
Vacation rentals with a kayak in Cooper Jack Bay Settlement
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Quick stats about vacation rentals with a kayak in Cooper Jack Bay Settlement

Total vacation rentals
Explore 20 vacation rentals in Cooper Jack Bay Settlement

Nightly prices starting at
Cooper Jack Bay Settlement vacation rentals start at ﺩ.ﺇ 514 per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cooper Jack Bay Settlement vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cooper Jack Bay Settlement rentals

4.9 Average rating
Cooper Jack Bay Settlement stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated kayak rentals in Cooper Jack Bay Settlement
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Villa DelEvan 4D / 1-bedrm villa
Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking distance to 4 restaurants. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated beachfront property, with a garden view, private parking, 24hr security. Beach is less than a 60sec walk. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

Panoramic Turquoise Views Villa 1
Guests choose Turks & Caicos for its stunning waters, tranquility, and unforgettable views—and Paradisiac Escapes delivers all three. Nestled along the serene mangrove waterways of Cooper Jack, these modern waterfront villas feature turquoise views, private pools, and direct access to calm channels ideal for kayaking and paddleboarding. Just minutes from Grace Bay’s world-famous beaches and restaurants, Paradisiac Escapes offers the perfect blend of peaceful retreat and convenient island living.

Grace Bay villa | Pool | 3min walk to Beach & Reef
A modern beach villa with its own private pool. Sleeps up to 4 adults in separate rooms. Just 250 steps from the azure blue waters and soft white corals sands of Grace Bay beach. In a quiet off-street location. Perfect for a romantic getaway. With its quiet secluded garden and pool area, many of our guests come to celebrate birthdays, anniversaries, and honeymoons in full privacy. Walk to coral reef snorkeling in 3 mins plus several restaurants. Large grocery supermarket & shops are nearby.

Water Terrace Villa - with PrivateTropical Garden
WATER TERRACE is a 2 bedroom+2 bathroom villa, completely gated property on the clear sea water canal, surrounded by tropical plants and fruit trees. Located quiet neighborhood of Discovery Bay area in Providenciales, the property is very private and peaceful. The villa is only 2 miles from Grace Bay beach, 5 minutes to Smith leaf and public beach access located at the Strand by car. Centrally located, 10 mins drive from the airport, close to many good local restaurants/bars and grocery stores.

OCEAN ORCHID
This fabulous penthouse apartment is located within the exclusive Turtle Tail Marina and next to the late singer Prince's house. This newly built 3 large en suite bedroom apartment offers beautiful ocean and marina views from every room and balconies. The outdoor BBQ area has views of the ocean and Flamingo Lake where you can socialize, chill and spot the odd pink flamingo. There is a large pool with loungers and a hammock for relaxing, kayaks are available to explore the small cays and beach.

“Sail Loft Port”, Duplex with a Pool, Beach Access
Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

Pelican View #4 amazing beach views
Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in the neighbourhood of Blue Hills you’ll quickly be lulled into the local rhythm of island life. From Blue Hills it’s an easy 15 minute drive east to the heart of the tourist mecca of Grace Bay; if you travel west you’ll find the best national parks and nature reserves that Turks & Caicos has to offer, often overlooked gems in this island paradise.

Sweet Escape Villa - Gated Waterfront w/Dock Kayak
Sweet Escape Villa is located on a beautiful waterfront property just 3/4 mile south of the #1 beach in the world "Grace Bay Beach". Gated entrance to this 1 acre manicured property featuring mature palm trees, beautiful gardens with flowering shrubs, providing lots of privacy and natural beauty. There is 75 feet of oceanfront with a dockside patio to relax and enjoy. A Floating dock to launch the kayak and explore the canal system down to Turtle Lake & southside marina.

Waterfront 3BR Villa w/ Pool, Canal View , Parking
Relax in this beautiful and fully updated 3-bedroom, 1.5-bath villa located in a safe, quiet neighbourhood right on the canal. Perfect for families or groups, the home features 2 king beds and 1 queen bed, comfortably sleeping up to 6 guests. Enjoy your own private entrance, gated outdoor patio, and dedicated parking. Lounge by the private pool, sip your morning coffee by the water, or unwind in your outdoor seating area with complete privacy.

NEW Water Access! Luxe Villa, Infinity Pool& Views
Welcome to Maresia Villa — a luxury waterfront retreat in Turks & Caicos. ** NEW: direct water access with a kayak for guests use** Enjoy an infinity pool, rooftop terrace for stargazing, and breathtaking sunset views and Chalk Sound’s turquoise lagoon from every room. Just 1 minute drive from Sapodilla Bay beach, this villa is ideal for couples, families, or group of friends. SPECIAL OFFER: Stay 7+ nights and enjoy 10% off your booking!

2 bedroom, 2 bathrooms, garden, beach 2 mins walk
We have two Garden apartments downstairs that we renovated. One two bedroom two bathroom, and one 1 bed 1 bathroom. Just a 3 minute walk from a white sandy beach. You can walk to Da Conch shack restaurant along the beach in 5-10 minutes. Off the beaten trail. We live upstairs with our our potcake Boxer. We are so sad to say we just lost our legend Buster who you would have read about in all of our reviews.

Sea La Vie - #1 Beachside 4 Bedroom Villa
Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this spacious, private, 3800 sqft, 2 story, 4 bedroom/3 bathroom unit is right next to the pool, and can accommodate up to 10 guests, with 2 king size beds, 2 queen size beds, and a queen size sofa bed.
Popular amenities for Cooper Jack Bay Settlement kayak rentals
House rentals with a kayak

2 bedroom Villa - Private Beach & Pool

Casa de Isle, Taylor Bay, Chalk Sound area

Coastal Vibes Villa Near Sapodilla Beach

Harbour House - 2 Bed Waterfront; 7 Min to Beach

Guest House 2B&2B near Grace Bay Beach & Long Bay

Peaceful 1BR Private Cottage w/ HotTub Beach Front

Private 3 bed Island Home on the canal with pool

Chalk Sound Waterfront Cottage: Pool & Kayak
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Turtle Sands - Tiki Bar and Waterfront!

Villa Near Ocean + Private Pool - White Villas (3)

Exhale Villa – Modern Luxury with Stunning Views

Apt with private pool and direct beach access

Waterfront Villa | Private Beach Cove & Pool

StarFish Cottage 3Bedroom, 3.5 Bathroom

Villa Do Little - Near Grace Bay + Long Bay Beach

Tres Vistas, Caribbean TCI
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