body of water and a mountainous landscape.

A modern living room with a glass coffee table, a beige sofa, a black leather sofa, and a view of a mountainous landscape through large windows.

A coastal hotel with multiple buildings, a dock, and a mountainous backdrop.

Oyster Bay Beach Resort

Oyster Pond

RM712

RM854 total

includes taxes & fees

7 Sept - 8 Sept

A beachside restaurant with outdoor seating, a view of the ocean, and a thatched roof.

A resort with a beach, a swimming pool, and lush greenery.

A spacious bedroom with a large bed, wooden ceiling beams, a ceiling fan, and a view of the outdoors.

A beach with palm trees and a clear blue sky.

The Buccaneer Beach & Golf Resort

Christiansted

RM1,259

RM1,623 total

includes taxes & fees

6 Sept - 7 Sept

An aerial view of a coastal resort with multiple bungalow-style accommodations, a sandy beach, and clear turquoise waters.

A wooden deck with lounge chairs and a pool, overlooking a beach and ocean.

Keyonna Beach - All Inclusive - Couples Only

Johnson's Point

RM1,997

RM2,506 total

includes taxes & fees

27 Sept - 28 Sept

A beach with clear turquoise water, a sandy shore, and a row of beach umbrellas.

A balcony with a view of turquoise waters and palm trees, a cushioned chair, and a table with a magazine.

A bar area with a view of the ocean, outdoor seating, and umbrellas.

An outdoor deck with a pool, lounge chairs, and a wooden fence overlooking the ocean.

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

Valley Church

RM1,720

RM2,225 total

includes taxes & fees

12 Sept - 13 Sept

A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

A resort with a beachfront, multiple buildings, and a pool area.

A coastal town with red-roofed buildings, a marina with boats, and lush greenery.

A balcony with two wooden chairs and a small table, overlooking a beach and ocean.

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

RM1,451

RM1,871 total

includes taxes & fees

9 Sept - 10 Sept

An open glass door leading to a cozy interior with a sofa, a ladder, and a dining area with a glass table and chairs.

A wooden deck with lounge chairs, a pool, and a covered seating area with a hammock.

A restaurant interior with a high ceiling, hanging lights, and a central mirror reflecting greenery.

A modern interior with a glass door leading to a wooden deck.

Finca Victoria

Vieques

RM812

RM885 total

includes taxes & fees

9 Sept - 10 Sept

A beach with clear turquoise waters, a sandy shore, and several beach umbrellas.

A swimming pool with a wooden deck, palm trees, and a building with multiple balconies and outdoor seating.

A modern building with a staircase, a stone pathway, and surrounding greenery.

An aerial view of a coastal resort with multiple buildings, a parking lot, and a clear view of the ocean.

Palm Court Residence & Hotel at Orient Beach

Orient Bay

RM937

RM975 total

includes taxes & fees

9 Sept - 10 Sept

View all properties