Beachfront vacation rentals in Leeward Settlement

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Top-rated beachfront rentals in Leeward Settlement

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Superhost

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

Guest favorite

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.

Superhost

Rental unit in Long bay

4.95 out of 5 average rating, 78 reviews

Villa Kendara~BK APR 5 ON~Private~SeaFront GH~View

Private~Gated~Seafront~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 Discounts for Car Rental, Water Sports/Eco-Tours, Cruise, Massages

Guest favorite

Condo in Grace Bay

5 out of 5 average rating, 22 reviews

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!

Guest favorite

Villa in Leeward Settlement

5 out of 5 average rating, 33 reviews

Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool

*Great for couples and families - Pool - Heated SPA - On the canal - Sups - 5 min to the beach* Piccolo Ponte is an elegant 3 bedroom canal front Caribbean property that sits on an acre of private tropical garden where friends and family gather together to relax and enjoy a laid-back vacation island-style. Located directly on the clear and turquoise canals of the prestigious Leeward Settlement, just a few minutes away from Blue Haven Marina and many beach accesses and watersports operators.

Guest favorite

Condo in Grace Bay

4.87 out of 5 average rating, 54 reviews

BEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath

Welcome to Coral Gardens! We have a fully renovated 1 bedroom condo overlooking the turquoise sea in Grace Bay! Relax on our spacious patio and listen to the waves roll in! We have a washer and dryer in-suite. Additional guests can use the queen sized sofa bed and full bathroom. Enjoy snorkeling right outside and enjoy lunch at "Somewhere Cafe". Relax, rejuvenate and get away from real life! *Note* Currently there is construction next door and we have discounted our rates (as shown).

Guest favorite

Condo in Grace Bay

4.93 out of 5 average rating, 28 reviews

Grace Bay Beach Front 2 BDR/ 2BTH Condo

Grandview is a boutique, oceanfront, private condominium building of 18 units on beautiful Grace Bay, with direct access to the expansive, sandy beach. Our 2nd floor Unit is contemporary, completely refurbished, with 2 bedrooms, 2 bathrooms and a fully equipped kitchen. The covered terrace/balcony provides dining, lounging, and BBQing, all overlooking the gardens, pool and beautiful ocean. Guests can enjoy a new, fully equipped gym, bikes, kayaks, paddle boards and beach toys.

Guest favorite

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.

Guest favorite

Condo in Wheeland Settlement

4.95 out of 5 average rating, 114 reviews

Couple’s Retreat with ocean views 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).

Superhost

Cottage in Long Bay Hills

4.87 out of 5 average rating, 15 reviews

Aqua Del Rose 1 Br Cottage

Aqua Del Rose – Kiteboarding Cottage, Long Bay (Offered for rental for a limited period only) This unique property comprises of a 1-bed cottage and a 2-bed cottage. They can be sold separate or together as a 3-bed villa while still allowing for privacy between guests. They are located on Long Bay Beach: one of the most renowned kiteboarding beaches in the Caribbean.

Superhost

Condo in Providenciales

4.88 out of 5 average rating, 107 reviews

The Yacht Club ≋ 1 Bedroom (C3)

Stay in our beautifully renovated one bedroom designer unit in The Yacht Club. This unit has one bedroom w/ a king- plus a Murphy bed in living room, one and a half bathrooms, open kitchen and living space and a walk out patio overlooking Turtle Cove Marina. Open the front door and the breeze flows right through this amazing unit. Enjoy the sunset every evening right from the couch!

Superhost

Condo in Providenciales

4.87 out of 5 average rating, 106 reviews

Amazing GraceBay Views, Pools,Location PH Studio

Perched above this Mediterranean hillside Villa resort with Panoramic views of Grace Bay, get inspired while taking in the views and relaxing at this unique and tranquil getaway. The studio is clean, comfortable and quiet; and situated overlooking parts of the resort hot tub, two almost Olympic size pools and the two 6,000 sq ft Terrazza decks!