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

Esmeralda Resort
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip flight included
New York (NYC) 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.

Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
per person
Sep 14 - Sep 19
found 3 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.

Divi Little Bay Beach Resort
Save 100% on your flight
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

The Morgan Resort Spa Village
Save 100% on your flight
per person
Oct 5 - Oct 10
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
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.

Oyster Bay Beach Resort
Oyster Pond
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
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.
Top Simpson Bay hotels deals

The Morgan Resort Spa Village
2 Beacon Hill Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$285 nightly
The price is $296 total per night
$296 total
Jul 24 - Jul 25
Total includes 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
$120 nightly
The price is $125 total per night
$125 total
Jul 29 - Jul 30
Total includes 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

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $135 total per night
$135 total
Aug 1 - Aug 2
Total includes taxes and fees
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.
Pool
Parking included

The Villas at Simpson Bay Resort
Billy Folly Road No. 37A, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $171 total per night
$171 total
Jul 29 - Jul 30
Total includes taxes and fees
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.
Pool
Parking included

Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road, Simpson Bay
$295 nightly
The price is $310 total per night
$310 total
Aug 2 - Aug 3
Total includes taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Kitchen

The Atrium Beach Resort and Spa, Ascend Hotel Collection
6 Billy Folly Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $130 total per night
$130 total
Jul 15 - Jul 16
Total includes taxes and fees
A full-service spa and an outdoor pool are featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A business center, a terrace, and a grocery/convenience store are also on offer.
Pool
Spa
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.
Popular places to visit

Hollywood Casino
4/5(9 reviews)
Why not roll the dice with a visit to Hollywood Casino during your visit to Simpson Bay? Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.

Kim Sha Beach
4/5(49 reviews)
Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.
Simpson Bay Beach
4/5(14 reviews)
Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.
Frequently asked questions
Where to stay in Simpson Bay: Best areas for travelers
- Pelican Key: If you want to experience some of this city's nightlife, make a reservation at one of the hotels in this area. Nearby options include the Beautiful Villa With Ocean Views, the Flamingo Beach Resort by Diamond Resorts and the Luxury Villa w/ Wifi, Flat Screen Satellite TV, Resort Pool, Bar & Gym. From any of these properties, you can head out and explore Hollywood Casino.
- Pelican Key: Hollywood Casino is one attraction to put on your radar here. See what it's all about and then kick back in the comfort and convenience of your nearby hotel. The Beautiful Villa With Ocean Views, the Flamingo Beach Resort by Diamond Resorts and the Luxury Villa w/ Wifi, Flat Screen Satellite TV, Resort Pool, Bar & Gym are exceptional choices.
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