Villa vacation rentals in Leeward Settlement
Find and book unique villas on Airbnb
Top-rated villa rentals in Leeward Settlement
Guests agree: these villas 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 villa rentals
Private villa rentals
Villa in Leeward Settlement
4.85 out of 5 average rating, 34 reviewsSea Sun Relax - villa 5 min walk to Grace Bay
Aug 15 – 22
Villa in Providenciales
5.0 out of 5 average rating, 46 reviewsWALK TO BEACH IN 2! RECLINE … RELAX … RECHARGE …
May 8 – 15
Villa in Grace Bay
4.86 out of 5 average rating, 7 reviewsHopeWell Villa West - 5 Minutes to Grace Bay Beach
Aug 25 – Sep 1
Villa in Long Bay Hills
4.91 out of 5 average rating, 11 reviewsThe Haven
Jun 4 – 11
Villa in Discovery Bay Settlement
4.98 out of 5 average rating, 43 reviewsNewly built modern two-bedroom villa with pool!
Sep 25 – Oct 2
Villa in The Bight Settlement
5.0 out of 5 average rating, 28 reviewsNewly Renovated - 2 Minute Walk to Grace Bay Beach
Apr 14 – 21
Villa in The Bight Settlement
5.0 out of 5 average rating, 12 reviewsWalk to Grace Bay Beach ~ 3 bedroom en-suite
Oct 9 – 16
Villa in Long Bay Hills
5.0 out of 5 average rating, 24 reviews2 BR Private Pool - Modern & Airy -Flame Tree #3
Oct 29 – Nov 5
Luxury villa rentals
Villa in Long Bay Hills
4.87 out of 5 average rating, 30 reviewsCheerful 2 Bedrooms Villa 4 Mins Walk To The Beach
Mar 12 – 19
Villa in Providenciales
5.0 out of 5 average rating, 22 reviewsVilla & Studio: ocean view & private pool
Feb 23 – Mar 2
Villa in Grace Bay
4.97 out of 5 average rating, 34 reviewsTamarind Grace Shore Villas
May 1 – 6
Villa in Providenciales, Long Bay Beach
5.0 out of 5 average rating, 12 reviewsPrivate Villa w Pool and Hotel Amenities/Services
Aug 11 – 18
Villa in Providenciales
4.83 out of 5 average rating, 41 reviewsCanal Front Luxury Villa!
Aug 29 – Sep 5
Villa in Long Bay
4.9 out of 5 average rating, 48 reviewsHakuna Matata Villa + Golf Cart!
Sep 24 – Oct 1
Villa in Providenciales
5.0 out of 5 average rating, 25 reviewsModern 2 Bedroom Luxury Villa & stunning sea views
Feb 23 – Mar 2
Villa in Providenciales
4.97 out of 5 average rating, 79 reviewsVilla Jayla
Jul 13 – 20
Villa rentals with a pool
Villa in Grace Bay
4.77 out of 5 average rating, 13 reviewsBeautiful Villa in the Heart of Grace Bay!
Apr 7 – 14
Villa in Providenciales
4.93 out of 5 average rating, 42 reviews‘My Little Hideaway’ at Lucayan Cays
Feb 11 – 18
Villa in Providenciales
4.81 out of 5 average rating, 16 reviewsBeach Front 1 Bedroom Suite
Sep 30 – Oct 7
Villa in TC
4.88 out of 5 average rating, 91 reviewsWaterfront Point Villa - A Taste of Island Living
Feb 25 – Mar 4
Villa in Long Bay Hills
4.81 out of 5 average rating, 16 reviewsSurf Lodge Villa- 5 BDR with Rooftop Deck
Feb 25 – Mar 4
Villa in The Bight Settlement
4.96 out of 5 average rating, 24 reviewsSURFside: Charming Ocean View Retreat & Villa
Mar 24 – 31
Villa in Providenciales
4.89 out of 5 average rating, 18 reviewsBest views on island!
Aug 28 – Sep 4
Villa in Providenciales
4.83 out of 5 average rating, 18 reviewsCheerful 3bedroom Villa with Large Pool
Nov 26 – Dec 3
Quick stats about villa rentals in Leeward Settlement
Total rentals
120 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
ﺩ.ﺇ624 before taxes and fees
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