TOP Hotels with Swimming Pool in Lesser Antilles for 2026

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 Pool

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 balcony with two chairs and a table, overlooking a coastal view with buildings and a clear sky.

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.

1. Sea Gate Hotel

Isabel II

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

₹7,441

₹8,729 total

includes taxes & fees

8 Oct - 9 Oct

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

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

An aerial view of a marina surrounded by lush green hills and clear blue waters.

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

2. Nanny Cay Resort and Marina

Road Town

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

₹19,341

₹23,288 total

includes taxes & fees

10 Sept - 11 Sept

A clear pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a balcony.

A wooden deck with a red umbrella, a pool, and lush greenery.

A balcony with wicker furniture, a red umbrella, and a view of trees and a building.

A deck with lounge chairs and colorful umbrellas overlooking a scenic view.

3. Old Crow Hotel and Suites

Vieques

Turquoise waters meet island serenity at this serene pool oasis with Caribbean views.

₹9,355

₹10,707 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 balcony with wicker chairs and a table overlooking a beach with lounge chairs and palm trees.

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

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

4. Mary's Boon Beach Resort & Spa

Simpson Bay

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

₹11,811

₹14,174 total

includes taxes & fees

13 Sept - 14 Sept

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

A pool with a view of the beach and ocean.

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

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

5. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

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

₹11,558

₹14,616 total

includes taxes & fees

19 Sept - 20 Sept

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 beachfront hotel with a pool area, palm trees, and ocean views.

6. Royal Islander Resort La Plage

Lowlands

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

₹16,626

₹20,152 total

includes taxes & fees

30 Sept - 1 Oct

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

A balcony with a view of a beach, a pool area, and a dining table with food.

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.

7. Divi Little Bay Beach Resort

Philipsburg

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

₹13,150

₹18,022 total

includes taxes & fees

9 Oct - 10 Oct

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

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

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

A beachside resort with clear turquoise waters, white sand, and lounge chairs under umbrellas.

8. 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.

₹31,577

₹39,633 total

includes taxes & fees

10 Sept - 11 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 beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

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

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

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

Simpson Bay Resort, Marina & Spa

Pelican Key

₹15,002

₹18,003 total

includes taxes & fees

24 Sept - 25 Sept

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

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

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

A coastal hotel with multiple floors, a pier extending into the water, and a beach area with umbrellas.

Cane Garden Bay Beach Hotel

Cane Garden Bay

₹26,456

₹33,070 total

includes taxes & fees

10 Sept - 11 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

₹46,837

₹58,792 total

includes taxes & fees

26 Sept - 27 Sept

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

₹11,558

₹14,616 total

includes taxes & fees

19 Sept - 20 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

₹16,631

₹19,958 total

includes taxes & fees

12 Sept - 13 Sept

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

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.

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

The Buccaneer Beach & Golf Resort

Christiansted

₹25,018

₹32,243 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

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

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

₹33,922

₹43,735 total

includes taxes & fees

12 Sept - 13 Sept

A beach resort with palm trees, a pathway, and a view of the ocean.

A pathway leading to a beach with palm trees and a clear blue sky.

A tropical resort with palm trees, a pathway, and a view of the ocean.

A multi-story hotel with a landscaped garden and palm trees.

Orient Beach Hotel

Orient Bay

₹24,634

₹25,619 total

includes taxes & fees

9 Oct - 10 Oct

A resort with a large infinity pool, a central building with a peaked roof, and a stone tower.

An outdoor pool area with lounge chairs, a bar, and a covered seating area with a view of the pool.

A wooden deck with a white bathtub, a small table, and a view of the ocean.

A bedroom with a large bed, a desk with books and a lamp, and a view of the ocean through an open door.

Belle Mont Sanctuary Resort

Saint Pauls

₹30,866

₹38,167 total

includes taxes & fees

10 Oct - 11 Oct

A modern interior with a large window overlooking the ocean, a wooden dining table, and a white sofa.

A beachside view with a thatched-roof structure, wooden deck, and sandy beach.

A covered outdoor seating area with a wicker sofa and a round table, overlooking a beach and ocean.

A wooden staircase leading to a garden area with various plants and a circular stone feature.

Long Bay Beach Resort

West End

₹56,463

₹73,075 total

includes taxes & fees

5 Oct - 6 Oct

View all properties