Leeward 3-bedroom Vacation Rentals, Homes & More - 54 Rentals Available.
54 Vacation rentals
Filters applied: 3+ Bedrooms

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 26 minutes
$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
- 5 nights min
- Child friendly
Responds fast! Avg. 1 hour 25 minutes
$630.00
from $630.00 / 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

Villa Hawksbill | Beach Front - Located in Magnificent Grace Bay with Private
Leeward Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$8,250.00
from $8,250.00 / night

Villa Vision Beach | Beach Front - Located in Fabulous Grace Bay with Private P
Leeward Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$7,150.00
from $7,150.00 / 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
$2,668.00
from $2,668.00 / night
Villa Hawksbill | Beach Front - Located in Stunning Grace Bay with Private Pool
Leeward Villa
- 8 bedrooms 8
- 8 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$12,540.00
from $12,540.00 / night
Villa Hawksbill | Beach Front - Located in Tropical Grace Bay with Private Pool
Leeward Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$10,120.00
from $10,120.00 / night
Your search has been expanded 11 miles to include more rentals
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. 2 hours 59 minutes
$687.00
from $687.00 / 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. 2 hours 59 minutes
$916.00
from $916.00 / 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
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
$1,963.00
from $1,963.00 / 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 46 minutes
$1,105.00
from $1,105.00 / 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
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 46 minutes
Travelers’ Choice award
$1,023.00
from $1,023.00 / 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 36 minutes
$974.00
from $974.00 / night
Second Chances 5 Bed Villa in Grace Bay
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 1 hour 36 minutes
$2,806.00
from $2,806.00 / night
Villa Amazing Grace | Beach Front - Located in Magnificent Grace Bay with Priva
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$5,445.00
from $5,445.00 / night
Villa Saving Grace | Beach Front - Located in Wonderful Grace Bay with Private
Grace Bay Villa - 0.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,530.00
from $2,530.00 / night
Villa Awa | Beach Front - Located in Beautiful Grace Bay with Private Pool
Grace Bay Villa - 0.1 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$7,590.00
from $7,590.00 / night
Coral House W/ Chef | Beach Front - Located in Beautiful Grace Bay with Private
Grace Bay Villa - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$5,445.00
from $5,445.00 / 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
TC Villas // Villa MaryJane // Tropical vacation in isolation
Turtle Cove House - 6.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$972.00
from $972.00 / night
TC Villas // Conch Beach Villa // Beachfront with private Tennis court!
The Bight Settlement Villa - 4.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$850.00
from $850.00 / 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
$786.00
from $786.00 / 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
TC Villas // Aguaribay // Secluded family vacation
Long Bay Beach Villa - 3.4 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,400.00
from $1,400.00 / night
TC Villas // Beach Villa Shambhala // Elegant Mansion on the beach
Five Cays Settlement Villa - 2.1 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,700.00
from $1,700.00 / 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
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$686.00
from $686.00 / night
TC Villas // Mandalay Villa // Winner International Property Awards
Long Bay Beach House - 3.1 miles away
- 6 bedrooms 6
- 8 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$10,000.00
from $10,000.00 / night
TC Villas // Cascade // Ultimate Caribbean Estate
The Bight Settlement House - 5.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,929.00
from $1,929.00 / 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
$1,141.00
from $1,141.00 / night
TC Villas // Villa Isla // Family villa in paradise
Long Bay Beach Villa - 3.4 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,644.00
from $1,644.00 / night
TC Villas // Gumbo Cottage // Steps to the beach
The Bight Settlement Cottage - 4.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$443.00
from $443.00 / night
TC Villas // Grace Bay Retreat // Steps to Grace Bay Beach
The Bight Settlement House - 3.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$357.00
from $357.00 / night
TC Villas // Dawn Beach Villa // Space, Privacy, Comfort
The Bight Settlement Villa - 5 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,414.00
from $1,414.00 / night
TC Villas // Caicos Cays Villa // Luxurious Waterfront in Chalk Sound
Turtle Cove Villa - 10.4 miles away
- 5 bedrooms 5
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$829.00
from $829.00 / night
TC Villas // Conched Out Villa // Large family retreat
Long Bay Beach Villa - 3.1 miles away
- 7 bedrooms 7
- 8 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,557.00
from $1,557.00 / night
TC Villas // Reef Pearl // Private beach deck
The Bight Settlement Villa - 5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$771.00
from $771.00 / night
TC Villas // Turtle Breeze Villa
The Bight Settlement Villa - 5 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,779.00
from $2,779.00 / night
TC Villas // Beachfront Villa Aquazure // Nearly private beach
The Bight Settlement Villa - 3.4 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$848.00
from $848.00 / 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.