Holiday rentals with a kayak in Cooper Jack Bay Settlement

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

Total holiday rentals
Explore 20 holiday rentals in Cooper Jack Bay Settlement
Nightly prices starting at
Cooper Jack Bay Settlement holiday rentals start at $196 AUD per night before taxes and fees
Verified guest reviews
Over 430 verified reviews to help you choose
Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities
Holiday 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 holiday 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 Accommodation with a Kayak in Cooper Jack Bay Settlement

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A serene beachfront scene showcases two yellow lounge chairs positioned under white umbrellas. The calm turquoise waters are framed by a clear blue sky, with fluffy white clouds dotting the horizon. Native greenery and sandy pathways lead to the water's edge.

Villa in Providenciales

Villa DelEvan 4D / 1-bedroom 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.

ValueLocationAccuracy

4.96 out of 5 average rating, 155 reviews

Guest favourite

Home in Cooper Jack Bay Settlement

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.

Outdoor spacesLocationAmenities

5.0 out of 5 average rating, 5 reviews

Top Guest favourite

The modern villa features a two-story design with a spacious ground-level patio. A private pool reflects the blue sky, surrounded by tropical landscaping. Comfortable outdoor seating is visible on the terrace, offering a quiet space for relaxation.

Villa in The Bight Settlement

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.

ValueOutdoor spacesView

4.98 out of 5 average rating, 169 reviews

Superhost

A white villa is depicted, surrounded by tropical plants. Palm trees gently sway in the breeze, casting shadows on the ground. The structure features several windows that allow natural light to illuminate the exterior.

Home in Cooper Jack Bay Settlement

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.

Outdoor spacesLocationCondition

4.67 out of 5 average rating, 9 reviews

Guest favourite

A bright dining area overlooks the marina, featuring a table with chairs positioned for scenic views. Lush greenery frames the outdoor space, while the tranquil blue water reflects the clear sky. The room is designed with floor-to-ceiling glass doors that enhance the open layout.

Apartment in Venetian Road Settlement

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.

LocationOutdoor spacesHospitality

4.94 out of 5 average rating, 121 reviews

Top Guest favourite

A tranquil beach scene shows soft, sandy shores meeting clear turquoise waters under a partly cloudy sky. Gentle waves lap at the shoreline, while palm trees and distant structures provide a glimpse of the local environment. A wooden pier is visible in the background.

Apartment in Providenciales

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.

LocationValueComfort

4.98 out of 5 average rating, 138 reviews

Superhost

A two-story villa is situated amidst lush tropical foliage. The building features a light-colored facade, large windows, and a staircase leading to the upper level. The surrounding sandy area is dotted with palm trees and greenery, creating a serene environment.

Home in Venetian Road Settlement

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.

LocationBeachDecor

4.73 out of 5 average rating, 11 reviews

Guest favourite

An infinity pool glistens under a clear blue sky, with lounge chairs positioned elegantly at the water's edge. The tranquil waters of Chalk Sound are visible in the background, reflecting the vibrant hues of the ocean and the distant shoreline.

Home in Providenciales

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!

ValueLocationAccuracy

4.91 out of 5 average rating, 54 reviews

Top Guest favourite

A serene beach scene is depicted, featuring soft, white sand gently meeting clear turquoise waters. Lush greenery lines the shore, and a clear blue sky with scattered clouds enhances the peaceful atmosphere. The shoreline extends into the distance, inviting exploration.

Apartment in Providenciales

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.

ValueLocationLayout

4.96 out of 5 average rating, 279 reviews

Top Guest favourite

Guest suite in Providenciales

"Captain's Quarters" Suite with a View!, King Bed

Captain’s Quarters is a newly renovated guest suite attached to our home, overlooking the Thompson Cove canal and within a 3 minute walk to the beach. You will enjoy your own private entrance, private terrace and private deck overlooking the canal. You are welcome to use our SUPs and kayaks, which are located on our guest dock. Book today for an ideal tropical escape to a tranquil area in Provo, TCI!

Outdoor spacesLocationLayout

5.0 out of 5 average rating, 108 reviews

Top Guest favourite

Home in Cooper Jack Bay Settlement

*New* 3 Bedroom Waterfront Villa with Pool

Always Summer Villa overlooks the peaceful Turtle Lake in Providenciales. This exquisite three-bedroom villa is located on a private peninsula with 180 degree waterfront views. Always Summer has a spacious kitchen and living room, 3 bedrooms and 2 bathrooms. Outside is a large deck with swimming pool, ample seating, out door dining and grill, as well as a waterside fire pit and lounge.

Outdoor spacesLocationSleep quality

5.0 out of 5 average rating, 14 reviews

Superhost

A spacious living area features a mix of modern furnishings, including a dark leather sofa and two light-colored armchairs. A wooden coffee table sits at the center, accompanied by decorative items. Natural light enters through large windows, illuminating the cream-colored tile flooring. A staircase leads to the upper level.

Villa in Providenciales

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.

ValueLocationAmenities

4.85 out of 5 average rating, 111 reviews