Vacation rentals with a pool in Leeward

Large Luxury Modern Condo + pool + close to beach

*Pool closed 09/30 to 10/31 2026 for maintenance* This 925 sqft luxury 1 bedroom, recently renovated condo provides all necessary amenities. 3 minutes drive from the famous Grace Bay Beach! Located in the exclusive Leeward area, a gated, secure residential area where all the major luxury villas are. The beach is a short stroll away & the main Grace Bay shopping / resort area is 5 minutes by car. The condo boasts a large pool, stunning modern finish and appliances. We recommend renting a car.

Location · Value · Condition

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo

Welcome to your own peaceful, safe and secure luxury condo in the heart of Grace Bay, Providenciales! This contemporary two bedroom suite on the second floor facing NW enjoys gorgeous sunsets. Located in the heart of Grace Bay means you are a very short walk to every amenity you could possibly need on your vacation. Three minutes to a full service grocery store, a multitude of restaurants and shops, pharmacy and casinos, not to mention a five minute walk to the worlds #1 ranked Grace Bay Beach!

Location · Family · Cleanliness

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.

Value · Family · Bathroom

🏖🏝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 🏝

Location · Family · View

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.

Value · Family · Grill

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Value · Family · Pool

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.

Family · Location · Indoor spaces

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

Family · Location · Outdoor spaces

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

Location · Family · TV

Luxe Home / 2 bedroom (5 - 7 min walk to beach)

Large 1200 sq ft top‑floor oversized end unit condo with a modern / sophisticated design in the heart of Grace Bay. 2 large bedrooms with queen size beds and 2 full bathrooms. Short walk to Grace Bay Beach. Pool and secure parking onsite. We provide 4 beach chairs, 1 umbrella, beach towels, and beach cooler. Onsite gym equipped with a bike machine, elliptical, and treadmill (no free weights). Two yoga mats in condo

Value · Location · Pool

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.

Location · Family · Grill

Gated Long Bay Villa Near Grace Bay with Pool

Gated two-story villa in Long Bay Hills with a private pool, sea-view balconies, and optional private chef and yacht experiences arranged through your host. Long Bay Beach is a 5-minute drive; Grace Bay Beach is 10 minutes away. Complimentary airport transfers for stays of 5+ nights. Designed for groups and families seeking a fully exclusive property with concierge-level service in Turks and Caicos.

Family · Location · Check-in