
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.

Villa Kendara~BK 1/10-17~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

Holiday discount- 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, sofa, tables, and new TV added October 2025!

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.

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!

Caicos Dreams - 1 king bedroom, Large TV+ more
Caicos Dreams -100% renovated . Amazing!!. 1 Bedroom King Suite A 565sq perfectly formed condo is ideal for a couple looking to enjoy some peace and quiet whilst enjoying the delights of a recently renovated unit. Our Patio offers pool and ocean views that are simply amazing - plus we have a high-top comfortable outside table - perfect for watching the world go by and the sunsets - 1 min 34 seconds from door to sand - where you will find chairs, loungers, and shades for all.

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.

Secluded 3 BR Villa on Taylor Bay -Place De La Sol
The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The primary suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets on Taylor Bay are the best on the island! **12% TCI Tax Included

Beach Shack
Follow the wood-deck down to your own slice of Grace Bay Beach at this Bohemian-beach house in Turks and Caicos. Celebrate your honeymoon in a minimalistic setting, only decorated with high-end furnishings and original works of art. Spend your afternoons lounging by the pool or splashing around in the sea. Later, walk over to Turtle Cove Marina and have dinner at one of their seafront restaurants. Copyright © Luxury Retreats. All rights reserved.

‘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.

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 Leeward beachfront rentals
Pet-friendly beachfront home rentals

Baldwin Camp Rental- Villa #2

Oceanside Turtle Cove Home

2Bedroom cozy home walking distance to the beach.

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

Addition rooms
Beachfront home rentals with a pool

Villa Sara

Beachfront condo at Northwest Point

Luxury Beachfront 1 BR with Sleeper Bed in Hotel

Beautiful 2 bed/2 bath Oceanview Beachfront Resort

BEST BEACH, BEST LOCATION IN GRACE BAY - PH 305

Northwest Paradise - Gorgeous, Modern & Peaceful

Oceanfront two bedroom condo with stunning views

Beachfront Luxury 1 Bdrm on Grace Bay
Private beachfront home rentals

Grace Bay Beach 1bedroom with saltwater pool

Located in heart of Grace Bay Villa Renaissance

Hidden Haven I - 2 Bed Studio

Ocean view paradise

Ocean and Pool Front 2 king beds 2 Bath Condo

Caribbean Breeze - Tradewinds Villa

Beachfront Rental Beach Hut Unit 1

Oceanfront Penthouse Oasis — Steps to Beach & Pool
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 $270 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!
Destinations to explore
- Santo Domingo De Guzmán Vacation rentals
- Las Terrenas Vacation rentals
- Santiago De Los Caballeros Vacation rentals
- Santo Domingo Este Vacation rentals
- Puerto Plata Vacation rentals
- Sosúa Vacation rentals
- Cabarete Vacation rentals
- Juan Dolio Vacation rentals
- Samana Vacation rentals
- Jarabacoa Vacation rentals
- Boca Chica Vacation rentals
- Bonao Vacation rentals
- Rentals with a kayak Leeward
- Rentals with a fire pit Leeward
- Rentals with outdoor seating Leeward
- Rentals with a washer and dryer Leeward
- Apartment rentals Leeward
- Fitness-friendly rentals Leeward
- Waterfront rentals Leeward
- Villa rentals Leeward
- Rentals with pools Leeward
- Pet-friendly rentals Leeward
- Rentals with a patio Leeward
- Family-friendly rentals Leeward
- Rentals with beach access Leeward
- Luxury rentals Leeward
- Rentals with a hot tub Leeward
- House rentals Leeward
- Beachfront rentals Providenciales
- Beachfront rentals Caicos Islands
- Beachfront rentals Turks and Caicos Islands
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




