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Vacation rentals with beach access in Leeward Settlement

Find and book unique beach access rentals on Airbnb

Top-rated beach access rentals in Leeward Settlement

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Villa in Providenciales and West Caicos

4.84 out of 5 average rating, 125 reviews

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 Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

Villa in The Bight Settlement

4.98 out of 5 average rating, 114 reviews

Grace Bay villa | Pool | 3min walk to Beach & Reef

A modern beach villa with its own private pool. Sleeps up to 4 adults in separate rooms. Just 250 steps from the azure blue waters and soft white corals sands of Grace Bay beach. In a quiet off-street location. Perfect for a romantic getaway. With its quiet secluded garden and pool area, many of our guests come to celebrate birthdays, anniversaries, and honeymoons in full privacy. Walk to coral reef snorkeling in 3 mins plus several restaurants. Large grocery supermarket & shops are nearby.

Villa in Grace Bay

4.89 out of 5 average rating, 108 reviews

Calico Villa

"CALICO VILLA is a luxurious Villa located in Grace Bay, just behind Coco Bistro & Coco Van. Grace Bay beach is a 2 minute ride by car, or approx a 12 minute walk. This Newly built 3 bed/3 bath Villa can accommodate up to 6 guests. You can relax by your own "Private Pool & Outdoor Shower" after a day at the beach! Each bedroom has its own bathroom & AC, Main floor AC! 2 Adjoining Upper outdoor balconies. Also a Rooftop Terrace! Fast Internet! Highly desired vacation Villa & Super Host Service!

Condo in Grace Bay

4.8 out of 5 average rating, 111 reviews

Gated Condo in Grace Bay/ Short Walk to Everything

This charming studio in the heart of Grace Bay is exactly where you belong. We're just a short 2-minute walk from grocery store, restaurants, activities, medical center, the beach and all your immediate needs. Caicos Keys condo is brand new, with top of the line appliances, 60" smart TV with a fire stick connection, super fast wifi, brand new dishwasher, a washer/dryer, smart lock for main door, gated property, swimming pool and BBQ area. Anything you need, we got it or can supply on demand.

Rental unit in Leeward Settlement

4.95 out of 5 average rating, 219 reviews

Romantic Apartment few steps from beach

Wake up to the soothing melody of a mockingbird in the garden, as gentle sunlight filters through the lush greenery. Sip your morning coffee on the balcony, overlooking the tropical garden and sparkling crystal-clear pool, where the peaceful ambiance sets the tone for a romantic escape. Afterward, take a leisurely stroll through the vibrant garden or wander just a few minutes to the nearest beach with turquoise waters and soft white sands, perfect for a tranquil start to your day.

Villa in Providenciales

4.95 out of 5 average rating, 108 reviews

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.

Home in Grace Bay

4.95 out of 5 average rating, 109 reviews

Private Family Villa in Grace Bay w/pool + yard

Welcome to Villa Three O! When creating this space to share with guests, we were very intentional about how we wanted the home to feel + the convenience we want to be able to provide you with during your stay. Our goal is ensure our guests can arrive and begin to immediately relax and unwind in paradise. Whether you're a young family like ours, travelling with a group of couples or looking for the ultimate friends getaway, make Villa Three O your stay in Grace Bay!

Condo in Providenciales

4.91 out of 5 average rating, 219 reviews

★★★★★ Modern Condo | Amazing Pool | On Site Spa

• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub • Highest Rated Spa on Island • Fully equipped kitchen • Private front patio + grill • Garage parking for 1 car • Onsite washer + dryer • Fitness center access • Queen sofa bed with extra linens in living room • Onsite full service spa • Porta-Crib • WiFi • Beach toys, coolers, DVD collection, & games • Take-one/leave-one liquor cabinet • Buy Travel Insurance

Condo in Grace Bay, Providenciales

4.99 out of 5 average rating, 133 reviews

1 Bedroom Luxury Grace Bay Condo in Best Location

The perfect location, and only a 5 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 5 minute walk to the beach. 2 minute walk to the best grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.

Condo in Grace Bay

4.98 out of 5 average rating, 173 reviews

Luxury 1 Bedroom Central Grace Bay Close to Beach

The perfect location, and only a 5-7 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 5-7 minute walk to the beach. 4 minute walk to the grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.

Guesthouse in Leeward Settlement

4.97 out of 5 average rating, 100 reviews

"The Nest Cozy Cottage"

“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

Rental unit in Grace Bay

4.82 out of 5 average rating, 136 reviews

Crescent #1 Grace bay (beach 2 min walk)

Our small studio apartment is setup in a new house (built 2020) with its own private access, nice and quiet neighbourhood. Studio is close to the main attractions, bars, groceries, restaurants and about 2 minutes walking distance to the nicest beach in the world Grace Bay beach. No car needed. Place is good for couples and solo adventurers. Apartment is a open concept only door for the bathroom. The couch is not a sofa bed and is not made to sleep on

Vacation rentals for every style

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Popular amenities for Leeward Settlement beach access rentals

Free parking on premises

Air conditioning

Apartment rentals with beach access

Rental unit in Grace Bay

4.92 out of 5 average rating, 48 reviews

Gracebay, Heated Pool, Gated.

Rental unit in Caicos Islands

5 out of 5 average rating, 31 reviews

Elegant Condo on Grace Bay at The Grandview

Rental unit in Grace Bay, Providenciales

4.67 out of 5 average rating, 70 reviews

Spacious Studio Villa - Excellent Value for Money

Rental unit in The Bight Settlement

4.96 out of 5 average rating, 51 reviews

Turtle Cove Escape

Rental unit in Grace Bay

5 out of 5 average rating, 40 reviews

Grace Bay Studio

Rental unit in Wheeland Settlement

4.73 out of 5 average rating, 33 reviews

A Modern Studio near the Beach"

Rental unit in Providenciales

4.96 out of 5 average rating, 223 reviews

The Old Beach House 2 bedroom

Rental unit in Providenciales

4.95 out of 5 average rating, 39 reviews

Caicos Retreat Apt#3

House rentals with beach access

Home in Grace Bay

4.95 out of 5 average rating, 22 reviews

Welcome to Hope's Cottage!

Home in Providenciales

4.91 out of 5 average rating, 23 reviews

3 Bed Beach Oasis on Flamingo Lake w/Private Pool

Home in Grace Bay

4.95 out of 5 average rating, 44 reviews

Hopewell Villa East/Pool & walk to Gracebay Beach

Home in The Bight Settlement

5 out of 5 average rating, 77 reviews

2b/2b BEACH HOUSE STEPS to GRACE BAY! WiFi,AC,Pool

Home in Grace Bay

5 out of 5 average rating, 37 reviews

Grace Bay/ New Luxurious home 3+ Bedrooms & Pool

Home in Long Bay Hills

4.97 out of 5 average rating, 30 reviews

1 BR Apt w/pool - Long Bay Hills #2

Home in Providenciales

5 out of 5 average rating, 29 reviews

Sea Villa @ The Sun and Sea Villas

Home in Providenciales

4.9 out of 5 average rating, 103 reviews

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views

Condo rentals with beach access

Condo in Turtle Cove

4.93 out of 5 average rating, 102 reviews

Allies Rest - Seaflowers townhome

Condo in Turtle Cove

4.94 out of 5 average rating, 157 reviews

🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝

Condo in Providenciales

4.95 out of 5 average rating, 177 reviews

Amazing Ocean views -Modern Condo -Balcony - Pool

Condo in Providenciales and West Caicos

4.86 out of 5 average rating, 413 reviews

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞

Condo in Wheeland Settlement

4.95 out of 5 average rating, 114 reviews

Couple’s Retreat with ocean views and hot tub!

Condo in Providenciales

4.87 out of 5 average rating, 106 reviews

Amazing GraceBay Views, Pools,Location PH Studio

Condo in Providenciales

4.88 out of 5 average rating, 107 reviews

The Yacht Club ≋ 1 Bedroom (C3)

Condo in Providenciales

4.89 out of 5 average rating, 177 reviews

Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!

Quick stats about vacation rentals with beach access in Leeward Settlement

Total rentals
140 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
120 properties have a pool

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