Holiday houses 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.

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.

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

Newly Renovated Oceanfront Condo

Welcome to your perfect Caribbean island getaway! Meticulous planning and very careful thought have gone into this fully renovated oceanfront condo in the gated community of Sea Cliff Villas. Take a relaxing swim in one of the 3 gorgeous pools located within the community. You can take a short 2 minute walk to enjoy Bolongo Bay Beach, where you can swim, snorkel or just sit back and enjoy the beautiful view. This is your perfect opportunity to satisfy your taste for adventure!

Sea Dreams at Regatta Point Villas

Regatta Point Villas is located in Bolongo Bay, St. Thomas. This spacious condo (2 full baths and 1 bedroom) features 1000sq.ft. of living space and is located steps away from the pool. It has beautiful ocean views from each room. Bolongo beach is a short walk and has great snorkeling. 2 Tennis Courts, basketball hoop, and 3 pools are all accessible and steps away from the ocean. A short drive to Havensight and Redhook with many beaches and restaurants to choose from.

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

Sunshine Daydream - Our little piece of paradise!

Spend your days between at Sunshine Daydream with its beautiful ocean views. Rise up to paradise enjoying the gorgeous sunrises and sunsets from the private rooftop deck. This rental offers a fully equipped kitchen, 3 different pools, one of which is steps from the condo. There is easy beach access and we are centrally located between Charlotte Amalie and Red Hook. To top it off there are 2 restaurants and a bar within walking distance from the unit.

2 oceanfront suites with water access! Solar/batt

Frenchman’s Breeze 🌊 is a beautiful oceanfront villa on the Southside of St. Thomas 🌴 just minutes from Red Hook and Charlotte Amalie 🛍️. Enjoy 10% off stays of 5+ nights 💸. This 2-bedroom, 2-bath 🛏️🚿 property features king en-suites, a full kitchen 🍽️, spacious living/dining areas 🛋️, and a large terrace 🌅 overlooking the Caribbean Sea. Direct ocean access via private stairs makes it perfect for snorkeling 🤿 and relaxing in total privacy.

Steve's Seaside Condo-2 Bedrooms-3 Pools

This beautifully updated 2-bedroom condo at Regatta Point Villas in the USVI offers stunning ocean views and brand-new furnishings throughout. The primary bedroom features a king-size bed, while the second bedroom is perfect for families or groups with two queen beds. Enjoy resort-like amenities with 3-pools, tennis court, an on-site restaurant (Mim's Seaside Bistro) and easy access to nearby beaches and attractions. Ideal for relaxing getaways!