House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Leeward Settlement house rentals
House rentals with a pool
Home in Grace Bay
5.0 out of 5 average rating, 20 reviewsGrace Bay/ New Luxurious home 3+ Bedrooms & Pool
Home in Long Bay Hills
5.0 out of 5 average rating, 4 reviewsMoonrise, Turks and Caicos
Home in The Bight Settlement
5.0 out of 5 average rating, 67 reviews2b/2b BEACH HOUSE STEPS to GRACE BAY! WiFi,AC,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 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 Long Bay Hills
4.85 out of 5 average rating, 34 reviewsSunSeaSand 3Bdrm Oceanview Home -Long Bay Hills
Weekly house rentals
Home in Long Bay Hills
4.83 out of 5 average rating, 18 reviewsVision Kite- Longbay beach house
Home in Providenciales
4.85 out of 5 average rating, 130 reviewsFerguson Tatis Villas 1
Home in Long Bay Hills
5.0 out of 5 average rating, 25 reviewsPrivate water front villa – 5 mins from Grace Bay!
Home in Providenciales and West Caicos
4.89 out of 5 average rating, 97 reviewsParadise Villa #4, (Studio)
Home in Leeward Settlement
4.76 out of 5 average rating, 17 reviewsVista Blue Rental-Grace Bay Beach just 4 mins away
Home in Long Bay Hills
5.0 out of 5 average rating, 35 reviews2 BR Ocean View- Private Pool- Flame Tree Villa #2
Home in Venetian Road Settlement
4.93 out of 5 average rating, 15 reviewsBrighter Days Villa
Home in Providenciales
4.9 out of 5 average rating, 21 reviewsTC Villas -Coriander Cottage -Steps to Grace Bay
Private house rentals
Home in Long Bay Hills
4.8 out of 5 average rating, 54 reviewsPonciana House 3Bed Villa, Ridgetop Sea View, Pool
Home in Chalk Sound, Providenciales
4.88 out of 5 average rating, 17 reviewsVilla Waterloo - Waterfront on Silly Creek
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, 12 reviewsCentral Hideaway/Kg+Qn Bd/4K 55”TV Ntflx/BchNearby
Home in The Bight Settlement
4.88 out of 5 average rating, 8 reviewsStudio 400 steps to Grace Bay
Home in Caicos Islands
4.81 out of 5 average rating, 52 reviewsCozy 1 bedroom Villa in Providenciales
Home in Cooper Jack Bay Settlement
5.0 out of 5 average rating, 15 reviewsWaterfront House - Upstairs
Home in Providenciales
5.0 out of 5 average rating, 8 reviews1 Bed Home Near Babalua Beach
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
$191 CAD before taxes and fees
Destinations to explore
- Grace Bay Vacation rentals
- Grand Turk Vacation rentals
- Taylor Bay Vacation rentals
- North Caicos Vacation rentals
- Long Bay Beach Vacation rentals
- Sapodilla Bay Vacation rentals
- Chalk Sound Vacation rentals
- Turtle Cove Vacation rentals
- Salt Cay Vacation rentals
- Santiago de los Caballeros Vacation rentals
- Santo Domingo Vacation rentals
- Las Terrenas Vacation rentals
- House rentals Turks and Caicos Islands
- Guesthouse rentals Turks and Caicos Islands
- Townhouse rentals Turks and Caicos Islands
- House rentals Turks and Caicos Islands
- Guesthouse rentals Turks and Caicos Islands
- Townhouse rentals Turks and Caicos Islands
- Guesthouse rentals Providenciales
- House rentals Providenciales
- Guesthouse rentals Providenciales
- House rentals Providenciales
- House rentals Grace Bay
- Rentals with a patio Leeward Settlement
- Beachfront rentals Leeward Settlement
- Family-friendly rentals Leeward Settlement
- Rentals with a firepit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Apartment rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Villa rentals Leeward Settlement
- Rentals with pools Leeward Settlement
- Waterfront rentals Leeward Settlement
- Rentals with a hot tub Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Monthly Rentals Leeward Settlement
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