Pet-friendly vacation 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!

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.

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

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.

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.

Beautiful, like the islands were meant to be.

Located minutes away from world famous Magen's Bay Beach, our studio has been fully renovated to offer the comforts of a city condo in the midst of a tropical resort environment. Two pools, on-site coffee-deli shop, a great restaurant, 2 tennis courts, drop-off laundry services, ample parking, gaming rooms and great vistas from the upper pool deck.

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.

Private Ocean & Stargazing views on the Northside

Let the views captivate you! Nicely secluded in a quiet, safe, and relaxing neighborhood. If privacy and beauty are what you are after this is the cottage for you. Relax with the whole family at this peaceful place to stay with absolutely stunning waterfront views.