Find Hotels with a Pool in Lesser Antilles

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Check availability on Lesser Antilles Hotels with a Pool

Top Lesser Antilles Hotels with a Pool

Outdoor pool, sun loungers
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4.0 star property
Pelican Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1333)
Splash into vacation bliss at the pristine outdoor pool, surrounded by comfortable loungers perfect for soaking up Caribbean sunshine. Just steps from Mullet Bay Beach, this resort balances poolside cocktails with nearby snorkeling adventures and water sports.
$114 nightly
The price is $119
Nov 23 - Nov 24
Total with taxes and fees
Hilton Vacation Club Flamingo Beach St. Maarten
Outdoor pool
Sea Gate Hotel

Sea Gate Hotel

2.5 star property
Isabel II
  • Outdoor pool
  • Children's pool
  • Near the beach
9.4 out of 10, Exceptional, (1002)
Sparkling waters beckon from the outdoor pool, creating a peaceful retreat after exploring Vieques Island. Families appreciate the dedicated children's pool, while adventure seekers can arrange scuba diving, kayaking, and sailing through the helpful staff.
$101 nightly
The price is $110
Dec 11 - Dec 12
Total with taxes and fees
Sea Gate Hotel
Exterior
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4.0 star property
Simpson Bay
  • 6 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
9.2 out of 10, Wonderful, (1303)
Splash into vacation mode at 6 outdoor pools featuring a waterslide, swim-up bar, and peaceful sun loungers. Beyond pool pleasures, this resort offers tennis courts, marina access, and beachfront relaxation with stunning sunset views.
$191 nightly
The price is $200
Nov 22 - Nov 23
Total with taxes and fees
The Villas at Simpson Bay Resort
Private beach, sun loungers, beach umbrellas, beach towels
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4.0 star property
Pelican Key
  • 6 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On private beach
  • Hot tub
9.0 out of 10, Wonderful, (1450)
Poolside paradise awaits with 6 sparkling outdoor pools surrounded by comfortable loungers and umbrellas. Resort guests savor refreshing drinks from 2 poolside bars and a swim-up bar while enjoying marina views before retreating to spacious, well-appointed rooms.
$154 nightly
The price is $160
Nov 24 - Nov 25
Total with taxes and fees
Simpson Bay Resort, Marina & Spa
Terrace/patio
Olga's Fancy

Olga's Fancy

3.0 star property
St. Thomas
  • Outdoor pool
9.6 out of 10, Exceptional, (1004)
Crystalline waters beckon in the immaculately maintained outdoor pool, surrounded by verdant gardens and sweeping harbor vistas. Spotless rooms with island-inspired bathrooms complete this serene waterfront retreat, just steps from local dining.
$140 nightly
The price is $157
Nov 13 - Nov 14
Total with taxes and fees
Olga's Fancy
Front of property
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3.0 star property
Road Town
  • Outdoor pool
  • Children's pool
  • On the beach
  • Full-service spa
9.2 out of 10, Wonderful, (20)
Splashing enjoyment awaits at dual swimming venues, complemented by beachfront dining, volleyball, and yoga. Spa indulgence enhances relaxation with massages, facials, and Ayurvedic treatments after sun-soaked afternoons by the sea.
$226 nightly
The price is $247
Nov 17 - Nov 18
Total with taxes and fees
Nanny Cay Resort and Marina
Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers
Grapetree Bay Hotel & Villas

Grapetree Bay Hotel & Villas

3.5 star property
Grapetree
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Full-service spa
8.8 out of 10, Excellent, (159)
Poolside paradise awaits with comfortable loungers for soaking up the sun after exploring nearby beaches. Refreshing drinks from the beachside bar, rejuvenating spa massages, and two restaurants complete this tranquil island retreat.
$207 nightly
The price is $233
Nov 30 - Dec 1
Total with taxes and fees
Grapetree Bay Hotel & Villas
2 outdoor pools, sun loungers
The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort

4.0 star property
Christiansted
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
9.2 out of 10, Wonderful, (1001)
Poolside paradise awaits with two refreshing outdoor swimming pools surrounded by sun loungers and tropical scenery. Guests savor Caribbean cuisine at the poolside restaurant, sip cocktails at the bar, and enjoy easy beach access.
$322 nightly
The price is $356
Nov 29 - Nov 30
Total with taxes and fees
The Buccaneer Beach & Golf Resort
View from property
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

3.0 star property
Simpson Bay
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Full-service spa
8.6 out of 10, Excellent, (1001)
Swimmers bask in the refreshing outdoor pool surrounded by comfortable loungers and tropical beauty. Steps away, free beach cabanas invite guests to experience the stunning Caribbean Sea while indulging in exceptional beach service.
$140 nightly
The price is $146
Nov 11 - Nov 12
Total with taxes and fees
Mary's Boon Beach Resort & Spa
Outdoor pool
Hix Island House

Hix Island House

2.5 star property
Vieques
  • Outdoor pool
  • Near the beach
9.6 out of 10, Exceptional, (260)
Crystalline waters beckon at the outdoor pool, accessible round-the-clock for midnight swims under starlit skies. Massages, yoga classes, and water adventures like snorkeling and kayaking complete this peaceful island sanctuary.
$147 nightly
The price is $160
Dec 11 - Dec 12
Total with taxes and fees
Hix Island House
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 Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"I recently stayed at The Morgan Resort and my experience was truly wonderful. From the moment I arrived, the staff were welcoming and attentive. Everything was exceptional, food, drinks and the pool. Gabriela Paun stood out for her exceptional professionalism and warmth. She went above and beyond to make sure every detail of my stay was perfect — from offering helpful recommendations about the area / restaurants to ensuring I was taking care of by the pool. Gabriela’s genuine kindness, attentiveness and dedication made me feel valued as a guest, and she turned a great stay into an unforgettable one. I sincerely appreciate her efforts. Because of Gabriela and the overall experience, I’ll definitely be returning to The Morgan Resort and recommending it to others."
Rania S 5-night trip
Posted 1 day ago
The Morgan Resort Spa Village