Search 105,200+ Vacation Rentals

Anguilla Villas & Vacation Rentals with Swimming Pool - 604 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

604 Vacation rentals

Filters applied: Swimming pool

1 / 10

West End Village House

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$500.00

Inquire

from $500.00 / night

(1)

1 / 10

East End Village House

  • 8
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,500.00

Excellent (1 reviews)

Inquire

from $2,500.00 / night

1 / 0

Anguilla Villa

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$7,620.00

Inquire

from $7,620.00 / night

1 / 10

Blowing Point House

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$6,754.00

Inquire

from $6,754.00 / night

1 / 10

The Valley House

  • 6
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$8,143.00

Inquire

from $8,143.00 / night

1 / 10

Blowing Point House

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,900.00

Inquire

from $1,900.00 / night

(2)

1 / 8

Blowing Point House

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,600.00

Excellent (2 reviews)

Inquire

from $1,600.00 / night

1 / 10

South Hill House

  • 5
  • 1
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,501.00

Inquire

from $1,501.00 / night

1 / 10

Island Harbour House

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,000.00

Inquire

from $1,000.00 / night

(1)

1 / 10

Island Harbour House

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,170.00

Excellent (1 reviews)

Inquire

from $1,170.00 / night

1 / 10

The Valley House

  • 4
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$6,430.00

Inquire

from $6,430.00 / night

1 / 10

The Valley House

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,501.00

Inquire

from $1,501.00 / night

1 / 10

The Valley House

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,500.00

Inquire

from $2,500.00 / night

1 / 10

The Valley House

  • 2
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$650.00

Inquire

from $650.00 / night

1 / 10

Island Harbour House

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,000.00

Inquire

from $1,000.00 / night

1 / 10

Sandy Ground House

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,408.00

Inquire

from $1,408.00 / night

1 / 10

Island Harbour House

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$5,000.00

Inquire

from $5,000.00 / night

1 / 10

Shoal Bay Village House

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,500.00

Inquire

from $2,500.00 / night

1 / 0

Anguilla Villa

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

$3,100.00

Inquire

from $3,100.00 / night

1 / 0

Anguilla Villa

  • 9
  • 19
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$5,000.00

Inquire

from $5,000.00 / night