
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.

Belair Beach Hotel
Belair
Price was $1,157, price is now $842 per person
$842
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
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.

The Villas at Simpson Bay Resort
Pelican Key
Price was $2,690, price is now $1,341 per person
$1,341
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip 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.

Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $2,214, price is now $1,109 per person
$1,109
per person
Nov 28 - Dec 5
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.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,722, price is now $1,023 per person
$1,023
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop 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 $2,636, price is now $1,889 per person
$1,889
per person
Jan 14 - Jan 20
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.
Top Sint Maarten hotels deals

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$208 nightly
The price is $217 total per night
$217 total
Oct 28 - Oct 29
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
Reserve now, pay when you stay
$503 nightly
The price is $525 total per night
$525 total
Oct 28 - Oct 29
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
$418 nightly
The price is $436 total per night
$436 total
Oct 28 - Oct 29
Total with taxes and fees
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free water park, free kid's club, and kid-friendly dining.
Pool
Spa

Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $183 total per night
$183 total
Oct 29 - Oct 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

The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $165 total per night
$165 total
Nov 22 - Nov 23
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 Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $153 total per night
$153 total
Nov 3 - Nov 4
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
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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