Search 105,200+ Vacation Rentals

Simpson Bay Beach Villas, Vacation Rentals & More - 40 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

3 Vacation rentals

Filters applied: Beach

1 / 28

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $837 / night

1 / 9

Simpson Bay Apartment

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

from $370 / night

1 / 7

Simpson Bay Villa

  • 5
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1418

Inquire

from $1418 / night

Your search has been expanded 9.2 miles to include more rentals

1 / 9

St. Maarten-St. Martin Villa - 1.7 miles away

  • 5
  • 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1063

Inquire

from $1063 / night

1 / 34

Maho Villa - 2.2 miles away

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $695 / night

1 / 24

Mullet Bay Villa - 2.6 miles away

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1134

Inquire

from $1134 / night

1 / 22

Cupecoy Bay Villa - 3.8 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $323 / night

1 / 45

St. Maarten-St. Martin Villa - 3.8 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $625 / night

(1)

1 / 14

St. Maarten-St. Martin Villa - 3.9 miles away

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$851

Excellent (1 reviews)

Inquire

from $851 / night

1 / 57

St. Maarten-St. Martin Villa - 4.1 miles away

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$6540

Inquire

from $6540 / night

1 / 21

St. Maarten-St. Martin Villa - 4.2 miles away

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $993 / night

1 / 29

St. Maarten-St. Martin Villa - 4.6 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1559

Inquire

from $1559 / night

1 / 24

St. Maarten-St. Martin Villa - 4.6 miles away

  • 1
  • 5
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $174 / night

1 / 24

St. Maarten-St. Martin Villa - 4.6 miles away

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $293 / night

1 / 24

St. Maarten-St. Martin Villa - 4.6 miles away

  • 2
  • 5
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $239 / night

1 / 14

St. Maarten-St. Martin Villa - 4.9 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $709 / night

1 / 51

St. Maarten-St. Martin Villa - 4.9 miles away

  • 7
  • 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$5669

Inquire

from $5669 / night

1 / 67

Terres Basses Villa - 5.2 miles away

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$5527

Inquire

from $5527 / night

1 / 34

Terres Basses Villa - 5.2 miles away

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$2410

Inquire

from $2410 / night

1 / 21

Terres Basses Villa - 5.2 miles away

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $979 / night

1 / 21

Philipsburg Condo - 5.5 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $199 / night

1 / 29

Philipsburg Apartment - 5.6 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $168 / night

(1)

1 / 28

Terres Basses Villa - 5.6 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$738

Excellent (1 reviews)

Inquire

from $738 / night

1 / 38

St. Maarten-St. Martin Villa - 5.6 miles away

  • 5
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$2254

Inquire

from $2254 / night

1 / 31

St. Maarten-St. Martin Villa - 5.9 miles away

  • 9
  • 18
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$7512

Inquire

from $7512 / night

(1)

1 / 16

Philipsburg Villa - 7.1 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$170

Excellent (1 reviews)

Inquire

from $170 / night

1 / 17

Philipsburg House - 8.1 miles away

  • 7
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1772

Inquire

from $1772 / night

1 / 15

Philipsburg Villa - 8.2 miles away

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $922 / night

1 / 14

Oyster Pond Villa - 8.4 miles away

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $851 / night

1 / 9

Philipsburg Villa - 8.6 miles away

  • 6
  • 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1701

Inquire

from $1701 / night

1 / 14

Oyster Pond Villa - 8.6 miles away

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $638 / night

1 / 15

Oyster Pond Villa - 8.7 miles away

  • 2
  • 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $457 / night

(5)

1 / 86

Philipsburg Villa - 8.8 miles away

  • 9
  • 26
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$198

Excellent (5 reviews)

Inquire

from $198 / night

(4)

1 / 56

Philipsburg Villa - 8.8 miles away

  • 4
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$283

Very Good (4 reviews)

Inquire

from $283 / night

1 / 10

Philipsburg Villa - 8.9 miles away

  • 2
  • 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $497 / night

1 / 7

Oyster Pond Villa - 8.9 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $492 / night

1 / 23

Philipsburg Villa - 8.9 miles away

  • 3
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1042

Inquire

from $1042 / night

1 / 20

Philipsburg Villa - 8.9 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $447 / night

1 / 29

Orient Bay Villa - 9 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $553 / night

1 / 48

Grand Case Villa - 9.2 miles away

  • 6
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$2807

Inquire

from $2807 / night