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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Superhost
Villa in Providenciales and West Caicos
4.85 out of 5 average rating, 144 reviews

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

Guest favorite
The entrance to the home features a light blue door framed by a large palm plant and various potted plants. A covered porch area leads to the well-maintained exterior, complemented by a modern light fixture and a decorative lantern.
Home in Providenciales
4.88 out of 5 average rating, 8 reviews

Sunset Paradise Waterfront Dock SUP + Pontoon Opt

Relax with the whole family at this peaceful oasis. This one level home otherwise known as a ranch bungalow is located on a 2 acre, fully fenced, gated, waterfront property. There is 75 feet of waterfront on the discovery bay canal system which runs north south thru south side marina, Cooper Jack bay beach the new home to The Strand Resort and next to the Wymara Villa's. Southside Marina is home to Bob's Bar, Flamingo Divers & Caicos Adventures. Enjoy snorkeling at Smiths Reef or Coral Gardens.

Top guest favorite
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
4.98 out of 5 average rating, 142 reviews

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.

Guest favorite
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
4.94 out of 5 average rating, 115 reviews

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.

Superhost
A modern villa is positioned along the tranquil waters of Chalk Sound. Lush greenery surrounds the entrance, featuring a combination of stone and manicured hedges. The clean lines of the architecture contrast with the vibrant blue of the lagoon in the background, creating a serene outdoor setting.
Guesthouse in Providenciales
4.79 out of 5 average rating, 19 reviews

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!

Superhost
A serene beach scene features soft white sand leading to calm waters, with lounge chairs placed under umbrellas. The tranquil sky displays a gradient of pastel colors as the sun sets, illuminating the nearby condominium and surrounding palm trees.
Condo in Wheeland Settlement
4.92 out of 5 average rating, 128 reviews

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!

Top guest favorite
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
4.99 out of 5 average rating, 103 reviews

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.

Top guest favorite
An outdoor area features a rectangular swimming pool with clear water, surrounded by a deck area with lounge chairs. A striped umbrella provides shade, while views of the ocean and sandy beach create a serene backdrop. Lush greenery frames the space, enhancing the coastal ambiance.
Villa in Providenciales
4.99 out of 5 average rating, 118 reviews

Villa DelEvan 4A / 1-bedrm Beach front 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.

Guest favorite
Home in Cooper Jack Bay Settlement
5 out of 5 average rating, 15 reviews

Breeze Luxury 3 Br Waterfront Villa

Welcome to your dream getaway in Turks and Caicos! This stunning 3-bedroom, 2 bath luxury villa sits directly on the peaceful canal in the prestigious Cooper Jack community, just minutes from the world famous Grace Bay Beach. Luxury 3BR canal-front villa in Turks & Caicos with private pool, dock, full kitchen, ensuite baths, and minutes from Grace Bay Beach. Ideal for families or couples seeking upscale comfort, water access, and serene island vibes.

Guest favorite
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
4.88 out of 5 average rating, 34 reviews

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!

Guest favorite
Apartment in Providenciales
4.96 out of 5 average rating, 245 reviews

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.

Top guest favorite
The image captures the exterior of a cottage at dusk, highlighting a lighthouse-shaped tower with softly illuminated windows. A poolside area is visible, featuring lounge seating and a dining area, all surrounded by white walls and a well-maintained patio space.
Home in TC
4.98 out of 5 average rating, 188 reviews

“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!

Popular amenities for Cooper Jack Bay Settlement kayak rentals

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.ﺇ331 per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 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

  • 4.8 Average rating

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

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