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.
Panorama Residences at Monte Vista
Point Blanche
Save 100% on your flight
Price was $939, price is now $597 per person
$597
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a virtual front desk are also on offer.
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,753, price is now $955 per person
$955
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,176, price is now $1,194 per person
$1,194
per person
Dec 14 - Dec 21
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,657, price is now $1,078 per person
$1,078
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,430, price is now $963 per person
$963
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Top Simpson Bay hotels deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $147 total per night
$147 total
Nov 23 - Nov 24
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
The Morgan Resort Spa Village
2 Beacon Hill Road, Simpson Bay
Free Cancellation
$341 nightly
The price is $355 total per night
$355 total
Nov 26 - Nov 27
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
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $119 total per night
$119 total
Nov 23 - Nov 24
Total with 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
$191 nightly
The price is $200 total per night
$200 total
Nov 22 - Nov 23
Total with 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
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $173 total per night
$173 total
Nov 19 - Nov 20
Total with 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
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $217 total per night
$217 total
Nov 16 - Nov 17
Total with 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
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
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 lively bars in this romantic area.
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 seaside in this romantic area, or check out its top-notch restaurants.
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 lively bars 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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