Leeward Vacation Rentals & Homes - 69 Rentals Available
69 Vacation rentals
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
$1,088.00
from $1,088.00 / night
Grace Haven - brand new villa in Leeward
Leeward Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Child friendly
$745.00
from $745.00 / night
Villa Cabuya | Beach Front - Located in Exquisite Leeward
Leeward Villa
- 1 bedroom 1
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$5,565.00
from $5,565.00 / night
Villa Alee - Brand new luxury villa - Only 10 min walk to Grace Bay beach!
Leeward Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$745.00
from $745.00 / night
Villa Cabuya | Beach Front - Located in Stunning Leeward with Private Pool
Leeward Villa
- 1 bedroom 1
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$5,250.00
from $5,250.00 / night
Villa Blondel Cove | Beach Front - Located in Tropical Leeward with Private Poo
Leeward Villa
- 1 bedroom 1
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$6,300.00
from $6,300.00 / night
Villa Milestone | Beach Front - Located in Beautiful Grace Bay with Private Po
Leeward Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,546.00
from $2,546.00 / night
Your search has been expanded 11 miles to include more rentals
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. 20 minutes
$458.00
from $458.00 / night
Blue Villa 2BR – CLOSED
Turtle Cove Villa - 4.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
$428.00
from $428.00 / 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
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
Responds fast! Avg. 1 hour 6 minutes
$745.00
from $745.00 / 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
Responds fast! Avg. 1 hour 6 minutes
$916.00
from $916.00 / night
2 bdrm, pool, hot tub, beach, very clean, private,
Providenciales Apartment - 11 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Air conditioning
Responds fast! Avg. 1 hour 6 minutes
$630.00
from $630.00 / night
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
Responds fast! Avg. 1 hour 6 minutes
$401.00
from $401.00 / 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
Responds fast! Avg. 1 hour 6 minutes
$687.00
from $687.00 / night
Villas 5 bedroom Main & 4 bedroom Guest house
Providenciales Villa - 10.2 miles away
- 9 bedrooms 9
- 7 bathrooms
- sleeps 18 18
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 2 mi
- Swimming pool
$1,604.00
from $1,604.00 / 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
Responds fast! Avg. 1 hour 6 minutes
$458.00
from $458.00 / night
Coral House - T&C
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Child friendly
$6,001.00
from $6,001.00 / 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
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
$400.00
from $400.00 / night
Villa Beach Cake | Beach Front - Located in Exquisite Grace Bay with Private Po
The Bight Settlement Villa - 5.2 miles away
- 1 bedroom 1
- 3 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,575.00
from $1,575.00 / 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
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$2,233.00
from $2,233.00 / 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
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
$844.00
from $844.00 / 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
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
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
5 + 2 bedroom plantation estate
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,950.00
from $4,950.00 / night
Spectacular spacious 8 bedroom family home
The Bight Settlement Villa - 5.5 miles away
- 8 bedrooms 8
- 8 bathrooms
- sleeps 16 16
- min stay varies
- Child friendly
- Air conditioning
$4,200.00
from $4,200.00 / 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
3 bedroom beachfront beach house
Grace Bay Villa - 0.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,450.00
from $1,450.00 / 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
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
$540.00
from $540.00 / 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
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$974.00
from $974.00 / night
TC Villas // Coccoloba Beach House // Comfy, cozy, right on the beach
Turtle Cove Villa - 10.1 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$514.00
from $514.00 / night
TC Villas // Coriander Cottage // Privacy & Romance
The Bight Settlement Cottage - 5.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$293.00
from $293.00 / night
TC Villas // Caicos Cays Villa // Luxurious Waterfront in Chalk Sound
Turtle Cove Villa - 10.4 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$700.00
from $700.00 / night
TC Villas // Cascade // Ultimate Caribbean Estate
The Bight Settlement House - 5.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,222.00
from $2,222.00 / night
TC Villas // Beach Villa Sandstone // Amazing snorkeling!
The Bight Settlement House - 5.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$757.00
from $757.00 / night
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