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

Find Hotels with a Pool in Lesser Antilles from CA $140

  • 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
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Lesser Antilles hotels with a pool

1. Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
  • Splash into tropical bliss at this beachfront resort with a poolside bar and ocean panoramas.
CA $156
CA $202 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Vacation Club Flamingo Beach St. Maarten

2. Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
  • Splash into aquatic bliss at this beachfront resort with six sun-drenched pools.
CA $205
CA $249 total
includes taxes & fees
Oct 6 - Oct 7
Simpson Bay Resort, Marina & Spa

3. Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
  • Immerse in poolside paradise with 24-hour swim access and beachfront luxury at this resort.
CA $189
CA $232 total
includes taxes & fees
Oct 6 - Oct 7
Royal Islander Resort La Plage

4. Sea Gate Hotel

Sea Gate Hotel
Isabel II
  • Splash into paradise at this hotel's sun-soaked pool sanctuary with refreshing views and aquatic adventures nearby.
CA $134
CA $155 total
includes taxes & fees
Nov 3 - Nov 4
Sea Gate Hotel

5. Vieques BioBay Bed and Breakfast

Vieques BioBay Bed and Breakfast
Vieques
CA $276
CA $611 total
includes taxes & fees
Nov 2 - Nov 3
Vieques BioBay Bed and Breakfast

6. Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
  • Dreamy pool paradise with mesmerizing city views makes this island oasis unforgettable.
CA $113
CA $140 total
includes taxes & fees
Oct 19 - Oct 20
Bunker Hill Hotel

7. La Vue Boutique Inn

La Vue Boutique Inn
Sandy Ground
  • Sandy ground paradise with an outdoor pool, children's splash area, and luxurious spa treatments awaits.
CA $216
CA $292 total
includes taxes & fees
Oct 17 - Oct 18
La Vue Boutique Inn

8. Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa
Simpson Bay
  • Dive into tropical relaxation at this hotel's poolside oasis, where beach meets bliss.
CA $178
CA $213 total
includes taxes & fees
Oct 5 - Oct 6
Mary's Boon Beach Resort & Spa

9. Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort
East End
  • Plunge into paradise with this beachside oasis, where crystal waters meet pristine shorelines.
CA $292
CA $350 total
includes taxes & fees
Oct 10 - Oct 11
Wyndham Tortola BVI Lambert Beach Resort

10. The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort
Christiansted
  • Dive into poolside paradise with crystal-clear waters and loungers perfect for sun-soaked island days.
CA $345
CA $444 total
includes taxes & fees
Oct 9 - Oct 10
The Buccaneer Beach & Golf Resort
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

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
CA $156
CA $202 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Vacation Club Flamingo Beach St. Maarten

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa
Pelican Key
CA $205
CA $249 total
includes taxes & fees
Oct 6 - Oct 7
Simpson Bay Resort, Marina & Spa

Bunker Hill Hotel

Bunker Hill Hotel
St. Thomas
CA $113
CA $140 total
includes taxes & fees
Oct 19 - Oct 20
Bunker Hill Hotel

Blue Horizon Boutique Resort - Adults Only

Blue Horizon Boutique Resort - Adults Only
Esperanza
CA $224
CA $256 total
includes taxes & fees
Oct 6 - Oct 7
Blue Horizon Boutique Resort - Adults Only

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort
East End
CA $292
CA $350 total
includes taxes & fees
Oct 10 - Oct 11
Wyndham Tortola BVI Lambert Beach Resort

Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only
Frederiksted
CA $308
CA $347 total
includes taxes & fees
Oct 4 - Oct 5
Sand Castle on the Beach - Adults Only

The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort
Christiansted
CA $345
CA $444 total
includes taxes & fees
Oct 9 - Oct 10
The Buccaneer Beach & Golf Resort

Sapphire Beach Club Resort

Sapphire Beach Club Resort
Maho
CA $126
CA $155 total
includes taxes & fees
Nov 2 - Nov 3
Sapphire Beach Club Resort

Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
CA $162
CA $199 total
includes taxes & fees
Oct 5 - Oct 6
Royal Islander Resort La Terrasse

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort
Simpson Bay
CA $226
CA $288 total
includes taxes & fees
Oct 22 - Oct 23
The Atrium Beach Resort and Spa, an Ascend Collection Resort
View all properties

4-star hotels with pools in Lesser Antilles

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
CA $156
CA $202 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Vacation Club Flamingo Beach St. Maarten

Royal Islander Resort La Plage

Royal Islander Resort La Plage
Lowlands
CA $189
CA $232 total
includes taxes & fees
Oct 6 - Oct 7
Royal Islander Resort La Plage

The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort
Christiansted
CA $345
CA $444 total
includes taxes & fees
Oct 9 - Oct 10
The Buccaneer Beach & Golf Resort

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort
East End
CA $292
CA $350 total
includes taxes & fees
Oct 10 - Oct 11
Wyndham Tortola BVI Lambert Beach Resort

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort
Pelican Key
CA $232
CA $283 total
includes taxes & fees
Oct 5 - Oct 6
The Villas at Simpson Bay Resort

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort
Philipsburg
CA $241
CA $313 total
includes taxes & fees
Oct 6 - Oct 7
Divi Little Bay Beach Resort

Siboney Beach Club

Siboney Beach Club
St. John's
CA $264
CA $350 total
includes taxes & fees
Oct 6 - Oct 7
Siboney Beach Club

The Morgan Resort Spa Village

The Morgan Resort Spa Village
Simpson Bay
CA $511
CA $651 total
includes taxes & fees
Nov 1 - Nov 2
The Morgan Resort Spa Village

Oyster Bay Beach Resort

Oyster Bay Beach Resort
Oyster Pond
CA $234
CA $281 total
includes taxes & fees
Oct 5 - Oct 6
Oyster Bay Beach Resort

Royal Islander Resort La Terrasse

Royal Islander Resort La Terrasse
Lowlands
CA $162
CA $199 total
includes taxes & fees
Oct 5 - Oct 6
Royal Islander Resort La Terrasse
View all properties

5-star hotels with pools in Lesser Antilles

JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
Oyster Pond
CA $441
CA $578 total
includes taxes & fees
Oct 12 - Oct 13
JW Marriott St. Maarten Beach Resort & Spa

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina
Scrub Island
CA $645
CA $859 total
includes taxes & fees
Nov 1 - Nov 2
Scrub Island Resort, Spa & Marina

Four Seasons Resort - Nevis

Four Seasons Resort - Nevis
Jessups Village
CA $841
CA $1,090 total
includes taxes & fees
Oct 12 - Oct 13
Four Seasons Resort - Nevis

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort
Lowlands
CA $969
CA $1,173 total
includes taxes & fees
Oct 5 - Oct 6
Sonesta Ocean Point All Inclusive, Adults Only Resort

Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort
Saint Pauls
CA $498
CA $607 total
includes taxes & fees
Oct 5 - Oct 6
Belle Mont Sanctuary Resort

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts
Shoal Bay
CA $742
CA $942 total
includes taxes & fees
Nov 2 - Nov 3
Zemi Beach House, LXR Hotels & Resorts

Christopher Hotel

Christopher Hotel
Pointe Milou
CA $1,220
CA $1,541 total
includes taxes & fees
Oct 24 - Oct 25
Christopher Hotel

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
St. Thomas
CA $781
CA $1,072 total
includes taxes & fees
Oct 6 - Oct 7
The Ritz-Carlton, St. Thomas

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club
Rendezvous Bay
CA $852
CA $1,065 total
includes taxes & fees
Nov 2 - Nov 3
Aurora Anguilla Resort & Golf Club

Park Hyatt St. Kitts

Park Hyatt St. Kitts
Basseterre
CA $925
CA $1,246 total
includes taxes & fees
Oct 11 - Oct 12
Park Hyatt St. Kitts
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

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

8/10 Good
"Hotel was clean, staff during the day were very helpful, but the staff during the evening seemed bothered when they were asked where to rent a car, of if they knew the prices."
Domenic 5-night trip
Posted 1 hour ago
Sonesta Ocean Point All Inclusive, Adults Only Resort
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

8/10 Good
"I love staying at the main building which was close to the lobby, the main pool area, which has a really nice swim up pool bar, and in close proximity to a multiple restaurants."
Nasheeka 7-night trip
Posted 7 hours ago
Simpson Bay Resort, Marina & Spa
Emerald Beach Resort

Emerald Beach Resort

10/10 Excellent
"A1"
Roberto 3-night trip
Posted 8 hours ago
Emerald Beach Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good
"I had some concerns once we arrived since it was right on the strip. I was concerned about safety. That concern was quickly removed. Security was enforced. The check-in process was somewhat chaotic with long lines of people checking in and those who had checked in waiting on their rooms. We were served warm champagne, but didn't receive the cool towel as advertised. The food was good for resort food and the servers in all the restaurants were great. The man on the hamburger grill was the best and those burgers were seasoned to perfection. The parking garage is very small and narrow to maneuver which made it hard to get in and out. The room was great except for the sink slow drainage and not a lot of hot water. I took cold showers the first two days. Overall, I would recommend the resort."
Anita 4-night trip
Posted 11 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa
 Cocobay Resort Antigua - All Inclusive - Adults Only

Cocobay Resort Antigua - All Inclusive - Adults Only

10/10 Excellent
"Cocoa Bay is a beautiful and scenic resort. Being all cottages, this is not a high end facility, but the overall experience is high end with beautiful water and beaches, lush tropical landscaping, and a wonderful staff! The food was also very good, nothing bland. A lot of walking is required (plus steps), so may not be suitable for everyone. We took an excursion by boat to Barbuda for a day and enjoyed the most beautiful sand and water we have ever seen! All-in-all, a wonderful vacation. We do plan on returning next year!!"
Keith 7-night trip
Posted 11 hours ago
Cocobay Resort Antigua - All Inclusive - Adults Only
Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

8/10 Good
"Overall experience was good for the cost."
Frank 4-night trip
Posted 12 hours ago
Jolly Beach Antigua - All-inclusive
The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"Beautiful hotel, great staff, and perfect location."
Suzie 4-night trip
Posted 13 hours ago
The Morgan Resort Spa Village
Bunker Hill Hotel

Bunker Hill Hotel

10/10 Excellent
"Excelente lugar para hospedaje"
Darianny 1-night trip
Posted 18 hours ago
Bunker Hill Hotel
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

8/10 Good
"Our room was clean and we loved having the kitchenette. The adult friendly pool area is very nice and the bartenders were fabulous. There is NO beach at this resort. So if you want a beach you can swim at, this is NOT the resort for you. The food is marginal and the servers in the main dining area couldn’t care less if you’re there but the bartender Josh was amazing."
Carrie 7-night trip
Posted 2 days ago
Margaritaville Vacation Club - St. Thomas