The Best Hotels with a Pool in Lesser Antilles from ₩153,401 in 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 a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Lesser Antilles hotels with a pool

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.

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.

1. Simpson Bay Resort, Marina & Spa

Pelican Key

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

₩207,607

₩249,128 total

includes taxes & fees

Oct 6 - Oct 7

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

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.

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

2. 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.

₩540,695

₩665,894 total

includes taxes & fees

Oct 6 - Oct 7

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

A gym with various exercise equipment, a large mirror, and a television on the wall.

A beachside dining setup with round tables covered in red tablecloths, arranged on the sand with a view of the ocean and palm trees in the background.

A hotel room with a large bed, a sofa, a bedside table with a lamp, and a plate of desserts on the sofa.

3. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

Splash into ocean-side bliss with 2 pools, a free water park, and a swim-up bar serving tropical drinks.

₩482,589

₩583,932 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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

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.

₩147,437

₩189,993 total

includes taxes & fees

Oct 23 - Oct 24

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

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

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

5. Royal Islander Resort La Plage

Lowlands

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

₩188,897

₩228,566 total

includes taxes & fees

Oct 5 - Oct 6

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

A resort with white buildings, palm trees, and a view of the ocean.

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

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

6. Aurora Anguilla Resort & Golf Club

Rendezvous Bay

Soak in tropical paradise with two spectacular pools and a waterslide at this beachfront resort with golf.

₩802,864

₩1,003,580 total

includes taxes & fees

Nov 2 - Nov 3

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 balcony with a turquoise chair and a book, overlooking a clear blue sea and rocky coastline.

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

7. Oyster Bay Beach Resort

Oyster Pond

Paradise pool sanctuary beckons with sunset views over crystal waters and private beach access.

₩235,913

₩283,093 total

includes taxes & fees

Oct 11 - Oct 12

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.

8. Mary's Boon Beach Resort & Spa

Simpson Bay

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

₩167,543

₩201,052 total

includes taxes & fees

Oct 5 - Oct 6

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

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

₩147,437

₩189,993 total

includes taxes & fees

Oct 23 - Oct 24

Simpson Bay Resort, Marina & Spa

Pelican Key

₩207,607

₩249,128 total

includes taxes & fees

Oct 6 - Oct 7

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 tiled floor and a metal railing, overlooking a residential area with red-roofed houses and greenery.

Bunker Hill Hotel

St. Thomas

₩128,002

₩158,402 total

includes taxes & fees

Oct 6 - Oct 7

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

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

A well-maintained garden with palm trees, a pathway, and a view of the ocean.

A beach with a palm tree and ocean waves.

Blue Horizon Boutique Resort - Adults Only

Esperanza

₩210,621

₩241,060 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

Wyndham Tortola BVI Lambert Beach Resort

East End

₩274,770

₩329,724 total

includes taxes & fees

Oct 10 - Oct 11

A beach with clear turquoise water, sandy shore, and lounge chairs with blue umbrellas.

A table with three drinks and a glass of water on a wooden deck overlooking the beach.

A tropical garden with palm trees and a white building with a window.

An aerial view of a beach resort with a swimming pool, numerous blue umbrellas, and a clear turquoise sea.

Sand Castle on the Beach - Adults Only

Frederiksted

₩290,519

₩326,834 total

includes taxes & fees

Oct 5 - Oct 6

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

A beach with palm trees and a clear blue sky.

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

₩386,675

₩498,346 total

includes taxes & fees

Oct 5 - Oct 6

A balcony with a pool, clear turquoise water, and a distant ship.

A staircase with white and blue steps leading to a balcony with a view of the ocean.

A wooden pathway flanked by lush greenery and tropical plants, leading to a white building.

A coastal scene with clear turquoise waters, a rocky shoreline, and dense foliage.

Sapphire Beach Club Resort

Maho

₩139,268

₩167,121 total

includes taxes & fees

Oct 10 - Oct 11

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 modern living room with a sofa, a coffee table, a TV, and a large window with a view of a resort.

Royal Islander Resort La Terrasse

Lowlands

₩162,539

₩196,672 total

includes taxes & fees

Oct 5 - Oct 6

A beach with rows of blue and white sun loungers under large blue umbrellas, a hotel building in the background, and a clear blue sky.

A modern bedroom with a large bed, a wooden ceiling, and a painting on the wall.

A spa interior with a reception desk, a blue chair, and a wall with a sign reading "Aquarius Spa".

A hotel room with a large bed, a bench, a TV, and a view of the city through the sliding doors.

The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

₩213,114

₩271,754 total

includes taxes & fees

Oct 22 - Oct 23

View all properties

4-star hotels with pools in Lesser Antilles

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

₩147,437

₩189,993 total

includes taxes & fees

Oct 23 - Oct 24

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

A spacious lobby with a curved blue sofa, a modern chandelier, and a view of the kitchen and dining area.

Royal Islander Resort La Plage

Lowlands

₩188,897

₩228,566 total

includes taxes & fees

Oct 5 - Oct 6

The Buccaneer Beach & Golf Resort

Christiansted

₩386,675

₩498,346 total

includes taxes & fees

Oct 5 - Oct 6

Wyndham Tortola BVI Lambert Beach Resort

East End

₩274,770

₩329,724 total

includes taxes & fees

Oct 10 - Oct 11

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

A balcony with two chairs overlooking a swimming pool and a marina with boats.

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.

The Villas at Simpson Bay Resort

Pelican Key

₩242,611

₩291,134 total

includes taxes & fees

Oct 5 - Oct 6

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

A coastal hotel with multiple red-roofed buildings, a beach, and a cruise ship in the background.

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

A hotel lobby with multiple seating areas, a central bar, and a kitchen visible in the background.

Divi Little Bay Beach Resort

Philipsburg

₩226,947

₩295,260 total

includes taxes & fees

Oct 18 - Oct 19

A beachfront resort with multiple lounge areas and a pool.

An outdoor bar area with wooden tables and chairs, red umbrellas, and a view of the sea.

A table with plates of food and drinks, overlooking a beach with clear turquoise water.

A bedroom with a bed, nightstands, a window with a view of the beach, and wall art.

Siboney Beach Club

St. John's

₩248,794

₩329,375 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with a large bed, a TV, and a view of the ocean.

The Morgan Resort Spa Village

Simpson Bay

₩540,695

₩665,894 total

includes taxes & fees

Oct 6 - Oct 7

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.

Oyster Bay Beach Resort

Oyster Pond

₩235,913

₩283,093 total

includes taxes & fees

Oct 11 - Oct 12

Royal Islander Resort La Terrasse

Lowlands

₩162,539

₩196,672 total

includes taxes & fees

Oct 5 - Oct 6

View all properties

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 resort with a beachfront, multiple hotel buildings, and a swimming pool area.

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

₩415,505

₩544,848 total

includes taxes & fees

Oct 9 - Oct 10

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

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

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

A marina with multiple boats docked, a swimming pool, and buildings with illuminated exteriors.

Scrub Island Resort, Spa & Marina

Scrub Island

₩587,791

₩785,769 total

includes taxes & fees

Nov 3 - Nov 4

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

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 beach with clear turquoise waters, a sandy shore, and a distant mountain range.

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

Four Seasons Resort - Nevis

Jessups Village

₩790,801

₩1,024,690 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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.

Sonesta Ocean Point All Inclusive, Adults Only Resort

Lowlands

₩913,375

₩1,105,184 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

₩469,119

₩572,325 total

includes taxes & fees

Oct 5 - Oct 6

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

A spacious living room with a large window overlooking a beach, furnished with a sofa, chairs, and a coffee table.

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

₩738,675

₩938,117 total

includes taxes & fees

Nov 4 - Nov 5

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

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

Christopher Hotel

Pointe Milou

₩1,237,005

₩1,540,222 total

includes taxes & fees

Oct 23 - Oct 24

An aerial view of a resort with multiple swimming pools, a beach, and a boat docked near the shore.

A spacious lobby with high ceilings, arched columns, and hanging chandeliers.

A room with two beds, a view of the ocean, and a balcony with white railings.

A modern living room with a view of turquoise waters and a hilly landscape.

The Ritz-Carlton, St. Thomas

St. Thomas

₩735,847

₩1,010,348 total

includes taxes & fees

Oct 5 - Oct 6

Aurora Anguilla Resort & Golf Club

Rendezvous Bay

₩802,864

₩1,003,580 total

includes taxes & fees

Nov 2 - Nov 3

A modern pool area with clear blue water, a glass barrier, and a view of the ocean and distant hills.

A corridor with glass display cabinets and a view of a beach.

An aerial view of a resort with multiple swimming pools, beachfront, and lush greenery.

A wooden deck with outdoor seating, a view of the ocean, and a mountain in the background.

Park Hyatt St. Kitts

Basseterre

₩871,221

₩1,174,406 total

includes taxes & fees

Oct 10 - Oct 11

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.

View all properties

Top Lesser Antilles Hotel Reviews

Windward Passage Hotel

10/10 Excellent

"The staff was great and fast with check in. AC was wonderful. Never a problem when i stay here."

Divi Little Bay Beach Resort

10/10 Excellent

"I’ve had The best experience at this resort everything was beautiful from the moment me and my Fiance drove through the front gate I could tell I would have a great time. The property looks amazing the pictures doesn’t do it enough justice. The beach it’s super beautiful the staff is very helpful and the food is better than ever like literally everything I ate was amazing. And because my suite was a little far walk away from the restaurants and front desk I kept running into a worker named eddy and he was so sweet and helpful and was always there to give us a ride anywhere we needed around the resort in his go cart. I would definitely visit again I love it there"

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent

"Butler service is really good. Very prompt support. Washroom amenity"

Margaritaville Vacation Club - St. Thomas

8/10 Good

"Friendly, helpful staff overall. Neil, the shuttle driver was great. Show him some love if you visit."

Cocobay Resort Antigua - All Inclusive - Adults Only

10/10 Excellent

"I travel a lot of places and stay at a lot of different resorts some big some small. My most recent choices have been smaller boutique hotels/resorts. The two most important things for me are, the staff and the food. I was blown away by how kind and helpful every staff member was. One of the groundsmen was using a wheel barrel with heavy items inside. I stopped to ask where something was at. He sat down the wheelbarrow and prepared to walk me all the way to the destination I was looking for. Then I told him just point me in the right direction. I thought he would walk me all the way to the spot while he was in the middle of his own project was surprising. I got that same feeling multiple times. The food was excellent. I’ve been to a lot of resorts where it’s just good enough to satisfy. This kitchen is pumping out some high-quality gourmet meals. The Coco Bay burger was my favorite. I must’ve gotten it at least eight times over the course of 10 days. I asked for medium and they cooked at medium every single time. That is unusual for sure. When you get a burger outside of the United States, you always wonder about the quality of meat. Not here the meat was what I would expect from a good restaurant back home in Chicago. The resort had perfect location with great views overlooking a bay and and in a great position for amazing sunsets. My normal rule for traveling is never go the same place twice. There’s so much to see so many places to go, but for this place I would come back"

Oyster Bay Beach Resort

8/10 Good

"I had a nice time however I never was approached by anyone to order anything ie,drink,food,etc while at the pool area. The resort did this years previous but not this time."

Emerald Beach Resort

10/10 Excellent

"A1"

Jolly Beach Antigua - All-inclusive

8/10 Good

"Overall experience was good for the cost."

The Morgan Resort Spa Village

10/10 Excellent

"Beautiful hotel, great staff, and perfect location."

Find Hotels with a Pool in Lesser Antilles

Change your mind

Treat yourself

Be picky

Check availability on Lesser Antilles Hotels with a Pool

Our top choices for Lesser Antilles hotels with a pool

1. Simpson Bay Resort, Marina & Spa

2. The Morgan Resort Spa Village

3. Sonesta Maho Beach All Inclusive Resort Casino & Spa

4. Hilton Vacation Club Flamingo Beach St. Maarten

5. Royal Islander Resort La Plage

6. Aurora Anguilla Resort & Golf Club

7. Oyster Bay Beach Resort

8. Mary's Boon Beach Resort & Spa

9. Anguilla Great House Beach Resort

10. Oceans at Divi Little Bay

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

Hotels with pools and free breakfast in Lesser Antilles

Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Bunker Hill Hotel

Blue Horizon Boutique Resort - Adults Only

Wyndham Tortola BVI Lambert Beach Resort

Sand Castle on the Beach - Adults Only

The Buccaneer Beach & Golf Resort

Sapphire Beach Club Resort

Royal Islander Resort La Terrasse

The Atrium Beach Resort and Spa, an Ascend Collection Resort

4-star hotels with pools in Lesser Antilles

Hilton Vacation Club Flamingo Beach St. Maarten

Royal Islander Resort La Plage

The Buccaneer Beach & Golf Resort

Wyndham Tortola BVI Lambert Beach Resort

The Villas at Simpson Bay Resort

Divi Little Bay Beach Resort

Siboney Beach Club

The Morgan Resort Spa Village

Oyster Bay Beach Resort

Royal Islander Resort La Terrasse

5-star hotels with pools in Lesser Antilles

JW Marriott St. Maarten Beach Resort & Spa

Scrub Island Resort, Spa & Marina

Four Seasons Resort - Nevis

Sonesta Ocean Point All Inclusive, Adults Only Resort

Belle Mont Sanctuary Resort

Zemi Beach House, LXR Hotels & Resorts

Christopher Hotel

The Ritz-Carlton, St. Thomas

Aurora Anguilla Resort & Golf Club

Park Hyatt St. Kitts

Top Lesser Antilles Hotel Reviews

Windward Passage Hotel

Divi Little Bay Beach Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Margaritaville Vacation Club - St. Thomas

Cocobay Resort Antigua - All Inclusive - Adults Only

Oyster Bay Beach Resort

Emerald Beach Resort

Jolly Beach Antigua - All-inclusive

The Morgan Resort Spa Village