Villa holiday rentals in Southside

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Top-rated villa rentals in Southside

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Guest favourite

The spacious living area features a large sectional sofa and an adjacent ottoman. A flat-screen television is mounted on the wall. Floor-to-ceiling windows offer unobstructed views of the ocean, with a dining table visible in the background, set for several guests.

Villa in Southside

4.96 out of 5 average rating, 23 reviews

Oceanfront Villa-walk to resort-Generator & Solar

Frenchman’s Breeze: private oceanfront villa on St. Thomas’ Southside with panoramic Caribbean views + snorkeling steps from your door (stairway to the sea). Spacious 2BR/2BA—two king en-suite bedrooms w/ step-in showers. Fully equipped kitchen, open living/dining, and a large terrace with multiple lounge & dining areas. Secluded, serene vibe—no resort crowds—yet minutes to Red Hook dining, shopping nightlife & ferries, and walkable to Limetree Beach Resort. Steep driveway—4WD required. Book now

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Guest favourite

An aerial view of the Villa Royale displays the spacious layout of the property, featuring a blue roof and white exterior. The pool area is visible at the top, surrounded by lounge chairs, while landscaped grounds with pathways lead towards the entrance.

Villa in Southside

4.92 out of 5 average rating, 24 reviews

Villa Royale

Welcome to beautiful Villa Royale (formerly Villa La Creole)! Come indulge in the tranquility and comfort of this open-concept Villa. Tiled floors, high beamed ceilings, and filled with tasteful furnishings and decor. Enjoy the breathtaking views of the Caribbean Sea and relax to the sounds of crashing waves. Gaze at the colors that fill the sky at sunset. Unwind poolside and take a dip. The villa is located in Frenchman’s Bay close to shops and restaurants. Villa Royale, your serene getaway!

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Superhost

A spacious balcony overlooks Charlotte Amalie Harbor, showcasing several cruise ships docked in the foreground. The vibrant blue of the water contrasts with the green hills in the background, enhancing the scenic coastal view. Sunlight filters through scattered clouds, creating a bright atmosphere.

Villa in Southside

4.87 out of 5 average rating, 15 reviews

Groups! Unit B 3 BR/3.5Bath-Asta Cruise Villas!

Best spot on island! Located just above the Havensight cruise ship docks, this Villa is the perfect location. Many restaurants, shops, hospital, banks, and Post Office nearby, not only is it a fantastic value, but they are all in walking distance, and very convenient! This beautiful 3 bedroom 3.5 bath home has tons of space and everything you need for your next vacation. 3 Bedroom Unit with large kitchen and large deck with beautiful views. Amazing pictures of cruise ships when docked in port!

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Guest favourite

Villa in Southside

4.88 out of 5 average rating, 17 reviews

Groups! Unit A 3 BR/3 bath Asta Cruise Villas!

Best spot on island! Located just above the Havensight cruise ship docks, this Villa is the perfect location. Many restaurants, shops ,hospital, banks and post office nearby. Not only is it a fantastic value, but they are all in walking distance and very convenient! This beautiful 3 bedroom 3 bath home has tons of space and everything you need for your next vacation. It has a large kitchen and large deck with beautiful views. 5 minutes to hospital, bars, post office and grocery stores!

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Guest favourite

An aerial view of a colorful villa features a turquoise roof and spacious outdoor deck surrounding a private pool. Lush greenery and palm trees enhance the tropical ambiance, while the property is securely fenced, offering privacy and tranquility.

Villa in Southside

4.83 out of 5 average rating, 96 reviews

West Indie Caribbean Villa with private pool.

Frenchman’s Villa is a stunning West Indies-style private property nestled in the hills of St. Thomas. The villa features a private pool and a spacious sun deck, offering breathtaking views of the ocean. The property includes a 2-bedroom villa, a cozy bunkhouse, and a charming 2 room poolside area. For larger groups, the main house with its luxurious master quarters can comfortably accommodate up to 8 guests. Escape to Frenchman’s Villa for a serene and private getaway in paradise.

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Guest favourite

Villa in Southside

4.96 out of 5 average rating, 77 reviews

Frenchman's View Villa 2 BD/2.5 BA w/ Pool

Breathtaking sunset and ocean views from this gorgeous villa nestled among the trees in paradise. A generous living space with oversized sectional effortlessly flows into the outdoor patio and pool area, perfect for sunbathing, a BBQ with friends and family, or a cocktail under the shaded cabana area. 2 fully air-conditioned bedrooms and 2.5 baths round out this fabulous property! Minutes to Havensight, Yacht Haven Grande, Charlotte Amalie, and a variety of shops and restaurants!

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Guest favourite

A bright and airy great room features soaring ceilings and large windows that frame scenic views. Two comfortable sofas adorned with decorative cushions face a modern coffee table, while light reflects off the neutral walls. The open layout connects to a kitchen and dining area in the background.

Villa in Southside

4.96 out of 5 average rating, 24 reviews

Villa View Caribe

Welcome to Villa View Caribe! This stylish-newly renovated villa offers dramatic views and a quiet, comfortable yet refined decor that immediately invites you as the guest to relax and unwind. Once inside this tropical compound, you will immediately experience both a sense of awe at the expansive ocean views as you enter Villa View Caribe. The soaring ceilings encourage you to open your mind to fully experience your next Caribbean Adventure!

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Superhost

The villa is positioned on a hillside, surrounded by lush greenery and offering panoramic ocean views. The property features a private pool and outdoor terrace, complemented by a flat-roof design. Solar panels are visible atop the villa, showcasing a commitment to sustainability.

Villa in Southside

4.75 out of 5 average rating, 20 reviews

3BR w/ private pool and amazing views! Sleeps 10!

The Glass House – Private Villa in St. Thomas, USVI Escape to paradise at The Glass House, an exquisite 3-bedroom, 3-bathroom villa that sleeps 10 in beautiful St. Thomas, USVI. With breathtaking ocean views, modern amenities, and a prime location just minutes from the island’s best attractions, this luxurious retreat is the perfect getaway for families, groups of friends, or couples seeking a tranquil yet conveniently located vacation home.

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Superhost

Villa in Southside

4BR w/pool, centrally located - 5min to beach!

Newly renovated Caribbean villa perfect for families & couples seeking a luxury island getaway. Isla Vista features 3 king ensuite bedrooms, flexible sunroom sleeping space, fast WiFi, TVs in every room, gourmet kitchen, and indoor/outdoor dining for up to 14. Relax on expansive decks with outdoor bar and lounge seating. Includes beach chairs, snorkel gear, towels, and more. Minutes from beaches, dining, and island adventures.

A multi-story villa building is positioned alongside the ocean, with vibrant clouds illuminated by a sunset. Lush palm trees fill the foreground, while sailboats are visible in the distance on calm waters. The warm colors of the sky create a serene backdrop.

Villa in Southside

Oceanview 2BR Villa | Marriott Frenchman's Cove

🌴 Relax in this spacious 2BR/2BA ocean-view villa at Marriott’s Frenchman’s Cove! 🛏️ Sleeps 8, features a full kitchen, balcony, washer/dryer, and access to beach, infinity pool 🏖️, fitness center 🏋️‍♂️, and more. Enjoy tropical luxury just minutes from downtown Charlotte Amalie. Perfect for families or couples looking to unwind and explore the beauty of St. Thomas. Your private retreat in paradise awaits 🌅

Villa in Southside

4.96 out of 5 average rating, 53 reviews

Elegant Clifftop Getaway with Stunning Ocean Views

With 180-degree ocean views, balconies, sunshine, balmy breezes (and AC) everywhere, this gorgeous clifftop 3-bedroom looks out over the Caribbean and tiny islands through floor to ceiling spanning the front of the house. On a clear day, you can see St. Croix and the Spanish Virgin Islands of Vieques and Culebra! Sip your coffee on the balcony as you watch sailboats and little ferries passing below.

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Villa in Southside

5.0 out of 5 average rating, 3 reviews

Island Dream at Villa Sharazad - 4 Bedroom

Forget your worries in this spacious and serene villa. This is a multi unit villa. Perfect for a corporate retreat, large families, or groups of friends. It is a very relaxed and comfortable layout. This is the 4 bedroom level. It boasts a fully equipped kitchen, a washer/dryer in the unit, a generator, off street parking, and of course and expansive view of the ocean.

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