Hotels with Pool & Resorts in Lesser Antilles

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Best Lesser Antilles Hotels with Pool

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, (1329)
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 NZ$212
includes taxes & fees
23 Nov - 24 Nov
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, (1001)
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 NZ$245
includes taxes & fees
20 Nov - 21 Nov
Sea Gate Hotel

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, (1300)
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 NZ$333
includes taxes & fees
23 Nov - 24 Nov
The Villas at Simpson Bay Resort

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, (1445)
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 NZ$248
includes taxes & fees
23 Nov - 24 Nov
Simpson Bay Resort, Marina & Spa

Olga's Fancy

3.0 star property
St. Thomas
  • Outdoor pool
9.6 out of 10, Exceptional, (1003)
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 NZ$278
includes taxes & fees
11 Nov - 12 Nov
Olga's Fancy

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, (19)
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 NZ$439
includes taxes & fees
17 Nov - 18 Nov
Nanny Cay Resort and Marina

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, (158)
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.
Grapetree Bay Hotel & Villas

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 savour Caribbean cuisine at the poolside restaurant, sip cocktails at the bar, and enjoy easy beach access.
The price is NZ$586
includes taxes & fees
2 Dec - 3 Dec
The Buccaneer Beach & Golf Resort

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, (1000)
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.
The price is NZ$288
includes taxes & fees
10 Nov - 11 Nov
Mary's Boon Beach Resort & Spa

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 snorkelling and kayaking complete this peaceful island sanctuary.
The price is NZ$306
includes taxes & fees
10 Nov - 11 Nov
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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