Deals on vacations and trips to Little Bay
Save when you book Little Bay package deals
Little Bay flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $1,687, price is now $886 per person
$886
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip 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.
The Villas at Simpson Bay Resort
Pelican Key
Price was $3,590, price is now $1,755 per person
$1,755
per person
Mar 14 - Mar 20
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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,629, price is now $984 per person
$984
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip 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.
Panorama Residences at Monte Vista
Point Blanche
Price was $1,541, price is now $946 per person
$946
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,377, price is now $946 per person
$946
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Little Bay hotels deals
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
Free Cancellation
Reserve now, pay when you stay
$693 nightly
The price is $727 total per night
$727 total
Feb 3 - Feb 4
Total with taxes and fees
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.
Pool
All inclusive
Oceans at Divi Little Bay
Little Bay Road Philipsburg St. Maarten
Free Cancellation
Reserve now, pay when you stay
$653 nightly
The price is $685 total per night
$685 total
Jan 24 - Jan 25
Total with taxes and fees
This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.
Pool
All inclusive
Belair Beach Hotel
Little Bay Philipsburg
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Guests will appreciate free perks like free self parking and WiFi in public areas.
L'Esperance Hotel
4 Tiger Road Philipsburg
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.
Pool
Parking included
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$479 nightly
The price is $500 total per night
$500 total
Feb 1 - Feb 2
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
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$594 nightly
The price is $620 total per night
$620 total
Feb 2 - Feb 3
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.
Pool
All inclusive
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
Great Bay Beach
If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.
Philipsburg Boardwalk
Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.
Guana Bay Beach
If a restful vacation is part of your travel plans, Guana Bay Beach might be the perfect place to seek out during your trip to Upper Prince's Quarter.
Frequently asked questions
Photos of local treasures
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