Exclusive Simpson Bay Beach Vacation Deals
Simpson Bay Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,471, price is now $825 per person
$825
per person
Nov 15 - Nov 22
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
Save 100% on your flight
Price was $1,785, price is now $920 per person
$920
per person
Nov 15 - Nov 22
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
Save 100% on your flight
Price was $2,669, price is now $1,492 per person
$1,492
per person
Nov 22 - Nov 29
found 13 hours 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.
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,752, price is now $981 per person
$981
per person
Nov 15 - Nov 22
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.
La Playa Orient Bay
Save 100% on your flight
Price was $2,019, price is now $1,227 per person
$1,227
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Relax with a drink at the beach bar and enjoy free perks like English breakfast and free self parking.
Esmeralda Resort
Save 100% on your flight
Price was $1,616, price is now $1,018 per person
$1,018
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features 15 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground and onsite laundry facilities.
Frequently asked questions
Top Simpson Bay Beach hotel deals
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road, Maho Bay, Lowlands
$241 nightly
The price is $252 total per night
$252 total
Sep 2 - Sep 3
Total with taxes and fees
This all-inclusive 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.
Pool
All inclusive
The Morgan Resort Spa Village
2 Beacon Hill Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$274 nightly
The price is $285 total per night
$285 total
Sep 2 - Sep 3
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.
Pool
Spa
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $105 total per night
$105 total
Sep 8 - Sep 9
Total with taxes and fees
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.
On private beach
Pool
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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.