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Simpson Bay Rentals

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Simpson Bay Rentals

167 rentals

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

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$558

1 / 33

Aqualina 102

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$414

1 / 23

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

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$358

1 / 21

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

Brand New House Indigo Bay beach, St Maarten

Simpson Bay house

3 bedrooms / 2 bathrooms / Sleeps 6

$395

1 / 23

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

Simpson Bay apartment

3 bedrooms / 4 bathrooms / Sleeps 8

$429

1 / 24

Aqualina 102 - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 4

$415

1 / 15

Tropical Paradise Villa at Coral Shores in Pelican

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$234

1 / 22

The Reef at Simpson Bay, Saint Maarten - Private Pool, Ocean Views, Modern

Simpson Bay villa

5 bedrooms / 6 bathrooms / Sleeps 10

$1,143

1 / 41

Condo Danielle

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 4

$129

1 / 13

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

Sur Mer at Simpson Bay, Saint Maarten - Beachfront Gated Community, Pool

Simpson Bay apartment

3 bedrooms / 3 bathrooms / Sleeps 6

$414

1 / 20

Coco unit 16 - Luxury ocean front condo

Simpson Bay house

3 bedrooms / 3 bathrooms / Sleeps 6

$342

1 / 21

$286

1 / 13

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

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 6

$299

1 / 24

Carisma on the beach

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$230

1 / 22

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

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

Luxury 2 bedroom with private beach access & hot tub

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 4

$425

1 / 2

Coco Beach #5 ON THE BEACH

Simpson Bay apartment

2 bedrooms / 5 bathrooms / Sleeps 6

$372

1 / 9

Colony Manor

Simpson Bay house

1 bedroom / 2 bathrooms / Sleeps 2

$314

1 / 11

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

$386

1 / 20

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

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

Simpson Bay villa

5 bedrooms / 4 bathrooms / Sleeps 10

$543

1 / 16

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

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

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$412

1 / 25

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

Condo Bella

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 3

$210

1 / 15

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

Simpson Bay villa

5 bedrooms / 6 bathrooms / Sleeps 10

$657

1 / 30

PELICAN KEY - CHARMING STUDIO WITH OCEAN VIEW

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 2

$130

1 / 12

1 Bed Luxury Condo

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 2

$150

1 / 14

Daffodil at Pelican Key, Saint Maarten - Beachfront, Gated Community, Pool

Simpson Bay villa

5 bedrooms / 5 bathrooms / Sleeps 8

$1,071

1 / 10

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

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$371

1 / 22

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

1 bedroom / 2 bathrooms / Sleeps 2

$225

1 / 33

Condo Ocean Edge Amazing Sunset And Ocean View

Simpson Bay condo

1 bedroom / 1 bathroom / Sleeps 3

$200

1 / 14

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

BEACHFRONTBLISS

Simpson Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$300

1 / 15

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
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