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
Apartment in Providenciales
5.0 out of 5 average rating, 9 reviewsTropical Paradise Beach Frnt Penthouse Pool SUV K4
Oct 5 – 12
Apartment in Caicos Islands
4.89 out of 5 average rating, 18 reviewsSpectacular view 2 bedroom condo Grandview 205
May 1 – 8
Apartment in Providenciales
5.0 out of 5 average rating, 44 reviewsPelican View #4 amazing beach views
Oct 28 – Nov 4
Apartment in Providenciales
5.0 out of 5 average rating, 6 reviews2 Bdrm, Stunning Marina View | On The Water
Oct 3 – 10
Apartment in Kew Town Settlement
4.85 out of 5 average rating, 26 reviewsIsland's Eye Queen Studio Reserve II/vehicle opt
Jul 15 – 22
Apartment in Long Bay Hills
5.0 out of 5 average rating, 5 reviewsCharming waterfront cottage in wildlife preserve
Oct 7 – 14
Apartment in Venetian Road Settlement
4.93 out of 5 average rating, 89 reviewsOCEAN ORCHID
Aug 26 – Sep 2
Apartment in Providenciales
4.94 out of 5 average rating, 53 reviewsSunny Daze - Condo By the Water
Oct 24 – 31
Waterfront house rentals
Home in Long Bay Hills
4.83 out of 5 average rating, 18 reviewsVision Kite- Longbay beach house
Sep 16 – 23
Home in Providenciales
5.0 out of 5 average rating, 16 reviewsPrivate beach, Pool & Master Suite
Jan 12 – 19
Home in Long Bay Hills
5.0 out of 5 average rating, 22 reviewsPrivate water front villa – 5 mins from Grace Bay!
Mar 30 – Apr 6
Home in Providenciales
4.91 out of 5 average rating, 79 reviewsWaterfront house in Providenciales
Aug 3 – 10
Home in Venetian Road Settlement
4.93 out of 5 average rating, 14 reviewsBrighter Days Villa
Sep 21 – 28
Home in Whitby
4.99 out of 5 average rating, 76 reviewsFlamingo's Nest at Whitby Beach (North Caicos)
Apr 21 – 28
Home in Providenciales
4.9 out of 5 average rating, 21 reviewsTC Villas -Coriander Cottage -Steps to Grace Bay
Feb 8 – 15
Home in Providenciales
4.87 out of 5 average rating, 15 reviewsVilla Waterloo - Waterfront on Silly Creek
Aug 16 – 23
Waterfront condo rentals
Condo in Providenciales
4.96 out of 5 average rating, 53 reviewsThe Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
Sep 9 – 16
Condo in Grace Bay
4.86 out of 5 average rating, 43 reviewsBEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath
Apr 10 – 17
Condo in Grace Bay
4.93 out of 5 average rating, 72 reviewsBeachfront Studio, Royal West Indies Resort Bldg 1
Oct 21 – 28
Condo in Grace Bay
5.0 out of 5 average rating, 14 reviewsLuxury Grace Bay Beachfront - Perfection!
Apr 2 – 9
Condo in Grace Bay
4.94 out of 5 average rating, 18 reviewsLuxe Home / 2 bedroom (5 minute walk to beach)
Dec 31 – Jan 7
Condo in Turtle Cove
4.94 out of 5 average rating, 49 reviewsQueen Angel Condo with Pool and Ocean View
Sep 2 – 9
Condo in Whitby
4.94 out of 5 average rating, 33 reviewsSanctuary by the Sea
Mar 17 – 24
Condo in Providenciales
5.0 out of 5 average rating, 15 reviewsLuxury Condo Somerset on Grace Bay!
Nov 23 – 30
Quick stats about waterfront rentals in Leeward Settlement
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
830 reviews
Nightly prices starting at
R3,527 ZAR before taxes and fees
Destinations to explore
- Grace Bay Vacation rentals
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- Rentals with a fire pit Leeward Settlement
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- Rentals with pools Leeward Settlement
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