Waterfront vacation rentals in Leeward Settlement
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Top-rated waterfront rentals in Leeward Settlement
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Leeward Settlement waterfront rentals
Waterfront apartment rentals
Rental unit in Providenciales
4.93 out of 5 average rating, 56 reviewsSunny Daze - Condo By the Water
Rental unit in Venetian Road Settlement
4.93 out of 5 average rating, 98 reviewsOCEAN ORCHID
Rental unit in Providenciales
5 out of 5 average rating, 67 reviewsPelican View #4 amazing beach views
Rental unit in The Bight Settlement
4.9 out of 5 average rating, 10 reviewsOceanview Studio: Steps away to Grace Bay Beach
Rental unit in Providenciales
5 out of 5 average rating, 10 reviews2 Bdrm, Stunning Marina View | On The Water
Rental unit in Providenciales
4.88 out of 5 average rating, 72 reviewsSerene Caribbean Deluxe Beach Front Studio Pool K2
Waterfront house rentals
Home in Whitby
4.99 out of 5 average rating, 78 reviewsFlamingo's Nest at Whitby Beach (North Caicos)
Home in Venetian Road Settlement
4.94 out of 5 average rating, 17 reviewsBrighter Days Villa
Home in Long Bay Hills
4.97 out of 5 average rating, 33 reviewsPrivate water front villa – 5 mins from Grace Bay!
Home in Providenciales
5 out of 5 average rating, 34 reviewsPrivate beach, Pool & Master Suite
Home in Long Bay Hills
4.97 out of 5 average rating, 38 reviewsCaribbean Villa with Pool and Beach Access
Home in Providenciales
4.87 out of 5 average rating, 63 reviewsVilla View - Sapodilla Beach & Chalk Sound
Home in Providenciales
4.97 out of 5 average rating, 37 reviewsCoastal Vibes Villa Near Sapodilla Beach
Home in Caicos Islands
4.64 out of 5 average rating, 22 reviewsAventine Villa
Waterfront condo rentals
Condo in Grace Bay
4.87 out of 5 average rating, 54 reviewsBEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath
Condo in The Bight Settlement
4.87 out of 5 average rating, 53 reviewsOcean view paradise
Condo in Wheeland Settlement
4.9 out of 5 average rating, 20 reviewsOcean and Pool Front 2 Bedroom 2 Bath Condo
Condo in Grace Bay
4.93 out of 5 average rating, 28 reviewsGrace Bay Beach Front 2 BDR/ 2BTH Condo
Condo in Whitby
4.93 out of 5 average rating, 40 reviewsSanctuary by the Sea
Condo in Providenciales
5 out of 5 average rating, 17 reviewsLuxury Condo Somerset on Grace Bay!
Condo in Providenciales
4.84 out of 5 average rating, 25 reviewsLuxury Large 2 Bed 2 Bath at the Yacht Club
Condo in Providenciales
4.97 out of 5 average rating, 68 reviewsThe Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
Quick stats about waterfront rentals in Leeward Settlement
Total rentals
50 properties
Nightly prices starting at
$190 before taxes and fees
Total number of reviews
860 reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Grace Bay Vacation rentals
- Grand Turk Vacation rentals
- Taylor Bay Vacation rentals
- North Caicos Vacation rentals
- Long Bay Beach Vacation rentals
- Sapodilla Bay Vacation rentals
- Chalk Sound Vacation rentals
- Turtle Cove Vacation rentals
- Salt Cay Vacation rentals
- Santo Domingo Vacation rentals
- Santiago de los Caballeros Vacation rentals
- Las Terrenas Vacation rentals
- Waterfront rentals Turks and Caicos Islands
- Waterfront rentals Turks and Caicos Islands
- Waterfront rentals Providenciales
- Waterfront rentals Providenciales
- Waterfront rentals Grace Bay
- Rentals with a hot tub Leeward Settlement
- House rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a fireplace Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with pools Leeward Settlement
- Rentals with a patio Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Monthly Rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Villa rentals Leeward Settlement
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- Apartment rentals Leeward Settlement
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