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Apartment vacation rentals in Leeward Settlement

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Leeward Settlement apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 8 reviews

Bayfields - Cozy Modern Comfort Apt

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 67 reviews

Pelican View #4 amazing beach views

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 10 reviews

2 Bdrm, Stunning Marina View | On The Water

Guest favorite

Rental unit in Providenciales

4.98 out of 5 average rating, 54 reviews

Blue Mountain Garden TCI 2Bdr Suite

Guest favorite

Rental unit in The Bight Settlement

4.9 out of 5 average rating, 49 reviews

BEACH Studio at GRACE BAY! - for 1, AC, WiFi, Pool

Superhost

Rental unit in The Bight Settlement

4.82 out of 5 average rating, 11 reviews

Best snorkeling at your doorstep

Superhost

Rental unit in Providenciales

4.81 out of 5 average rating, 93 reviews

Lakeside Tranquility - Central - No booking fee

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 38 reviews

Hidden Gem features a lovely 1 Bedroom Studio

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Private apartment rentals

Superhost

Rental unit in Providenciales

5 out of 5 average rating, 5 reviews

Grace Bay Escape

Superhost

Rental unit in Grace Bay

4.89 out of 5 average rating, 163 reviews

Corona #1 apartment (Grace Bay beach 2 min walk)

Superhost

Rental unit in Cooper Jack Bay Settlement

4.78 out of 5 average rating, 9 reviews

Suite & Cozy 2

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 19 reviews

Pink Downstairs

Superhost

Rental unit in Grace Bay

4.82 out of 5 average rating, 119 reviews

Crescent #2 Grace Bay (beach 2 min walk)

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 20 reviews

Mangrove View Residence Unit # 8

Superhost

Rental unit in Caicos Islands

4.82 out of 5 average rating, 104 reviews

Palm tree apartment (Grace Bay beach 2 min walk)

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Apartment rentals with a hot tub

Guest favorite

Rental unit in Leeward Settlement

5 out of 5 average rating, 47 reviews

Luxury Paradise 1 Bedroom condo+pool in Grace Bay

Rental unit in Wheeland Settlement

4.67 out of 5 average rating, 3 reviews

Cozy Apartment W/Pool & Hot Tub | Fast Wi-Fi

Superhost

Rental unit in Caicos Islands

5 out of 5 average rating, 31 reviews

Elegant Condo on Grace Bay at The Grandview

Guest favorite

Rental unit in Providenciales

5 out of 5 average rating, 8 reviews

Stay Relax Make Memories.

Guest favorite

Rental unit in Providenciales

4.92 out of 5 average rating, 12 reviews

Ocean-view, huge deck, 2 pools, hot tub

Guest favorite

Rental unit in Providenciales

4.88 out of 5 average rating, 72 reviews

Serene Caribbean Deluxe Beach Front Studio Pool K2

Guest favorite

Rental unit in The Bight Settlement

4.96 out of 5 average rating, 51 reviews

Turtle Cove Escape

Guest favorite

Rental unit in Providenciales

4.96 out of 5 average rating, 24 reviews

"Tradewinds" -Updated Luxury Condo-Turtle Cove

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Quick stats about apartment rentals in Leeward Settlement

  • Total rentals

    30 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore