Apartment holiday rentals in Southside

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Southside

Guests agree: these apartments are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A bright and airy living space is showcased, featuring a floral accent chair and a spacious bed. A wooden dresser holds a flat-screen TV, and mirrored furniture creates depth. The kitchenette can be seen in the background, highlighted by light-colored cabinetry.
Apartment in St. Thomas
4.89 out of 5 average rating, 93 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"!

Guest favourite
The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.
Apartment in St. Thomas
4.96 out of 5 average rating, 146 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.

Top guest favourite
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.
Apartment in Southside
4.94 out of 5 average rating, 125 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.

Guest favourite
A serene seascape is visible, featuring gentle waves lapping at the shoreline under a colorful sky. Shades of pink and purple paint the horizon as clouds drift above distant islands, creating a peaceful and picturesque ocean view.
Apartment in Southside
4.94 out of 5 average rating, 53 reviews

"On the Rocks" Ocean Front 1BR/1BA Amazing Views!

Beautifully remodeled & stylishly furnished. 1BR/1BA condo w/amazing ocean & sunset views! "On the Rocks" is directly on the ocean w/an incredible ocean breeze. Hear the sound of the ocean waves crashing below as you enjoy sunset on your own private patio. Watch sailboats, ferries, and cruise ships pass by as you enjoy your favorite cocktail! This beautiful St. Thomas condo is centrally located in a gated community between Downtown Charlotte Amalie and Red Hook. The Perfect Location!

Superhost
A cozy seating area features two wicker chairs adorned with blue cushions and decorative pillows, facing large floor-to-ceiling windows. A glass coffee table sits in between, displaying a few decorative items. The ocean view is visible beyond the lush greenery outside.
Apartment in Southside
4.88 out of 5 average rating, 82 reviews

Coral cove studio - ocean view

This apartment offers floor-to-ceiling views of the majestic Caribbean Sea from its south-facing windows. The studio has a full kitchen, a ocean faced balcony and a cozy beachy vibe. Enjoy the warmth of glorious sunrises and sunsets, watching the amazing cruise ships pass by right outside the windows. Enjoy one of the three pools, the tennis court or the beach within walking distance! Centrally located on the island. Easy to take a taxi only 10-15 minutes to downtown or to redhook!

Guest favourite
A bright living area showcases large glass doors with stunning ocean views, allowing natural light to illuminate the space. Comfortable seating options include a light-colored sofa and cozy armchairs. A decorative plant stands beside a clean white end table, contributing to the airy atmosphere.
Apartment in Southside
4.97 out of 5 average rating, 59 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

Top guest favourite
A bright living area features a comfortable teal sofa and a light coffee table, positioned on a vibrant floral rug. A large TV is mounted on a wooden cabinet, while a dining table with ocean views is visible through the sliding glass doors. Natural light illuminates the space.
Apartment in St Thomas
4.94 out of 5 average rating, 49 reviews

*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!

Guest favourite
A serene ocean view is captured at sunset, showcasing gentle waves lapping against the shore. The sky is painted in soft hues of orange and pink, while silhouettes of distant islands can be seen on the horizon. Lush palm fronds frame the scene from the balcony.
Apartment in St. Thomas
4.92 out of 5 average rating, 38 reviews

Oceanfront escape with pool & balcony

Wake up to panoramic ocean views and coffee on your private balcony — a serene St. Thomas retreat. This oceanfront condo offers fast 300 Mbps Wi-Fi (ideal for remote work or streaming), air conditioning, a reliable backup generator, and easy self check-in. Perfect for couples or small families seeking a quiet Caribbean escape close to Red Hook, restaurants, and beaches. All guests are welcome here — we’re proud to share our island home with travelers from around the world.

Top guest favourite
A bright living area features large windows revealing ocean views. Natural light fills the space, which includes a sofa, dining table with blue placemats, and decorative plants. A wall-mounted flat-screen TV adds to the modern appeal. The color palette emphasizes calming tones.
Apartment in Southside
4.95 out of 5 average rating, 109 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
Apartment in Southside
4.88 out of 5 average rating, 25 reviews

Ocean View in Paradise- King Bed-3 Pools-No Stairs

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!

Guest favourite
Apartment in Southside
4.91 out of 5 average rating, 53 reviews

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.

Guest favourite
A small round table with two white chairs is positioned on a balcony, overlooking the ocean. A bottle and two glasses are placed on the table, with a stunning sunset illuminating the sky in warm hues. Palm trees frame the view, creating a serene atmosphere.
Apartment in St. Thomas
4.98 out of 5 average rating, 95 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!

Popular amenities for Southside apartment rentals