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Vacation rentals with a patio in Leeward

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Top-rated patio rentals in Leeward

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Top guest favorite
A sunny pool area features a clear blue pool surrounded by comfortable lounge chairs. Palm trees sway gently nearby, and umbrellas offer shaded seating. The villa is visible in the background, showcasing a charming design under a bright sky.
Villa in Grace Bay
5 out of 5 average rating, 38 reviews

Cottonflower Villa | Private Beach Chairs GraceBay

Perfect for a quiet couples' escape, steps from Grace Bay Beach. Ideal for couples, remote workers, solo travelers Cottonflower at Grace Shore Villas is a private villa located just a 7 min walk from Grace Bay. We’ve thought of everything you need for your perfect escape, at the best value on the islands! Grace Shore Villas has a designated spot on Grace Bay with beach chairs and umbrellas for our guests only! We have a full time property manager onsite to make your stay more comfortable!

Top guest favorite
The villa is pictured from above, showcasing a private outdoor space with a rectangular pool. Surrounding greenery enhances the tranquil setting, while loungers are placed beside the pool. The structure features large glass windows, allowing for ample natural light, and a covered area for relaxation.
Home in Leeward Settlement
5 out of 5 average rating, 28 reviews

Upper East Side Estates Gated Community Leeward

Escape to paradise at Waves of Blue Villa nestled in the heart of Leeward TCI. This luxurious villa is just minutes away from the pristine award-winning Grace Bay Beach offering a perfect blend of relaxation and adventure. Conveniently cruise your community in your 6 seater Golf Cart or pedal along with the (4) provided pedal bikes. Relax indoors with the brilliant large screened TVs equipped with all the latest streaming services. Book your villa now for an unforgettable experience in paradise!

Guest favorite
Villa in Grace Bay
4.91 out of 5 average rating, 47 reviews

Endless Honeymoon Villa

Luxurious Gated Villa near Grace Bay Beach – Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, & fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Top guest favorite
Villa in The Bight Settlement
4.98 out of 5 average rating, 129 reviews

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.

Guest favorite
The exterior of the villa is highlighted by a private pool, surrounded by lounge chairs under palm trees. The two-story structure features large glass doors, offering views of the pool area and landscaped surroundings.
Home in Grace Bay
5 out of 5 average rating, 15 reviews

~Villa Bonita~

Villa Bonita is a newly built 2-bedroom (King Beds), 2.5-bathroom home situated in the heart of Grace Bay. It features a private pool and is just a 10-minutes walk from the nearest beach access. It is conveniently located near all the top restaurants and the casino. Base price is for 2 persons each additional guest (4 max) is $45 USD/person/night. Villa Bonita is filled with love ❤️ where you can relax in peace during your holiday. We have all the essentials to quietly enjoy your stay.

Guest favorite
A bright bedroom features a spacious bed adorned with decorative pillows. Natural light floods in through the windows, showcasing lush greenery outside. A flat-screen TV is mounted on the wall, and light-colored curtains drape beside the windows, adding to the room's airy ambiance.
Apartment in Leeward Settlement
4.97 out of 5 average rating, 70 reviews

Large Luxury Modern condo, close to beach, w/ pool

The perfect condo, and only 3 minutes 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. This 890 sq. ft. luxury one bedroom, newly renovated condo (in May 2023), provides all necessary amenities for your home away from home.

Guest favorite
An overhead view reveals a private pool bordered by a patio with lounge chairs and outdoor seating, complemented by lush greenery. Nearby, a sandy beach leads to two kayaks resting beside the water, all under the shade of palm trees.
Home in Providenciales
4.93 out of 5 average rating, 56 reviews

3 Bed Beach Oasis on Flamingo Lake w/Private Pool

Márohu is a stunning 3-bedroom modern Caribbean villa set within the exclusive neighbourhood of Turtle Tail, just a 10-minute drive from the world-renowned Grace Bay Beach. This spacious, well-equipped, and family-oriented villa offers expansive floor-to-ceiling views over Flamingo Lake from every room. You’ll experience the best of outdoor living with our own pool and sandy beach, ideal for lounging, a friendly game of cornhole, or exploring the lake with our included kayaks.

Superhost
A modern villa is showcased, with its sleek design complemented by lush tropical landscaping. A private plunge pool is visible, surrounded by wooden decking and lounge chairs. A small outdoor dining area and a barbecue grill are also present, creating a relaxing outdoor living space.
Villa in Long Bay Hills
4.92 out of 5 average rating, 130 reviews

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!!

Superhost
A modern bedroom is highlighted by a plush, padded headboard, a spacious bed with soft linens, and decorative pillows. Large glass doors open to a private patio surrounded by lush greenery and a glimpse of a swimming pool. Natural light streams into the room.
Condo in Providenciales
4.86 out of 5 average rating, 154 reviews

*Pool Side* Modern Studio C102

Welcome to our little piece of paradise in Providenciales, Turks and Caicos. We hope that you will enjoy our modern style condo as much as we do. Our condominium is situated at Queen Angel Resort, walking distance to the #1 beach in the world, Turtle Cove Marina, and Smith’s Reef the best snorkelling spot on the island. Turtle Cove is a tourist hot spot with many restaurants, excursions and attractions available. The condo has recently been fully renovated and remodelled.

Guest favorite
An infinity pool glistens under a clear blue sky, with lounge chairs positioned elegantly at the water's edge. The tranquil waters of Chalk Sound are visible in the background, reflecting the vibrant hues of the ocean and the distant shoreline.
Home in Providenciales
4.89 out of 5 average rating, 36 reviews

NEW Water Access! Luxe Villa, Infinity Pool& Views

Welcome to Maresia Villa — a luxury waterfront retreat in Turks & Caicos. ** NEW: direct water access with a kayak for guests use** Enjoy an infinity pool, rooftop terrace for stargazing, and breathtaking sunset views and Chalk Sound’s turquoise lagoon from every room. Just 1 minute drive from Sapodilla Bay beach, this villa is ideal for couples, families, or group of friends. SPECIAL OFFER: Stay 7+ nights and enjoy 10% off your booking!

Guest favorite
Cottage in Leeward Settlement
4.91 out of 5 average rating, 126 reviews

Sandpiper Cottage, minutes from the beach

Kick back and relax in this delightful modern one bedroom cottage in the high end residential gated community of Leeward. Grace Bay Beach, most recently voted “The best in the world” is only a 4 minute walk away! This cozy cottage is perfect for a couple, wanting to relax and have some downtime. Complete with full kitchen, washer/dryer/ BBQ, high speed internet with cable TV and all amenities needed for the perfect getaway.

Guest favorite
A refreshing pool is framed by lush palm trees, with a spacious deck offering a seating area and two lounge chairs. The property features a two-story structure, with balconies above providing a shaded outdoor living space. The vibrant yellow and black accents promote a relaxed ambiance.
Apartment in Long Bay Hills
4.96 out of 5 average rating, 27 reviews

Sandy Feet poolside 1-bedroom near the beach

This unique place has a style all its own. “Sandy Feet” is a one bedroom one bath cozy and relaxing space in an apartment complex that is near to the beach. Come and relax in this cozy and stylish space. You will share some common areas such as the pool, but not your peace and privacy. This poolside space is ideal with modern amenities but island tranquility.

Popular amenities for Leeward patio rentals

Quick stats about vacation rentals with a patio in Leeward

  • Total vacation rentals

    Explore 230 vacation rentals in Leeward

  • Nightly prices starting at

    Leeward vacation rentals start at € 94 per night before taxes and fees

  • Verified guest reviews

    Over 5,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Leeward vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Leeward rentals

  • 4.8 Average rating

    Leeward stays are highly rated by guests—averaging 4.8 out of 5!