
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.

Paradise Nest Penthouse-Million Dollar Ocean Views
Welcome to Paradise Nest Penthouse! It is a 2600 sq ft gorgeous customized 2 bedroom penthouse (75 ft above sea level in the La Vista Azul Resort) with a specious open kitchen and a living room concept. It opens to a wide balcony which offers you a STUNNING view of turquoise water of the famous Grace Bay beach. The master bedroom has it's own private balcony & en-suite bathroom. You have access to outdoor pools with a hot tub, gym and free spacious parking space. Elevator is available.

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.

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.

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.

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.

The Sapphire Villa. Tropical Oasis. Make memories
Sapphire Villa is a private luxury retreat in Long Bay, Providenciales, just a 4-minute walk to Long Bay Beach and near The Shore Club. Enjoy shallow turquoise waters, soft white sand, kiteboarding, paddleboarding, and jet skiing. The villa features a private pool, lush tropical landscaping, bright indoor-outdoor living, and a master patio with partial ocean views. Minutes to Grace Bay dining and golf.
Popular amenities for Cooper Jack Bay Settlement rentals with a pool
House rentals with a pool

Casa de Isle, Taylor Bay, Chalk Sound area

Tropical Carabas Villa!

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

Sea More Getaway

Charming Gecko House with porch & pool - Grace Bay

Valhead Villa

Sweet Escape 2 beds/baths W pool

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

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED

Amazing Ocean views -Modern Condo -Balcony - Pool

*Balcony View* Modern Studio C202

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞

Crystal Vista Suite

Shore to Please - Large Studio Condo with Patio

1 Bedroom Luxury Grace Bay Condo in Best Location
Other holiday rentals with a pool

Leeward Landing Villa

Chris' Place is A NEWLY! renovated Poolside Condo!

Stunnig Oceanview Studio w/ Balcony +Pools

‘My Little Hideaway’ at Lucayan Cays

2 Bdrm Stunning Marina View at The Yacht Club C5

Modern Villa with Private Pool Near Long Bay Beach

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach

Discounted Rates Luxury Private Full 1BR Suite 2
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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