Beachfront holiday rental in Leeward

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Top-rated beachfront accommodation in Leeward

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
A serene infinity pool overlooks the vibrant turquoise waters of the Caribbean. Surrounding the pool area, various coastal plants and rocks add to the natural ambience, while distant horizons and fluffy clouds create a peaceful setting.
Apartment in Long bay
4.94 out of 5 average rating, 88 reviews

VillaKendara~SeaFront~Gated~Private~Panoramic View

Private~Gated~Beachfront~Convenient~Panoramic Water Views~Beautiful by Nature~A+ Sunrises/Sunsets~Swim in Pool or Sea, Snorkel~5 min to Grace Bay Hub & Beaches, Restaurants, Stores, Marina~Exclusive "Johnson Guide to Provo"~Fully Equipped with GMT Kitchen, Amenities, Supplies, AC, Fans, Wi-Fi, TV, DVD, Phone, Safe & LOFT FOR KIDS~CoralStone Deck, Pergola for Shade, BBQ~Snorkel Gear, Portable Beach Chairs & Umbrella~Island Partner Discount for Car Rental, Water Sports/Eco-Tours, Cruise, Massages

Guest favourite
A serene beach scene features soft white sand leading to calm waters, with lounge chairs placed under umbrellas. The tranquil sky displays a gradient of pastel colors as the sun sets, illuminating the nearby condominium and surrounding palm trees.
Condo in Wheeland Settlement
4.92 out of 5 average rating, 128 reviews

Holiday discount- ocean view, pool and hot tub!

Free cancellation! Oceanside oasis with pool, ocean and garden views. Escape to the pristine blue waters at Northwest Point. Pool, ocean and hot tub within steps of condominium. Free access to kayaks and SUPs, snorkel gear, owners beach chairs, loungers and miles of secluded beach for walking, exploring or beachcombing. Airport is appoximately a 15 minute drive from Northwest Point Condominiums (formerly Northwest Point Resort). New refrigerator, sofa, tables, and new TV added October 2025!

Top Guest favourite
An outdoor pool area is surrounded by a modern villa, featuring multiple lounge chairs positioned by the pool. At sunset, soft lighting enhances the ambience, while large glass doors lead to the interior living and dining areas. Lush greenery borders the space, providing an inviting atmosphere.
Apartment in Long Bay Hills
5 out of 5 average rating, 6 reviews

Discounted Rates Luxury Private Full 1BR Suite 2

- Stay in one of our Private Newly Built Modern Suite on Long Bay Beach. -Your Private suite includes a fully equipped Kitchen, amazing living area with queen sofa bed and Smart TV, A king bed room, Fully equipped Bathroom and laundry with washer & dryer, central air conditioning & complimentary WIFI. - Fully gated in a safe high-end beach community. - Special promo discounts on local tours and activities. - Enjoy our large shared pool. hammock, Chess & Corn hole games & outdoor rain shower.

Top Guest favourite
A shimmering pool with a clear blue surface reflects the sky, surrounded by green tropical plants and potted decorations. A wooden path leads toward a beach area, with lounge chairs and umbrellas visible in the distance, framed by palm trees under a bright sky.
Condo in Grace Bay
5 out of 5 average rating, 35 reviews

Luxury Grace Bay Beachfront - Perfection!

Located beachfront and wonderfully situated on the Heart of Grace Bay Beach...Location, Location, Location! With only 18 Beach Front units , you have privacy, location, and convenience. The "Grandview on Grace Bay" is an all Beach Front resort located directly on Grace Bay Beach, and included as one of the most beautifully placed properties on the island. Beach chairs located at the pool and beach for your convenience, and placed out for you each day. Close to amenities and restaurants!

Top Guest favourite
An outdoor area features a rectangular swimming pool with clear water, surrounded by a deck area with lounge chairs. A striped umbrella provides shade, while views of the ocean and sandy beach create a serene backdrop. Lush greenery frames the space, enhancing the coastal ambiance.
Villa in Providenciales
4.99 out of 5 average rating, 118 reviews

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.

Guest favourite
The image captures a luxury resort featuring a long, rectangular pool surrounded by lush greenery and palm trees. Sun loungers with umbrellas are positioned along the pool's edge, offering a relaxing space. The backdrop showcases the azure sea under a clear blue sky.
Condo in Providenciales
5 out of 5 average rating, 24 reviews

Luxury Condo Somerset on Grace Bay!

Ocean Aria Residence-luxury condo at the exclusive Somerset Resort on Grace Bay. Open concept style living/dining area, spacious master bedroom with king bed, walk in closet and en suite bath.The second bedroom is located on the lower level with two twin beds and cozy sitting area. Condo's 2nd bathroom is located on the upper level. Queen size sofa bed in the living room can easily accommodate an extra guest.This is a ground floor unit and it has a view of a croquet lawn.

Guest favourite
Villa in Providenciales and West Caicos
4.85 out of 5 average rating, 145 reviews

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The primary suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets on Taylor Bay are the best on the island! **12% TCI Tax Included

Guest favourite
An aerial view of the villa is presented, showcasing its modern structure alongside a clear turquoise sea. Lush greenery borders the property, and a pool is visible, framed by the vibrant landscape. The beach access is situated nearby, emphasizing the property's serene surroundings.
Villa in Providenciales
4.92 out of 5 average rating, 64 reviews

‘My Little Hideaway’ at Lucayan Cays

My Little Hideaway at Lucayan Cays offers exactly what you come to the beautiful islands of the Turks and Caicos for; Relaxation and Beauty. You are greeted every morning with a lovely sea view and a spectacular water access. If a stylish, modern but tropical getaway is what you are looking for ‘My Little Hideaway’ offers just that and so much more! So come and book at this beautiful hidden treasure and you’ll sure to come back again!

Guest favourite
A spacious balcony offers views of palm trees and vibrant blue umbrellas, surrounding two swimming pools. Lush gardens add greenery to the scene, while a comfortable chair is positioned nearby for relaxing moments.
Condo in Turtle Cove
4.95 out of 5 average rating, 86 reviews

Queen Angel Condo with Pool and Ocean View

Our condo which is peaceful and centrally located offers breathtaking ocean views and splendid sunsets over the Turtle Cove Marina. The resort consists of luxurious gardens, two pristine swimming pools, private outdoor spaces, balconies and free shared parking. A short five minute walk brings you to unbeatable snorkeling at the beautiful Smith's Reef on Gracebay, frequently rated as the best beach in the world.

Top Guest favourite
A comfortable living area features plush seating arranged around a coffee table. A television is mounted on a stand, and light flows in through large glass doors, which open to a patio area. A ceiling fan enhances the open atmosphere.
Condo in Grace Bay
4.94 out of 5 average rating, 66 reviews

Splendid condo walks out to Grace Bay Beach

Well appointed two bedroom condo with direct access to the most beautiful beach in the world. Quiet 18 unit condominium complex without hustle and bustle of a resort. Close to restaurants, groceries, and shopping. My place is good for couples, solo adventurers, business travelers, and families (with kids). Local taxes are included in the rental rates.

Guest favourite
An outdoor patio area features a circular table surrounded by four chairs, providing a space for relaxation. Colorful potted plants and shells decorate the surrounding walls, enhanced by the backdrop of vibrant blue accents on the building. A shaded roof offers protection from the sun.
Apartment in Providenciales
4.92 out of 5 average rating, 86 reviews

Beachfront Rental Beach Hut Unit 1

Welcome to the Beach in Beautiful Blue Hills! Imagine yourself on 400 ft. of pristine beach located beside the world famous Conch Shack. You are close to grocery stores, restaurants and you are on the Ocean. The Beach Hut offers great snorkeling, and a beautiful clean and quiet beach to relax and unwind!

Superhost
A spacious studio layout features a queen bed with a patterned duvet. The room opens to a balcony through large glass doors, providing a view of the ocean and surrounding greenery. A small dining table is positioned near the window, complemented by a ceiling fan.
Villa in Providenciales Turks and Caicos Islands
4.8 out of 5 average rating, 49 reviews

Serene Oceanfront - Beach Front Junior Suite

Step into luxury and wake up to breathtaking ocean views in our Beach Front Junior Suite. Designed with a modern and stylish touch, this ground-floor retreat offers an intimate yet spacious escape, perfect for two guests. Complimentary use of Paddle Boards during your stay.

Popular amenities for Leeward beachfront rentals

Quick stats about beachfront rentals in Leeward

  • Total holiday rentals

    Explore 20 holiday rentals in Leeward

  • Nightly prices starting at

    Leeward holiday rentals start at $406 AUD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Wi-Fi availability

    20 of Leeward holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Leeward rentals

  • 5 Average rating

    Leeward stays are highly rated by guests—averaging 5 out of 5!