Skip to content

Holiday rentals in Leeward Settlement

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Leeward Settlement

Guests agree: these stays are highly rated for location, cleanliness, and more.

Villa in Long Bay Hills
VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa infini brings privacy and relaxation all in one , Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway . Bali like dip pool that can create amazing instagramable moments . Located in long bay , 5 minute walk to long bay beach . 5 minute drive to IGA gourmet and 6 minute drive to grace bay beach KING SIZE BED QUEEN SIZE SOFA BED Famous Tiki bar pick up 2min away
₹39,732 per night
SUPERHOST
Guest house in Leeward Settlement
"The Nest Cozy Cottage"
“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.
₹26,215 per night
SUPERHOST
Private room in Leeward Settlement
The Kite House
A hidden gem in Long Bay, located within close proximity to the kiteboarding beach. Enjoy a private master bedroom and bath inside a 4 bedroom house, shared exclusively with only local kiteboarding instructors, and those in the kite community.
₹9,011 per night
SUPERHOST

Stay near Leeward Settlement's top sights

Photo of Caicos Conch Farm
Caicos Conch Farm12 locals recommend
Photo of Provo Golf Club
Provo Golf Club14 locals recommend
Photo of Big Blue Collective
Big Blue Collective17 locals recommend
Photo of Blue Haven Resort
Blue Haven Resort10 locals recommend
Photo of Caicos Catalyst
Caicos Catalyst3 locals recommend
Photo of Talbot's Adventures
Talbot's Adventures5 locals recommend

Other great holiday rentals in Leeward Settlement

Rental unit in Leeward Settlement
Leisure in Paradise
₹20,346 per night
SUPERHOST
Apartment in Grace Bay
Royal Tropical Studio
₹25,197 per night
SUPERHOST
Apartment in Grace Bay
Affordable Grace Bay condo near the beach
₹21,709 per night
SUPERHOST
Private room in Leeward Settlement
Halcyon Nest, relax close to the beach in serenity
₹14,172 per night
SUPERHOST
Rental unit in Leeward Settlement
Romantic Vacation at La Casita
₹24,284 per night
SUPERHOST
Holiday home in Venetian Road Settlement
Lovely studio apartment, with pool
₹12,206 per night
Apartment in Grace Bay
22 Middle of Gracebay, Heated Pool, Gated Condo.
₹29,492 per night
SUPERHOST
Apartment in Grace Bay
23 Middle of Gracebay, Heated Pool, Gated Condo.
₹29,492 per night
SUPERHOST
Loft in Providenciales and West Caicos
Cozy Loft Condo Great Location w/Pool, Reno Sept22
₹13,751 per night
SUPERHOST
Guest suite in Leeward Settlement
Erisa Studio - 5min from Grace Bay Beach
₹10,182 per night
SUPERHOST
Guest house in Leeward Settlement
Pelican Cottage -Mins. to the Beach!! Car 4 Rent!
₹14,336 per night
SUPERHOST
Rental unit in Grace Bay
Crescent #2 Grace Bay (beach 2 min walk)
₹15,155 per night