Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

All filters (1)

Filters (1)

Clear filters

399 Vacation rentals

Applied filters (1)

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orient Bay

Orient Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

from $621 / night

$3,662 - $5,152 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation villa rental

Simpson Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $745 / night

$5,210 / week

1 / 36

Great rentals within 20 miles that match your search

Villa rental in Little Harbour

Little Harbour villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from $10,534 / night

$73,738 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation home in Terres Basses

Terres Basses house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 24

from $2,786 / night

$19,500 - $50,000 / week

1 / 68

Great rentals within 20 miles that match your search

Terres Basses Vacation villa rental

Terres Basses villa

  • 14 bedrooms
  • 13 bathrooms
  • sleeps 26

from $5,000 / night

$35,000 - $110,000 / week

1 / 97

Great rentals within 20 miles that match your search

Terres Basses Vacation villa rental

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

from $4,518 / night

$31,626 - $79,200 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Maho

Maho villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $858 / night

$6,006 - $12,005 / week

1 / 76

Great rentals within 20 miles that match your search

Home rental in Terres Basses with swimming pool

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $1,143 / night

$8,000 - $23,000 / week

1 / 54

Great rentals within 20 miles that match your search

Villa rental in Long Bay Village

Long Bay Village villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 21

from $6,641 / night

$46,487 / week

1 / 74

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Orient Bay

Orient Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $435 / night

$3,042 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation villa in West End Village

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 18

from $13,168 / night

$92,173 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation home in Terres Basses

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,300 / night

$9,100 - $20,895 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Cupecoy Bay

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,143 / night

$8,000 - $23,000 / week

1 / 24

Great rentals within 20 miles that match your search

Terres Basses Vacation home rental

Terres Basses house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $1,800 / night

$12,600 - $32,998 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation home rental

Terres Basses house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,643 / night

$11,500 - $30,000 / week

1 / 48

Great rentals within 20 miles that match your search

Maho Vacation villa rental

Maho villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,374 / night

$11,450 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Anse Marcel

Anse Marcel house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from $1,795 / night

$12,565 - $35,000 / week

1 / 54

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Terres Basses

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $543 / night

$3,800 - $9,500 / week

1 / 56

Great rentals within 20 miles that match your search

Terres Basses Vacation home rental

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $1,389 / night

$9,723 - $26,999 / week

1 / 55

Great rentals within 20 miles that match your search

Vacation home rental

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,022 / night

$7,154 - $20,900 / week

1 / 33

Great rentals within 20 miles that match your search

Terres Basses Vacation home rental

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,714 / night

$19,000 - $42,000 / week

1 / 45

Great rentals within 20 miles that match your search

Philipsburg Vacation villa rental

Philipsburg villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $252 / night

$1,764 / week

1 / 21

Great rentals within 20 miles that match your search

Simpson Bay Vacation villa rental

Simpson Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $671 / night

$4,700 - $10,000 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation villa in Terres Basses

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

1 / 5

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Pelican Key

Pelican Key villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,000 / night

$7,000 - $12,000 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Cupecoy Bay

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $815 / night

$5,700 - $15,500 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Terres Basses

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $3,143 / night

$22,000 - $60,000 / week

1 / 84

Great rentals within 20 miles that match your search

Villa rental in Orient Bay with swimming pool

Orient Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $321 / night

$2,176 - $2,806 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home in Terres Basses

Terres Basses house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $915 / night

$6,400 - $21,000 / week

1 / 54

Great rentals within 20 miles that match your search

Vacation villa rental

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,109 / night

$7,763 / week

1 / 41

Great rentals within 20 miles that match your search

Orient Bay Vacation bungalow rental

Orient Bay bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $161 / night

$1,118 / week

1 / 11

Great rentals within 20 miles that match your search

Terres Basses Vacation villa rental

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $600 / night

$4,200 - $12,500 / week

1 / 55

Great rentals within 20 miles that match your search

Cupecoy Bay Vacation home rental

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $557 / night

$3,900 - $10,500 / week

1 / 28

Great rentals within 20 miles that match your search

Terres Basses Vacation home rental

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,086 / night

$7,600 - $23,000 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation home in Terres Basses

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,643 / night

$11,500 - $35,000 / week

1 / 60

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Sandy Ground

Sandy Ground house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $743 / night

$5,200 - $15,000 / week

1 / 75

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Terres Basses

Terres Basses villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $687 / night

$4,809 - $13,706 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in East End Village

East End Village villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from $1,449 / night

$10,139 - $12,183 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation villa rental

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $672 / night

$4,700 - $8,500 / week

1 / 47

Great rentals within 20 miles that match your search

Orient Bay Vacation villa rental

Orient Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $887 / night

$6,209 - $11,445 / week

1 / 36