
Holiday rentals with a kayak in Cooper Jack Bay Settlement
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Top-rated rentals with kayak in Cooper Jack Bay Settlement
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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.

Villa Patina: Chalk Sound w/Dock & Private Beach
Simply the best of both worlds, this completely modernized villa still holds the traditional Caribbean vibe. The home is light and airy, but with upgrades galore. From Hue lighting, to the whole home Sonos sound system, and smart TVs in common spaces and each bedroom, Villa Patina is easy to call home. With expansive views of Chalk Sound from nearly every corner, plus a private dock and beach, with a 1600 sq. ft. pool deck, the home flows beautifully from indoor to outdoor, drawing nature in.

“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.

Sweet Escape Villa Waterfront Kayak + SUV BOAT Opt
Sweet Escape Villa is located on a beautiful waterfront property just 1/2 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. Mgmt Fee is for AC

Vista Cove 1 Bedroom Villa
Vista Cove 1 Bedroom is a beautifully appointed Villa. This listing is an offering of the main "1 Bedroom Unit". Nestled at the bottom of the hill in the quiet area of Chalk Sound, Vista Cove provides a feeling of privacy and tranquility that can match any super high end Villa property for a fraction of the cost. It is a few minutes walk away from the beautiful and peaceful Taylor Bay beach and is filled with all the amenities one needs for a great vacation of relaxation and adventure!

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views
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, 2-Bedroom\2-Bathroom unit can accommodate up to 6 guests, with a king size bed, 2 full size beds, and a queen sofa bed. It occupies 2nd and 3rd floor of our middle building, roughly 15 yards from the pool, no pool view. With beautiful scenic views of the ocean and Long Bay Beach area, from its 3rd floor Livingroom and wrap-around balcony.

Turtle Sands - Tiki Bar and Waterfront!
Set on a peaceful canal in a quiet, scenic community, this waterfront villa offers a relaxing escape surrounded by nature. Guests can enjoy watching fish and turtles right from the tiki bar located on the private dock, or take advantage of the complimentary kayaks and stand-up paddleboards to explore the calm waters at their own pace. The two-level home features bright, airy living spaces and an ocean view that brings coastal beauty into every moment of Turks & Caicos vacation.

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.

Villa DelEvan 4B / 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 dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

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!

The Old Beach House 2 bedroom
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.
Popular amenities for kayak rentals in Cooper Jack Bay Settlement
House rentals with a kayak

Turquoise Panoramic Views Villa 2

Casa de Isle, Taylor Bay, Chalk Sound area

Water Terrace Villa - with PrivateTropical Garden

Coastal Vibes Villa Near Sapodilla Beach

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

Peaceful 1BR Private Cottage w/ HotTub Beach Front

Villa Mariposa

Waterfront Villa | Private Beach Cove & Pool
Other holiday rentals with a kayak

Modern Canal Front Villa in Leeward

Oceanfront Penthouse Escape • Steps to Beach, Pool

Tropical Chalk Sound Cottage with Pool and Kayak!

Northwest Paradise - Gorgeous, Modern & Peaceful

Harbour House - 2 Bed Waterfront; 7 Min to Beach

Canal Front 3-bedroom Suite in Providenciales

Flamingo Lake Villa

Villa Do Little - Near Grace Bay + Long Bay Beach
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 $179 SGD per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cooper Jack Bay Settlement holiday rentals include wifi access

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

4.8 Average rating
Cooper Jack Bay Settlement stays are highly rated by guests – averaging 4.8 out of 5!
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