
Vacation rentals with a kayak in Cooper Jack Bay Settlement
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Top-rated kayak rentals in Cooper Jack Bay Settlement
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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. Open Concept 2 Bedroom

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.

SunSeaSand 1Bdrm Seaside Unit B- Long Bay Hills
SunSeaSand, your premier boutique resort, offers a prime location just a brief 3-minute stroll away from the stunning Long Bay Beach and 5-minute joyride to Grace Bay's restaurants and resorts, positioning it as the destination in Turks and Caicos for your upcoming retreat. Whether you're seeking a romantic getaway, a memorable family vacation, or a trip with friends, SunSeaSand guarantees delight with our convenient location and thoughtful amenities—ensuring an effortless, pleasurable stay.

Couple’s Retreat - ocean view, pool and hot tub!
Free cancellation! Oceanside oasis with pool, ocean and garden views. Escape to the pristine blue waters at Northwest Point. Pool, ocean and hot tub within steps of condominium. Free access to kayaks and SUPs, snorkel gear, owners beach chairs, loungers and miles of secluded beach for walking, exploring or beachcombing. Airport is appoximately a 15 minute drive from Northwest Point Condominiums (formerly Northwest Point Resort). New refrigerator and new TV added October 2025!

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.

3 Bed Beach Oasis on Flamingo Lake w/Private Pool
Márohu is a stunning 3-bedroom modern Caribbean villa set within the exclusive neighbourhood of Turtle Tail, just a 10-minute drive from the world-renowned Grace Bay Beach. This spacious, well-equipped, and family-oriented villa offers expansive floor-to-ceiling views over Flamingo Lake from every room. You’ll experience the best of outdoor living with our own pool and sandy beach, ideal for lounging, a friendly game of cornhole, or exploring the lake with our included kayaks.

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 Turtle Cove Marina by car. Centrally located, 10 mins drive from the airport, close to lots of good local restaurants/bars and grocery stores.

Villa DelEvan 4B / 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 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 guest 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 Lighthouse”, Private Pool, Ocean Views, Beach
The Lighthouse private cottage features a tower fashioned after a lighthouse affording stellar ocean views Private pool just outside living room doors! Deck & patio lounge w/ BBQ for fun & sun Nestled in the Thompson Cove Canal area and just a 3-minute walk to the beach WiFi, Smart TV with Netflix. Book now for a relaxing yet adventurous getaway! Kayaks, SUPs & snorkel gear included!

Sea La Vie - Beachside Studio Unit #3
Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this private Studio unit with it own private entry and patio, can accommodate up to 2 guests, with a queen size bed. It is located on the ground floor, roughly 15 yards from the pool. No pool view.
Popular amenities for Cooper Jack Bay Settlement kayak rentals
House rentals with a kayak

Casa de Isle, Taylor Bay, Chalk Sound area

Villa Serenity - (3-Bed Waterfront Villa)

Romantic Beachfront Getaway!

Coastal Vibes Villa Near Sapodilla Beach

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views

3bd ~ Private Pool ~ Kayak to the Mangroves

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

Peaceful 1BR Private Cottage w/ HotTub Beach Front
Cottage rentals with a kayak

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Cute tropical getaway cottage at Dragon Cay Resort

Ridgetop Cottage for 2| Dragon Cay | Mudjin Harbor

Your waterfront Dream Getaway Starts Here

Caicos Cottage, 2 bdrm/2 bath beachfront w/pool

Cottage for 2 | Dragon Cay Resort | Mudjin Harbour

SunSeaSand 2Bdrm Seaside Cottage - Long Bay Hills

Swan Cottages
Other vacation rentals with a kayak

Sea La Vie - Beachside 1 bedroom Unit #6

“Sail Loft STBD”, Duplex with a Pool, Beach Access

“Sail Loft Port”, Duplex with a Pool, Beach Access

SunSeaSand Seaside Studio Unit B - Long Bay Hills

Stunning Life. Style Resort w/Garden View

Sea La Vie - Beachside 4 Bedroom Villa, Unit #1

Pelican View #3 unrivalled beach views

The Old Beach House 2 bedroom
Quick stats about vacation rentals with a kayak in Cooper Jack Bay Settlement
Total rentals
20 properties
Nightly prices starting at
R1,562 ZAR before taxes and fees
Total number of reviews
340 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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