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

The Hideaway / Modern Zen Studio with Private Pool
A Modern & Stylish Zen Studio with private Pool in the gated, secure and idyllic neighbourhood of Harbour Gates, Sapodilla Bay. Elevated with partial views of the brilliant turquoise waters of Chalk Sound and beyond. Secluded amongst the tropical flora is the pathway that leads to Direct Beach Access on the beautiful and sheltered Sapodilla Bay Beach (300m). High end finishes and beach charm abound in this spacious & well equipped studio. Welcome to the Hideaway. You have found your Vacation☀️
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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.
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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.
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🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝
🏖 NEWLY RENOVATED, SPACIOUS one bedroom condo with an ocean view at La Vista Azul Condo Resort. Located hillside in the exciting area of Turtle Cove, Providenciales, the unit is close to several excellent restaurants, cafes, bars, a casino, and a marina. Most notably, the studio is a 10 minute walks to Smith's Reef in the Princess Alexandra Park National beach. Smith’s Reef is located near Turtle Cove on the north coast of Providenciales, and about 3.5 miles (5.6 km) from Grace Bay 🏝
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Beautiful Sunset Villa with Infiniti Pool
Beautiful Sunset Villa is nestled in the heart of Chalk Sound, Providenciales where guests are guaranteed a home away from home experience. It enjoys unique trade winds in a private and safe community close to restaurants and the beach. Beautiful Sunset Villa provides views of the famous Chalk Sound turquoise waters, featuring a private Infiniti pool, extensive pool deck, a dedicate kitchen and dining area with full air conditioning. View the video below! https://youtu.be/13YyhYECZQA
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The Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
This spacious, comfortable, well-designed one-bedroom poolside apartment is in a private gated community—The Yacht Club. Couples and small families will appreciate the gorgeous grounds, stunning multi-level saltwater pool, relaxed vibe, and local restaurants. A five-minute walk will take you to one of the best beaches on the island, which features a snorkeling reef. The property is next to one of the largest marinas on the island with boat cruises, fishing & a variety of water sports.
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Tropical Carabas Villa!
Peaceful Villa Near Grace Bay Beach 🌴 Escape to this serene villa just minutes from Grace Bay Beach and steps from Coco Bistro. Enjoy a private pool, air-conditioned bedrooms, a fully equipped kitchen, and an outdoor grill for relaxing meals. Lounge with beach towels and chairs, stay connected with strong Wi-Fi, and soak in the lush tropical surroundings. The perfect mix of comfort, convenience, and tranquility for your getaway! 🌴 12% government tax is included in the listed price.
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Gated Condo in Grace Bay/ Short Walk to Everything
This studio in Grace Bay offers comfort and convenience. It's a few minutes walk to the beach, grocery stores, restaurants, activities, and a medical center. The Caicos Key condo is new and includes a 55-inch smart TV with Fire Stick, fast Wi-Fi, a dishwasher, and a washer/dryer combo. For your security, the property has a smart lock and is gated. Guests can also use the swimming pool and BBQ area. We aim to make your stay comfortable and can provide anything you need on demand.
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Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location. Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.
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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.
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Turquoise Views, Private Pool & Total Serenity
Escape to your own private hillside retreat with breathtaking turquoise ocean views, complete privacy, and a brand-new private swimming pool exclusively for Studio guests. Relax on the spacious sun deck, cool off in the pool just steps from your bedroom, and enjoy the peace and serenity of Sunrise Ridge. Located away from the crowds of Grace Bay, this is the perfect spot for couples seeking stunning views, quiet surroundings, and an authentic Turks & Caicos getaway.
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Private Luxury Villa with Pool 5 Min to GB Beach
Villa Cocuyo offers complete privacy, comfort, and consistent 5⭐️ hospitality. Couples love the safe and secure , peaceful setting, private solar heated pool, modern interior, and garden oasis. Enjoy fast WIFI, premium amenities, and a spotless space designed for true relaxation. Our 5-star reviews reflect our dedication to exceptional hosting, attention to detail, and a worry-free, private island getaway close to everything including beach
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Popular amenities for Cooper Jack Bay Settlement rentals with a pool
House rentals with a pool

Beach-side oasis- heated POOL w/ SLIDE - KING BEDS
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Calme at Oceanside PrivatePool OceanView SunSet
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Ocean Seacret Views/Gated & Pool
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NEW Water Access! Luxe Villa, Infinity Pool& Views
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Sea La Vie - #4 Beachside 2 bdr Suite, Ocean views
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2 Bedroom Stunning Views
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Sweet Escape 2 beds/baths W pool
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Villa Pelican
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Condo rentals with a pool

Amazing Ocean views -Modern Condo -Balcony - Pool
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Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo
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🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞
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Middle of Gracebay, Modern Condo, Pool, Gated
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★★★★★ Modern Condo | Amazing Pool | On Site Spa
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Shore to Please - Large Studio Condo with Patio
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1 Bedroom Luxury Grace Bay Condo in Best Location
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La Vista Azul Condo steps from Grace Bay Beach
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Other holiday rentals with a pool

Vista Cove 1 Bedroom Villa
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Townhome Villa – Steps to Grace Bay (Sleeps 4)
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The Retreat, Spacious 1-Bed, 1-Bath Villa
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Premier Seaside Villa with Pool at White Villas (7
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‘My Little Hideaway’ at Lucayan Cays
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Bungalow Directly on the Beach
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T'PII Villa: Brand New Villa in Turtle Creek
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Garden Suite AqualaraVilla w/ Rooftop Lounge Pool
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Quick stats about holiday rentals with a pool in Cooper Jack Bay Settlement

Total holiday rentals
Explore 110 holiday rentals in Cooper Jack Bay Settlement

Nightly prices starting at
Cooper Jack Bay Settlement holiday rentals start at $171 AUD per night before taxes and fees

Verified guest reviews
Over 5,070 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
110 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!
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