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!

Outdoor spaces · Pets · Cleanliness

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!

Outdoor spaces · Walkability · Layout

The Cozy Ocean Retreat: Mid-Term Rental

The Rising Sun Place is an affordable and quiet space perfect for those seeking peace, tranquility, and amazing ocean views. Travelers can easily explore the neighboring islands, beaches, and attractions. The space is approximately 232 square feet of living space plus an outdoor private gazebo with 200 sq ft. Ideal for two persons. Work remotely with enhanced WiFi speed. Private Entrance and No personal contact with staff. Free parking. This is an Open Floor Plan - A Studio Apartment.

Walkability · Outdoor spaces · Family

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.

Outdoor spaces · Walkability · Indoor spaces

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!

Outdoor spaces · Pets · Condition

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.

Outdoor spaces · Walkability · Hiking

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.

Outdoor spaces · Walkability · Indoor spaces

Villa Samadhi - Tailored time in paradise.

Enjoy sunrise and sunset overlooking Blackbeard's castle and the port of Charlotte Amalie. Relax in the pool taking in the Caribbean sun. Or cool off inside in the spacious open space of the villa. Get out for a 5 minute drive to Drake's seat to see the sailboats and recall the days of of exploration and pirates here. And 5 minutes later you arrive the famous Magen's Bay Beach. To tailor your time in paradise you arrange tours, catering and in Villa massage service.

Outdoor spaces · Walkability · Kitchen

⛱️2BR 1bath Caribbean Condominium Downtown area

Enjoy the perfect island getaway in this cozy retreat, complete with air conditioning to keep you cool after a day in the Caribbean sun. Unwind on the private patio while taking in breathtaking views of the ocean and downtown, accompanied by refreshing trade winds that capture the true spirit of island living. Best of all, you’re just a short stroll from local shops, restaurants, and everyday conveniences. . Located in The Towers Condominiums Check in

Walkability · Condition · TV

A Peace in Paradise too!

Cute 2/1 apartment on the quieter side of St. Thomas Located within walking distance to Hull Bay Beach. Split unit A/C’s located only in bedrooms. (However, you get a good breeze throughout the unit.) Also, we are completely family owned. We keep our prices low for guests that want to embrace the realness, history, culture, food, and stay humble all at the same time. So, if you’re looking for a resort or a hotel, this is not the spot for you.

Walkability · Pets · Quiet

Best View! Island Vibes-Solar-Starlink-beach in 5!

- You’ll have a private newly renovated apartment (middle level) that sits within the jungle high up on the mountain side. - Views of Charlotte-Amalie Harbor, St Croix, and a glimpse of St John. - 5 minute drive to Hull Bay and the best fish tacos on the island. Magens Bay is just 10 minutes away. - 10 min to airport!! - Starlink internet so you’ll never lose internet! - House complex is powered by solar panels and back up batteries!

Pets · Walkability · Nearby

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.

Outdoor spaces · Walkability · Hospitality