Pet-friendly holiday rentals in Northside

Save $1000/Wk! Haagensen House w/ Generator

A rare downtown estate located at the top of the famous “99 Steps”. Haagensen House is intimately tucked into the hillside of the stately neighborhood of Government Hill. Enjoy an easy walk to almost everything from this centrally located private estate and gardens with amazing harbor views. Parking is steps away to drive to our amazing beaches or take a leisurely 5 minute stroll downtown to the waterfront or enjoy world class dining, shopping and parks. Rental car is optional, so save $1000!

The Caribbean Farmhouse/Ocean Views, Solar Power

Welcome to your St. Thomas Northside retreat! This tropical side of the island offers breathtaking views of the world-famous Magens Bay. Located 5 minutes to Hull Bay & 10 minutes to Magens Bay. Enjoy privacy surrounded by lush landscaping. Solar power & generator on property to never lose power! The outdoor space features a private pool and backyard. Spend evenings watching stunning sunsets with breathtaking views, this property is perfect for unforgettable vacations with family or friends!

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Your Own Whole House Beach Beach Central 4 Beds AC

Relax with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 2 brand new king beds, 2 New Full Beds, 2 New single couch pull out sleepers,A/C bedrooms, a chef's kitchen w/ gas range & fast WiFi, and standby generator. Breeze-filled living spaces open to stunning views extending to St John! 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet private location. A super central incredible value!

Waterfront Villa Tryst on Hull Bay (3 bedrooms)

Villa Tryst is a waterfront luxery Villa just steps from the white sand of Hull Bay Beach. This 3 bedroom, 3 and half bath villa boast a centrally located pool, separate access for each of the bedroom suites and beautiful sunsets every night! The home boasts wrap around decks, a dive in saltwater pool, back up generator, Split AC in each room, wifi, smart Tvs, Bose speakers and a short walk to the beach. You won't find a better location for enjoying the beach and sunsets on island. Dive In!

Bright Blue Retreat Studio+ Oversized Deck

Modern Studio, private entrance oversized Deck overlooking Buck and Water Island. Inside outside space. The studio is designed for outdoor lovers. The indoor has everything you need to eat sleep shower and be cool and happy to include a sleep number queen bed. Outdoors is where the fun is. Large 400sq foot deck with couch, picnic table all shaded and protected from rain. Centrally located on island: ✈️ 6 minutes from airport 🏖️5 minutes to the beach (Brewers Bay) or the University.

Stylish & Luminous 2BR-spectacular water views!

Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.

A Peace in Paradise too!

Cute 2/1 apartment on the quieter side of St. Thomas (Northside). Located within walking distance to Hull Bay Beach (Downhill there, uphill back) “The Shack” is super convenient to grab a quick bite/drink while at Hull Bay Beach. “Fish Bar” (also walkable) never disappoints, great food and service. A/C only in bedrooms. Side note: The two twin beds in second bedroom can be converted to King upon request. Air mattress, pack and play readily available.

Northside Retreat • Luxury, Heated Pool, Generator

Discover the ultimate luxury retreat at The Villa Michelle. This exquisite property combines the charm of island living with modern comforts, offering an unparalleled vacation experience for up to seven guests. Need more room? The Poolside Villa is available (for an additional fee) that allows the property to accommodate up to thirteen guests. When not in use, it is blocked to ensure your full and exclusive use of the property.

Luxury Lofty Vista Verde

Enjoy this airy, spacious loft style space with a low-profile California king bed. The unit includes a pull-out sofa (ideal for kids), a private bathroom, and a fully equipped kitchen. 🏖️5 minutes to the beach (Brewers bay) ✈️ 6 minutes to the airport 🛜 Starlink Internet 🔌 Solar Panel and Tesla back up batteries so you’ll never worry about power. NO on-site parking. Street parking only.

⛱️2BR 1bath Caribbean Condominium Downtown area

Newly renovated in 2025, this cozy spot features A/C to keep you cool in the warm Caribbean sun. Relax on the patio with stunning views of the ocean and downtown, all while enjoying the refreshing trade winds for an authentic island experience. Plus, you’re just a short walk from local shops and conveniences. Located in The Towers Condominiums Check in