Beachfront vacation rentals in Leeward

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Leeward

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

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Guest favorite

A spacious living area features a woven sofa adorned with tropical-patterned cushions, complemented by matching armchairs. Vibrant crab art decorates the wall, while large windows allow natural light to flood the space, offering views of the tropical surroundings and outdoor seating.

Villa in Providenciales and West Caicos

4.85 out of 5 average rating, 143 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 Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

Guest favorite

A serene beach stretches along the shoreline, featuring soft white sand and tranquil turquoise waters. Gentle waves lap at the edge, while a clear blue sky with scattered clouds completes the scene. Lush greenery lines the background, providing a natural border.

Condo in Whitby

4.94 out of 5 average rating, 49 reviews

Sanctuary by the Sea

If you like peace and quiet and spectacular beaches, come to our Sanctuary by the Sea on beautiful 8 mile Whitby beach. Unplug from the craziness and reconnect with nature, exploring the out islands of North & Middle Caicos. Step out of our home and onto a gorgeous white-sand beach where you'll have everything you'll need for a restorative stay including a comfortable King bed, well-stocked kitchen, spacious DR/LR and beach chairs, umbrella and cooler for beach hopping. Experience paradise!

Superhost

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, 84 reviews

Villa Kendara~50% 8/9-14~8/20-25~SeaFront~Private

Private~Gated~Seafront~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 Discounts for Car Rental, Water Sports/Eco-Tours, Cruise, Massages

Superhost

A bright living space displays a dining table with dark wood and plush seating. In the background, expansive glass doors frame a stunning view of turquoise waters and lush landscapes. A potted floral arrangement adds a touch of color to the serene setting.

Home in Providenciales

4.96 out of 5 average rating, 45 reviews

Coastal Vibes Villa Near Sapodilla Beach

Coastal Vibes Villa offers a unique vacation experience for families and couples. The sprawling two dwelling villa is located on Chalk Sound National Park with stunning views of the water. A private pool with expansive decking and patio provides many areas to "chill". Watercraft provided allows for everyone to explore Chalk Sound. Renowned Sapodilla Bay beach is conveniently located across the street. 2 min walk! Secluded and quiet Taylor Bay beach is located up the street. 2 min drive!

Guest favorite

A modern villa features a central swimming pool surrounded by lounge chairs. Glass doors in each suite provide views of the pool area, allowing access to natural light. The soft evening glow enhances the serene ambiance of the outdoor setting.

Apartment in Long Bay Hills

5 out of 5 average rating, 6 reviews

10% Discount Fully Private Luxury 1BR suite

- Stay in one of our Private Newly Built Modern Suite on Long Bay Beach. -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.

Guest favorite

A private balcony is furnished with two woven lounge chairs facing a scenic view of the ocean and resort pool area. The surrounding landscape features green foliage and white buildings, creating a tranquil atmosphere for relaxation outdoors.

Condo in The Bight Settlement

4.89 out of 5 average rating, 64 reviews

Ocean view paradise

Welcome to paradise! Imagine waking up every morning to this incredible ocean view at La Vista Azul! Our studio unit has a queen size bed, full kitchen, and walk-in shower in the bathroom.Enjoy a 5 minute walk to the beach or hang out at the pools or hot tub down stairs. Covered parking below the building has an elevator that conveniently takes you right to our door. Check-in is a breeze with our keyless lock system. Best for 1-2 adults but the sleeper sofa allows for up to 2 children.

Guest favorite

The image showcases a serene pool area illuminated by soft lighting, with palm trees lining the edges. In the background, the ocean is visible, creating a tranquil atmosphere. The pool is flanked by lounge chairs, adding to the inviting outdoor space.

Condo in Providenciales

4.95 out of 5 average rating, 22 reviews

Luxury Condo Somerset on Grace Bay!

Ocean Breeze 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 2nd 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 favorite

A serene outdoor area features a glimmering swimming pool surrounded by sun loungers and shaded seating. Lush greenery and a view of the turquoise ocean create a tranquil environment, while umbrellas provide shade for relaxation.

Villa in Providenciales

4.95 out of 5 average rating, 122 reviews

Villa DelEvan 4D / 1-bedrm 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 favorite

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 favorite

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

4.95 out of 5 average rating, 125 reviews

Couple’s Retreat - 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).

Guest favorite

A modern property is showcased at night, illuminated by bright lights. A tranquil swimming pool reflects the colors of the evening sky, surrounded by lounge chairs and shaded umbrellas. The spacious outdoor area enhances the peaceful atmosphere, bordered by lush greenery.

Villa in Long Bay Hills

4.89 out of 5 average rating, 55 reviews

Cheerful 3 Bedrooms Villa 4 Mins Walk To The Beach

GUEST SERVICE FEE IS INCLUDED ON NIGHTLY RATE!!! Magnificent private & quiet area fenced and gated property, just built August 2022, few minutes walking steps to breathtaking beach, offering 3 full spacious bedrooms; ideal for family members too, 3 full big bathrooms with all necessities included (towels, shampoo etc.). Full kitchen, dining, kitchen bar, balconies, swimming pool and BBQ area with outdoor dining table.

Guest favorite

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, 83 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.