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

La Playa Orient Bay
Price was $1,040, price is now $709 per person
$709
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and in-room childcare.

The Villas at Simpson Bay Resort
Pelican Key
Save 100% on your flight
Price was $1,627, price is now $762 per person
$762
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $1,451, price is now $719 per person
$719
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.

Panorama Residences at Monte Vista
Point Blanche
Save 100% on your flight
Price was $1,305, price is now $848 per person
$848
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.

Coral Beach Club Villas & Marina
Oyster Pond
Save 100% on your flight
Price was $1,624, price is now $1,134 per person
$1,134
per person
Oct 18 - Oct 25
found 22 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
This Mediterranean resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the outdoor pool and perks like free self parking and free airport pick-up.
Top Sint Maarten hotels deals

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$460 nightly
The price is $484 total per night
$484 total
Sep 27 - Sep 28
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
$429 nightly
The price is $447 total per night
$447 total
Sep 1 - Sep 2
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
Spa

Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $212 total per night
$212 total
Aug 29 - Aug 30
Total with taxes and fees
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.
Pool
Hot Tub

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $170 total per night
$170 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

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $164 total per night
$164 total
Sep 7 - Sep 8
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

Divi Little Bay Beach Resort
Little Bay Road Philipsburg
Free Cancellation
Reserve now, pay when you stay
$207 nightly
The price is $219 total per night
$219 total
Sep 27 - Sep 28
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
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.
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Frequently asked questions
Where to stay in Sint Maarten: Best areas for travelers
- Simpson Bay: For a fun day out, make sure you add Kim Sha Beach, Dunes Casino and Hollywood Casino to your travel plans. Popular stays here include the Travel Inn Hotel, The Perfect Spot On Sint Maarten and the Royal Palm Beach Resort by Diamond Resorts.
- Philipsburg: If you're traveling to this popular destination, you'll find there's so much to do here. Roam around fabulous attractions such as Sint Maarten Zoo, Philipsburg Courthouse and Guana Bay Beach. When you're done exploring the sights, relax at the Nydelig Ocean-front Sea Palace Resort ~ Penthouse Suite for 8 ~ Sint Maarten, the Vrbo Property or the Sea View Beach Hotel. Stay for a couple of nights so you can also see Fort Amsterdam, Dawn Beach and Sint Maarten Park.
- Oyster Pond: No trip here is complete without paying a visit to its popular landmarks, like Dawn Beach. If you're looking for somewhere comfortable to stay in town, make a reservation at the Luxurious Ocean View Double Suite Princess Heights, Oyster Pond, Sint Maarten or the Coral Beach Club Villas & Marina.
- Lowlands: For some of the best hospitality in town, lock in a room at The Towers at Mullet Bay, the Luxurious Villa on the Beach or the This is the Place for You! Chateau St.maarten, we Love It. You Will Love it too. You'll be able to discover more of this destination's most popular sights with the cash you save, beginning with Maho Beach.
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