Deals on vacations and trips to Little Bay
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Little Bay flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was $1,595, price is now $1,022 per person
$1,022
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,325, price is now $1,032 per person
$1,032
per person
May 11 - May 18
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $2,339, price is now $1,233 per person
$1,233
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $2,091, price is now $1,258 per person
$1,258
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Morgan Resort Spa Village
Price was $1,961, price is now $1,320 per person
$1,320
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Top Little Bay hotels deals
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
$365 nightly
The price is $383 total per night
$383 total
Apr 6 - Apr 7
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.
Oceans at Divi Little Bay
Little Bay Road Philipsburg St. Maarten
Free Cancellation
Reserve now, pay when you stay
$336 nightly
The price is $352 total per night
$352 total
Apr 6 - Apr 7
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.
Belair Beach Hotel
Little Bay Philipsburg
$235 nightly
The price is $245 total per night
$245 total
Apr 7 - Apr 8
Total with taxes and fees
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
$153 nightly
The price is $160 total per night
$160 total
Mar 21 - Mar 22
Total with taxes and fees
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.
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$416 nightly
The price is $433 total per night
$433 total
Apr 7 - Apr 8
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.
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$657 nightly
The price is $685 total per night
$685 total
Mar 10 - Mar 11
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.
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.
Fort Amsterdam
You can find out about the history of Little Bay with a stop at Fort Amsterdam. Stroll along the seaside in this romantic area, or check out its top-notch restaurants.
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