
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$43,933 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 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 distance to 4 restaurants. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated beachfront property, with a garden view, private parking, 24hr security. Beach is less than a 60sec walk. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.
ViewBeachLaundry
4.96 out of 5 average rating, 155 reviews
Villa Kendara~50% 9/26-10/3 ~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
ViewBeachValue
4.94 out of 5 average rating, 97 reviews
Stunnig Oceanview Studio w/ Balcony +Pools
This beautifully designed studio offers stunning views of the turquoise waters of Grace Bay, just a short walk away. Whether you're here to relax, or enjoy the island lifestyle, this space gives you the perfect balance of comfort and location. 🏝 The Space Private balcony with ocean views Queen bed + sofa bed Fully equipped kitchen Fast WiFi + Smart TV 🌴 Resort Amenities 2 swimming pools Lounge areas & sunbeds Free parking 📍 Location Grace Bay Beach:~10-minute walk Grace Bay area 7 min drive
ViewBeachDecor
4.99 out of 5 average rating, 104 reviews
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.
ViewRiverBackyard
4.94 out of 5 average rating, 121 reviews
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.
BeachViewCleanliness
5.0 out of 5 average rating, 24 reviews
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
*Great for couples and families - Pool - Heated SPA - On the canal - Sups - 5 min to the beach* Piccolo Ponte is an elegant 3 bedroom canal front Caribbean property that sits on an acre of private tropical garden where friends and family gather together to relax and enjoy a laid-back vacation island-style. Located directly on the clear and turquoise canals of the prestigious Leeward Settlement, just a few minutes away from Blue Haven Marina and many beach accesses and watersports operators.
ViewBeachCondition
4.98 out of 5 average rating, 54 reviews
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.
BeachViewAir conditioning
4.96 out of 5 average rating, 118 reviews
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
ViewBeachTV
4.89 out of 5 average rating, 215 reviews
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.
ViewBeachCondition
4.98 out of 5 average rating, 138 reviews
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.
ViewRiverCheckout
5.0 out of 5 average rating, 200 reviews
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.
BeachFamilyPool
4.88 out of 5 average rating, 8 reviews
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
BeachViewTV
4.97 out of 5 average rating, 107 reviewsPopular amenities for Leeward waterfront rentals
Waterfront apartment rentals

Palm Point Loft | Waterfront Retreat
ViewBeachIndoor spaces
4.83 out of 5 average rating, 160 reviews
Chalk Sound Lagoon Cottage with Kayak Dock
BeachViewTV
4.77 out of 5 average rating, 159 reviews
1-Bed Suite – Kitchen, Pool & Steps to Grace Bay
BeachAccuracyKitchen
4.97 out of 5 average rating, 36 reviews
High Rock Hideaway Estates #4
BeachHospitalityLocation
5.0 out of 5 average rating, 6 reviews
Charming 2 bedroom apartment with ocean view
ComfortFamilyPool
4.56 out of 5 average rating, 9 reviews
Your Quiet Beach Escape
BeachViewKitchen
4.75 out of 5 average rating, 8 reviews
Yacht Club Marina Condo
BeachViewLocation
5.0 out of 5 average rating, 10 reviews
Chic Oceanfront - Beach Front Deluxe Studio
BeachViewAccess
4.84 out of 5 average rating, 116 reviewsWaterfront house rentals

NEW Water Access! Luxe Villa, Infinity Pool& Views
BeachViewDecor
4.91 out of 5 average rating, 54 reviews
Private beach, Pool & Amazing Views
ViewBeachBackyard
4.98 out of 5 average rating, 88 reviews
*New* 3 Bedroom Waterfront Villa with Pool
BeachViewCheck-in
5.0 out of 5 average rating, 14 reviews
Vision Kite- Longbay beach house
ViewBeachGrill
4.92 out of 5 average rating, 37 reviews
Brighter Days Villa
ViewBeachAmenities
4.79 out of 5 average rating, 47 reviews
Metopium - 2/1 Secluded Getaway
ViewBeachAccess
4.79 out of 5 average rating, 19 reviews
Panoramic Turquoise Views Villa 1
BeachViewPool
5.0 out of 5 average rating, 5 reviews
Coastal Vibes Villa Near Sapodilla Beach
RiverViewLocation
4.95 out of 5 average rating, 60 reviewsWaterfront condo rentals

Luxury Grace Bay Beachfront - Perfection!
BeachViewWalkability
4.96 out of 5 average rating, 49 reviews
BEST BEACH, BEST LOCATION IN GRACE BAY - PH 305
BeachAmenitiesAccuracy
5.0 out of 5 average rating, 23 reviews
Marina View at The Yacht Club C5
ViewBeachDecor
5.0 out of 5 average rating, 27 reviews
Located in heart of Grace Bay Villa Renaissance
ViewBeachAmenities
5.0 out of 5 average rating, 23 reviews
3BR, 3Bath | Ocean/Pool View, Turks & Caicos
BeachViewCleanliness
5.0 out of 5 average rating, 10 reviews
Ocean and Pool Front 2 king beds 2 Bath Condo
ViewBeachDecor
4.94 out of 5 average rating, 35 reviews
Beautiful 3 Bed/2 Bath Oceanview Beachfront Resort
ViewBeachHospitality
5.0 out of 5 average rating, 11 reviews
Barefoot Luxury/Beachfront Condo
BeachViewHot tub
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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