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, 11 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

The living room features vaulted ceilings with wooden beams, large windows providing views of the water, and comfortable seating arrangements. A neutral color palette is complemented by decorative plants and light fabrics. Natural light fills the space, enhancing the open layout.

Home in Southside

4.93 out of 5 average rating, 112 reviews

Sunset Terrace – Perfect home for your vacation!

Sunset Terrace Villa offers a private and accommodating home for your Caribbean vacation! This fully air-conditioned home offers a private pool, new renovations, furnishing and spectacular views of the water and surrounding islands. Beautiful sunsets are an everyday experience and can be enjoyed inside or from the covered, outdoor patio space. Centrally-located in a safe and scenic neighborhood. Nearest beach is only a 5 minute drive. Concierge service included. Designed by Ashley-Interiors

Guest favorite

A spacious living area features a red sectional sofa and a round dining table, set with blue dishes. Large glass doors provide panoramic ocean views, while a media console with a TV complements the contemporary decor. Decorative plants add a touch of greenery.

Home in Southside

5 out of 5 average rating, 17 reviews

Ocean View, Near Town, Backup Power/Strong Wifi

Brand new! Unwind in this stylish, tranquil retreat with breathtaking panoramic ocean views. Feel the Caribbean breeze as sailboats pass & the sun sets over the water. Enjoy sights of St. Croix, Puerto Rico, Water Island, and lush gardens. Minutes from Havensight & Charlotte Amalie, this private retreat features a deck, parking, and a pullout couch. Solar & battery-powered for uninterrupted comfort. Jeep rental available. Beach chairs, cooler, and concierge service included for a seamless stay!

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, 60 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.

Guest favorite

A spacious deck with wooden flooring is highlighted by two hanging wicker chairs and a hammock, providing comfortable seating options. A dining table with multiple chairs is present, and large windows offer views of the lush surroundings. The roof features blue beams, enhancing the contemporary design.

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, 14 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

A spacious living area features a light, neutral sofa adorned with green cushions. Large windows provide ocean views and ample natural light, while a white coffee table sits in the center. The ceiling showcases wooden beams, contributing to the open and airy atmosphere.

Home in Southside

4.84 out of 5 average rating, 19 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, 8 reviews

Sea Sun VIlla 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

An outdoor infinity pool is shown with tranquil waters extending towards the Caribbean Sea. Lush greenery and palm trees surround the area, with views of the coastline and sailboats on the horizon. The sky is partly cloudy, enhancing the serene atmosphere of the setting.

Home in Southside

5 out of 5 average rating, 87 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, 32 reviews

Secluded Villa with Caribbean Sea Views

Welcome to CalypsoBlu, a secluded villa on St. Thomas. - Three air-conditioned bedrooms with private entrances - Spacious great room with living and dining areas - Large flat screen TVs and Blu Ray DVD players in each bedroom - Covered veranda overlooking the pool and ocean - Beautiful garden walkway and breezeway for relaxation - Complimentary concierge service for personalized trip planning - Spectacular views of the Caribbean Sea and Charlotte Amalie harbor

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

4.83 out of 5 average rating, 29 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.

Superhost

A bright and airy living area features large glass doors that open to a stunning ocean view. Two stylish woven chairs and a round side table complement a wooden coffee table. Decorative artwork hangs on the walls, and soft natural light filters through sheer curtains.

Home in Southside

New place to stay

Skylarkin'

Welcome to Skylarkin', a chic lofted condo nestled in a gated community Southside of St. Thomas, U.S. Virgin Islands. Boasting breathtaking ocean views, this one-bedroom haven features high ceilings, luxurious furniture, and decks that invite the sea breeze in. Enjoy your morning coffee while listening to the sound of the ocean from the side deck or perhaps have a glass of wine while you lay on the rooftop terrace and look at the stars.