Leeward 2-bedroom Vacation Rentals, Homes & More - 177 Rentals Available.
177 Vacation rentals
Filters applied: 2+ Bedrooms
Turnstone House - Sunset Beach Villas
Leeward Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,250.00
from $1,250.00 / night
Private beachfront villa on Grace Bay sleeps 12
Leeward Villa
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 12 12
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1,857.00
from $1,857.00 / night
Artists bungalows in garden oasis 190 paces to Grace Bay Beach w yoga deck
Leeward House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$500.00
from $500.00 / night
private 7 bedroom Oasis of calm
Leeward Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$10,000.00
from $10,000.00 / night
Balinese, Sleeps 6
Leeward Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Ask about children
- Ask about pets
$1,042.00
from $1,042.00 / night
Regent Palms Resort - 2 Br
Leeward Villa
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 4 4
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,875.00
from $1,875.00 / night
Bajacu, Sleeps 4
Leeward Villa
- 2 bedrooms 2
- 7 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Ask about pets
$3,000.00
from $3,000.00 / night
Villa Viatu
Leeward Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Ask about children
- Ask about pets
$2,200.00
from $2,200.00 / night
Bajacu, Sleeps 6
Leeward Villa
- 3 bedrooms 3
- 7 bathrooms
- Sleeps 6 6
- Min stay varies
- Ask about children
- Ask about pets
$3,000.00
from $3,000.00 / night
Emerald Villa, Sleeps 12
Leeward Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- 4 nights min
- Ask about children
- Ask about pets
$2,000.00
from $2,000.00 / night
Turtle Tail Estate
Leeward Villa
- 7 bedrooms 7
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Ask about children
- Ask about pets
$9,000.00
from $9,000.00 / night
Regent Palms Resort - 3 Br
Leeward Villa
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,500.00
from $2,500.00 / night
Villa Islander
Leeward Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Ask about pets
$1,480.00
from $1,480.00 / night
Adam & Eve
Leeward Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Ask about pets
$851.00
from $851.00 / night
turquoise Villa
Leeward Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Ask about pets
$1,300.00
from $1,300.00 / night
Brand new nearly beachfront 4 bedroom villa
Leeward Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$1,300.00
from $1,300.00 / night
Hawksbill Beach House GREAT REVIEWS Fully Serviced Book Now and Save
Leeward Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,584.00
from $1,584.00 / night
Bajacu, Sleeps 8
Leeward Villa
- 4 bedrooms 4
- 7 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Ask about pets
$5,751.00
from $5,751.00 / night
Turtle Tail Estate
Leeward Villa
- 7 bedrooms 7
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Child friendly
$10,000.00
from $10,000.00 / night
Villa Hawksbill GREAT REVIEWS Fully Serviced Book Now and Save
Leeward Villa
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$10,494.00
from $10,494.00 / night
Villa Hawksbill GREAT REVIEWS Fully Serviced Book Now and Save
Leeward Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$8,514.00
from $8,514.00 / night
Villa Hawksbill GREAT REVIEWS Fully Serviced Book Now and Save
Leeward Villa
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$12,376.00
from $12,376.00 / night
Villa Milestone GREAT REVIEWS Fully Serviced Book Now and Save
Leeward Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,624.00
from $2,624.00 / night
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