House vacation rentals in Southside

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Top-rated house rentals in Southside

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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, 12 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, 116 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

Superhost

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.

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, 18 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!

Guest favorite

A small outdoor patio is presented, featuring a round table with two white chairs. Vibrant pink flowers are arranged in the center, while glasses of water sit on the table. In the background, lush greenery meets the sparkling blue ocean under a clear sky.

Home in Estate Bovoni

5 out of 5 average rating, 12 reviews

Coral Cottage Cove-Ocean Views - 3 Bedroom 2 Bath

Welcome to VCC Island Paradise - Coral Cottage Cove! Escape to this oceanfront home, featuring 3 bedrooms, 2 bathrooms, and brand-new furniture throughout. Relax in style with 4 large-screen TVs, perfect for unwinding after a day of adventures. Nested in a peaceful neighborhood, this serene retreat offers the best of both worlds-tranquility and convenience-with shops and restaurants nearby. Whether you're enjoying ocean views or exploring the island, this home is perfect for your next escape!

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, 84 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, 16 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

4.81 out of 5 average rating, 26 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, 10 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, 92 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.

Guest favorite

A modern building is surrounded by lush greenery and features a landscaped pathway leading to a spacious deck. Cozy seating areas are arranged around a jetted swim spa, creating an inviting outdoor space overlooking the scenic hills.

Home in Southside

4.9 out of 5 average rating, 10 reviews

Walk to the Beach - POOL - Pickleball Court!

Does a cozy 3 bedroom vacation rental with its own 17' lounge pool that's walking distance to Limetree Beach, Lanaii restaurant, and has a pickleball court, sound like your ideal vacation rental? Well, hi there! Welcome to Villa Hygge (hoo-gah)! We are conveniently located between Red Hook and Havensite, for restaurants and shopping. You are only 15 minutes to the St. John ferry and beautiful east end beaches. Villa Hygge is your cozy retreat on St. Thomas with all the amenities!

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 Ocean Views

Welcome to CalypsoBlu, a secluded villa on St. Thomas with stunning Caribbean views. - Three air-conditioned bedrooms, each with private entrances - Spacious great room with living and dining areas - Covered veranda overlooking the pool and sun deck - Pool deck with chairs, table, and grill - Beautiful garden walkway and breezeway for relaxation - Complimentary concierge service for personalized trip planning - Watch sunsets and cruise ships from your villa