
Beachfront vacation 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.

Coral Condo on Grace Bay Beach
• Gorgeous 1 bedroom oceanfront condo on the top floor of Coral Gardens on Grace Bay Beach • Stunning ocean view • Relaxed, modern coastal decor • Newly renovated, fully appointed kitchen & stainless steel appliances • Centrally located with world-renowned snorkeling & water sport activities • 2 pools • Complimentary Beach chairs & towels • High Speed Internet/Cable, SmartTV • Direct Beach access, close walk to Wymara Resort, West Bay Club, Beach House, & Windsong • Somewhere Cafe Restaurant.

Villa Kendara~SALE NOV-DEC~BeachFront~Private~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
- 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.

Coastal Vibes Villa Near Sapodilla Beach
Coastal Vibes Villa offers a unique vacation experience for families and couples. The sprawling two dwelling villa is located on Chalk Sound National Park with stunning views of the water. A private pool with expansive decking and patio provides many areas to "chill". Watercraft provided allows for everyone to explore Chalk Sound. Renowned Sapodilla Bay beach is conveniently located across the street. 2 min walk! Secluded and quiet Taylor Bay beach is located up the street. 2 min drive!

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.

Couple’s Retreat - ocean view, pool and hot tub!
Free cancellation! Oceanside oasis with pool, ocean and garden views. Escape to the pristine blue waters at Northwest Point. Pool, ocean and hot tub within steps of condominium. Free access to kayaks and SUPs, snorkel gear, owners beach chairs, loungers and miles of secluded beach for walking, exploring or beachcombing. Airport is appoximately a 15 minute drive from Northwest Point Condominiums (formerly Northwest Point Resort). New refrigerator and new TV added October 2025!

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 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.

‘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!

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.

Splendid condo walks out to Grace Bay Beach
Well appointed two bedroom condo with direct access to the most beautiful beach in the world. Quiet 18 unit condominium complex without hustle and bustle of a resort. Close to restaurants, groceries, and shopping. My place is good for couples, solo adventurers, business travelers, and families (with kids). Local taxes are included in the rental rates.

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!
Popular amenities for Leeward beachfront rentals
Pet-friendly beachfront home rentals

Baldwin Camp Rental- Villa #2

Oceanside Turtle Cove Home

Luxury Suite - Amazing View!

A Room with a View

Baldwin Camp Rental -Villa #1

Stunning Yacht Club, Short Walk to Beach W/Pool!

Lovely Cozy Villa Vibes and Rental car

Spacious 1BR Retreat w/ Patio Pool peaceful
Beachfront home rentals with a pool

Villa Renaissance Poolside 1BR - Peloton Bike

Villa Sara

Beachfront condo at Northwest Point

Junior Suite w/ Balcony - Tranquil Pool Views

Luxury Beachfront 1 BR with Sleeper Bed in Hotel

Serene Caribbean Deluxe Beach Front Studio w/ Pool

Special Discounted Fully Private Luxury 1BR Suite

Northwest Paradise - Gorgeous, Modern & Peaceful
Private beachfront home rentals

Grace Bay Beach 1bedroom with saltwater pool

Hidden Haven I - 2 Bed Studio

Ocean and Pool Front 2 king beds 2 Bath Condo

Caribbean Breeze - Tradewinds Villa

Beautiful 2 bed/2 bath Oceanview Beachfront Resort

Oceanfront Penthouse Condo — Steps to Beach & Pool

BEST BEACH, BEST LOCATION IN GRACE BAY - PH 305

Oceanfront two bedroom condo with stunning views
Quick stats about beachfront rentals in Leeward

Total vacation rentals
Explore 20 vacation rentals in Leeward

Nightly prices starting at
Leeward vacation rentals start at ﺩ.ﺇ992 per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

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

Vacation rentals with a pool
20 properties feature pools

Wi-Fi availability
20 of Leeward vacation rentals include wi-fi 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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