Beachfront holiday rentals in Leeward

Villa in Providenciales and West Caicos

An aerial view captures the villa nestled among tropical vegetation, with the serene turquoise waters of Taylor Bay and a pristine white sand beach stretching along the coastline. The surrounding landscape features a winding road and nearby villas, offering a sense of seclusion.

4.85 out of 5 average rating, 144 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

Apartment in The Bight Settlement

A scenic oceanfront view showcases a sandy beach lined with sun loungers and umbrellas. Lush greenery borders the beach, while the clear sky and gentle waves complete the tranquil setting. In the distance, beachside buildings can be seen against the horizon.

4.96 out of 5 average rating, 115 reviews

Coral Condo on Grace Bay Beach

• Gorgeous 1 bedroom oceanfront condo on the top floor of Coral Gardens on Grace Bay Beach • Stunning ocean view • Relaxed, modern coastal decor • Newly renovated, fully appointed kitchen & stainless steel appliances • Centrally located with world-renowned snorkeling & water sport activities • 2 pools • Complimentary Beach chairs & towels • High Speed Internet/Cable, SmartTV • Direct Beach access, close walk to Wymara Resort, West Bay Club, Beach House, & Windsong • Somewhere Cafe Restaurant.

4.94 out of 5 average rating, 87 reviews

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.

Flat in Long bay

VillaKendara ~ Nov 14-20 @ 30% ~ BeachFront ~ Private ~ 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

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.

Apartment in Grace Bay

5 out of 5 average rating, 34 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!

5 out of 5 average rating, 6 reviews

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.

Flat in Long Bay Hills

Special Disc Fully Private Luxury 1BR Suite 1

- 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.

Apartment in The Bight Settlement

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.

4.87 out of 5 average rating, 67 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.

Holiday home in Long Bay Hills

A bright and airy living space features a white sofa adorned with patterned pillows. Natural light filters in through large sliding glass doors that open to a private outdoor area, where a dining set awaits amid lush greenery.

5 out of 5 average rating, 10 reviews

1BR Beach Suite w Pool Jacuzzi Kiteboarding K3

Esencia sits directly on Long Bay. This quiet and rural area has three miles of open white sand beach and sparkling clear turquoise water. It is ideal for the person who wants to be close to nature and seeks peace, quiet and natural beauty. This is the ‘wild’ side of Provo - natural, undeveloped, and simply close to nature and the sea. Here the beach is wide and flat with pure white sand. Our many palm trees provide shade and beauty and add to the feeling of privacy and naturalness.

Flat in Wheeland Settlement

A beach bag with striped patterns and the word 'beach' is hung on a wooden structure. In the background, a sandy shoreline meets calm waters under a partly cloudy sky, with sun umbrellas visible along the beach.

5 out of 5 average rating, 8 reviews

Caicos Dreams - 1 king bedroom, Large TV+ more

Caicos Dreams -100% renovated . Amazing!!. 1 Bedroom King Suite A 565sq perfectly formed condo is ideal for a couple looking to enjoy some peace and quiet whilst enjoying the delights of a recently renovated unit. Our Patio offers pool and ocean views that are simply amazing - plus we have a high-top comfortable outside table - perfect for watching the world go by and the sunsets - 1 min 34 seconds from door to sand - where you will find chairs, loungers, and shades for all.

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.

4.92 out of 5 average rating, 128 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). New refrigerator and new TV added October 2025!

4.95 out of 5 average rating, 124 reviews

A serene beachfront scene showcases two yellow lounge chairs positioned under white umbrellas. The calm turquoise waters are framed by a clear blue sky, with fluffy white clouds dotting the horizon. Native greenery and sandy pathways lead to the water's edge.

Villa in Providenciales

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.

Top guest favourite

A tranquil beach scene features soft white sand and crystal-clear waters. Lush greenery and palm trees frame the view, with a few lounge chairs visible by the shore. The bright blue sky above enhances the serene atmosphere, inviting relaxation and exploration.

Flat in Whitby

5 out of 5 average rating, 8 reviews

The Pelican

Kick back and relax in this calm, stylish space. Enjoy the pristine white sand and crystal clear water of secluded Whitby beach just outside your door. The Pelican "nest" will provide you with all your most elegant creature comforts while you experience the true "Beautiful by Nature " nearly untouched by time... North Caicos. The ocean and the sky beckon from every room , sleep with the sounds of the surf and the breeze on the palms. relax, wander, explore repeat!!

Luxe

An infinity pool surrounded by a stone deck is depicted, with a sunbed positioned nearby. Lush greenery frames the area, and wooden seating can be seen under a pergola. A view of the tranquil ocean and sky filled with clouds is visible in the background.

Villa in Grace Bay

4.89 out of 5 average rating, 9 reviews

Beach Shack

Follow the wood-deck down to your own slice of Grace Bay Beach at this Bohemian-beach house in Turks and Caicos. Celebrate your honeymoon in a minimalistic setting, only decorated with high-end furnishings and original works of art. Spend your afternoons lounging by the pool or splashing around in the sea. Later, walk over to Turtle Cove Marina and have dinner at one of their seafront restaurants. Copyright © Luxury Retreats. All rights reserved.

Popular amenities for beachfront rentals in Leeward

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

4.88 out of 5 average rating, 48 reviews

A single-story villa is featured, characterized by a sloped roof and wide front porch. Large windows allow for ample natural light. Surrounding vegetation includes palm trees, enhancing the tropical setting. The front porch is furnished with chairs and a table, inviting outdoor relaxation.

Villa in North Caicos

Baldwin Camp Rental- Villa #2

4.88 out of 5 average rating, 8 reviews

A spacious terrace offers a stunning view of the turquoise water and lush greenery. A dark outdoor dining table is set for meals, complemented by a small decorative plant at its center. The surrounding glass railing provides unobstructed views of the beautiful landscape.

Resort in Long Bay Hills

Luxury Suite - Amazing View!

A wide outdoor terrace is shown, featuring several red lounge chairs arranged around a glass-topped table. Two large red umbrellas provide shade, with a view of the ocean and sky in the background. Lush greenery surrounds the area, enhancing the relaxing atmosphere.

Private room in Providenciales

4.75 out of 5 average rating, 12 reviews

A Room with a View

4.77 out of 5 average rating, 52 reviews

The villa features a light green exterior with a brown tiled roof, surrounded by tropical vegetation. A spacious front porch is seen with white railings and several white chairs, offering a welcoming outdoor space. Large windows provide a view of the interior.

Villa in North Caicos

Baldwin Camp Rental -Villa #1

A spacious outdoor pool area is surrounded by palm trees and vibrant flowers, featuring a covered gazebo in the background. Lounge chairs are arranged along the poolside, while two woven chairs and a small table with a flower are positioned in the foreground.

Flat in Providenciales

4.77 out of 5 average rating, 109 reviews

Stunning Yacht Club, Short Walk to Beach W/Pool!

A wall-mounted flat-screen television is displayed, set against a textured stone background. The screen shows a menu for the streaming service Netflix, featuring the title 'Virgin River' along with options to watch seasons and related content.

Holiday home in Wheeland Settlement

4.88 out of 5 average rating, 16 reviews

Lovely Cozy Villa Vibes and Rental car

An outdoor pool area features lounge chairs with red cushions, arranged around a small black table. A panoramic ocean view is visible in the background, with lush greenery lining the coastline under a partly cloudy sky.

Private room in Providenciales

5 out of 5 average rating, 5 reviews

Addition rooms

Villa

New place to stay

Skyline Villas - Villa Jupiter with Private Pool

Beachfront home rentals with a pool

A dining table is set on a private balcony, featuring a floral centerpiece and tableware that reflects a beachside vibe. Lush greenery frames the view of the turquoise ocean, enhancing the outdoor dining experience under a shaded pergola.

Guest house in The Bight Settlement

4.57 out of 5 average rating, 14 reviews

Grace Bay Beach Ocean View Balcony, saltwater pool

Top guest favourite

A wooden boardwalk leads through lush tropical foliage toward the turquoise waters of Grace Bay. Palm trees and greenery frame the path, inviting guests to explore the serene beachfront beyond.

Apartment in Grace Bay

5 out of 5 average rating, 11 reviews

Located in heart of Grace Bay Villa Renaissance

Flat in The Bight Settlement

Hidden Haven I - 2 Bed Studio

4.83 out of 5 average rating, 18 reviews

The covered patio features a dining table and a comfortable lounge area, with views of the beach through large arches. Palm trees and beach chairs are visible in the bright landscape, creating a serene coastal ambiance.

Cottage in Whitby

Caicos Cottage, 2 bdrm/2 bath beachfront w/pool

5 out of 5 average rating, 15 reviews

Oceanfront Penthouse Condo — Steps to Beach & Pool

A serene beach setting is captured, featuring rows of pink umbrellas shading white lounge chairs on soft, sandy shores. Gentle waves lap against the coast, with a clear blue sky overhead enhancing the tranquil atmosphere of this scenic location.

Apartment in Grace Bay

5 out of 5 average rating, 13 reviews

BEST BEACH, BEST LOCATION IN GRACE BAY - PH 305

Townhouse in Providenciales

The image presents a tranquil view of the pool area surrounded by lush palm trees and tropical plants. The large swimming pool reflects the sky, while white cabanas offer shaded seating. In the background, the marina is visible, showcasing boats on serene waters.

5 out of 5 average rating, 15 reviews

Luxury Waterfront Townhouse. 2 Bedroom 2.5 Bath

A private balcony is visible, featuring white railings and ceramic tile flooring. The view opens up to natural vegetation and distant beach umbrellas, with the ocean stretching towards a clear blue sky. Palm trees sway gently in the breeze, enhancing the serene atmosphere.

4.95 out of 5 average rating, 22 reviews

Oceanfront two bedroom condo with stunning views

Private beachfront home rentals

A spacious living area features a large blue sectional sofa facing a flat-screen television. Wide glass doors open to a patio with ocean views, inviting natural light. Decor includes a light wood coffee table and a comfortable chair, complemented by palm tree artworks on the wall.

Apartment in Whitby

5 out of 5 average rating, 3 reviews

Turquoise Tides - Steps from the beach

The entrance of Villa Sara is framed by lush greenery and tropical plants, featuring a decorative sign and a mailbox. The property number '59' is prominently displayed on a smooth, white wall, highlighting the welcoming atmosphere of the villa.

Cottage in Caicos Islands

4.76 out of 5 average rating, 33 reviews

Villa Sara

The exterior of a two-story beachfront condo is displayed, featuring a light-colored façade with a tiled roof. A pergola is positioned on the balcony, providing shade. Nearby, palm trees add a tropical feel, and multiple windows allow natural light into the living spaces.

Apartment in Providenciales, Turks and Caicos

5 out of 5 average rating, 4 reviews

Beachfront condo at Northwest Point

A serene outdoor space offers a clear view of the turquoise sea under a bright blue sky. Comfortable lounge chairs are positioned on a stone patio, surrounded by lush greenery and well-maintained gardens, creating a relaxing environment for guests.

Guest house in Long Bay Hills

4.88 out of 5 average rating, 42 reviews

Caribbean Breeze - Tradewinds Villa

4.92 out of 5 average rating, 85 reviews

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.

Flat in Providenciales

Beachfront Rental Beach Hut Unit 1

4.94 out of 5 average rating, 49 reviews

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.

Apartment in Whitby

Sanctuary by the Sea

Aerial view captures a beachfront resort condo set amidst lush greenery, with the turquoise ocean sparkling in the background. The white building showcases multiple balconies and large windows, providing a serene coastal environment just steps from the beach.

Holiday home in Wheeland Settlement

4.78 out of 5 average rating, 40 reviews

Beautiful 2 bed/2 bath Oceanview Beachfront Resort

A serene beach stretches towards the horizon, with soft, white sand and gentle waves lapping at the shore. Clear blue skies are overhead, brightened by a radiant sun casting shimmering reflections on the water's surface.