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Simpson Bay Rentals

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Simpson Bay Rentals

169 rentals

Survived Irma!! Beachfront gated Condo directly on Simpson Bay

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 5

“Incredible” My husband and I have been back 5 times already and will be returning again this March with more friends. The condo is located on one of St Maarten's finest beaches. Stroll down the beach to Karakters for an incredible mojito and appetize

$250

1 / 16

Amazing View Penthouse apartment on Simpson Bay Beach WE ARE BACK AFTER IRMA

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 4

$300

1 / 13

Faja Lobie at Beacon Hill, Saint Maarten - Beachfront & Pool

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$558

1 / 33

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

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$358

1 / 14

Diamond Chateau at Cole Bay, Saint Maarten - Ocean View, Pool, Private

Simpson Bay villa

5 bedrooms / 7 bathrooms / Sleeps 10

$1,010

1 / 40

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

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$358

1 / 21

Coco Beach #5 ON THE BEACH

Simpson Bay apartment

2 bedrooms / 5 bathrooms / Sleeps 6

$372

1 / 9

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

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$412

1 / 25

Belle Amour - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

5 bedrooms / 4 bathrooms / Sleeps 10

$543

1 / 16

Villa La-Di-Da at Pelican Key, Saint Maarten - Spectacular Ocean View, Infinity

Simpson Bay villa

6 bedrooms / 6 bathrooms / Sleeps 12

$857

1 / 23

Villa Tara at Beacon Hill, Saint Maarten - Oceanfront & Pool

Simpson Bay villa

5 bedrooms / 6 bathrooms / Sleeps 10

$657

1 / 30

Aqualina Beach Club Unit 102 (This Is A Very Special Residence Known As

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$415

1 / 16

Aqualina 102

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$414

1 / 23

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

Simpson Bay villa

6 bedrooms / 6 bathrooms / Sleeps 12

$858

1 / 26

Summer Hill in Pelican Key, Saint Maarten - Gated, private pool

Simpson Bay villa

5 bedrooms / 4 bathrooms / Sleeps 10

$614

1 / 28

Villa Hardman

Simpson Bay villa

5 bedrooms / 5 bathrooms / Sleeps 10

$143

1 / 21

Tropical Paradise Villa at Coral Shores in Pelican

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$234

1 / 22

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

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 6

$299

1 / 24

Coco unit 16 - Luxury ocean front condo

Simpson Bay house

3 bedrooms / 3 bathrooms / Sleeps 6

$342

1 / 21

Le Papillon Penthouse - REOPENED AFTER IRMA - roof top jacuzzi with great view

Simpson Bay apartment

3 bedrooms / 4 bathrooms / Sleeps 8

$429

1 / 24

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

2BR-Oceanfront-Royal Palm

Simpson Bay condo

2 bedrooms / 2 bathrooms / Sleeps 6

$350

1 / 10

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

1 bedroom / 2 bathrooms / Sleeps 2

$225

1 / 33

Condo Danielle

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 4

$129

1 / 13

La Vista Grande at Beacon Hill, Saint Maarten- Ocean View & Pool, Walk to the

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$714

1 / 30

Riviera - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

3 bedrooms / 4 bathrooms / Sleeps 6

$415

1 / 22

PELICAN KEY - CHARMING STUDIO WITH OCEAN VIEW

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 2

$130

1 / 12

Colony Manor

Simpson Bay house

1 bedroom / 2 bathrooms / Sleeps 2

$314

1 / 11

Carisma on the beach

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$230

1 / 22

Caribbean Blue - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

5 bedrooms / 6 bathrooms / Sleeps 2

$643

1 / 22

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

Simpson Bay villa

5 bedrooms / 6 bathrooms / Sleeps 10

$543

1 / 24

WOW WOW WOW, STUNNING INSIDE AND OUT! VILLA LIBRE`

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 7

“Sometimes Things are as awesome as They Seem” Just spent a week at this amazing view and I can't begin to say how great a value you are getting. The view is over 180 degrees...the sunsets are literally in your backyard. There is nothing like spendin

$400

1 / 65

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

$169

1 / 14

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

Simpson Bay house

5 bedrooms / 5 bathrooms / Sleeps 10

$1,051

1 / 15

Faja Lobie

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

“Out of the way but very convenient” Beautiful home and easy access to all the island. Car rental is a must. But very easy to navigate the island

$558

1 / 30

Ocean view condo

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 3

$161

1 / 9

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

Condo Bella

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 3

$210

1 / 15
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