House vacation rentals in Southside

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Top-rated house rentals in Southside

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Top guest favorite

A panoramic view of the ocean reveals vibrant turquoise waters meeting a clear blue sky, dotted with fluffy white clouds. Potted plants line the foreground, while palm trees and coastal scenery add to the tranquil landscape.

Home in Southside

5 out of 5 average rating, 10 reviews

Ocean Nest #1

Welcome to our Caribbean paradise! Nestled among swaying palm trees and overlooking the turquoise waters, our newly renovated 4-BR home offers the ultimate tropical escape. The open-concept living area, comfortable seating and panoramic terrace views of the ocean creates the perfect setting for relaxing evenings with loved ones. Whether you're seeking a family vacation or a gathering of friends, Ocean Nest promises an unforgettable experience filled with comfort, adventure & endless memories.

Guest favorite

A light-filled bedroom features a spacious bed adorned with decorative pillows. Large glass doors open to a private deck, showcasing vibrant tropical plants. Soft blue curtains frame the windows, enhancing the serene atmosphere.

Home in Southside

4.92 out of 5 average rating, 49 reviews

Ocean View, Sunsets, Near Town, Solar/Backup Power

NEWLY RENOVATED! Experience Island life while you relax in this calm, stylish space w/ a panoramic ocean view. Feel the Caribbean breeze while watching sailboats pass by & the sun set into the ocean, with views of St. Croix, Puerto Rico, Water Island & a beautiful garden. Located in Frenchman’s Bay, mins from Havensite & Charlotte Amalie. PRIVATE space, deck & parking. Easy to find. Safe neighborhood. Powered by Solar, Tesla & Starlink. Never lose power or WIFI on vacation. Jeep on site for rent

Guest favorite

A covered porch is visible, featuring a small round table and two white chairs. Potted plants are positioned along the railing, and a scenic view of the surrounding neighborhood and harbor can be seen in the background, framed by arched openings.

Home in Charlotte Amalie

4.96 out of 5 average rating, 47 reviews

Berecia's Place

Berecia's Place is fully air conditioned located in a quiet residential neighborhood. It's 3 bedrooms 2 baths, with TV in bedrooms & living room. The kitchen has everyday needed utensils. The porch has a view overlooking Havensight Mall & downtown Charlotte Amalie harbor. You can enjoy the lovely sunsets while relaxing on the porch. Haven sight mall, Tramway Skyride to Paradise Point, Yacht Haven Grande, Supermarkets, fast-food places, and restaurants are within 10-15 minutes walking distance.

Superhost

A seaside balcony is displayed, featuring two wooden chairs overlooking the ocean. The tiles are arranged in a warm terracotta color, while a palm tree sways gently in the breeze. The sky showcases soft pastel hues as the sun sets over the water.

Home in Southside

4.97 out of 5 average rating, 59 reviews

Salty Sway II - 2bed/2bath Beach House

Salty Sway II is a villa nestled on the coastline of Frenchman's Bay at the southern end of the island. The property has three private villas each with breathtaking ocean views. Salty Sway II is a 2 bed/2 bath unit with a loft, kitchen, spacious living room, seaside balcony, and all the comforts of home. You'll love the property's private beach and offshore snorkeling. The convenience of dining at the nearby Limetree Beach Club is great. Get the best of the Virgin Islands at Salty Sway Villas.

A dining area is visible, featuring a large wooden table set with plates and blue glasses. Nearby, a comfortable couch is positioned, with light flowing through large windows adorned with turquoise curtains, providing views of the water and outdoor deck.

Home in Southside

4.91 out of 5 average rating, 33 reviews

Vista Amalie - 3 BR House / Pool w/ Harbor Views

Vista Amalie offers photo worthy views of the Charlotte Amalie harbor from the master and second bedrooms, living room, pool deck, and the lanai. Sunsets of the harbor cannot be missed. The house is open concept while the bedrooms offer separation and privacy. All 3 bedrooms have private in-suite full bathrooms. Multiple sliding doors connect the indoor and outdoor living spaces. The house is fully air conditioned and supported with a whole house generator for when the power goes out.

Guest favorite

A modern living area features a large gray couch paired with two ottomans, complemented by a side table with ambient lighting. Large windows offer views of the deck, and cool air conditioning is provided by a unit mounted on the wall.

Home in Southside

4.93 out of 5 average rating, 83 reviews

Recently Built House! - 3/3 w/ Amazing View & Deck

Just completed construction of a brand new 3 bed/3 bath house on the South Side of St Thomas. Centrally located close to beaches and restaurants. Modern amenities, high-end furniture, well insulated with cool air conditioning, huge 600 square foot deck with amazing view of the Caribbean. Two of the bedrooms have en-suite baths. Automatic backup generator. Additionally an SUV is offered through Property Manager. This House is brand new modern comfort located in the heart of paradise!

Top guest favorite

A spacious living area features high, exposed wooden beams and a ceiling fan. A large television sits atop a wooden console, while a coffee table with decorative items is centered on a patterned rug. Comfortable seating arrangements are provided by the sofas, complemented by tasteful cushions.

Home in Southside

5 out of 5 average rating, 12 reviews

Villa Sunbeam. Rejuvenate & Relax w/ Ocean views.

Villa Sunbeam is located just outside the Havensight Area within walking distance to dining, attractions, & activities. This peaceful setting offers exceptional harbor views. With a polished new look, this carefully appointed, yet comfortable space, is perfect for remote working or a leisure getaway. Prince Rupert’s Cove, a beach, that is only a 2 minute walk down from the villa. Need more space for family or friends? A Private Space & Klarissas’s by the Sea are located just downstairs.

Superhost

Home in Southside

4.88 out of 5 average rating, 16 reviews

Villa Breizh- Spacious 3 Bdrm- 3 Bath

Villa Briezh, located on St. Thomas's Southside, is a stunning retreat just a short walk from Abi Beach (7 mins) and Limetree Beach Resort (10 mins) with 2 restaurants, and beach access. This spacious, beautifully furnished condo offers 3 bedrooms, 3 bathrooms, a fully equipped kitchen, and a washer/dryer. Enjoy breathtaking ocean views from the amazing deck and benefit from free parking right outside the unit. Villa Briezh combines luxury and convenience for the ultimate island escape!

Guest favorite

A jetted pool is framed by a spacious deck, overlooking a scenic view of the ocean. Comfortable seating is arranged nearby, inviting relaxation. The clear sky and sunlight enhance the tranquil atmosphere of this outdoor space.

Home in Southside

5 out of 5 average rating, 7 reviews

Breathtaking 3/2 Villa, walk to Limetree Resort

Welcome to this beautiful, newly built,3 bed,2 bath Villa, with a 17' jetted pool & back up Solar system. The property has the perfect mix of relaxation, comfort & privacy. We are located just above Limetree Resort on the South Side of the Island. **THIS PROPERTY HAS BEEN LISTED ON AIRBNB FOR 2 YEARS & RECENTLY SOLD. WE HAD TO START A NEW LISTING AND WERE NOT ABLE TO TRANSFER THE 30,5 STAR REVIEWS, THAT WE HAVE RECEIVED. I HAVE POSTED PICTURES OF THE REVIEWS UNDER "ADDITIONAL PHOTOS"

Top guest favorite

A welcoming entrance is framed by a lush courtyard, featuring a decorative stone fountain surrounded by vibrant purple foliage. The warmly colored front door, adorned with intricate glass panels, opens into the villa, inviting guests into a serene tropical setting.

Home in Southside

5 out of 5 average rating, 84 reviews

Entire villa with beautiful views! Amazing

Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.

Superhost

A spacious pool deck features lounge chairs arranged around a sparkling pool, with an orange umbrella offering shade. A wooden table is set nearby, providing an inviting space for outdoor dining. The backdrop showcases lush greenery and views of the Caribbean Sea.

Home in St. Thomas

5 out of 5 average rating, 30 reviews

Secluded Caribbean Villa in St. Thomas

Welcome to CalypsoBlu, your secluded getaway in St. Thomas! - Stunning views of the Caribbean Sea and Morningstar Beach. - Spacious three-bedroom villa with air-conditioning and private entrances. - Modern kitchen with state-of-the-art appliances and large great room for relaxation. - Private pool deck equipped with a grill and comfortable seating. - Conveniently located near dining, shopping, and nightlife. - Complimentary concierge service to enhance your stay.

Guest favorite

A panoramic view showcases the lush green hills of St. Thomas, dotted with residential areas. In the foreground, tropical foliage adds depth, while a cruise ship can be seen in the harbor, against a backdrop of a bright blue sky and scattered clouds.

Home in Southside

4.8 out of 5 average rating, 25 reviews

!NEW! Beautiful 4BR/3BA near restaurants & shops!

NEW LISTING! Backup Generator Powered & Minutes to Havensight, Yacht Haven, Westin, Marriott, Frenchman’s Cove, Charlotte Amalie, and a variety of shops and restaurants! Welcome to your very own Island Retreat! Escape to this stunning 4-bedroom home nestled in the beautiful Estate Bellevue, St. Thomas. Perfect for families, groups of friends, or anyone looking to experience the magic of the Virgin Islands, our home offers comfort, luxury, and breathtaking ocean views.