
Waterfront vacation rentals in Leeward
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Leeward

Total vacation rentals
Explore 70 vacation rentals in Leeward

Nightly prices starting at
Leeward vacation rentals start at G$43,932Â GYD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Leeward vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Leeward rentals

4.9 Average rating
Leeward stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront rentals in Leeward
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Villa Kendara~50% 9/25-10/3 ~Beach~Privt~Gate~View
Private~Gated~Beachfront~Convenient~Panoramic Water Views~Beautiful by Nature~A+ Sunrises/Sunsets~Pool~Snorkeling~5 min to Grace Bay Hub & Beaches, Dining, Stores, Marina~Exclusive "Johnson Guide to Provo"~Fully Equipped Gourmet Kitchen~Lots of Amenities/Supplies~AC, Fans, Wi-Fi, TV, DVD, Phone, Safe~LOFT FOR KIDS~CoralStone Deck (3 Seating Areas, Pergola for Shade)~BBQ~ Snorkel Gear~Portable Beach Chairs & Umbrella~Island Partner Discount for Car Rental, Water Sports/Eco-Tours, Cruise, Massages
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OCEAN ORCHID
This fabulous penthouse apartment is located within the exclusive Turtle Tail Marina and next to the late singer Prince's house. This newly built 3 large en suite bedroom apartment offers beautiful ocean and marina views from every room and balconies. The outdoor BBQ area has views of the ocean and Flamingo Lake where you can socialize, chill and spot the odd pink flamingo. There is a large pool with loungers and a hammock for relaxing, kayaks are available to explore the small cays and beach.
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Apt with private pool and direct beach access
Discover an intimate oasis perched just steps from the turquoise waters of Long Bay. Our newly added Oceanfront One-Bedroom Apartment at Swaying Palms offers the perfect blend of privacy, luxury, and resort-style amenities—ideal for couples, solo travelers, or anyone craving a secluded tropical retreat. This space features a full kitchen, private pool & spacious outdoor deck overlooking the turquoise sea. Your very own private umbrella/lounge chairs will be placed daily at the water's edge.
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The Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
This spacious, comfortable, well-designed one-bedroom poolside apartment is in a private gated community—The Yacht Club. Couples and small families will appreciate the gorgeous grounds, stunning multi-level saltwater pool, relaxed vibe, and local restaurants. A five-minute walk will take you to one of the best beaches on the island, which features a snorkeling reef. The property is next to one of the largest marinas on the island with boat cruises, fishing & a variety of water sports.
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Beautiful Sunset Villa with Infiniti Pool
Beautiful Sunset Villa is nestled in the heart of Chalk Sound, Providenciales where guests are guaranteed a home away from home experience. It enjoys unique trade winds in a private and safe community close to restaurants and the beach. Beautiful Sunset Villa provides views of the famous Chalk Sound turquoise waters, featuring a private Infiniti pool, extensive pool deck, a dedicate kitchen and dining area with full air conditioning. View the video below! https://youtu.be/13YyhYECZQA
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Pelican View #4 amazing beach views
Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in the neighbourhood of Blue Hills you’ll quickly be lulled into the local rhythm of island life. From Blue Hills it’s an easy 15 minute drive east to the heart of the tourist mecca of Grace Bay; if you travel west you’ll find the best national parks and nature reserves that Turks & Caicos has to offer, often overlooked gems in this island paradise.
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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.
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Juba Sunset
Waterfront Private apartment that is fully furnished. Private deck. fantastic views overlooking Juba Sound. within 7mins to Grace Bay, world famous Grace Bay Beach and shops. Very quiet and safe area. Infinity edge pool included. Glorious sunsets. BBQ on the waterfront. Only a couple of mins away from popular Kite Surfing spot. There is also a Kayak available for guests use down on the waterfront. This is the only rental unit on property, you will be the only guests.
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Channel Villa - Elegant Canal-Front Retreat
Welcome to Channel Villa, a beautifully refurbished four-bedroom canal-front retreat in the sought-after Leeward area, just moments from Blue Haven Marina & Resort. Designed for relaxed luxury and effortless island living, with a large covered patio, private swimming pool, and tropical landscaping that enhances privacy and tranquility. Channel Villa offers a serene waterfront atmosphere while remaining close to world-class beaches, dining and boating.
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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!
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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
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"Captain's Quarters" Suite with a View!, King Bed
Captain’s Quarters is a newly renovated guest suite attached to our home, overlooking the Thompson Cove canal and within a 3 minute walk to the beach. You will enjoy your own private entrance, private terrace and private deck overlooking the canal. You are welcome to use our SUPs and kayaks, which are located on our guest dock. Book today for an ideal tropical escape to a tranquil area in Provo, TCI!
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Popular amenities for Leeward waterfront rentals
Waterfront apartment rentals

Stunnig Oceanview Studio w/ Balcony +Pools
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Chalk Sound Lagoon Cottage with Kayak Dock
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Palm Point Loft | Waterfront
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1-Bed Suite – Kitchen, Pool & Steps to Grace Bay
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Serene Caribbean Deluxe Beach Front Studio w/ Pool
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High Rock Hideaway Estates #4
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Charming 2 bedroom apartment with ocean view
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Your Quiet Beach Escape
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Waterfront house rentals

Private beach, Pool & Amazing Views
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Harbour House - 2 Bed Waterfront; 7 Min to Beach
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*New* 3 Bedroom Waterfront Villa with Pool
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Vision Kite- Longbay beach house
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Brighter Days Villa
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Metopium - 2/1 Secluded Getaway
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Panoramic Turquoise Views Villa 1
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Coastal Vibes Villa Near Sapodilla Beach
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Waterfront condo rentals

Luxury Grace Bay Beachfront - Perfection!
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BEST BEACH, BEST LOCATION IN GRACE BAY - PH 305
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Marina View at The Yacht Club C5
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3BR, 3Bath | Ocean/Pool View, Turks & Caicos
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Located in heart of Grace Bay Villa Renaissance
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Luxury Condo - The Somerset on Grace Bay 5* Resort
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Ocean and Pool Front 2 king beds 2 Bath Condo
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Beautiful 3 Bed/2 Bath Oceanview Beachfront Resort
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- Family-friendly rentals Leeward
- Rentals with a kayak Leeward
- Apartment rentals Leeward
- House rentals Leeward
- Rentals with a hot tub Leeward
- Beachfront rentals Leeward
- Villa rentals Leeward
- Luxury rentals Leeward
- Pet-friendly rentals Leeward
- Rentals with pools Leeward
- Rentals with beach access Leeward
- Waterfront rentals Providenciales
- Waterfront rentals Caicos Islands
- Waterfront rentals Turks and Caicos Islands





