
Deals on vacations and trips to Lesser Antilles
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Lesser Antilles flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,836, price is now $1,027 per person
$1,027
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

The Villas at Simpson Bay Resort
Pelican Key
Price was $2,563, price is now $1,031 per person
$1,031
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,619, price is now $1,065 per person
$1,065
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was $5,940, price is now $3,619 per person
$3,619
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free property features a casino, a full-service spa, and 3 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 3 outdoor pools and perks like free WiFi.

Holland House Beach Hotel
Downtown Philipsburg
Price was $1,938, price is now $1,181 per person
$1,181
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.
Top Lesser Antilles hotels deals

The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$335 nightly
The price is $377 total per night
$377 total
Sep 7 - Sep 8
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the gym and visit the 2 bars/lounges and beach bar for drinks.

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$488 nightly
The price is $512 total per night
$512 total
Sep 17 - Sep 18
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$220 nightly
The price is $249 total per night
$249 total
Sep 16 - Sep 17
Total with taxes and fees
This aparthotel features an outdoor pool, a hot tub, and a restaurant. Enjoy the gym and perks like free WiFi. A bar/lounge, a poolside bar, and a coffee shop are also provided.
Pool
Hot Tub

Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
$278 nightly
The price is $313 total per night
$313 total
Aug 22 - Aug 23
Total with taxes and fees
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas. There's a swim-up bar on site, and laundry facilities and concierge services are also provided.
Pool
Parking included

Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$510 nightly
The price is $532 total per night
$532 total
Sep 1 - Sep 2
Total with taxes and fees
This property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.

Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $212 total per night
$212 total
Aug 19 - Aug 20
Total with taxes and fees
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.
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View all propertiesLowest 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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