Apartment vacation 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.

Guest favorite
Apartment in Turtle Cove
*Island Garden* Super Studio Pool Walk Out
Queen Angel Resort. This is a self check-in stay. Newly upgraded spacious super studio suite on ground level, walk out to the pool and tropical garden. We are located in Turtle Cove, Providenciales TCI and just a 5 minute walk to amazing restaurants such as Mango Reef, Baci, Shark Bite, Magnolia, Simones, Diane’s food stand and Turks Wave Cafe. Smiths Reef Beach for snorkeling and sunning, is a 15 minute walk, and under 10 minute drive to world famous Grace Bay Beach. A car is recommended.
Aug 28 – Sep 4
$193 per night
4.97 out of 5 average rating, 107 reviews
Guest favorite
Apartment in Venetian Rd
Blue-tiful studio mins away from turquoise beaches
Welcome to your idyllic island retreat! Our centrally located unit offers the perfect blend of convenience and tranquility. Nestled at the heart of the island, you're just minutes away from pristine beaches, supermarkets, cultural hotspots and the airport. Unwind in our thoughtfully designed space, boasting island-inspired decor. Whether you seek adventure or relaxation, this rental is your gateway to a memorable island experience. Book now and make our home yours during your island getaway!
Feb 15 – 22
$179 per night
4.92 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Cooper Jack Bay Settlement
Poco Villa
Situated in the Discovery Bay Canal "Poco Villa" is a separated complete studio with a view of the canal and access to a freshwater pool and sun decK with bar and barbeque. The accommodation is a one a/c unit with a full kitchen living room and tv. Its a peacefull place surrounded by water. There are two units for rent on this property the other "Coco Villa" both being double occupancy. We do suggest our guests have a vehicle rental to explore the island.
Sep 17 – 24
$157 per night
4.94 out of 5 average rating, 116 reviews

Popular amenities for Leeward Settlement apartment rentals

Weekly apartment rentals

Superhost
Apartment in Providenciales
Beautiful Sunset Villa with Infiniti Pool
Feb 14 – 21
$226 per night
4.92 out of 5 average rating, 146 reviews
Guest favorite
Apartment in Caicos Islands
Guest Apartment near Grace Bay Beach
Sep 4 – 11
$134 per night
4.85 out of 5 average rating, 13 reviews
Superhost
Apartment in Leeward Settlement
The SandDollar
Oct 15 – 22
$190 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Grace Bay
Palms Hideaway II....7 mins to Grace Bay Beach!!
Feb 19 – 26
$150 per night
4.96 out of 5 average rating, 54 reviews
Guest favorite
Apartment in Leeward Settlement
NEW! Luxury Modern 1Bd Condo
Jun 21 – 28
$295 per night
4.97 out of 5 average rating, 36 reviews
Guest favorite
Apartment in Grace Bay
Island Vibes Condo at The Plaza
Oct 17 – 24
$436 per night
4.95 out of 5 average rating, 76 reviews
Guest favorite
Apartment in Grace Bay
Luxe Grace Bay Condo (sleeps 6)
May 31 – Jun 7
$580 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Apartment in Grace Bay
Gracebay, Heated Pool, Gated.
Oct 22 – 29
$328 per night
4.96 out of 5 average rating, 28 reviews
Superhost
Apartment in Caicos Islands
Spectacular view 2 bedroom condo Grandview 205
Feb 23 – Mar 2
$975 per night
4.83 out of 5 average rating, 12 reviews
Guest favorite
Apartment in Providenciales
“Green Acres -Scenic views of the Golf Course”
Feb 1 – 8
$475 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in The Bight Settlement
BEACH Studio at GRACE BAY! - for 1, AC, WiFi, Pool
May 3 – 10
$159 per night
4.94 out of 5 average rating, 35 reviews
Superhost
Apartment in Grace Bay
3 Bed Condo in Leeward! 5 minute walk to the beach
Apr 25 – May 2
$500 per night
4.75 out of 5 average rating, 4 reviews

Private apartment rentals

Superhost
Apartment in Providenciales
Ferguson Tatis Villas 2
Sep 12 – 19
$104 per night
4.89 out of 5 average rating, 133 reviews
Superhost
Apartment in Long Bay Hills
Ponciana House Pool Side Studio, Ocean View
Aug 14 – 21
$202 per night
4.84 out of 5 average rating, 62 reviews
Superhost
Apartment in The Bight Settlement
Best snorkeling at your doorstep
Jan 24 – 31
$600 per night
4.75 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Turtle Cove
Chris' Place is A NEWLY! renovated Poolside Condo!
Dec 13 – 20
$300 per night
4.96 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Providenciales
Pelican View #3 unrivalled beach views
Nov 24 – Dec 1
$163 per night
4.95 out of 5 average rating, 61 reviews
Guest favorite
Apartment in Caicos Islands
Swan Studio Waterfront
May 25 – Jun 1
$299 per night
4.95 out of 5 average rating, 20 reviews
Apartment in Long Bay Hills
The Haven at Long Bay Beach
Oct 29 – Nov 5
$240 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Providenciales
Juba Sound Retreat Apt#3
Nov 5 – 12
$201 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in The Bight Settlement
Starfish-spacious apartment 2 min walk from beach
Aug 13 – 20
$350 per night
4.9 out of 5 average rating, 79 reviews
Apartment in Grace Bay
Stunning Pool Views + Location! Z-B103
Jun 17 – 24
$236 per night
4.92 out of 5 average rating, 12 reviews
Guest favorite
Apartment in Grace Bay
Grace Bay Studio
Jul 3 – 10
$227 per night
5.0 out of 5 average rating, 14 reviews
Apartment in Long Bay Hills
Windward Lodge - Loggerhead Studio
Sep 20 – 27
$205 per night
4.93 out of 5 average rating, 75 reviews

Apartment rentals with a hot tub

Guest favorite
Apartment in Providenciales
Serene Caribbean Deluxe Beach Front Studio Pool K2
May 27 – Jun 3
$368 per night
4.87 out of 5 average rating, 60 reviews
Guest favorite
Apartment in The Bight Settlement
Turtle Cove Escape
Dec 1 – 8
$243 per night
5.0 out of 5 average rating, 34 reviews
Superhost
Apartment in Caicos Islands
Elegant Condo on Grace Bay at The Grandview
Sep 25 – Oct 2
$650 per night
5.0 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Providenciales
"Tradewinds" -Updated Luxury Condo-Turtle Cove
Aug 1 – 8
$224 per night
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Wheeland Settlement
Tara Breezza at Northwest Point
Aug 1 – 8
$300 per night
New place to stay
Apartment in Leeward Settlement
Spacious 1 BDRM/1.5 Bath Condo in Gated Resort
Jun 23 – 30
$325 per night
4.89 out of 5 average rating, 18 reviews
Guest favorite
Apartment in Long Bay Hills
Sky Blue Vacation Rental
Aug 17 – 24
$287 per night
4.92 out of 5 average rating, 13 reviews
Guest favorite
Apartment in Providenciales
Apartment in Turtle Cove
Apr 17 – 24
$180 per night
5.0 out of 5 average rating, 5 reviews
Apartment in Turtle Cove
Hidden Pearl Apartment in La Vista Azul
Sep 26 – Oct 3
$188 per night
4.76 out of 5 average rating, 46 reviews
Apartment in Providenciales
Stay Relax Make Memories.
Sep 23 – 30
$212 per night
5.0 out of 5 average rating, 3 reviews
Apartment in Providenciales
Ocean-view, huge deck, 2 pools, hot tub
Feb 16 – 23
$261 per night
4.75 out of 5 average rating, 4 reviews
Apartment in Wheeland Settlement
Heated Pool | Peaceful 1BR | Near Beach | Wi-Fi
Oct 3 – 10
$99 per night
New place to stay

Quick stats about apartment 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

760 reviews

Nightly prices starting at

$150 before taxes and fees

Destinations to explore