
Waterfront vacation rentals in Leeward
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Top-rated waterfront rentals in Leeward
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VillaKendara~8/15-9/25@20% OFF~Beach~Private~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.

Townhome Villa – Steps to Grace Bay (Sleeps 4)
Escape to your own luxurious villa in Grace Bay! This spacious 2-bedroom, 2.5-bath retreat sleeps 4 and features a full kitchen, large living area, washer/dryer, SMART TVs, and private patios and balconies. Enjoy resort-style amenities including hotel check-in, concierge service, on-site gym, saltwater pool, complimentary bikes, and beach shuttle. Just steps from Grace Bay Beach, shops, cafés, and restaurants—perfect for families, friends, or groups seeking privacy and comfort in paradise.

Bungalow Directly on the Beach
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.

Pelican View #1 ground floor beachfront apartment
Pelican View apartments offer 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 as you sit on your ground floor terrace enjoying the spectacular views, listening to the waves crashing on shore, and planning which amazing local restaurant to enjoy for dinner. Watch the pelicans flying low across the water and the Osprey surveying his beach.

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.

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!

Brighter Days Villa
3-bedroom, 2-bathroom villa in Turtle Tail with a private beach on Flamingo Lake and walking distance to the South shore. Incredible wrap-around deck, spacious open-plan kitchen and living area, large glass sliding doors overlooking the lake provide breathtaking views from all angles. All rooms offer views over the North waterfront and South shore. A one-person kayak and four stand-up paddleboards are included.

“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

Charming 2 bedroom apartment with ocean view

Yacht Club Marina Condo

Stunnig Oceanview Studio w/ Balcony +Pools

High Rock Hideaway Estates #2

Exquisite Yacht Club Townhome

Spectacular view 2 bedroom condo-The Grandview 205

Seache’ Escape

Coconuts C2 Waterfront Condo in Providenciales
Waterfront house rentals

Tropical Villa Paradise: Pool, Beach & 360° Views

Panoramic Turquoise Views Villa 1

Blue Chill Your Tropical Escape in Chalk Sound

Coastal Vibes Villa Near Sapodilla Beach

Enjoy Secluded Cottage w/ Pool Jacuzzi Beach Front

Vision Kite- Longbay beach house

Harbour House - 2 Bed Waterfront; 7 Min to Beach

Sweet Escape Villa Waterfront Kayak + SUV BOAT Opt
Waterfront condo rentals

Luxury 2BR Penthouse · Ocean View · Yacht Club

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

Newly Renovated 2 Bedroom/2 Bath Beach Front Condo

Ocean and Pool Front 2 king beds 2 Bath Condo

Luxury Condo - The Somerset on Grace Bay 5* Resort

Beautiful 2 bed/2 bath Oceanview Beachfront Resort

Luxury Large 2 Bed 2 Bath at the Yacht Club

1 Bdrm Pool & Garden View at The Yacht Club D3
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!
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