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Holiday rentals in Leeward Settlement

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Top-rated holiday rentals in Leeward Settlement

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

Guest favourite
Apartment in Providenciales
★★★★★ Modern Condo | Amazing Pool | On Site Spa
• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub • Highest Rated Spa on Island • Fully equipped kitchen • Private front patio + grill • Garage parking for 1 car • Onsite washer + dryer • Fitness center access • Queen sofa bed with extra linens in living room • Onsite full service spa • Porta-Crib • WiFi • Beach toys, coolers, DVD collection, & games • Take-one/leave-one liquor cabinet • Buy Travel Insurance
Individual Host
Guest favourite
Apartment in Grace Bay
Luxury 1 Bedroom - Central Grace Bay
The perfect location, and only a 5-7 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 5-7 minute walk to the beach. 4 minute walk to the grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.
Individual Host
Guest favourite
Apartment in Grace Bay, Providenciales
1 Bedroom Luxury Grace Bay Condo
The perfect location, and only a 7 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 7 minute walk to the beach. 4 minute walk to the grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.
Individual Host

Popular amenities for Leeward Settlement holiday rentals

Stay near Leeward Settlement's top sights

Caicos Conch Farm12 locals recommend
Provo Golf Club14 locals recommend
Blue Haven Resort7 locals recommend
Big Blue Collective17 locals recommend
Pelican Beach7 locals recommend
Caicos Catalyst3 locals recommend

Other great holiday rentals in Leeward Settlement

Guest favourite
Apartment in Grace Bay
Inn by the Beach, Grace Bay
Individual Host
Superhost
Flat in Grace Bay
Corona #1 apartment (Grace Bay beach 2 min walk)
Individual Host
Guest favourite
Villa in Grace Bay
Cottonflower BoutiqueVilla at Grace Shore Villa
Professional Host
Superhost
Villa in Providenciales
Gardenia Villa
Individual Host
Guest favourite
Cottage in Leeward Settlement
Sandpiper Cottage, minutes from the beach
Individual Host
Guest favourite
Apartment in Leeward Settlement
Grace’s Condo In Leeward Settlement
Individual Host
Guest favourite
Villa in Long Bay Hills
VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Individual Host
Guest favourite
Flat in Leeward Settlement
Beautiful Loft newly renovated
Individual Host
Guest favourite
Guest house in Long bay
Villa Kendara~3/30-4/6 OPEN~Gated~SeaFront GH~View
Individual Host
Guest favourite
Apartment in Caicos Islands
Lil Chill -A cozy 1-Bedroom Unit near the beach
Professional Host
Guest favourite
Apartment in Providenciales
NEW! Romantic Getaway, 3 Mins to the Beach !
Individual Host
Guest favourite
Flat in Grace Bay
Gracebay, Heated Pool, Gated.
Individual Host

Quick stats about holiday rentals in Leeward Settlement

Total rentals

310 properties

Rentals with a pool

260 properties have a pool

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

240 properties are a good fit for families

Total number of reviews

4.8K reviews

Nightly prices starting at

€ 19 before taxes and fees

Destinations to explore