Top Hotels with Swimming Pools in Lesser Antilles

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

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

A beach with clear turquoise water, sandy shore, 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.

S$140

includes taxes & fees

23 Oct - 24 Oct

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

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

A modern bedroom with a large bed, a ceiling fan, a painting on the wall, and a view through the glass door.

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

2. Old Crow Hotel and Suites

Vieques

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

S$145

includes taxes & fees

23 Oct - 24 Oct

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

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

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

3. Royal Islander Resort La Plage

Lowlands

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

S$221

includes taxes & fees

26 Oct - 27 Oct

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 beach view with palm trees, a sandy area, and a clear blue sky.

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

4. Mary's Boon Beach Resort & Spa

Simpson Bay

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

S$192

includes taxes & fees

23 Oct - 24 Oct

A swimming pool with clear water, surrounded by lounge chairs and a wooden deck.

An outdoor seating area with white wicker furniture and a view of the beach and ocean.

A hotel room with a large bed, a desk, and a ceiling fan.

A wooden deck with white wicker furniture and a view of the ocean.

5. Wyndham Tortola BVI Lambert Beach Resort

East End

Plunge into paradise with this beachside oasis, where crystal waters meet pristine shorelines.

S$314

includes taxes & fees

27 Oct - 28 Oct

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

A lobby with a central seating area, a reception desk, and a sign reading "KARMER'S MARKET".

A beach with a palm tree and ocean waves.

A spacious lobby with a view of the ocean, featuring comfortable seating and a ceiling with a unique light design.

6. Blue Horizon Boutique Resort - Adults Only

Esperanza

Relax in a white sand paradise with a private pool oasis and oceanfront dining.

S$230

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

A bedroom with a bed, a desk, a chair, a phone, and a TV.

A well-maintained garden with a view of the ocean and boats.

A room with a blue sofa, patterned cushions, a painting, and a view of the sea through a glass door.

7. La Vue Boutique Inn

Sandy Ground

Sandy ground paradise with an outdoor pool, children's splash area, and luxurious spa treatments awaits.

S$290

includes taxes & fees

23 Oct - 24 Oct

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

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.

An aerial view of a resort with multiple red-roofed buildings, a beach, and a clear blue sea.

8. Simpson Bay Resort, Marina & Spa

Pelican Key

Splash into aquatic bliss at this beachfront resort with six sun-drenched pools.

S$267

includes taxes & fees

26 Oct - 27 Oct

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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 a pool, chairs, and potted plants.

A hotel room with two beds, a nightstand, a lamp, and an air conditioning unit.

A bar area with shelves stocked with various liquor bottles.

A balcony with a view of greenery, a table with chairs, and a potted plant.

Bunker Hill Hotel

St. Thomas

S$151

includes taxes & fees

23 Oct - 24 Oct

A hotel interior with a balcony, outdoor seating, and a pool area.

A bedroom with a bed, two ceiling fans, a nightstand, a chair, and a window with shutters.

A spacious living room with a fireplace, a dining area with wooden chairs, and a staircase leading to an upper level.

A kitchen area with a coffee station featuring a coffee maker and multiple cups and saucers.

Vieques BioBay Bed and Breakfast

Vieques

S$483

includes taxes & fees

19 Nov - 20 Nov

A small, single-story building with a porch and a small window.

A rectangular swimming pool with clear blue water, surrounded by a wooden deck. There are lounge chairs and a covered seating area with a view of the surrounding greenery.

A coastal marina with multiple boats docked, surrounded by lush greenery and hills.

A coastal landscape with a clear view of a bay, boats, and lush greenery.

The Ocean Inn

English Harbour

S$162

includes taxes & fees

26 Oct - 27 Oct

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 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.

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

S$180

includes taxes & fees

3 Nov - 4 Nov

A beach with clear turquoise water, a sandy shore, and a hotel with multiple balconies overlooking the sea.

A wooden table with chairs on a balcony overlooking a beach and ocean.

A balcony with a view of a pool and beach, a table with a vase of flowers, and a chair.

A poolside bar with wooden chairs and a tiled floor, overlooking a swimming pool.

Royal Islander Resort La Terrasse

Lowlands

S$217

includes taxes & fees

27 Oct - 28 Oct

A person seated at a table with a view of a coastal area, including a beach and a distant island.

A view from a balcony overlooking a coastal town with a clear sky, palm trees, and a sea view.

A room with a four-poster bed, a television, a lamp, and a painting on the wall.

Two people toasting with wine glasses overlooking a coastal town with a cruise ship in the distance.

Mafolie Hotel

St. Thomas

S$185

includes taxes & fees

23 Oct - 24 Oct

Blue Horizon Boutique Resort - Adults Only

Esperanza

S$230

includes taxes & fees

27 Oct - 28 Oct

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

A wooden cabin with a deck, a staircase, and a small outdoor seating area surrounded by greenery.

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

Finca Victoria

Vieques

S$345

includes taxes & fees

23 Oct - 24 Oct

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

A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

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

S$232

includes taxes & fees

10 Nov - 11 Nov

Wyndham Tortola BVI Lambert Beach Resort

East End

S$314

includes taxes & fees

27 Oct - 28 Oct

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4-star hotels with pools in Lesser Antilles

A pathway leading to a beach area with palm trees and a view of the ocean.

Royal Islander Resort La Plage

Lowlands

S$221

includes taxes & fees

26 Oct - 27 Oct

Wyndham Tortola BVI Lambert Beach Resort

East End

S$314

includes taxes & fees

27 Oct - 28 Oct

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

S$180

includes taxes & fees

3 Nov - 4 Nov

Royal Islander Resort La Terrasse

Lowlands

S$217

includes taxes & fees

27 Oct - 28 Oct

Oyster Bay Beach Resort

Oyster Pond

S$232

includes taxes & fees

10 Nov - 11 Nov

A clear blue pool with lounge chairs and palm trees.

A poolside area with lounge chairs and a hammock.

A well-maintained garden with palm trees and a pathway leading to a building with a red roof.

A spacious living area with wicker furniture, large windows, and a ceiling fan.

Mount Nevis Hotel

Newcastle

S$250

includes taxes & fees

23 Oct - 24 Oct

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

A buffet setup with various food items and a view of the marina through large windows.

A coastal hotel with a marina, clear turquoise water, and a backdrop of lush mountains.

A coastal hotel with multiple buildings, a dock, and clear turquoise waters.

The Villas at Simpson Bay Resort

Pelican Key

S$310

includes taxes & fees

1 Nov - 2 Nov

A resort with a swimming pool, wooden deck, and stone architecture.

A staircase with a palm tree in the center, flanked by stone railings and greenery.

A spacious living room with a white sofa, a coffee table, and a TV. There are two windows with bamboo shades, a large painting, and a mirror on the wall.

A wooden gazebo with a table and chairs, overlooking a pool and a scenic view.

Whale Tails Island Suites & Villas

Oranjestad

S$198

includes taxes & fees

25 Oct - 26 Oct

A beach with thatched umbrellas, lounge chairs, and palm trees.

A seaside spa with two massage tables, a wooden deck, and a view of the ocean.

A wooden deck with outdoor seating, overlooking a beach with palm trees and a clear blue sky.

A wooden deck with a view of a beach and ocean. There are blue lounge chairs and a table with a decorative item.

Ocean Point Beach Resort & Spa - Adults Only

St. John's

S$289

includes taxes & fees

23 Oct - 24 Oct

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 spacious outdoor dining area with wicker furniture and a pool view.

The Buccaneer Beach & Golf Resort

Christiansted

S$489

includes taxes & fees

16 Nov - 17 Nov

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5-star hotels with pools in Lesser Antilles

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

A beachside resort with striped blue and white umbrellas, lounge chairs, and a clear view of the ocean.

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

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

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

S$512

includes taxes & fees

27 Oct - 28 Oct

A resort with a large pool area, multiple levels of water features, and numerous sun loungers with umbrellas.

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

A spacious living room with a large sliding glass door leading to a balcony with a view of the sea and a mountain. There is a sofa, a coffee table, and a lamp.

A bar area with a long counter, multiple bar stools, and large windows offering a view of the sea and mountains.

Scrub Island Resort, Spa & Marina

Scrub Island

S$744

includes taxes & fees

22 Nov - 23 Nov

A resort with multiple swimming pools, water slides, and sun loungers.

A hotel room with a large window offering a view of the ocean and mountains. There is a bed, a green armchair, a sofa, and a desk with a chair.

A beachside bar with wooden chairs and a view of the ocean and distant mountains.

A covered outdoor seating area with wooden tables and chairs, overlooking a beach with clear turquoise water and white sand.

Aurora Anguilla Resort & Golf Club

Rendezvous Bay

S$957

includes taxes & fees

2 Nov - 3 Nov

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

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

An open-plan living area with a sofa, a table with bananas, and a painting on the wall.

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

Belle Mont Sanctuary Resort

Saint Pauls

S$546

includes taxes & fees

23 Oct - 24 Oct

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

A wooden staircase leading to a traditional building surrounded by trees.

A beach scene with a picnic setup under palm trees, including a blanket, cushions, and a basket.

A resort with multiple buildings, a swimming pool, and a beach area with sun loungers and umbrellas.

Zemi Beach House, LXR Hotels & Resorts

Shoal Bay

S$1,017

includes taxes & fees

25 Oct - 26 Oct

A poolside area with lounge chairs and umbrellas, a person in a white robe, and a view of the sea and hills in the background.

A wooden deck with a view of the sea and mountains, a stone planter, and a table with a towel and a box.

A room with two beds, a view of the sea, and a small pool.

A room with a view of the ocean, a wooden ceiling, and a seating area with a round table.

Christopher Hotel

Pointe Milou

S$1,199

includes taxes & fees

25 Oct - 26 Oct

A modern hotel with a pool on a rocky outcrop, overlooking the sea.

A dining table set with fine dining utensils and a candle, overlooking a turquoise sea with a sailboat in the distance.

A beach scene with clear turquoise water and a rocky shoreline.

A waiter pouring champagne into a glass at a table with a bottle of champagne, a glass of champagne, and a basket of strawberries.

Sonesta Ocean Point All Inclusive, Adults Only Resort

Lowlands

S$1,053

includes taxes & fees

27 Oct - 28 Oct

A beach with palm trees, a white umbrella, and two lounge chairs.

An aerial view of a beach with rows of white umbrellas and lounge chairs, surrounded by palm trees.

A beachfront hotel with a covered outdoor seating area, palm trees, and a starry night sky.

A resort with multiple tennis courts, a pool, and a view of the ocean and mountains.

Carlisle Bay

S$1,011

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor seating area with a view of the ocean and hills.

A beach resort with a pool, palm trees, and beach huts.

A swimming pool with lounge chairs and umbrellas, overlooking a beach and ocean.

A resort with multiple white buildings with blue roofs, arranged in a terraced layout with a landscaped garden and a water feature in the foreground.

Ceblue Luxury Villas

The Valley

S$1,134

includes taxes & fees

31 Oct - 1 Nov

A pathway leading to a pool with palm trees and umbrellas, overlooking a body of water.

A modern outdoor seating area with a view of the ocean, white furniture, and a chandelier.

A spacious living area with a large sofa set, a dining area with bar stools, and a kitchen with white cabinets and pendant lighting.

A resort with modern architecture, a swimming pool, and a golf course.

Four Seasons Resort - Nevis

Jessups Village

S$1,081

includes taxes & fees

30 Oct - 31 Oct

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

The Villas at Simpson Bay Resort

10/10 Excellent

"Awesome"

Divi Little Bay Beach Resort

10/10 Excellent

"Had great stay Staff is Great Time well spent"

The Morgan Resort Spa Village

10/10 Excellent

"Room was very clean, staff was friendly , room was very cold , you can control to your liking .balcony ocean view was phenomenal. We celebrated our 25th wedding anniversary and staff went above and beyond with our room and a celebratory bottle of champagne with balloons and a beautiful personalized message! Thanks Morgan see you very soon"

Margaritaville Vacation Club - St. Thomas

10/10 Excellent

"Staff was excellent. The place is so nice!"

Emerald Beach Resort

10/10 Excellent

"They truly very helpful and welcoming def know how to treat guest!"

Hawksbill Resort Antigua

10/10 Excellent

"Our beachfront bungalow was perfect. We booked the private beach dinner which was great. Bar staff was really good. Really enjoyed the nightly entertainment. Reception staff was very kind and hospitable. Food was good. We had a wonderful stay and will definitely return."

Jolly Beach Antigua - All-inclusive

10/10 Excellent

"Was here for two nite staff are very friendly rooms are old fashioned but clean and tidy we would recommend food was nice"

Bunker Hill Hotel

8/10 Good

"Be prepared for a lot of stairs. Meals at the restaurants is excellent. Just too many stairs for someone with failing knees. Bed was great!"

Sapphire Beach Club Resort

10/10 Excellent

"The room was large and beautiful. Housekeeping was present everyday and kept the room clean. I would def come back to this location"

Hotels with Swimming Pools in Lesser Antilles

Change your mind

Treat yourself

Be picky

Check availability on Lesser Antilles Hotels with Swimming Pools

Our top choices for Lesser Antilles hotels with a pool

1. Sea Gate Hotel

2. Old Crow Hotel and Suites

3. Royal Islander Resort La Plage

4. Mary's Boon Beach Resort & Spa

5. Wyndham Tortola BVI Lambert Beach Resort

6. Blue Horizon Boutique Resort - Adults Only

7. La Vue Boutique Inn

8. Simpson Bay Resort, Marina & Spa

9. Bunker Hill Hotel

10. Emerald Beach Resort

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

Hotels with pools and free breakfast in Lesser Antilles

Bunker Hill Hotel

Vieques BioBay Bed and Breakfast

The Ocean Inn

Hilton Vacation Club Flamingo Beach St. Maarten

Royal Islander Resort La Terrasse

Mafolie Hotel

Blue Horizon Boutique Resort - Adults Only

Finca Victoria

Oyster Bay Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4-star hotels with pools in Lesser Antilles

Royal Islander Resort La Plage

Wyndham Tortola BVI Lambert Beach Resort

Hilton Vacation Club Flamingo Beach St. Maarten

Royal Islander Resort La Terrasse

Oyster Bay Beach Resort

Mount Nevis Hotel

The Villas at Simpson Bay Resort

Whale Tails Island Suites & Villas

Ocean Point Beach Resort & Spa - Adults Only

The Buccaneer Beach & Golf Resort

5-star hotels with pools in Lesser Antilles

JW Marriott St. Maarten Beach Resort & Spa

Scrub Island Resort, Spa & Marina

Aurora Anguilla Resort & Golf Club

Belle Mont Sanctuary Resort

Zemi Beach House, LXR Hotels & Resorts

Christopher Hotel

Sonesta Ocean Point All Inclusive, Adults Only Resort

Carlisle Bay

Ceblue Luxury Villas

Four Seasons Resort - Nevis

Top Lesser Antilles Hotel Reviews

The Villas at Simpson Bay Resort

Divi Little Bay Beach Resort

The Morgan Resort Spa Village

Margaritaville Vacation Club - St. Thomas

Emerald Beach Resort

Hawksbill Resort Antigua

Jolly Beach Antigua - All-inclusive

Bunker Hill Hotel

Sapphire Beach Club Resort