House holiday rentals in Leeward Settlement
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Top-rated house rentals in Leeward Settlement
Guests agree: these houses 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 house rentals in Leeward Settlement
House rentals with a pool
Home in Long Bay Hills
5.0 out of 5 average rating, 17 reviews1 BR Apt w/pool - Long Bay Hills #2
Home in Grace Bay
5.0 out of 5 average rating, 4 reviews3 King Bedroom Villa, Grace Bay - Sanmar Villa
Home in The Bight Settlement
5.0 out of 5 average rating, 66 reviews2b/2b BEACH HOUSE STEPS to GRACE BAY! WiFi,AC,Pool
Home in Grace Bay
5.0 out of 5 average rating, 18 reviewsGrace Bay/ New Luxurious home 3+ Bedrooms & Pool
Home in Leeward Settlement
4.84 out of 5 average rating, 25 reviewsCaribbean Serene Escape with Pool, 5 mins to Beach
Home in Leeward Settlement
4.92 out of 5 average rating, 26 reviewsPelican Paradise Villa - Leeward Beach
Home in Providenciales
4.86 out of 5 average rating, 7 reviewsSTARFISH HOUSE AT ROYAL TURKS & CAICOS GOLF CLUB
Home in Grace Bay
4.86 out of 5 average rating, 14 reviewsFleur de Mer ii - Gracebay, TCI
Weekly house rentals
Home in Providenciales
4.84 out of 5 average rating, 127 reviewsFerguson Tatis Villas 1
Home in Long Bay Hills
5.0 out of 5 average rating, 24 reviewsPrivate water front villa – 5 mins from Grace Bay!
Home in Leeward Settlement
4.76 out of 5 average rating, 17 reviewsVista Blue Rental-Grace Bay Beach just 4 mins away
Home in Providenciales and West Caicos
4.88 out of 5 average rating, 95 reviewsParadise Villa #4, (Studio)
Home in The Bight Settlement
4.88 out of 5 average rating, 8 reviewsStudio 400 steps to Grace Bay
Home in Long Bay Hills
4.75 out of 5 average rating, 80 reviewsValhead Villa
Home in Grace Bay
4.86 out of 5 average rating, 7 reviewsChez Moi Villa
Home in Grace Bay
4.91 out of 5 average rating, 11 reviews5 minutes walk to Grace Bay Beach
Private house rentals
Home in The Bight Settlement
5.0 out of 5 average rating, 9 reviewsVilla Blu - A contemporary 3 BDR/BTH in paradise
Home in Cooper Jack Bay Settlement
5.0 out of 5 average rating, 14 reviewsWaterfront House - Upstairs
Home in Whitby
4.99 out of 5 average rating, 77 reviewsFlamingo's Nest at Whitby Beach (North Caicos)
Home in Providenciales
5.0 out of 5 average rating, 14 reviewsSoak in the views - Luxuriate in the surroundings
Home in Providenciales
4.9 out of 5 average rating, 59 reviewsLas Brisas Azules
Home in TC
4.88 out of 5 average rating, 105 reviewsSea More Getaway (with Pool, Hot Tub and BBQ!!)
Home in Providenciales
5.0 out of 5 average rating, 5 reviewsNEW Tropical Private Pool Villa, Beach 5min Drive
Home in Leeward Settlement
4.82 out of 5 average rating, 96 reviewsCharming Cottage
Quick stats about house rentals in Leeward Settlement
Total rentals
80 properties
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
$189 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
- House rentals Turks and Caicos Islands
- Guest house rentals Turks and Caicos Islands
- House rentals Turks and Caicos Islands
- Guest house rentals Turks and Caicos Islands
- Guest house rentals Providenciales
- House rentals Providenciales
- Guest house rentals Providenciales
- House rentals Providenciales
- House rentals Grace Bay
- Waterfront rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Villa rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Rentals with a firepit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with a washing machine and dryer Leeward Settlement
- Monthly Rentals Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Flat rentals Leeward Settlement
- Rentals with pools Leeward Settlement
- Rentals with a patio Leeward Settlement
- Rentals with a hot tub Leeward Settlement
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