
Holiday rentals with a pool in Cooper Jack Bay Settlement
Find and book unique homes with a pool on Airbnb
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 $203 NZD per night before taxes and fees

Verified guest reviews
Over 4,980 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 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!
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.

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.
4.96 out of 5 average rating, 155 reviews
Ocean Seacret, Pool Gated Clean Ocean & Canal view
This 3-bedroom 2-bath stunning villa is situated in a secluded neighborhood, has panoramic views of the ocean, lake, & canal; enjoy the essence of island life. It's a 7 minutes drive to GraceBay Beach or enjoy a swim in pvt pool. The villa features AC units,a washer/dryer A concierge to assist with groceries, tours etc Car rental options are provided, along with the services of an award-winning celebrity private chef, who can prepare pre arrival meal & a floating breakfast/ brunch in your pool.
4.99 out of 5 average rating, 79 reviews
Gated Villa + Private Pool• Walk to GraceBay Beach
Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!
4.89 out of 5 average rating, 133 reviews
Luz Maria Villa- 3 bed 3 bath, Pool and Hot Tub!
Luz Maria Villa is a newly built, private, luxury villa with countless amenities all within minutes! Enjoy a complimentary fruit basket, coffee and tea selections, wet bar, rooftop terrace with hot tub, complimentary bicycles, wifi, pool and much more! Located just 2 mins from The Strand Resort and Beach, our guests can enjoy gourmet dining and one of the best beaches Turks and Caicos has to offer! You will not be disappointed with your decision to stay with us- Its a privilege to welcome you!
5.0 out of 5 average rating, 12 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.
4.94 out of 5 average rating, 121 reviews
Ideal private getaway villa | 250 yds to the beach
The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden away from main roads and just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.
4.97 out of 5 average rating, 151 reviews
“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.
5.0 out of 5 average rating, 121 reviews
🏖🏝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 🏝
4.95 out of 5 average rating, 221 reviews
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
4.89 out of 5 average rating, 214 reviews
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.
4.82 out of 5 average rating, 152 reviews
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.
4.87 out of 5 average rating, 119 reviews
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
4.96 out of 5 average rating, 384 reviewsPopular amenities for Cooper Jack Bay Settlement rentals with a pool
House rentals with a pool

Tropical Carabas Villa
4.91 out of 5 average rating, 124 reviews
2 Bedroom Spectacular Views
5.0 out of 5 average rating, 48 reviews
Panoramic Turquoise Views Villa 1
5.0 out of 5 average rating, 5 reviews
NEW Water Access! Luxe Villa, Infinity Pool& Views
4.91 out of 5 average rating, 54 reviews
*New* 3 Bedroom Waterfront Villa with Pool
5.0 out of 5 average rating, 14 reviews
Charming villa with ocean views
5.0 out of 5 average rating, 35 reviews
Follow Your Dreams Villa!
5.0 out of 5 average rating, 19 reviews
Private Pool Villa w/ Firepit/Outdoor Dining
5.0 out of 5 average rating, 4 reviewsCondo rentals with a pool

The Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
4.96 out of 5 average rating, 118 reviews
*Pool Side* Modern Studio C102
4.86 out of 5 average rating, 176 reviews
1 Bedroom Luxury Grace Bay Condo in Best Location
4.98 out of 5 average rating, 196 reviews
Modern Condo | Amazing Pool | On Site Spa
4.92 out of 5 average rating, 275 reviews
Inn by the Beach, Grace Bay
4.94 out of 5 average rating, 259 reviews
Amazing Ocean views -Modern Condo -Balcony - Pool
4.93 out of 5 average rating, 217 reviews
Luxe Home / 2 bedroom (5 - 7 min walk to beach)
4.97 out of 5 average rating, 107 reviews
Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!
4.9 out of 5 average rating, 223 reviewsOther holiday rentals with a pool

Nest *60% Summer PrivatePool OceanView SunSet
5.0 out of 5 average rating, 61 reviews
Ideal Honeymoon Villa
4.96 out of 5 average rating, 84 reviews
Mistral * Exquisite ocean view NEW 3BR Villa
4.93 out of 5 average rating, 55 reviews
Waterfront Villa with Plunge Pool and Ocean Views
4.7 out of 5 average rating, 80 reviews
Vista Cove 1 Bedroom Villa
4.81 out of 5 average rating, 27 reviews
3BR Condo Near Grace Bay – Pool & Gym Access
5.0 out of 5 average rating, 3 reviews
Poolside Villa with BBQ, Fire Pit & Near Beach
5.0 out of 5 average rating, 12 reviews
NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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