Apartment holiday rentals in Leeward Settlement
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Top-rated apartment rentals in Leeward Settlement
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Leeward Settlement apartment rentals
Weekly apartment rentals
Flat in Grace Bay
5.0 out of 5 average rating, 4 reviews3 Bed Condo in Leeward! 5 minute walk to the beach
20–27 Sep
Flat in Caicos Islands
4.89 out of 5 average rating, 18 reviewsSpectacular view 2 bedroom condo Grandview 205
4–11 May
Flat in Grace Bay
5.0 out of 5 average rating, 25 reviewsLuxe Grace Bay Condo (sleeps 6)
1–8 Dec
Flat in Long Bay Hills
4.79 out of 5 average rating, 75 reviewsStudio Apartment Neighboring Grace Bay
30 Aug – 6 Sep
Flat in Caicos Islands
4.88 out of 5 average rating, 26 reviewsSwan Studio Waterfront
22–29 Aug
Flat in Grace Bay
4.97 out of 5 average rating, 35 reviewsGracebay, Heated Pool, Gated.
6–13 Dec
Flat in Grace Bay
4.93 out of 5 average rating, 82 reviewsIsland Vibes Condo at The Plaza
17–24 Aug
Flat in Providenciales
4.89 out of 5 average rating, 142 reviewsFerguson Tatis Villas 2
23–30 Oct
Private apartment rentals
Flat in Juba Sound
4.95 out of 5 average rating, 61 reviewsDeluxe Unit near Grace Bay Car is Additonal Fee
7–14 Sep
Flat in Grace Bay
4.8 out of 5 average rating, 10 reviewsNewly Renovated 2 Bdrm Condo 2mins from Beach
14–21 Sep
Flat in Providenciales
5.0 out of 5 average rating, 8 reviews“Green Acres -Scenic views of the Golf Course”
18–25 Feb
Flat in Turtle Cove
4.97 out of 5 average rating, 38 reviewsChris' Place is A NEWLY! renovated Poolside Condo!
29 Nov – 6 Dec
Flat in Long Bay Hills
4.9 out of 5 average rating, 81 reviewsWindward Lodge - Loggerhead Studio
17–24 Nov
Flat in Long Bay Hills
4.83 out of 5 average rating, 63 reviewsPonciana House Pool Side Studio, Ocean View
3–10 Sep
Flat in Providenciales
4.93 out of 5 average rating, 58 reviewsPelican View #1 ground floor beachfront apartment
7–14 Sep
Flat in Providenciales
4.98 out of 5 average rating, 43 reviewsBlue Mountain Garden TCI 2Bdr Suite
6–13 May
Apartment rentals with a hot tub
Flat in The Bight Settlement
4.95 out of 5 average rating, 42 reviewsTurtle Cove Escape
30 Oct – 6 Nov
Flat in Leeward Settlement
4.89 out of 5 average rating, 18 reviewsSpacious 1 BDRM/1.5 Bath Condo in Gated Resort
19–26 Jan
Flat in Providenciales
4.94 out of 5 average rating, 31 reviewsRelaxing Modern 1BR Garden Villa BeachFront + Pool
24 Sep – 1 Oct
Flat in Providenciales
4.9 out of 5 average rating, 10 reviewsApartment in Turtle Cove
8–15 Jul
Flat in Providenciales
5.0 out of 5 average rating, 14 reviews"Tradewinds" -Updated Luxury Condo-Turtle Cove
8–15 Mar
Flat in Long Bay Hills
4.8 out of 5 average rating, 20 reviewsSky Blue Vacation Rental
7–14 Dec
Flat in Providenciales
4.83 out of 5 average rating, 6 reviewsOcean-view, huge deck, 2 pools, hot tub
18–25 Jul
Flat in Caicos Islands
5.0 out of 5 average rating, 31 reviewsElegant Condo on Grace Bay at The Grandview
15–22 Nov
Quick stats about flat rentals in Leeward Settlement
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
880 reviews
Nightly prices starting at
$163 SGD 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
- Flat rentals Turks and Caicos Islands
- Flat rentals Turks and Caicos Islands
- Flat rentals Providenciales
- Flat rentals Providenciales
- Flat rentals Grace Bay
- Rentals with a firepit Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a washing machine and dryer Leeward Settlement
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- Rentals with a hot tub Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Rentals with a patio Leeward Settlement
- Rentals with pools Leeward Settlement
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