
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.

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☀️

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.

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.

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 4D / 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.

Juba Sunset
Waterfront Private apartment that is fully furnished. Private deck. fantastic views overlooking Juba Sound. within 7mins to Grace Bay, world famous Grace Bay Beach and shops. Very quiet and safe area. Infinity edge pool included. Glorious sunsets. BBQ on the waterfront. Only a couple of mins away from popular Kite Surfing spot. There is also a Kayak available for guests use down on the waterfront. This is the only rental unit on property, you will be the only guests.

Sapodilla Bay - Walk to the Beach!
Just a 3–5 minute walk to beautiful, calm Sapodilla Bay Beach, with views of the breathtaking turquoise hues of Chalk Sound National Marine Park. Located in quiet, secluded Chalk Sound, our newly built villa offers privacy, comfort, and a peaceful escape away from the resort crowds, yet remains a short drive to Grace Bay’s restaurants and shops. Perfect for couples seeking relaxation, sunsets, and effortless beach days in one of Provo’s most special settings.

“Sail Loft STBD”, Duplex with a Pool, Beach Access
Our Sail Loft home features two separate but identical efficiency suites, each one equipped with a King Sized bed. This side of the duplex is called Sail Loft Starboard. 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.

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

★★★★★ 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
Popular amenities for Caicos Islands rentals with a pool
House rentals with a pool

Leeward Landing Villa

Tropical Carabas Villa!

Secluded Escape, Ocean Views, Pool and Hot Tub

Long Bay Couples Suite - Pool, Beach Access & BBQ

Ocean Seacret Views/Gated & Pool

Caya Villa 2 - 2 Bedroom - Island Fusion Home

Sea More Getaway

Charming Gecko House with porch & pool - Grace Bay
Apartment rentals with a pool

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED

🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞

Amazing GraceBay Views, Pools,Location PH Studio

Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!

Inn by the Beach, Grace Bay

*Blue Oasis TCI* Sun, Sand & Poolside Perfection
Other holiday rentals with a pool

Caicos Retreat Apt#4

SunSeaSand 2Bdrm Seaside Cottage - Long Bay Hills

NEW *2 BR Villa Maya- BBQ- Golf- Pool in Grace Bay

The Caicos House -5 mins to the Beach & Dining!

Sea Villa - Cozy Family Villa Steps From the Beach

2 Bdrm Condo Grace Bay a quick walk too the Beach

Beachy Chic / Grace Bay / Grandview on Grace Bay

Garden Suite AqualaraVilla w/ Rooftop Lounge Pool
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