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A wooden pier extending into calm waters with sailboats anchored nearby.

Simpson Bay

Vacations
Simpson Bay

Sint Maarten flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,294, price is now $919 per person
$919
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop 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

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $3,256, price is now $1,220 per person
$1,220
per person
Oct 10 - Oct 17
found 4 hours 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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $2,668, price is now $1,479 per person
$1,479
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,794, price is now $996 per person
$996
per person
Oct 3 - Oct 10
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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,723, price is now $1,069 per person
$1,069
per person
Oct 12 - Oct 18
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Top Sint Maarten hotels deals

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
$579 nightly
The price is $604 total per night
$604 total
Aug 3 - Aug 4
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$473 nightly
The price is $493 total per night
$493 total
Aug 24 - Aug 25
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.
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
$212 nightly
The price is $223 total per night
$223 total
Aug 25 - Aug 26
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.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $142 total per night
$142 total
Aug 9 - Aug 10
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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
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
Jul 27 - Jul 28
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.
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort Oyster Pond Sint Maarten
$443 nightly
The price is $463 total per night
$463 total
Jul 27 - Jul 28
Total with taxes and fees
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
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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 Sint Maarten attractions

A beach with clear turquoise waters, a large airplane flying overhead, and a row of hotels in the background.

Maho Beach

8.8/10 (2,865 reviews)
Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the top-notch restaurants or lively bars in this romantic area.
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Photos of local treasures

Browse Sint Maarten vacation photos for more inspiration

A beach with clear turquoise waters, white sand, and rocky outcrops.
A beach with clear turquoise water, a pier with a restaurant, and rocky outcrops.
A beach with blue and white striped umbrellas, clear turquoise water, and a sailboat in the distance.
A turquoise beach with clear water, two boats, and people swimming.
A beach with clear blue water, sandy shore, and rocky cliffs.

Frequently asked questions

How much are vacation packages to Sint Maarten?
You can pick up an excellent flight + hotel bundle for a mere $919. With one of our Travelocity vacation packages, a visit to Sint Maarten has never looked so enticing! Save both time and money and then start packing that suitcase.
Where can I get the best vacation package deals for Sint Maarten?
You can pick up awesome Sint Maarten package deals with Travelocity. Select from 400 air carriers and 1,000,000 worldwide properties and turn those vacation dreams into a reality.
Why should I book my Sint Maarten vacation bundle via Travelocity?
By booking your hotel, flights, car rental and activities all in one place, you'll save both time and money. We offer a professional customer service support team available round-the-clock, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and get packing!
Will I save money on my Sint Maarten car rental if I combine it with a hotel or flight?
You certainly can with our Sint Maarten vacation packages. With one of these, there are loads of ways to make your vacation budget go further. Combine any two or more car, flight, hotel and tour bookings and watch the savings grow. With a rental car, all the main sights in and around Sint Maarten are a memorable road trip away.
What is the best time of year to go to Sint Maarten?
If a limited budget is what's driving your travel plans, you'll pay the lowest prices in . is often the dearest time of year. Most travelers come to this destination around February, March and May. If you want to avoid the hustle and bustle, visit during September, October and December.
What is there to do in Sint Maarten?
You'll be happy to know Sint Maarten is teeming with wonderful photo-ops, however Maho Beach and Mullet Bay Beach are among the best of them.

Where to stay in Sint Maarten: Best areas for travelers

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