Search 105,200+ Vacation Rentals

Simpson Bay Villas & Vacation Rentals with A Hot Tub - 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

30 Vacation rentals

Filters applied: Hot tub/Jacuzzi

1 / 13

Simpson Bay Studio

  • -1
  • 2
  • Min stay varies
  • Child friendly
  • Air conditioning

from $202 / night

(3)

1 / 13

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$343

Very Good (3 reviews)

Inquire

from $343 / night

(2)

1 / 14

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$329

Excellent (2 reviews)

Inquire

from $329 / night

1 / 10

Simpson Bay Villa

  • 5
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1071

Inquire

from $1071 / night

1 / 23

Simpson Bay Villa

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Ask about pets

from $317 / night

1 / 38

Simpson Bay House

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning

from $605 / night

1 / 25

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $261 / night

1 / 10

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $793 / night

(1)

1 / 29

Simpson Bay Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning

$261

Excellent (1 reviews)

Inquire

from $261 / night

1 / 24

Simpson Bay Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1815

Inquire

from $1815 / night

1 / 19

Simpson Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $346 / night

1 / 24

Simpson Bay House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $261 / night

1 / 22

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $261 / night

1 / 20

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $275 / night

1 / 16

Simpson Bay Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $504 / night

(1)

1 / 31

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$649

Excellent (1 reviews)

Inquire

from $649 / night

1 / 30

Simpson Bay Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1800

Inquire

from $1800 / night

1 / 7

Simpson Bay Villa

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

$1441

Inquire

from $1441 / night

(2)

1 / 29

Simpson Bay Apartment

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$231

Average (2 reviews)

Inquire

from $231 / night

1 / 30

Simpson Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $217 / night

(1)

1 / 61

Simpson Bay Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1815

Excellent (1 reviews)

Inquire

from $1815 / night

(2)

1 / 23

Simpson Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$282

Very Good (2 reviews)

Inquire

from $282 / night

(5)

1 / 18

Simpson Bay Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

Very Good (5 reviews)

Inquire

Pricing unknown

1 / 41

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1144

Inquire

from $1144 / night

1 / 33

Simpson Bay Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1412

Inquire

from $1412 / night

(1)

1 / 24

Simpson Bay Apartment

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$217

Very Good (1 reviews)

Inquire

from $217 / night

1 / 50

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1129

Inquire

from $1129 / night

1 / 18

Simpson Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $282 / night

1 / 26

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children

$3287

Inquire

from $3287 / night

1 / 38

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $268 / night

Your search has been expanded 1.8 miles to include more rentals

1 / 20

St. Maarten-St. Martin Apartment - 0.4 miles away

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $275 / night

(6)

1 / 19

St. Maarten-St. Martin Apartment - 1.3 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$177

Excellent (6 reviews)

Inquire

from $177 / night

1 / 47

St. Maarten-St. Martin Villa - 1.6 miles away

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $462 / night

1 / 24

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

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $605 / night

1 / 25

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

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $555 / night

(2)

1 / 31

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

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$202

Very Good (2 reviews)

Inquire

from $202 / night

1 / 36

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

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $404 / night

1 / 20

St. Maarten-St. Martin Villa - 1.8 miles away

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $462 / night

1 / 10

St. Maarten-St. Martin Villa - 1.8 miles away

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $332 / night

1 / 37

St. Maarten-St. Martin Apartment - 1.8 miles away

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $361 / night