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Simpson Bay Rentals

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Simpson Bay Rentals

About Simpson Bay

131 villas

BLUE WATER ... IRMA Survivor !! 2BR condo at Acqua Residences, steps to Simpson

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 5

$429

1 / 37

BEACHSIDE CONDO... IRMA Survivor!! You can't get much closer to the beach than

Simpson Bay apartment

3 bedrooms / 3 bathrooms / Sleeps 6

$643

1 / 18

IL PUNTO BLUE...Irma Survivor! located right on the beach in prestigious Pelican

Simpson Bay apartment

3 bedrooms / 4 bathrooms / Sleeps 6

$571

1 / 40

PELICAN KEY - CHARMING STUDIO WITH OCEAN VIEW

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 3 hours 59 minutes

$124

1 / 12

Coco Beach #5 ON THE BEACH

Simpson Bay apartment

2 bedrooms / 5 bathrooms / Sleeps 6

$372

1 / 9

Le Papillon - REOPENED AFTER IRMA - Modern Beachfront Unit with great view

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 2 hours 52 minutes

$299

1 / 24

Tropical Paradise Villa at Coral Shores in Pelican

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$234

1 / 22

Simpson Bay Beach Modern Luxury Ocean View Private Roof Deck 360° views WIFI

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 2 hours 33 minutes

$144

1 / 32

La Vista Grande - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

4 bedrooms / 3 bathrooms / Sleeps 8

$529

1 / 24

Blue Pelican Luxury Villas - Featured on HGTV!!!!!

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 2

“Excellent place to stay.” The pre-trip information was perfect and the welcome "meet and greet" was perfect and thorough too. We stayed in Villa #2. Essentially, you couldn't wish for more on the inside - serious attention has been paid to detail and

Responds fast! avg. 2 hours 42 minutes

$169

1 / 14

2 BEDR townhouse overlooking OCEAN ST- MAARTEN

Simpson Bay house

2 bedrooms / 1 bathroom / Sleeps 4

“Fabulous resort living with a tropical breeze!” A most wonderful place to enjoy all St Maarten has to offer! Beautiful, airy, spotless accommodations with a contemporary Carribean decor and all the amenities you need for a wondrous vacation! Centrally

$214

1 / 20

Survived Irma!! Beachfront gated Condo directly on Simpson Bay

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 5

“Right on the beach. Best location on Simpson Beach” On our 7th trip to St. Maarten, my husband and I decided to break free from the typical hotel experience, we booked a week at this condo on Simpson Bay Beach... and I'm so glad we did! The condo itse

Responds fast! avg. 1 hour 55 minutes

$250

1 / 16

La Casita - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$358

1 / 21

CASA DE BELLA... IRMA Survivor!! great location at a great price!!

Simpson Bay house

3 bedrooms / 2 bathrooms / Sleeps 6

$400

1 / 23

On the Beach one bedroom condo at the Atrium Spa and Resort

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 4

$157

1 / 4

SIMPSON BAY BEACH CONDO #3...right on the beach at Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great location in paradise, will all the comforts of home” This condo was in the perfect location for a family. Directly by the pool and beach. Very clean and great updates. Gated parking, plenty of room! Can't say enough good things about our tim

$514

1 / 14

CORAL BREEZE...Large affordable beachfront villa! Bring the whole family!

Simpson Bay house

5 bedrooms / 5 bathrooms / Sleeps 10

$1,050

1 / 15

Anchorage Apartment

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 1 hour 49 minutes

$139

1 / 18

SEA BEACH TREASURE...Irma Survivor!! Gorgeous 2BR Penthouse on Simpson Bay Beach

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$570

1 / 40

BEACHFRONTBLISS

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$300

1 / 15

Coral Breeze - STM

Simpson Bay villa

5 bedrooms / 4 bathrooms / Sleeps 12

$856

1 / 16

COCO BEACH CLUB 6...walk right out onto the beach at Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$500

1 / 20

Le Papillon Penthouse - The most amazing beachfront property

Simpson Bay apartment

3 bedrooms / 4 bathrooms / Sleeps 8

Responds fast! avg. 2 hours 52 minutes

$429

1 / 24

MARISOL... IRMA Survivor!! light and airy townhouse at Point Blue in Pelican Key

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$329

1 / 25

Villa Sapphire - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$358

1 / 14

COCO BEACH CLUB #5.... step out the door on to the soft white powdery sand of S

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$500

1 / 20

Aqualina 102

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$414

1 / 23

Villa Vista - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

5 bedrooms / 6 bathrooms / Sleeps 10

$435

1 / 24

SAPPHIRE... IRMA Survivor!! A casual, comfortable villa with ocean views in Pel

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$571

1 / 13

SIMPSON BAY BEACH CONDO #2...located right on the beach at beautiful Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$514

1 / 22

Pearl on the Beach

Simpson Bay condo

2 bedrooms / 3 bathrooms / Sleeps 4

$515

1 / 17

$179

1 / 22

$286

1 / 13

SUNSHINE VILLA... IRMA Survivor!! Huge, affordable beachfront villa, full AC, wa

Simpson Bay house

5 bedrooms / 6 bathrooms / Sleeps 10

$1,712

1 / 39

Faja Lobie - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$412

1 / 25

LA DI DA...Irma Survivor! 6BR Hilltop Villa Overlooking Pelican Key

Simpson Bay villa

6 bedrooms / 6 bathrooms / Sleeps 12

$1,113

1 / 48

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

1 bedroom / 2 bathrooms / Sleeps 2

$225

1 / 33

Villa La-Di-Da - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

6 bedrooms / 6 bathrooms / Sleeps 12

$857

1 / 26
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About Simpson Bay

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The beach at Simpson Bay is wide, and over a mile long—a stretch of glorious, uninterrupted sand. The blue waters of the Caribbean lap the shore, providing the perfect backdrop for a relaxing vacation.

But it’s not all relaxation—the main streets of Simpson Bay are bustling hives of activity with bars, restaurants and stores. Why not start searching FlipKey for the perfect vacation rental and plan your perfect trip?

About Simpson Bay, St. Maarten-St. Martin

Many years ago, Simpson Bay was home to the fishermen of the island and their families. Now, it's a popular tourist destination, although the fishermen still ply their trade. The first inhabitants of Simpson Bay and the surrounding area were the Arawaks, from the Amazon basin.

Named after St Martin of Tours, it first appeared on a map in 1516 as Sam Mtim. It was already a Spanish territory by then, though it wasn't a colony. The island has been in the hands of the Spanish, Dutch and French. Today, the island is shared by the Dutch and French whose cultures still influence life on the island.

The cuisine on the island is international, but you can find some traditional food if you look hard enough. Ask a local for their recommendations to discover some authentic places to eat.

Simpson Bay has a vibrant nightlife which contrasts with the peace you can find on Simpson Bay beach. You'll get the best of both worlds here!

What to do in Simpson Bay, St. Maarten-St. Martin

As Saint Maarten-St Martin is an island, water sports are very popular. Why not try some?

If you're looking for a more calming vacation, swim in the clear blue waters, or relax on the beach.

Try a Rhino Safari excursion on a Rhino Rider—an inflatable motorboat. Pilot your own craft and go snorkeling with a guide.

Charter a yacht for a sunset cruise, or hire a 4x4 and go in a guided convoy to see the sights on both the French and Dutch side of the island. This tour will take you to Oyster Pond, Maho Beach and you'll have two hours to laze on Orient Beach.

Traveling with the kids? If the beach is too hot for them, head to the Butterfly farm—it's a great day out.

Happy Bay Beach is for nudists. If you're feeling adventurous, go there for an all-over tan.

Top travel tips for St. Marteen-St. Martin

It's best to rent a car on St. Maarten-St Martin as you'll have the freedom to explore the island in our own time. That being said, there are taxis and local buses if you don't want to bother.

If you do drive, watch out for potholes! If you can find an all-terrain vehicle to rent, do. It'll definitely be worth it!

You will probably find, on both the French and Dutch sides of the island, that a service charge is included in your restaurant bills. Of course, if the service was very good, you can leave an extra cash tip.

There's plenty to do and see on St. Maarten-St. Martin, whichever side of the island you visit, the Dutch or French. Go around the island and see it all!

For a wide choice of accommodation, search the rental properties available here on FlipKey and book your next trip. You won’t be disappointed!

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