Condo vacation rentals in Southside

A scenic view showcases turquoise waters meeting a sandy beach, framed by distant green hills under a partly cloudy sky. Lush greenery and flowering plants are visible in the foreground, contributing to the overall natural beauty of the coastal landscape.

4.89 out of 5 average rating, 92 reviews

Your Piece of Paradise

Enjoy your home away from home in your comfortable SMOKE-FREE condo centrally located on St Thomas. It is within walking distance to Bolongo Bay Resort and Mimm’s Seafood Restaurant. Start your day off on your patio looking out at the turquoise water as you sip your breakfast beverage of choice before going to the multi-level pool or the beach with your own beach towels. Then end the day on your KING Tempurpedic Mattress watching your favorite Netflix. This really is your "Piece of Paradise"!

4.95 out of 5 average rating, 132 reviews

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.

A private balcony offers views of the ocean, where waves crash against the shore. Two chairs and a table are positioned to enjoy the scenery, complemented by a clear blue sky and gentle cloud cover.

4.95 out of 5 average rating, 65 reviews

Villa Crystalia Oceanside condo

Relax and take in the views and sounds of this brand new stunning seaside villa. Listen to the waves and watch the ship and boat traffic pass by your balcony. Centrally located, with Charlotte Amalie and Red hook only a quick ten minute drive. Enjoy pool and tennis courts on site with great restaurants close by. Villa is equipped with mini split AC’s and new appliances, including washer and dryer. All linens and towels provided. Beach chairs, a cooler and tennis rackets are available for use.

A beachfront view captures the clear turquoise waters lapping against a rocky shore. Lush palm trees sway gently in the foreground while various buildings line the beach. Rolling green hills rise in the background under a bright blue sky with scattered clouds.

4.94 out of 5 average rating, 122 reviews

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.

Top guest favorite

A private balcony overlooks the ocean, featuring a bottle of wine and a glass set against a vibrant sunset. The gentle waves can be seen lapping at the shoreline, with hints of orange and blue colors reflecting in the sky.

5 out of 5 average rating, 16 reviews

Ocean Serenity! Directly on the Water @Sea Cliff!

Ocean Serenity! Relaxing, tranquil Vacation! Step into this beautifully remodeled 1 BR/1BA condo @Sea Cliff, you are greeted by the breathtaking view and sound of the ocean just a few steps away. Private Balcony to enjoy morning coffee/or drinks during Sunset! 3 pools to enjoy - walk to Bolongo Beach, 2 great restaurants including Mim's Seaside Bistro next door at Watergate and Iggie's Oasis at Bolongo Bay. Bedroom Tucked away so you can sleep in! Open concept living, dining & kitchen.

This spacious bedroom features a large bed with soft linens, complemented by two bedside lamps. Expansive glass doors allow for stunning ocean views and natural light, leading to a private balcony. A cozy chair and stylish decor enhance the inviting ambiance of the room.

4.96 out of 5 average rating, 54 reviews

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

A bright bedroom is highlighted by large glass doors that open to a balcony with ocean views. A spacious bed with textured bedding is complemented by decorative pillows. A dresser and a potted plant are positioned in the room, enhancing the coastal aesthetic.

4.95 out of 5 average rating, 102 reviews

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.

Superhost

4.86 out of 5 average rating, 22 reviews

A Ocean View in Paradise!

Welcome to our tranquil oasis at Regatta Point Villas! Experience modern elegance in our charming studio apartment with a plush KING-SIZE bed and FULL SLEEPER SOFA. Enjoy amenities like 3 pools, tennis/pickle ball court, and an ocean front restaurant all on property! Prepare your favorite meals in the well-appointed kitchenette! Dine al fresco on the charming balcony overlooking the shimmering ocean! Quick 15 min drive from the airport! Perfect for your next getaway!

Top guest favorite

A serene ocean view is presented, showcasing the sun setting over the water. Shells are arranged on a round table, with palm fronds gently swaying in the foreground. The vibrant hues of the sunset blend orange and yellow tones above the calm sea.

4.99 out of 5 average rating, 93 reviews

Oceanfront Villa: Stunning Sea Views, Pools, Gated

Experience serenity at Paradise Palm! Nestled in the gated Sea Cliff Villas, our condo offers breathtaking ocean views and a secluded yet central location right on the Caribbean Sea. Enjoy a clean, comfortable home with a stocked kitchen and bath, high-speed Wi-Fi, Smart TV, and a fabulous pool overlooking the sea. Beaches and dining are within walking distance, and nearby, you'll find exciting water sports and island activities. Your tropical escape awaits!

A sandy beach is framed by tall palm trees and vibrant greenery. Gentle waves lap at the shore under a bright blue sky with scattered clouds. Lounge chairs are arranged along the sandy area, creating inviting spots for relaxation.

4.92 out of 5 average rating, 108 reviews

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.

4.93 out of 5 average rating, 43 reviews

An aerial view showcases the layout of the gated community, featuring multiple buildings arranged around a central pool area. Lush greenery and tennis courts are visible, with the coastline of the Caribbean Sea in the background highlighting the area's natural beauty.

Condo in St Thomas

Situated above the Caribbean Sea with Beach Access

Tortuga Bliss is perched above the turquoise waters of the Caribbean Sea. During your stay you’ll enjoy breathtaking views and sunsets from your private deck, cruise ships on the horizon and be lulled into a meditative state by the gentle wave action on the diverse rocks and cliffs below. Decorated with quality interiors, linens, bedding and household goods, our goal is to pamper you and provide everything you could need for a memorable Holiday.