
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 ﺩ.ﺇ 771 per night before taxes and fees

Verified guest reviews
Over 1,100 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.

VillaKendara~8/15-9/25@30%OFF~Beach~Prvt~Gate~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

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.

Luxe Home / 2 bedroom (5 minute walk to beach)
Large 1200 sq ft top‑floor oversized end‑unit condo with sophisticated design in the heart of Grace Bay. 2 large bedrooms with queen beds and 2 full bathrooms. Thoughtful design and layout make this space exceptionally comfortable. Short walk to Grace Bay Beach. Pool and parking onsite. We provide 4 beach chairs, 1 beach umbrella, and beach towels for your convenience. Onsite gym equipped with a bike machine, elliptical, and treadmill (no free weights). Two yoga mats are available in condo.

Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
Classic Caribbean 3 Bedroom canal front villa in Leeward. Cotton House has been designed in the timeless, traditional Caribbean aesthetic and is solar powered. Located in the gated Leeward community (25 min from PLS airport - 8 min to Grace Bay), this canal front home exudes an easy living elegance. Each bedroom opens to a central courtyard, the serene heart of the home featuring fountain, ferns, climbing vines, and tropical trees. *Ask us about our 4 and 5 Bedroom options for this villa.

Oceanfront Romantic Getaway in Paradise!
Simply put PARADISE! Swaying Palms is a set of (12) luxurious romantic single bedroom Beachfront Bungalows located on beautiful Long Bay Beach. You will not find a vacation spot closer to the beautiful turquoise waters! The 9 Bungalows share a very generous 554 feet of beachfront making it the lowest density resort on the island. While still being in a very quiet and romantic spot, only a 5 minute drive to Grace Bay and all the restaurants, grocery stores, shops, golf course, and Casino.

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

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.

Palm Point Loft-Waterfront Canal (NewlyRenovated)
Palm Point Loft is the perfect spot for your family to come and experience the peace and beauty of Providenciales. Located canal side, this newly renovated private and spacious 2 bedroom second floor apartment is centrally located, 5 mins to Grace Bay Beach, restaurants and grocery stores. The unit is airy and bright offering a private sanctuary for guests to relax on their own balcony - the perfect place to unwind and enjoy the gentle breeze off the water while watching the sunset.

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.

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.

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.

“The Lighthouse”, Private Pool, Ocean Views, Beach
The Lighthouse private cottage features a tower fashioned after a lighthouse affording stellar ocean views Private pool just outside living room doors! Deck & patio lounge w/ BBQ for fun & sun Nestled in the Thompson Cove Canal area and just a 3-minute walk to the beach WiFi, Smart TV with Netflix. Book now for a relaxing yet adventurous getaway! Kayaks, SUPs & snorkel gear included!
Popular amenities for Leeward waterfront rentals
Waterfront apartment rentals

Dockside 1B in Providenciales 7min from Airport

Charming 2 bedroom apartment with ocean view

Yacht Club Marina Condo

Stunnig Oceanview Studio w/ Balcony +Pools

1-Bed Suite – Kitchen, Pool & Steps to Grace Bay

High Rock Hideaway Estates #2

Exquisite Yacht Club Townhome

Spectacular view 2 bedroom condo-The Grandview 205
Waterfront house rentals

Brighter Days Villa

Tropical Villa Paradise: Pool, Beach & 360° Views

Panoramic Turquoise Views Villa 1

Private beach, Pool & Amazing Views

Coastal Vibes Villa Near Sapodilla Beach

NEW Water Access! Luxe Villa, Infinity Pool& Views

Vision Kite- Longbay beach house

Peaceful 1BR Private Cottage w/ HotTub Beach Front
Waterfront condo rentals

Located in heart of Grace Bay Villa Renaissance

Barefoot Luxury/Beachfront Condo

Ocean view-walk to beach-pool-hot tub-entire condo

Ocean and Pool Front 2 king beds 2 Bath Condo

Beautiful 3 Bed/2 Bath Oceanview Beachfront Resort

Summer vacancies! Ocean view, pool and hot tub!

Oceanfront 1-Bedroom Condo directly on Grace Bay

BEST BEACH, BEST LOCATION IN GRACE BAY - PH 305
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