
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.

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.
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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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🏖🏝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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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.
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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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Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location. Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.
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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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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
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★★★★★ Modern Condo | Amazing Pool | On Site Spa
• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub • Highest Rated Spa on Island onsite • Fully equipped kitchen • Private front patio • Garage parking for 1 car • Onsite washer + dryer • Fitness center access • Queen sofa bed with extra linens in living room • Porta-Crib • WiFi • Beach toys, coolers, DVD collection, & games • Take-one/leave-one liquor cabinet • Buy Travel Insurance
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Caribbean Villa with Private Pool Near Grace Bay
Two-story gated villa in Long Bay Hills with Caribbean sea views, private pool, and BBQ. Optional private chef, in-house massage, and yacht experiences available. 5 minutes to Long Bay Beach, 10 minutes to Grace Bay Beach. Complimentary airport transfers for 5+ night stays. Built for groups and families seeking a full-service Turks and Caicos base with beach access and concierge-level flexibility.
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Villa Jayla
Villa Jayla is located on the south side of Providenciales approximately 1 mile from the famous sapadilla and Taylor bay beaches. the Beautiful Villa sits on the south side of the Island over looking the sound where you can go kayaking or chill and look at the beautiful sunset. We now have a paddle board!
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Popular amenities for Caicos Islands rentals with a pool
House rentals with a pool

Tropical Carabas Villa!
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Waterfront Turtle Tail Villa | Pool & Kayaks
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“The Lighthouse”, Private Pool, Ocean Views, Beach
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Ocean Seacret Views/Gated & Pool
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NEW Water Access! Luxe Villa, Infinity Pool& Views
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Sea La Vie - #4 Beachside 2 bdr Suite, Ocean views
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2 Bedroom Stunning Views
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LUXURy Villa: Ocean View. Private Pool! Chef avail
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Condo rentals with a pool

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo
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🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞
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Luxury Condo - The Somerset on Grace Bay 5* Resort
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Middle of Gracebay, Modern Condo, Pool, Gated
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Amazing GraceBay Views, Pools,Location PH Studio
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Beachy Chic / Grace Bay / Grandview on Grace Bay
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Shore to Please - Large Studio Condo with Patio
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1 Bedroom Luxury Grace Bay Condo in Best Location
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Other holiday rentals with a pool

Kokoon at Oceanside PrivatePool OceanView SunSet
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Townhome Villa – Steps to Grace Bay (Sleeps 4)
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The Retreat, Spacious 1-Bed, 1-Bath Villa
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The Hideaway / Modern Zen Studio with Private Pool
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‘My Little Hideaway’ at Lucayan Cays
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The Caicos House -5 mins to the Beach & Dining!
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Ideal Honeymoon Villa
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Luxury Grace Bay Villa 3, Beach&reef, private pool
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