Pet-friendly holiday rentals in Northside

Annas Retreat Studio Near Harbor & Beaches

Annasville Comfort Studio – Cozy Retreat Near Charlotte Amalie, St. Thomas Welcome to Annasville Comfort Studio, your relaxing home base in beautiful St. Thomas, U.S. Virgin Islands! Conveniently located just 4 miles from Charlotte Amalie Harbor, our private studio offers the perfect blend of comfort, convenience, and island charm. Whether you’re visiting for a romantic getaway, a business trip, or a Caribbean adventure, this cozy and fully equipped studio has everything you need for a stress-free stay. What You’ll Love - Private balcony with city views – Enjoy your morning coffee or unwind after a day at the beach. - Fully equipped kitchen – Includes oven, microwave, cookware, and essentials for easy meal prep. - In-unit washing machine – Perfect for longer stays or beach days. - Free high-speed WiFi – Ideal for remote work or streaming your favorite shows. - Satellite flat-screen TV - Air conditioning & heating – Stay comfortable year-round. - Private bathroom with fresh towels & linens provided - Free private parking – Safe and convenient for rental cars. - Paid airport shuttle service available – Easy arrival and departure. - On-site bar – Relax and enjoy without leaving the property. - Outdoor play equipment – Great for guests traveling with children. Prime St. Thomas Location - Our studio is just minutes from: - Charlotte Amalie Harbor - Charlotte Amalie Seaplane Base Airport (4.3 miles) - Local beaches, shopping, restaurants, and island attractions You’ll enjoy a peaceful setting while still being close to everything that makes St. Thomas one of the top Caribbean travel destinations. If you’re looking for a clean, comfortable studio in St. Thomas near Charlotte Amalie, Annasville Comfort Studio is the perfect choice. We look forward to hosting you and helping make your island stay unforgettable!

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!

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.

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.

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.

Exceptional VALUE WOW View QUIET near BEST beaches

Decompress in paradise! Grandview, a tranquil 3BR, 2BA, near St. Thomas' best beaches: Megan's Bay (12 mins) & Hull Bay (8 mins). Relax on your open-air balcony & soak in spectacular views. Fully equipped kitchen for al fresco dining. This is an amazing spot! Although it's best experienced with a rental vehicle we do have an excellent taxi service that we can recommend. Renting an all wheel drive suv style vehicle also recommended for maximum comfort on the island and for our access.

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.

⛱️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

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.

Best View! No outages!-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!

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.

Large 1Br Hillside Ocean View Retreat

Unwind in a peaceful hillside retreat in St. Thomas with sweeping ocean and harbor views. This spacious 1BR/1.5BA features a bright living area, full kitchen, strong WiFi, and refreshing island breezes. Just 5 minutes to beaches, dining, airport, and downtown. Optional Jeep rental available for effortless exploring. Ideal for couples and longer stays. Pet-friendly—please clean up after your pet.