Deals on vacations and trips to Little Bay

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Little Bay flight + hotel vacation packages

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Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,351, price is now $676 per person
$676
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,389, price is now $687 per person
$687
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,275, price is now $899 per person
$899
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was $999, price is now $727 per person
$727
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,099, price is now $812 per person
$812
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Top Little Bay hotels deals

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
Free Cancellation
Reserve now, pay when you stay
$205 nightly
The price is $217 total per night
$217 total
Oct 11 - Oct 12
Total with taxes and fees
A full-service spa, 5 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 4 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Spa
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Little Bay Road Philipsburg St. Maarten
Free Cancellation
Reserve now, pay when you stay
$247 nightly
The price is $261 total per night
$261 total
Oct 5 - Oct 6
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
Spa
Belair Beach Hotel

Belair Beach Hotel

3 out of 5
Little Bay Philipsburg
$188 nightly
The price is $196 total per night
$196 total
Sep 30 - Oct 1
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.
Pool
Parking included
L'Esperance Hotel

L'Esperance Hotel

2.5 out of 5
4 Tiger Road Philipsburg
$134 nightly
The price is $140 total per night
$140 total
Oct 11 - Oct 12
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.
Pool
Parking included
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $176 total per night
$176 total
Sep 13 - Sep 14
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

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$368 nightly
The price is $385 total per night
$385 total
Oct 12 - Oct 13
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
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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.

Stay near popular Little Bay attractions

Fort Amsterdam

8.8/10 (245 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Little Bay?
With a Travelocity vacation package, you can be living it up in Little Bay from just $676. Hotels, adventures and flights — we've got it covered. You'll save a bunch just for combining your bookings. And with all of that taken care of before you leave, you won't have a care in the world.
Where can I get the best vacation package deals for Little Bay?
You can pick up fantastic Little Bay package deals with Travelocity. Pick and choose from 400 air carriers and 1,000,000 worldwide properties and turn those vacation dreams into reality.
Why should I book my Little Bay vacation bundle via Travelocity?
Travel should be about making fantastic new memories and leaving all your stresses behind — which is why we provide you with a friendly team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of vacation destinations. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.
Will I save money on my Little Bay car rental if I bundle it with a hotel or flight?
Booking a Little Bay vacation package with Travelocity is a simple way to save your hard-earned money. You can combine a flight, hotel and car, or any combination of them, and score awesome discounts. You might also like to add in some experiences and tours. Once you've picked up the keys to the rental car, venture out of the neighborhood and find out what this place has to offer. Approximately 100 mi from Little Bay, Dickenson Bay Beach is certainly worth a road trip.

Photos of local treasures

Browse Little Bay vacation photos for more inspiration

A coastal town with a beach, a mountain, and a clear blue sky.
A coastal landscape with turquoise waters, a cruise ship, and a mountainous backdrop.
A beach with clear turquoise water, a ship in the distance, and a wooden fence in the foreground.
A stone wall, a mountain, and a body of water with boats.
A beach with white umbrellas, lounge chairs, and a clear blue sky.