Hotels with Swimming Pools in Lesser Antilles

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Top Hotels with Swimming Pools in Lesser Antilles

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, (1347)
Splash into holiday 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 snorkelling adventures and water sports.
The price is S$156
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Flamingo Beach St. Maarten

Sea Gate Hotel

2.5 star property
Isabel II
  • Outdoor pool
  • Children's pool
  • Near the beach
9.4 out of 10, Exceptional, (1007)
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.
The price is S$180
includes taxes & fees
1 Dec - 2 Dec
Sea Gate Hotel

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, (1476)
Poolside paradise awaits with 6 sparkling outdoor pools surrounded by comfortable loungers and umbrellas. Resort guests savour refreshing drinks from 2 poolside bars and a swim-up bar while enjoying marina views before retreating to spacious, well-appointed rooms.
The price is S$175
includes taxes & fees
24 Nov - 25 Nov
Simpson Bay Resort, Marina & Spa

The Fred - Adults Only

3.5 star property
Downtown Frederiksted
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On the beach
  • Hot tub
8.2 out of 10, Very good, (307)
Poolside paradise beckons with twin outdoor swimming areas complemented by stylish loungers and dual bars serving refreshing drinks. After a dip, guests can indulge in rejuvenating spa treatments or venture to nearby ocean adventures.
The price is S$291
includes taxes & fees
16 Dec - 17 Dec
The Fred - Adults Only

Casa de Tortuga

2.5 star property
Esperanza
  • Outdoor pool
8.4 out of 10, Very good, (426)
Sparkling waters await in the beautiful outdoor pool area, complete with patio space and barbecue grills for evening relaxation. Nearby adventures include hiking trails, kayaking, and snorkelling at Bioluminescent Bay.
The price is S$178
includes taxes & fees
22 Nov - 23 Nov
Casa de Tortuga

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, (24)
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.
The price is S$321
includes taxes & fees
21 Dec - 22 Dec
Nanny Cay Resort and Marina

La Vue Boutique Inn

3.5 star property
Sandy Ground
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Full-service spa
8.8 out of 10, Excellent, (189)
Sparkling outdoor pools invite both families and couples to unwind, with dedicated children's swimming space and plush sun loungers. After refreshing dips, guests savour international cuisine at Flavours Restaurant or schedule rejuvenating spa massages.
La Vue Boutique Inn

Olga's Fancy

3.0 star property
St. Thomas
  • Outdoor pool
9.6 out of 10, Exceptional, (1002)
Crystalline waters beckon in the immaculately maintained outdoor pool, surrounded by verdant gardens and sweeping harbour vistas. Spotless rooms with island-inspired bathrooms complete this serene waterfront retreat, just steps from local dining.
The price is S$206
includes taxes & fees
24 Nov - 25 Nov
Olga's Fancy

Hix Island House

2.5 star property
Vieques
  • Outdoor pool
  • Near the beach
9.6 out of 10, Exceptional, (261)
Crystalline waters beckon at the outdoor pool, accessible round-the-clock for midnight swims under starlit skies. Massages, yoga classes, and water adventures like snorkelling and kayaking complete this peaceful island sanctuary.
The price is S$211
includes taxes & fees
21 Nov - 22 Nov
Hix Island House

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, (1317)
Splash into holiday 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.
The price is S$188
includes taxes & fees
23 Nov - 24 Nov
The Villas at Simpson Bay Resort
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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