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
13–20 Aug
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 Providenciales
4.89 out of 5 average rating, 141 reviewsFerguson Tatis Villas 2
2–9 Jan
Flat in The Bight Settlement
4.95 out of 5 average rating, 38 reviewsBEACH Studio at GRACE BAY! - for 1, AC, WiFi, Pool
14–21 Jul
Flat in Grace Bay
4.93 out of 5 average rating, 82 reviewsIsland Vibes Condo at The Plaza
19–26 Oct
Flat in Providenciales
4.83 out of 5 average rating, 24 reviewsCozy Room# 2A is in Venetian Road 7min airport
12–19 Sep
Flat in Grace Bay
5.0 out of 5 average rating, 22 reviewsGrace Bay Studio
14–21 Oct
Private apartment rentals
Flat in Providenciales
5.0 out of 5 average rating, 42 reviewsPelican View #4 amazing beach views
6–13 Aug
Flat in Long Bay Hills
4.79 out of 5 average rating, 75 reviewsStudio Apartment Neighboring Grace Bay
8–15 Dec
Flat in Providenciales
5.0 out of 5 average rating, 8 reviews“Green Acres -Scenic views of the Golf Course”
13–20 Sep
Flat in Grace Bay
4.8 out of 5 average rating, 10 reviewsNewly Renovated 2 Bdrm Condo 2mins from Beach
2–9 Apr
Flat in Long Bay Hills
4.83 out of 5 average rating, 63 reviewsPonciana House Pool Side Studio, Ocean View
22–29 Aug
Flat in Turtle Cove
4.97 out of 5 average rating, 38 reviewsChris' Place is A NEWLY! renovated Poolside Condo!
7–14 Apr
Flat in Long Bay Hills
4.9 out of 5 average rating, 81 reviewsWindward Lodge - Loggerhead Studio
19–26 Apr
Flat in Cooper Jack Bay Settlement
4.86 out of 5 average rating, 7 reviewsSuite & Cozy 2
4–11 Oct
Apartment rentals with a hot tub
Flat in The Bight Settlement
4.95 out of 5 average rating, 42 reviewsTurtle Cove Escape
19–26 Jul
Flat in Leeward Settlement
4.89 out of 5 average rating, 18 reviewsSpacious 1 BDRM/1.5 Bath Condo in Gated Resort
14–21 Mar
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
20–27 Sep
Flat in Providenciales
5.0 out of 5 average rating, 14 reviews"Tradewinds" -Updated Luxury Condo-Turtle Cove
15–22 Dec
Flat in Long Bay Hills
4.79 out of 5 average rating, 19 reviewsSky Blue Vacation Rental
18–25 Mar
Flat in Providenciales
4.83 out of 5 average rating, 6 reviewsOcean-view, huge deck, 2 pools, hot tub
16–23 Feb
Flat in Caicos Islands
5.0 out of 5 average rating, 31 reviewsElegant Condo on Grace Bay at The Grandview
26 Sep – 3 Oct
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
€ 112 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 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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- Villa rentals Leeward Settlement
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- Rentals with a hot tub Leeward Settlement
- Rentals with a firepit Leeward Settlement
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