Holiday rentals in Grapetree Bay

Vincy Villa - Private Hilltop Oasis w/ Pool & View

Inspired by the lush and fertile landscape of St. Vincent, Vincy Villa is a tranquil retreat nestled within the gently rolling hills of the East End of St. Croix. An open floor plan creates a continuous living space that extends the ocean views from the front patio to the untouched valley surrounding the pristine pool deck. Prevailing tradewinds circulate throughout all four bedrooms ensuring comfort despite the tropic sun. Experience St. Croix while immersing yourself in Serenity at Vincy Villa

NEW! Saltwater Serenity - Poolside & Walk to Beach

Escape to paradise at Saltwater Serenity, a fully renovated condo with pool views and a short stroll to the beach! Soak in Caribbean breezes on the balcony while savoring your coffee, cuisine, and cocktails. Sleep in coastal comfort on a king bed and queen sleeper sofa (4 guests). Located in a gated community near the best restaurants and activities, this place is perfect for a relaxing retreat or adventurous vacation. Book your tropical getaway today and enjoy island life any time of the year!

A Wave From It All

A WATERFRONT home with spectacular views of the sea and mountains. This peaceful villa offers you the comforts of home. Get lost on the spacious veranda as you gaze out over the horizon while listening to the waves crash below. The upper level has three bedrooms each with bathroom and the apartment below is also available as an 'add-on' to the villa if needed (not rented separately) and becomes included 'complimentary' for groups of 7 or larger. Discounted 'long-term' stays during low season.

Frigates View

This secluded mountainside oasis, conveniently located mid-island, provides panoramic views of Salt River Bay, Buck Island and surrounding islands. A spacious studio with private veranda and separate entry off a verdant courtyard adorned with exotic flora, offers a stunning 180 degree ocean seascape. Enjoy beautifully landscaped grounds, Japanese gazebo and jacuzzi, while listening to the sounds of the breaking surf and cooled by constant trade winds. A perfect blend of romance and relaxation .

Endless Summer - 2 Primary Suites - Don’t Settle

“Endless Summer” - 100% Completely Updated & Renovated Newer Vacation Villa. The Enviable Location Is Unbeatable and Your Island Time will be Unforgettable. Our Caribbean view, from most every room, is the number one amenity offered. Guests will enjoy a full on Buck Island View and we also look over “The Reef” Golf Course just next door. Watch sailboats gently glide past the reef in the turquoise waters from our pool terrace. Our goal is to be your first choice for a tropical destination.

Breathtaking Ocean Views, Tropical Luxury Oasis

CARIBBEAN OCEAN VIEW OASIS This breathtaking Villa will be your Personal Paradise! Meticulously appointed mini- resort with all the high-end designer touches you enjoy. Whether your stretching out by Pool, Star-Gazing in the garden by the fire table.; you’ll be glad you booked Your vacation here! All 3 Bedrooms offer en-suite bathrooms Minutes from St Croix’s BEST  beaches, and restaurants and shops. This properties’ unique location affords Breathtaking Sunrises AND Sunsets decks and pool.

Moko Jumbie House - Historic Suite

Experience a unique piece of St. Croix history at the Moko Jumbie House. Once the Danish Armory, this renovated 200-year-old property features original yellow Danish bricks, a grand curved staircase, and preserved old pine floors. Now a 4-unit Airbnb, The Moko Jumbie House reflects the architectural beauty of early 19th-century Christiansted. Just outside, you’ll also find The Guardians, a striking sculpture by Ward Tomlinson Elicker, permanently displayed in tribute to local art and culture.

Diamond in Paradise

Diamond in Paradise, formerly Paradise Found, is under new ownership, has been renovated, and is ready to reopen! This lovely villa located on the quiet east end of St. Croix features 3 bedrooms, 3 baths, a large wrap-around porch, a lovely pool and a fantastic view. Built in the West Indian pod style, the 3 bedrooms are distinct from the main living area. Recent updates include AC throughout, a new kitchen, new mattresses, updated baths. The entire house is solar powered and has Starlink .

The Cat's Meow

If you want to experience authentic island life in a peaceful, breezy rural setting, we would love to have you! Located on a hillside in Cotton Valley, the Cat’s Meow is newly renovated and well-appointed, to include beach chairs, snorkeling gear, and beach towels. The location is quiet and remote, yet conveniently near wonderful beaches and restaurants. There are shelves full of books and original artwork throughout. A private pool is yours to enjoy just steps away on the upper level.

Private Cottage Retreat, Giant Bathroom, Yoga Den

Welcome to your tropical retreat! This brand-new 1-bed, 1-bath guesthouse + bonus yoga room and private patio is your perfect island escape. Nestled in the heart of St. Croix, this spacious getaway offers modern amenities with beautiful outdoor spaces for ultimate relaxation. Centrally located and just 1.7 miles from the Christiansted boardwalk, it’s perfect for exploring beaches, shops, and dining. Unwind or stay active—this cozy retreat brings you the best of the Caribbean.

Welcome to Villa Sunrise! Private Pool and more!

Introducing Villa Sunrise—a luxurious island escape where comfort meets Caribbean beauty. This stunning 3-bedroom, 3-bath villa features a private pool, two additional sleeper sofas, and sweeping views of the turquoise sea from its serene East End location on St. Croix. Step outside and you’re just minutes from the beach—conveniently located right across the street—and moments from the excitement of Divi Carina Bay Casino.

Perfect Island Escape: Sunshine Cottage

Enjoy island life at this peaceful and centrally-located cottage with a gorgeous view and pool! Perfect location for a combination of privacy and easy access to restaurants, beach, activities, and downtown Christiansted. Come live the Caribbean Life! *Adults only. The large outdoor living area overlooks the swimming pool and is not safe for small children.