
Holiday rentals with a pool in Cooper Jack Bay Settlement
Find and book unique homes with a pool on Airbnb
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.

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.

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.

Cozy Studio in TCI
My cozy studio is located in La Vista Azul Resort in Turtle Cove, Providenciales. It is perfect for a solo traveler and a tight squeeze for a couple. This is my home away from home, so please take good care of it :) Living in the Caribbean is great, but it does come with some downsides i.e. bugs/insects and expensive utilities. PLEASE keep the DOOR CLOSED at all times to keep the bugs and insects out of the unit, and PLEASE turn off the lights, TV, and AC when leaving the unit. Enjoy!

🏖🏝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 🏝

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

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.

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

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.

*Balcony View* Modern Studio C202
Welcome to our little piece of paradise in Providenciales, Turks and Caicos. We hope that you will enjoy our modern style condo as much as we do. Our condominium is situated at Queen Angel Resort, walking distance to the #1 beach in the world, Turtle Cove Marina, and Smith’s Reef the best snorkelling spot on the island. Turtle Cove is a tourist hot spot with many restaurants, excursions and attractions available. The condo has recently been fully renovated and remodelled.

Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.

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

Group Friendly Modern Villa — Private Pool & BBQ
Wake up to Caribbean sea views, then spend your days by your private pool in this gated two-story villa in Long Bay Hills. Optional services — from a private chef and in-house massages to private yacht experiences — are available to make your stay effortless. Long Bay Beach is 5 minutes away, and Grace Bay is just a 10-minute drive. Ideal for groups and families, with complimentary airport transfers for stays of 5 nights or more.
Popular amenities for Cooper Jack Bay Settlement rentals with a pool
House rentals with a pool

Tropical Carabas Villa!

Stunning 2BR Villa with Pool & 4 min to the beach

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

Sea More Getaway

Charming Gecko House with porch & pool - Grace Bay

Sweet Escape 2 beds/baths W pool

Valhead Villa

New 2-bedroom Sunset villa!
Apartment rentals with a pool

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞

Crystal Vista Suite

★★★★★ Modern Condo | Amazing Pool | On Site Spa

Shore to Please - Large Studio Condo with Patio

1 Bedroom Luxury Grace Bay Condo in Best Location

La Vista Azul Condo steps from Grace Bay Beach
Other holiday rentals with a pool

Leeward Landing Villa

Chris' Place is A NEWLY! renovated Poolside Condo!

Vista Cove 1 Bedroom Villa

Turtle Sands - Tiki Bar and Waterfront!

Shore Thing 1BR Beach Condo - Mins to Beach/Eatery

Townhome Villa – Steps to Grace Bay (Sleeps 4)

Modern 2BR Villa | Pool, Basketball & Pickleball

2 Bdrm Stunning Marina View at The Yacht Club C5
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 £89 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 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

4.9 Average rating
Cooper Jack Bay Settlement stays are highly rated by guests – averaging 4.9 out of 5!
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