
Villa vacation rentals in Leeward
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Top-rated villa rentals in Leeward
Guests agree: these villas are highly rated for location, cleanliness, and more.

Ideal Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

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.

Gardenia Villa a Private Escape
Gardenia Villa. This contemporary Oasis is perfect for a small family or couples, located steps away from the world’s #1 Grace Bay Beach. The villa entrance opens to a bright entryway leading to the living room area with a spectacular view through a wall of sliding doors to the covered deck and pool. The open plan is perfect for entertaining with the dining and kitchen area all part of the living space. The upstairs consist a master King and second queen sized bedrooms both ensuite baths.

BeachHaus Villa with ocean view and private pool
Newly renovated Villa. Enjoy breathtaking panoramic ocean views from your private terrace, or from your second floor master suite balcony in our bright and modern villa. Fully-equipped open concept kitchen featuring a gas range, and dishwasher. Reliable wifi. Master with , ensuite with rainforest and hand-shower, wood barn doors, and private balcony with outshower. Pool and outdoor living. Ideal for families. Safe, quiet and central neighborhood, 3 minute walk to the beach!

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Villa DelEvan 4B / 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.

Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach
This crisp and clean newly built Grace Bay villa is perfect for a family trip, girls' getaway, or couples' retreat on honeymoon. Featuring 2 king bedrooms, 2.5 baths, a private pool and a balcony, it offers modern luxury and tranquility. Just 5 min from Grace Bay beach (0.8 mile), restaurants, and shops, the villa boasts stylish interiors, premium amenities, and a lush backyard with palm trees, bougainvillea, and poolside chilling. Book your dream escape today!

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

Caya Villa 1 - 2 Bedroom - Modern Island Home
Caya Villas are welcoming, modern island fusion styled homes with endless roof deck views to the Caicos Bank. Nestled in the heart of beautiful Long Bay Beach, that’s home to the renowned Shore Club Resort and a less than a mile away from the worlds top beach, Grace Bay Beach. Our two adjacent villas in a gated property are your perfect getaway! 12% Government Tax is calculated in final payment. Follow @islehavenpropertiestci Tag #islehaventci

Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location. Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is filled with love ❤️ where you can relax in peace during your holiday. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space.

Villa Alee: Pool & Golf Cart, Walkable to Beach
Villa Alee is located in the gated and secure Leeward Residential Community. Only a 5 min walk to Grace Bay beach Upon booking you will be required to review a renter agreement and security deposit requirement. This villa includes complimentary concierge services, daily private resort style lounger and umbrella set up on Sunset Beach and an electric beach cart for easy transport to and from the beach. Excellent location.
Popular amenities for Leeward villa rentals
Private villa rentals

Modern Cottage with Chalk Sound Views

3bd/2ba Villa in the Bight

Walk to Grace Bay Beach ~ 3 bedroom en-suite

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool

Cocodemer, a short walk to secluded Pelican Beach.

Rockspray Villa | On Point in Ocean | Waterfront |

The Haven

3 Bedrooms Villa Near The Beach
Luxury villa rentals

Premier Seaside Villa with Pool at White Villas (7

Cottonflower Boutique Villa | GraceBay

Dreamy Suite Paradise with Pool and Beach Access

Marvellous 3 Bdr Villa with Private Swimming Pool

White Osprey Villa

TC Villas | Miami Vice One | Romantic Beach Escape

Luxury 3B Ocean View Villa/Pvt Pool, Walk to Beach

Serene Oceanfront - Beach Front Junior Suite
Villa rentals with a pool

Tropical Waterfront Cooper Jack Bay Villa

Hideaway Villa near Grace Bay Beach and Snorkeling

Our Home on the Water - I Land Time Villa

Modern 2BR Villa | Pool, Basketball & Pickleball

30 Sec. to Grace Bay Beach! -3 BR, Private Pool!!

Waterfront 3BR Villa w/ Pool, Canal View , Parking

Hang Five Surf Villa in Long Bay

Nirvana's Nest
Quick stats about villa rentals in Leeward

Total vacation rentals
Explore 130 vacation rentals in Leeward

Nightly prices starting at
Leeward vacation rentals start at G$33,469 GYD per night before taxes and fees

Verified guest reviews
Over 2,020 verified reviews to help you choose

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

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 of Leeward vacation rentals include wi-fi access

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

4.8 Average rating
Leeward stays are highly rated by guests—averaging 4.8 out of 5!
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