
Beachfront holiday rentals in Leeward
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Leeward
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Villa Kendara~5/2 ON~BeachFront~Private~Gated~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

Discounted Rates Luxury Private Full 1BR Suite 2
- Stay in one of our Private Newly Built Modern Suite on Long Bay Beach. -Your Private suite includes a fully equipped Kitchen, amazing living area with queen sofa bed and Smart TV, A king bed room, Fully equipped Bathroom and laundry with washer & dryer, central air conditioning & complimentary WIFI. - Fully gated in a safe high-end beach community. - Special promo discounts on local tours and activities. - Enjoy our large shared pool. hammock, Chess & Corn hole games & outdoor rain shower.

Hidden Haven I - Large Studio Quiet Neighborhood
Our centrally located studio condo at Vista Azul Resort is the perfect balance of value and location. It is walking distance to 3 of the more popular restaurants on the island as well as the top snorkelling location -- Smith's Reef. The closest beach access is walking distance and is at the West end of the #1 ranked beach in the world - Grace Bay Beach. Central Grace Bay is <10 min drive. Two pools (one heated) are on the upper level (accessible by stairs) with STUNNING panoramic ocean views.

Luxury Grace Bay Beachfront - Perfection!
Located beachfront and wonderfully situated on the Heart of Grace Bay Beach...Location, Location, Location! With only 18 Beach Front units , you have privacy, location, and convenience. The "Grandview on Grace Bay" is an all Beach Front resort located directly on Grace Bay Beach, and included as one of the most beautifully placed properties on the island. Beach chairs located at the pool and beach for your convenience, and placed out for you each day. Close to amenities and restaurants!

Ocean view paradise
Welcome to paradise! Imagine waking up every morning to this incredible ocean view at La Vista Azul! Our studio unit has a queen size bed, full kitchen, and walk-in shower in the bathroom.Enjoy a 5 minute walk to the beach or hang out at the pools or hot tub down stairs. Covered parking below the building has an elevator that conveniently takes you right to our door. Check-in is a breeze with our keyless lock system. Best for 1-2 adults but the sleeper sofa allows for up to 2 children.

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.

Luxury Condo Somerset on Grace Bay!
Ocean Aria Residence-luxury condo at the exclusive Somerset Resort on Grace Bay. Open concept style living/dining area, spacious master bedroom with king bed, walk in closet and en suite bath.The second bedroom is located on the lower level with two twin beds and cozy sitting area. Condo's 2nd bathroom is located on the upper level. Queen size sofa bed in the living room can easily accommodate an extra guest.This is a ground floor unit and it has a view of a croquet lawn.

‘My Little Hideaway’ at Lucayan Cays
My Little Hideaway at Lucayan Cays offers exactly what you come to the beautiful islands of the Turks and Caicos for; Relaxation and Beauty. You are greeted every morning with a lovely sea view and a spectacular water access. If a stylish, modern but tropical getaway is what you are looking for ‘My Little Hideaway’ offers just that and so much more! So come and book at this beautiful hidden treasure and you’ll sure to come back again!

Cheerful 3 Bedrooms Villa 4 Mins Walk To The Beach
GUEST SERVICE FEE IS INCLUDED ON NIGHTLY RATE!!! Magnificent private & quiet area fenced and gated property, just built August 2022, few minutes walking steps to breathtaking beach, offering 3 full spacious bedrooms; ideal for family members too, 3 full big bathrooms with all necessities included (towels, shampoo etc.). Full kitchen, dining, kitchen bar, balconies, swimming pool and BBQ area with outdoor dining table.

Queen Angel Condo with Pool and Ocean View
Our condo which is peaceful and centrally located offers breathtaking ocean views and splendid sunsets over the Turtle Cove Marina. The resort consists of luxurious gardens, two pristine swimming pools, private outdoor spaces, balconies and free shared parking. A short five minute walk brings you to unbeatable snorkeling at the beautiful Smith's Reef on Gracebay, frequently rated as the best beach in the world.

Beachfront Rental Beach Hut Unit 1
Welcome to the Beach in Beautiful Blue Hills! Imagine yourself on 400 ft. of pristine beach located beside the world famous Conch Shack. You are close to grocery stores, restaurants and you are on the Ocean. The Beach Hut offers great snorkeling, and a beautiful clean and quiet beach to relax and unwind!

Stunning one bdrm ocean front views-pool, hot tub
This newly upgraded ocean front condo is located at northwest point resort, with new italian marble floors and countertops offers guests stunning views of the ocean and pool, spacious, large bedroom kitchen and bathroom will provide lot's of space with a balcony.
Popular amenities for beachfront rentals in Leeward
Pet-friendly beachfront home rentals

Grace Bay Beach Ocean View Balcony, saltwater pool

Lovely Cozy Villa Vibes and Rental car

Grace Bay Beach 1bedroom with saltwater pool

Addition rooms

2Bedroom cozy home walking distance to the beach.

A Room with a View

lovely one bedroom apartment.

Stunning Yacht Club, Short Walk to Beach W/Pool!
Beachfront home rentals with a pool

The Heart of Grace Bay - No car needed, Pickleball

Located in heart of Grace Bay Villa Renaissance

Ocean and Pool Front 2 king beds 2 Bath Condo

Luxury Beachfront 2 bed/2 bath condo on Grace Bay

Couple’s retreat- ocean view, pool and hot tub!

Oceanfront Penthouse Oasis — Steps to Beach & Pool

Luxury Waterfront Townhouse. 2 Bedroom 2.5 Bath

Oceanfront two bedroom condo with stunning views
Private beachfront home rentals

Villa Sara

Beachfront condo at Northwest Point

Oceanside Turtle Cove Home

Caribbean Breeze - Tradewinds Villa

Gentry House

Stunning 2BR Villa with Pool & 4 min to the beach

Beautiful 2 bed/2 bath Oceanview Beachfront Resort

Northwest Paradise - Gorgeous, Modern & Peaceful
Quick stats about beachfront rentals in Leeward

Total holiday rentals
Explore 30 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at $419 SGD per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Wifi availability
30 of Leeward holiday rentals include wifi access

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

5 Average rating
Leeward stays are highly rated by guests – averaging 5 out of 5!
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