
Holiday rentals in Cooper Jack Bay Settlement
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Top-rated holiday rentals in Cooper Jack Bay Settlement
Guests agree: these stays are highly rated for location, cleanliness and more.

Endless Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach – Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, & fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

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.

2 Bedroom Stunning Views
Kick back and relax in this calm, stylish space. This modern 2-bedroom, 2-bathroom home is nestled along the serene Chalk Sound, offering peaceful seclusion with breathtaking views. FAR from the hustle and bustle of Grace Bay, it caters to guests looking to relax and reset. Enjoy spacious living, stylish finishes, and stunning water views from almost every room—perfect for those seeking comfort and tranquility. 15 mins to airport 20 mins to Grace Bay 5 mins to Taylor Bay & Sapoddila Bay Beach

“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.

(NEW) Industrial Suites by Salt Wind Escapes Apt 1
Welcome to Industrial Suites, where modern and affordable comfort meets island life. Enjoy a stylish, spacious 1-bedroom, 1 bathroom newly built apartment complex designed for travelers who crave something centrally located. We also provide Car Rentals for your stay: Please feel free to inquire for more Information on car rental! Each suite comes with a full kitchen, fast WiFi, air conditioning, in unit washer and dryer and cozy living space perfect for relaxing after a day of exploring.

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views
Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this spacious, private, 2-Bedroom\2-Bathroom unit can accommodate up to 6 guests, with a king size bed, 2 full size beds, and a queen sofa bed. It occupies 2nd and 3rd floor of our middle building, roughly 15 yards from the pool, no pool view. With beautiful scenic views of the ocean and Long Bay Beach area, from its 3rd floor Livingroom and wrap-around balcony.

Calme at Oceanside PrivatePool OceanView SunSet
Calme is a sweet, cozy, stylish studio villa designed just for two It has a gorgeous expansive private OceanView of the Caicos Banks It is walking distance to a stunning peaceful beach Bring your floaties and drift away The sun sets in front of the villa Imagine a sunset dip in the Private Infinity Pool We are close driving distance to the island’s beautiful beaches and great restaurants Our Oceanside neighbourhood is safe and quiet Calme is private, well located and affordable

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.

Modern Villa with Private Pool Near Long Bay Beach
- Immerse yourself in tranquil luxury at a gated two-story villa just minutes from Long Bay Beach. - Enjoy bright, spacious interiors, a modern kitchen, and a private, secure setting throughout. - Relax by the private pool, fire up the BBQ, and unwind in peaceful outdoor lounge areas. - Stay connected with fast WiFi and explore Grace Bay’s beaches, shops, and dining nearby. - Reserve your stay for a refined tropical retreat designed for comfort and relaxation.

Beach Bungalow Steps from Ocean!
THIS IS BUNGALOW #2 PLEASE SEE NUMBERED AERIAL PHOTO FOR REFERENCE! Simply put PARADISE! Swaying Palms is a set of (9) luxurious romantic single bedroom Beachfront Bungalows located on beautiful Long Bay Beach. Our Bungalows share a generous 554 feet of beachfront making it the lowest density resort on the island. While still being in a quiet and romantic spot, only a 5-minute drive to Grace Bay and all the restaurants, grocery stores, shops, and Casino.

"The Nest Cozy Cottage"
“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

Modern Villa with Pool Minutes to Grace Bay 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
Popular amenities for Cooper Jack Bay Settlement holiday rentals
Other great holiday rentals in Cooper Jack Bay Settlement

1 BR Starfish Stay in the Heart of Grace Bay

Sunset Serenity: Private Pool & Waterfront Bliss

New Gabriella Villa II -Special Opening Rates

NEW Water Access! Luxe Villa, Infinity Pool& Views

Blue Tang Villa (2 Bedroom)

OceanView Suite AqualaraVilla w/ Lounge Pool

Island Hideaway for Two

Paradise Villa #4, (Studio)
Frequently Asked Questions
Are there family-friendly vacation rentals in Cooper Jack Bay Settlement?
Cooper Jack Bay Settlement has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in villa rentals in Cooper Jack Bay Settlement?
Experience the best of Cooper Jack Bay Settlement with our villa rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Cooper Jack Bay Settlement?
Four-legged friends are welcome in Cooper Jack Bay Settlement. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Cooper Jack Bay Settlement?
Yes! Work meets play with ease at over 80 vacation rentals in Cooper Jack Bay Settlement featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Cooper Jack Bay Settlement villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 villa rentals with pools in Cooper Jack Bay Settlement, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Cooper Jack Bay Settlement have air conditioning?
Absolutely! We offer over 30 condo rentals with air conditioning in Cooper Jack Bay Settlement. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cooper Jack Bay Settlement have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Cooper Jack Bay Settlement. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Cooper Jack Bay Settlement have wifi?
Absolutely! We offer over 30 villa rentals with wifi in Cooper Jack Bay Settlement. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Cooper Jack Bay Settlement have free parking?
Absolutely! We offer over 30 villa rentals with free parking in Cooper Jack Bay Settlement. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Villa Rentals in Cooper Jack Bay Settlement?
Enhance your stay in our Villa Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Cooper Jack Bay Settlement

Total holiday rentals
Explore 160 holiday rentals in Cooper Jack Bay Settlement

Nightly prices starting at
Cooper Jack Bay Settlement holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 5,990 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 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

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