Leeward Vacation Rentals & Homes with Swimming Pool - 67 Rentals Available.
67 Vacation rentals
Filters applied: Swimming pool
BRAND NEW Aqueous - Sunset Beach Villas TCI
Leeward Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 25 minutes
$1,088.00
from $1,088.00 / 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
Your search has been expanded 11 miles to include more rentals
Ocean pool views 1 bdrm private beach hot tub nice
Providenciales Apartment - 10.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$401.00
from $401.00 / night
Xanadu, Chic secluded beach living, indulge in the ultimate Caribbean vacation.
Turtle Cove Cottage - 5.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.1 mi
- Swimming pool
$300.00
from $300.00 / night
3 bdrm, oceanfront , beach, views, pool, hot tub
Turtle Cove Apartment - 11 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$916.00
from $916.00 / night
Ocean View 2 bdrm pool, hot tub and private beach
Turtle Cove Penthouse - 11 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$687.00
from $687.00 / night
Samsara TCI, Luxury vacation living, just add family and friends!
Providenciales Villa - 5.9 miles away
- 10 bedrooms 10
- 8 bathrooms
- sleeps 22 22
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$5,000.00
from $5,000.00 / night
2bdrm ocean front views, pool, hot tub, beach,
Providenciales Apartment - 11 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Air conditioning
$745.00
from $745.00 / night
Newly Constructed Cottage in Leeward
Providenciales Cottage - 0.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
Responds fast! Avg. 2 hours 5 minutes
$458.00
from $458.00 / night
*OCEAN VIEW FULL KITCHEN* 1 Bedroom Suite La Vista Azul *New furniture April/17*
Turtle Cove Condo - 5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 4 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$258.00
from $258.00 / night
2 bdrm ocean view pool, hot tub, beach, nice
Providenciales Apartment - 11 miles away
- 2 bedrooms 2
- 5 bathrooms
- sleeps 4 4
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Air conditioning
$229.00
from $229.00 / night
Villas 5 bedroom Main & 4 bedroom Guest house
Providenciales Villa - 10.2 miles away
- 9 bedrooms 9
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 2 mi
- Swimming pool
$1,637.00
from $1,637.00 / night
Blue Villa 4BR – Why have a slice when the whole cake is affordable?
Turtle Cove Villa - 4.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
$428.00
from $428.00 / night
Pelican Nest,Cocoa Villa- 4,000 sq./ft on Grace Bay beach
Grace Bay House - 0.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 35 minutes
$1,064.00
from $1,064.00 / night
Certificate of Excellence
Pelican Nest Cinnamon Villa - 300 ft. of private beach on Grace Bay
Grace Bay Villa - 0.1 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 35 minutes
Travelers’ Choice award
$982.00
from $982.00 / night
Second Chances 5 Bed Villa in Grace Bay
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 1 hour 25 minutes
$2,233.00
from $2,233.00 / night
Edge of Paradise 3 bedroom Luxury Villa steps to Grace Bay
Grace Bay Villa - 0.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 1 hour 25 minutes
$974.00
from $974.00 / night
Gorgeous Indoor-Outdoor Living Villa 3 bedrooms
Long Bay Beach Villa - 3.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$843.00
from $843.00 / night
Beachfront fully staffed villa with unique design
Grace Bay Villa - 0.1 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Ask about pets
$5,400.00
from $5,400.00 / night
Two story colonial styled villa
Grace Bay Villa - 0.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,300.00
from $2,300.00 / night
5 bedroom plantation estate
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,950.00
from $4,950.00 / night
Gorgeous Indoor-Outdoor Living Villa
Long Bay Beach Villa - 3.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$645.00
from $645.00 / night
2 bedroom beachfront beach house
Grace Bay Villa - 0.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,450.00
from $1,450.00 / night
Beautifully styled 8 bedroom estate home
Grace Bay Villa - 0.1 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$10,850.00
from $10,850.00 / night
Beautiful contemporary style villa on the beach
Grace Bay Villa - 0.1 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$15,000.00
from $15,000.00 / night
Classic elegant plantation manor at Grace bay beach
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$4,950.00
from $4,950.00 / night
Beachfront breathtaking 6 bedroom villa on Grace Bay Beach
Grace Bay Villa - 1.5 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$6,001.00
from $6,001.00 / night
Contemporary Luxury one-bedroom beach villa
Grace Bay Villa - 5.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$514.00
from $514.00 / night
Stunning beach front 4 bedroom villa
Grace Bay Villa - 0.1 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,026.00
from $2,026.00 / night
Contemporary beach front villa at Grace Bay beach
Grace Bay Villa - 0.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,425.00
from $2,425.00 / night
TC Villas // Sea Edge Villa // Luxury & Romance
The Bight Settlement Villa - 5.2 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 3 3
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$400.00
from $400.00 / night
TC Villas // Plum Wild // Perfect location w. snorkeling
The Bight Settlement Villa - 5.1 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$606.00
from $606.00 / night
TC Villas // Sandy Beaches // Secluded Beach Vacation
Long Bay Beach Villa - 3.3 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$891.00
from $891.00 / night
TC Villas // Aguaribay // Secluded family vacation
Long Bay Beach Villa - 3.4 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,246.00
from $1,246.00 / night
TC Villas // Villa Alamandra // Private boat dock
Turtle Cove Villa - 10.5 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$903.00
from $903.00 / night
TC Villas // Turtle Beach Villa // Family vacation w. great snorkeling
The Bight Settlement Villa - 5.3 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$994.00
from $994.00 / night
TC Villas // Beachfront Villa Sandpiper // Built on the beach!
The Bight Settlement Villa - 5.1 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$503.00
from $503.00 / night
TC Villas // Reef Beach House // Beach for a backyard!
The Bight Settlement Villa - 5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$663.00
from $663.00 / night
TC Villas // Villa Sandpebble // Perfect Location!
The Bight Settlement Villa - 5.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$629.00
from $629.00 / night
TC Villas // Water Edge Villa // Perfect Honeymoon
The Bight Settlement House - 5.2 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 3 3
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$440.00
from $440.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.