Name: Checkers Vacation Homes
Rating: 7.6

Stay near popular Leeward Settlement attractions

A beach with clear turquoise water, white sand, and palm trees under a bright blue sky.

Leeward Beach

9.2/10 (962 reviews)

Why not spend a carefree afternoon at Leeward Beach during your travels in Grace Bay? Amble around this relaxing area's seaside, or seek out the snorkeling spots.

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Things to do

Half-Day Snorkeling & Conch Cruise with Beach Picnic

Half-Day Snorkeling Cruise

￥26,331

per adult

94% of travellers recommend

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)

￥19,753

per adult

96% of travellers recommend

Shipwreck Adventure in Providenciales

￥34,946

per traveler

90% of travellers recommend

Mangrove Cay Tour

￥17,067

per adult

86% of travellers recommend

Love Buggy Island Tour with Lunch

￥37,222

per adult

92% of travellers recommend

4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

￥23,705

per adult

98% of travellers recommend

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Leeward Settlement Hotel Deals

Blue Haven Resort - All-Inclusive

Leeward Marina Providenciales Providenciales

￥154,097

￥154,097 total

Aug 12 - Aug 13

includes taxes & fees

Book a stay at this luxury property in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

9/10 Wonderful! (789 reviews)

"We went with my family for my 40th birthday. Our welcome was superb and our room was lovely. My daughter did complain that she had to sleep on a sofa bed while we got the comfiest bed I’ve slept in. The food was fantastic except for one night when my fish wasn’t fully cooked at fire and ice. We ate ..."

Reviewed on Jul 13, 2026

The Atrium Resort

Governor's Road Providenciales Providenciales

Book a stay at this spa aparthotel in Providenciales. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Grace Bay Beach and Pelican ...

8.2/10 Very Good! (216 reviews)

"Good"

Reviewed on Jul 12, 2026

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Beach Enclave

47 Joe Wood Drive Providenciales

Book a stay at this luxury aparthotel in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Grace Bay Beach and Long Bay ...

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Barefoot Luxury – Silver Palms Cottage # 1, Beachfront with Pool on Long Bay

providenciales Caicos Islands

Book a stay at this beach cottage in Providenciales. Enjoy private pools, a beach locale, and laundry facilities. Popular attractions Grace Bay Beach and Long ...

9.6/10 Exceptional! (145 reviews)

"This exquisite ocean front property is incredible. You can literally walk out the back door into the ocean. We had a wonderful family vacation and felt very well taken care of. I highly recommend this to anyone looking for a peaceful and beautiful getaway."

Reviewed on Jun 19, 2026

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Villa Kendara~8/15-9/25@30%OFF~BeachFront~Private~Gated~GuestHouse~Panorama View

Long Bay Providenciales

Book a stay at this beach guesthouse in Providenciales. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Grace Bay Beach and Long Bay ...

10/10 Exceptional! (185 reviews)

"We absolutely loved the view and the stay was just what we needed. Our host communicated great and we had no issues with arriving or the check in and check out process."

Reviewed on Jun 21, 2026

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Checkers Vacation Homes

63 Grace Bay Road Providenciales Providenciales

Stay at this aparthotel in Providenciales. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Grace Bay Beach and Leeward Beach are located ...

7.6/10 Good! (56 reviews)

"ok place for the price only complain no direct access to beach as the ad describes. headache to check in"

Reviewed on Apr 9, 2026

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See all 1,755 properties in Leeward Settlement

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Leeward Settlement

Find the best Leeward Settlement areas and neighborhoods for the activities you enjoy most.

A beach with clear turquoise water, white sand, and a few footprints. There are houses and palm trees in the background.

Grace Bay

The stunning beaches and island views are just a few highlights of Grace Bay. Make a stop by Grace Bay Beach or The Regent Village while you're exploring the area.

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A beach with turquoise umbrellas and lounge chairs.

The Bight

Travelers to The Bight praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Grace Bay Beach and Coral Gardens Reef.