Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Leeward Settlement
Waterfront apartment rentals
Flat in Providenciales
4.94 out of 5 average rating, 31 reviewsRelaxing Modern 1BR Garden Villa BeachFront + Pool
24 Sep – 1 Oct
Flat in Caicos Islands
4.89 out of 5 average rating, 18 reviewsSpectacular view 2 bedroom condo Grandview 205
4–11 May
Flat in Providenciales
5.0 out of 5 average rating, 42 reviewsPelican View #4 amazing beach views
6–13 Aug
Flat in Providenciales
5.0 out of 5 average rating, 6 reviews2 Bdrm, Stunning Marina View | On The Water
30 Sep – 7 Oct
Flat in Kew Town Settlement
4.85 out of 5 average rating, 26 reviewsIsland's Eye Queen Studio Reserve II/vehicle opt
27 Jul – 3 Aug
Flat in The Bight Settlement
New place to stayExquisite Yacht Club Townhome
16–23 Dec
Flat in Long Bay Hills
5.0 out of 5 average rating, 5 reviewsCharming waterfront cottage in wildlife preserve
3–10 Oct
Flat in Venetian Road Settlement
4.93 out of 5 average rating, 88 reviewsOCEAN ORCHID
17–24 Oct
Waterfront house rentals
Home in Long Bay Hills
4.83 out of 5 average rating, 18 reviewsVision Kite- Longbay beach house
5–12 Jan
Home in Providenciales
5.0 out of 5 average rating, 16 reviewsPrivate beach, Pool & Master Suite
30 Mar – 6 Apr
Home in Providenciales
4.91 out of 5 average rating, 79 reviewsWaterfront house in Providenciales
2–9 Dec
Home in Venetian Road Settlement
4.93 out of 5 average rating, 14 reviewsBrighter Days Villa
7–14 Nov
Home in Long Bay Hills
5.0 out of 5 average rating, 22 reviewsPrivate water front villa – 5 mins from Grace Bay!
24–31 Dec
Home in Providenciales
4.9 out of 5 average rating, 21 reviewsTC Villas -Coriander Cottage -Steps to Grace Bay
16–23 Nov
Home in Whitby
4.99 out of 5 average rating, 75 reviewsFlamingo's Nest at Whitby Beach (North Caicos)
19–26 Feb
Home in Providenciales
4.86 out of 5 average rating, 57 reviewsVilla View - Sapodilla Beach & Chalk Sound
24 Apr – 1 May
Waterfront apartment rentals
Apartment in Providenciales
4.96 out of 5 average rating, 53 reviewsThe Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
27 Feb – 6 Mar
Apartment in Grace Bay
4.94 out of 5 average rating, 18 reviewsLuxe Home / 2 bedroom (5 minute walk to beach)
1–8 Oct
Apartment in Grace Bay
4.86 out of 5 average rating, 43 reviewsBEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath
15–22 Apr
Apartment in Grace Bay
5.0 out of 5 average rating, 14 reviewsLuxury Grace Bay Beachfront - Perfection!
31 Mar – 7 Apr
Apartment in Grace Bay
4.84 out of 5 average rating, 99 reviewsBeachfront 1BR Walkout Royal West Indies Resort
Apartment in Grace Bay
4.9 out of 5 average rating, 20 reviewsGrace Bay Beach Front 2 BDR/ 2BTH Condo
1–8 Sep
Apartment in Whitby
4.94 out of 5 average rating, 32 reviewsSanctuary by the Sea
22–29 Jul
Apartment in Turtle Cove
4.94 out of 5 average rating, 49 reviewsQueen Angel Condo with Pool and Ocean View
9–16 Oct
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
€ 177 before taxes and fees
Destinations to explore
- Grace Bay Holiday rentals
- Grand Turk Holiday rentals
- Taylor Bay Holiday rentals
- North Caicos Holiday rentals
- Long Bay Beach Holiday rentals
- Sapodilla Bay Holiday rentals
- Chalk Sound Holiday rentals
- Turtle Cove Holiday rentals
- Salt Cay Holiday rentals
- Santiago de los Caballeros Holiday rentals
- Santo Domingo Holiday rentals
- Las Terrenas Holiday 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 beach access Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Monthly Rentals Leeward Settlement
- Rentals with a patio Leeward Settlement
- Rentals with pools Leeward Settlement
- Family-friendly rentals Leeward Settlement
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- Rentals with a washing machine and dryer Leeward Settlement
- Family-friendly rentals Leeward Settlement
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- House rentals Leeward Settlement
- Rentals with a hot tub Leeward Settlement
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- Flat rentals Leeward Settlement
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