Vacation Rentals & Villas in Simpson Bay

/ Home
/ Vacation Rentals
/ Caribbean
/ St. Martin Sint Maarten
/ Sint Maarten
/ Simpson Bay
Book with confidence.

Updating...

age 0-16
839 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

839 villas

Why am I receiving these results?

BEACHFRONTBLISS

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$345

TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Microwave

All filters match

Price per night from

$661

1 Bed Luxury Condo

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Microwave

All filters match

Price per night from

$173

COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$230

CARIBBEAN BLUE... 5BR beachfront home in Pelican Key

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Microwave

All filters match

Price per night from

$919

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Match: Microwave

All filters match

Price per night from

$259

Studio in Pelican Key Paradise

Simpson Bay apartment

  • 1 bathroom
  • sleeps 2

Match: Microwave

All filters match

Price per night from

$173

MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$230

Match: Microwave

All filters match

Price per night from

$561

BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$502

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

Match: Microwave

All filters match

Price per night from

$2,439

COCO BEACH CLUB 6...walk out onto the sand of Simpson Bay Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$230

Modern Luxury Directly on the Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

Match: Microwave

All filters match

Price per night from

$317

Match: Microwave

All filters match

Price per night from

$674

CASA DE BELLA... Great location at a great price!!

Simpson Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$216

IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key

Simpson Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$431

RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$444

Beach Heaven

Simpson Bay penthouse

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$345

COLONY MANOR GUEST COTTAGE II... Romantic hideaway right on Simpson Bay Beach!

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Microwave

All filters match

Price per night from

$230

ATLANTIS... Beachfront on Simpson Bay - totally redone after Irma!

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Microwave

All filters match

Price per night from

$274

UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$510

LUXURIOUS 2 BEDROOM CONDO ON SIMPSON BAY

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$633

Match: Microwave

All filters match

Price per night from

$216

Ocean View Studio w/ WiFi, Beach Access, Resort Pool & More!

Simpson Bay studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 45 minutes

Match: Microwave

All filters match

Price per night from

$243

Match: Microwave

All filters match

Price per night from

$359

Coco Beach House

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$448

Comfy Studio w/ WiFi, Beach Access, Resort Pool & More!

Simpson Bay studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 45 minutes

Match: Microwave

All filters match

Price per night from

$234

Beachfront Retreat. Newly renovated modern apartment on the beach side

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$299

Caribbean Stunner On the Beach w/ Resort Pool & Close to Nightlife!

Simpson Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 45 minutes

Match: Microwave

All filters match

Price per night from

$274

Hamaka condo, a beachfront retreat on Simpson Bay Beach

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Microwave

All filters match

Price per night from

$230

THE GREAT ESCAPE... Rare 3BR Beachfront on Simpson Bay! Perfect for couples!

Simpson Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$628

Atrium Beach Resort and Spa 2BR

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$206

FAJA LOBIE... Completely Updated Beachfront Villa on Burgeoux Bay

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$560

BELLA VITA... Stunning Super Deluxe 7BR, Breathtaking Views, Heated Pool!

Simpson Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Microwave

All filters match

Price per night from

$2,812

COCO BEACH HOUSE... Charming refurbished 2BR on Simpson Bay Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave

All filters match

Price per night from

$392

Match: Microwave

All filters match

Price per night from

$484

Encanto -2 Bedroom Beachfront Condo in Simpson Bay, Sint Maarten -GORGEOUS VIEW!

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Microwave

All filters match

Price per night from

$287

Beautiful 1-bedroom rental apartment in Simpson Bay

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Microwave

All filters match

Price per night from

$317

Viewing 38 of 839
rentals in Simpson Bay

×

Also consider