Beachfront vacation rentals in Southside

Oceanfront Condo Perfect Sunsets Backup Generator!

Our completely renovated one bedroom, one bathroom condo is PERFECT for couples, small families or a friends getaway. See the ocean and hear the waves from every room. Beautiful views, sounds, and location with private balcony. Centrally located, in a gated community, to some of the best beaches in the world and only 10 minutes from Red Hook (Ferries to St. John & BVI), Havensight (Cruise ship docks) and about 15 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

Three Little Sandpipers – Oceanfront!

Oceanfront! New remodel! This beautiful, 2-bedroom, 2-bath condo, “Three Little Sandpipers", is located in Watergate Villas in Bolongo Bay. It is steps away from beach, pool and restaurant/bar access. Bolongo Beach is walking distance and has excellent snorkeling and ocean rentals. Centrally-located 20 minutes from the airport and 10 minutes between Havensight and Redhook with many beaches and restaurants to choose from. Come relax and enjoy the breezy island right outside your front door!

Stay in style right on the ocean -Simply the BEST!

Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We just finished updating this unit in April ‘21 with new kitchen tile, new fridge, new cookware, dishware and kitchen utensils, Smart TV. You will NOT find a nicer condo for this price anywhere on the island.

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.

Oceanfront luxury penthouse

Fall asleep listening to the waves in our sunny & spacious 2-bedroom penthouse loft with 180-degree ocean views making it easy to let the sea breeze & natural sunlight fill the space. Gorgeous high-end furnishings, a fully-equipped kitchen, & plenty of comfortable spots to relax. Each bedroom has an ensuite bathroom - perfect place for couples or families wanting to relax and explore ST. Quiet gated community 3 pools & a short walk to the beach & two restaurants. Enjoy our paradise

*Generator* Ocean Front Sunsets, Next to Pool!

Welcome to Siren's Point! Beautifully remodeled 1BR/1BA condo with amazing views! Grab a cocktail and take in an island sunset while listening to the waves crash below your private balcony! Sea Cliff Villas, a gated community on the Southside, is centrally located between downtown Charlotte Amalie and Red Hook... Easy to get to all the best beaches, restaurants and shopping! Everything is ready for you to fall into island time! Three pools, tennis/pickleball and #OMGViews!

3 bed/3 bath, Ocean views, 3 Pools, Walk to Beach

This incredibly spacious 3 bedroom/3 bathroom condo located at Sea Cliff Villas is newly renovated. Enjoy the 180-degree ocean view from the two gorgeous balconies! The fully equipped kitchen has bar seating and a large dining table. The condo comfortably sleeps 6 guests with three bedrooms that have king beds. Beautiful property with brand new tennis/basketball courts and access to 3 pools, and 2 restaurants. Back up generators for any island power outages.

Limeout at Frenchman's Bay Beach Resort-Suite

SUNSHINE IN PARADISE AWATI YOU at this Secluded Beach Front Resort that overlooks Frenchman's Bay! Private Balcony and Private Beach at your footsteps! Everything you need is on property including the Lanai Restaurant! Guests will enjoy easy access to the airport and the charming shops, restaurants and historic attractions in Charlotte Amalie are all just minutes away! This beach getaway is truly Heaven on Earth! You will wish to stay another day every day!!

Christmas Week at Marriott's Frenchman's Cove!

Spend Christmas in style! From the Marriott's website: "Tucked along a picturesque hillside overlooking the calm azure waters of Pacquereau Bay...this luxurious resort is reminiscent of a quaint village surrounded by a secluded beach with amazing views of the Bay and St. Thomas harbor. Like the nearby historic town of Charlotte Amalie, the overall design reflects the Danish and British architectural influences set amidst a colorful tropical landscape."