Pet-friendly holiday rentals in Northside

Save $1000/Wk! Haagensen House-An Old World Estate

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 central 3 KNG Beds AC

Drift to sleep with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 3 brand new king beds, A/C bedrooms, a chef's kitchen w/ gas range & hi-speed WiFi for remote work, and a whole house generator. Breeze-filled living spaces open to stunning views extending to St John! Optional 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet, secluded location. A super central home, incredible value!

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.

An Island Getaway - Close to Airport

The Island Getaway is located in the hills of Estate Santa Maria, in a quiet gated community called Crystal Landing on the Northwest area of St. Thomas in the Virgin Islands. The unit overlooks Santa Maria Bay and is approximately 7 minutes to John Brewers Beach and the University of the Virgin Islands by car. This stand alone unit offers a wraparound balcony and private driveway which can comfortably accommodate parking for 3 cars.

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.

Apartment Overlooking Magens Bay - AC- WIFI -

Awesome sun & moon rises, sweeping down island views & cool easterly breezes from this walk in level open concept Northside apartment. One king bedroom, one full sectional couch, two full baths, full house covered porch, living room and full kitchen offered. WiFi and dishwasher. 🌊 Split AC unit in living room. Beach chairs, toys, snorkels, umbrella, and cooler. 🤿 Pet friendly 🐶 Generator and solar panels/batteries

1BR Getaway w/ Breathtaking Views + King Bed

We are a 5 minute drive to beaches, restaurants and dining, airport, seaports and downtown. We have excellent views, and you’ll love my place because it is spacious and very clean. This apt is perfect for couples, solo adventurers, business travelers, and families (with kids). Pets are allowed. We ask that you kindly clean up after your pet.

PalmPoolVilla | Luxury Ocean View 4 En-Suite Beds

Relax in this private 4 bedroom villa, each with its own bathroom, open living space, a private pool on the shaded lower deck, and stunning ocean views. Stay worry free with a private parking spot, reliable power with Tesla Powerwalls and solar energy, and fast Starlink Wi-Fi to stay connected.