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Apartment holiday rentals in Southside

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Top-rated apartment rentals in Southside

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Guest favourite
A table set with two elegant glass cocktails, garnished with lemon slices, is displayed on a striped tablecloth. Vibrant flowers add color to the scene, with a backdrop of a blue sky and ocean views in the distance.
Flat in Saint Thomas
5 out of 5 average rating, 15 reviews

Relax-Inn at Rich Rez on St. Thomas

Relax Inn at Rich Rez Bed and Breakfast is an exquisitely remodeled two bedroom one bath"writer's" retreat. It has everything that you want so that you can Relax Inn comfort the way you do it best! Sensational sunrises begin your day as the ocean breeze caresses your skin. A perfect place to stretch your mind & body with your favorite yoga poses & morning meditations. After a day at the beach, sailing, or snorkeling, it becomes the perfect spot to retreat to for a romantic dinner on the porch.

Guest favourite
A serene bedroom features a spacious bed adorned with dark blue accents and white linens. Large windows allow natural light to fill the space, offering views of the ocean. A ceiling fan provides airflow, while a subtle artwork complements the neutral tones.
Flat in Southside
4.93 out of 5 average rating, 41 reviews

Ocean Nest West #4

Ocean Nest West offers a 1BR/1BA unit perfect for that project manager or digital nomad or simply for romantic getaway for 2. Comfortably furnished and ready for occupancy, the bedroom has a queen bed and the living, dining, & kitchen areas are all open plan. Stainless steel appliances complement the carefully appointed kitchen. A closeted stacking washer/dryer helps keeps you ready for next activity. Located in Estate Bakkero and with easy access town and Red hook just 10 minutes drive away.

Guest favourite
An open living area features a blue sectional sofa, complemented by a decorative round coffee table. The bright kitchen area includes white cabinetry and modern appliances. Natural light filters through the windows, enhancing the cozy atmosphere, while indoor plants add a touch of greenery.
Flat in Southside
4.94 out of 5 average rating, 94 reviews

Hidden in Havensight! Guest Favorite 2BD/2BA

Centrally located 2 BR/2 BA, “Hidden Jewel” accommodates your every need. You’ll be steps away from Havensight Mall area with great shopping, restaurants & more. A 2 min walk to Skyride Tramway, 7 min walk to Yacht Haven Grande & a mile away from downtown Charlotte Amalie. Most importantly, you’ll be at most a 20 min drive to beautiful beaches. Feeling adventurous? Take a 15 min drive to Red Hook where you have access to a 15 min ferry ride to St. John! Everything you need plus great weather!

Superhost
A bright, open living space features a spacious bed and a comfortable sofa, accented with decorative pillows. A round rocking chair offers additional seating. Natural light floods the room through large windows, with views of the ocean visible in the background.
Flat in Southside
4.88 out of 5 average rating, 8 reviews

Regatta’s Island Time Getaway

Escape to Regatta’s Island Time Getaway for the Ultimate Waterfront experience! With stunning ocean views, crystal clear waters, and all the amenities you need, this rental is the place! it is perfect for a romantic retreat or a fun family vacation. Spend your days lounging by the pool, exploring the island with the best snorkeling or enjoying the local restaurants and bars. Book your stay today and make some memories that will last forever while experiencing island living on St. Thomas USVI!

Superhost
Flat in St. Thomas
4.84 out of 5 average rating, 19 reviews

Stunning ocean-view suite with kitchen and balcony

Welcome to 24 Acres of secluded St. Thomas Bliss. Limetree is nestled on a secluded Caribbean beach at the southern end of the island, making this is an idyllic oceanside spot for couples and smaller families. Free of crowds and commercialized tourist areas, you'll find this resort offers a swim-up bar, tennis courts, fitness center and some of the best snorkeling you will do on the island; right on property. Well appointed and recently updated suites offer a beautiful view of the ocean.

Superhost
Flat in Southside
4.86 out of 5 average rating, 97 reviews

"Comfort Cove" in St. Thomas

Escape to this comfortable one-bedroom off-grid apartment in St. Thomas. With a backup diesel generator and freshwater cistern, enjoy reliable comfort and independence. Ideally located between tranquil countryside beaches and Charlotte Amalie’s shops, you’re just 15 minutes from Magen’s Bay and Main Street. Experience authentic island living—peaceful, practical, and perfectly positioned for both relaxation and adventure. Your island retreat awaits—come unwind, explore, and enjoy paradise!

Guest favourite
A spacious living area features a light-colored sofa adorned with a decorative pillow. Ceiling fans contribute to airflow. In the background, a dining area is visible, along with a modern kitchen outfitted with appliances. Natural light enters through large windows, enhancing the open layout.
Flat in East End
4.96 out of 5 average rating, 26 reviews

Solar power 2 Bd Apt w/washer/dryer, near Red Hook

This unique, & contemporary, guest house combines all the best that St Thomas has to offer. The combination of amazing sunsets & breathtaking views coupled with modern amenities makes "Yellow Palm" the perfect escape. with quick access to the main road, restaurants, beaches & 10 mins to Red Hook, you'll enjoy the quiet, beauty & comfort of island life with the modern convenience, entertainment & experiences St. Thomas has to offer. "Yellow Palm" is the getaway you've been looking for!

Superhost
Flat in Southside
4.86 out of 5 average rating, 43 reviews

Marie's Gorgeous Oceanfront Condo-1 Bdrm-3 Pools

Welcome to our beautiful one-bedroom condo at Sea Cliff Villas! Featuring a king-sized bed, a sleeper sofa, a fully equipped kitchen, and a private balcony with breathtaking ocean views. Guests enjoy exclusive access to pickle-ball/tennis courts, 3 fresh-water pools, beach access, and a charming oceanfront restaurant. Nestled on the sought-after south side of St. Thomas, you're close to the island's top beaches and attractions, with the airport just a convenient 15-minute drive away.

Top guest favourite
A serene outdoor seating area overlooks the ocean, featuring a glass table with two white cups on saucers. A small decorative vase with flowers adds a touch of charm. The horizon displays a soft sunset, enhancing the tranquil atmosphere.
Flat in Southside
5 out of 5 average rating, 79 reviews

Oceanfront Sunrise Escape + Backup Power & 3 Pools

Welcome to your Caribbean oceanfront escape! This renovated condo was designed for the perfect island retreat, set in a secure gated community. Enjoy sunrise views and relax with a swim in one of three sparkling pools. In just two minutes you can stroll to Bolongo Bay Beach to snorkel, swim, or simply unwind by the sea. Whether you crave pure relaxation or a hint of adventure, this condo offers it all—complete with modern comforts, backup generator, and unforgettable island vibes.

Guest favourite
The living area features a large flat-screen TV mounted on a wooden console. A round glass table is centered on a patterned rug. Comfortable seating includes a light-colored sofa and a wicker armchair, illuminated by soft lighting from nearby lamps.
Flat in Southside
5 out of 5 average rating, 30 reviews

Klarissa’s by The Sea by Villa Sunbeam.

Klarissa’s by the Sea is a comfortably furnished and unique 1BR/1BA unit located at popular Villa Sunbeam in St. Thomas. It’s peaceful setting with distinctive Harbour Views and near town location offers easy walkable access to dining, attractions and activities in the Havensight area. With a polished new look, this carefully appointed space is perfect for remote working or a leisure getaway with its convenient to town location. Welcome to “Klarissa’s by the Sea” in St. Thomas!

Superhost
Flat in Southside
5 out of 5 average rating, 3 reviews

Sound of the Sea with Beach and Pools

Welcome to Sound of the Sea, a newly renovated one-bedroom, one-bath condo perfect for your Caribbean escape. Located on St. Thomas’s south side in the gated Regatta Point Villas, enjoy three sparkling pools, tennis/basketball/pickleball courts, and more. Stroll barefoot to Bolongo Bay Beach for the marina, dive shop, Iggy’s Oasis with live music, and the world-famous Mim’s Seaside Bistro, known for its Coconut Curry Lobster!

Superhost
A serene beachfront is captured at sunset, featuring soft sandy shores that gently meet the calm water. Lush palm trees frame the scene, while rocky formations are visible along the shoreline, enhancing the natural coastal beauty.
Flat in Southside
4.84 out of 5 average rating, 38 reviews

Frenchmans Limetree USVI Studio

Nestled on a secluded Caribbean beach at the southern end of the island, this is an idyllic oceanside spot. If you prefer your St. Thomas vacation free of crowds, this resort is the best of both worlds — it’s tucked away with plenty to do on-site, but close to Charlotte Amalie and other island attractions. Environmental fee for Island paid to front desk

Popular amenities for Southside apartment rentals