
Holiday rentals with a pool in Caicos Islands
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Top-rated rentals with a pool in Caicos Islands
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!
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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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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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Luxe Home / 2 bedroom (5 minute walk to beach)
Large 1200 sq ft top‑floor oversized end‑unit condo with sophisticated design in the heart of Grace Bay. 2 large bedrooms with queen beds and 2 full bathrooms. Thoughtful design and layout make this space exceptionally comfortable. Short walk to Grace Bay Beach. Pool and parking onsite. We provide 4 beach chairs, 1 beach umbrella, and beach towels for your convenience. Onsite gym equipped with a bike machine, elliptical, and treadmill (no free weights). Two yoga mats are available in condo.
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“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.
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Seasage Cottage, 2bed 2bath, private pool & gazebo
Built in 2015 Seasage Cottage is a breezy 2 bedroom 2 bath home with a modest ocean view. Sleeps four adults comfortably but can accommodate up to six upon request. A quaint, quiet, clean and clutter free cottage with AC, private pool, BBQ and poolside gazebo. This 1200 square foot home is located in a friendly residential area, with neighbours nearby, but not right next door. The cottage is a 7 minute drive to Grace Bay Beach, 5 minutes to Long Bay beach, and 15 minutes from PLS airport.
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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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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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Sea La Vie - #4 Beachside 2 bdr Suite, 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.
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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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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.
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Popular amenities for Caicos Islands rentals with a pool
House rentals with a pool

Casa de Isle, Taylor Bay, Chalk Sound area
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Cottage 6 Seaside Est.-Beautiful Like New by Beach
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Panoramic Turquoise Views Villa 1
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Gabriella Luxury Villa - Opening Special Rates
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2 Bedroom Spectacular Views
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Luz Maria Villa- 3 bed 3 bath, Pool and Hot Tub!
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Sun and Sea
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Stunning 2BR Villa with Pool & 4 min to the beach
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Condo rentals with a pool

Amazing Ocean views -Modern Condo -Balcony - Pool
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*Balcony View* Modern Studio C202
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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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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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Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!
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Other holiday rentals with a pool

Turtle Sands - Tiki Bar and Waterfront!
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Calme 60% OFF! Summer PrivatePool OceanView SunSet
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‘My Little Hideaway’ at Lucayan Cays
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Ocean Seacret, Pool Gated Clean Ocean & Canal view
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King Hill Villa at Mudjin Harbor!
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Ideal Honeymoon Villa
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Caicos Retreat Apt#3
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NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
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