Apartment holiday rentals in Southside

Top Guest favourite

Guest favourite

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.

Location · Family · Check-in

Turquoise Terrace— Recently refreshed

Welcome to Turquoise Terrace, a top-floor 2-bedroom, 2-bath condo with breathtaking ocean views, 2 private balconies, and unbeatable access to the best of St. Thomas. Nestled in the Sea Cliff community above Bolongo Bay, it's perfect for families or couples. Expansive ocean views from both bedrooms and balconies Sleeps up to 6 with queen bed, 3 twin beds & air mattress Walk to Bolongo Bay Beach, Mim’s Seafood Bistro & Iggies Beach Bar Access to 3 pools and tennis courts Backup generator and WiFi

Family · Value · Pool

Sea Ya Round - Exquisite view of Caribbean

Sea Ya Round Villa is the top floor of this 3-story round house, and boasts an exquisite, nearly 180 degree view of the Caribbean Sea. At about 400ft elevation, Sea Ya Round offers panoramic scenic views of St John, St Croix, and Puerto Rico. Infant is guest. The main, open living space includes a full kitchen, dining, and TV sitting area. The ocean side, of the Villa is mostly windows allowing you to take full advantage of the Caribbean view, from either inside, or the wrap-around balcony.

Location · Family · Pets

Villa Sea Breeze

This newly built 2BR/2BA apartment offers quiet comfort, clean lines, stylish furnishings and modern conveniences with an ocean view. It’s a short walk to Bolongo Beach Resort with its restaurants, activities and a gift shop! Villa Sea Breeze offers the ability to disconnect, find a quiet space and clear your mind. The master bedroom comes with king bed and ensuite bath, the second bedroom a queen with hallway bath. The kitchen, dining and living spaces are all open plan for your convenience.

Family · Location · Accuracy

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!

Value · Location · Comfort

Island Bliss Getaway | 2BR • 3 Beds • 2 Baths

Experience the best of island living in this calm and cozy 2-bedroom, 2-bath retreat—perfect for couples, friends, or small families. Tucked away in a peaceful setting yet centrally located, you’ll be just minutes from beautiful beaches, local dining, and island shops. Enjoy your own private entrance, outdoor patio, and dedicated parking. The home is also sustainably powered by solar energy. Feel free to reach out with any questions. Your relaxing island getaway awaits here on St. Thomas 🌴

Location · Comfort · Bathroom

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!

Family · Value · Cleanliness

Marie’s Oceanfront Condo | 1BR | 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.

Family · Location · Pool

Top Guest favourite

Guest favourite

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.

Value · Location · Cleanliness

The Grande Escape in Yacht Haven Grand

This fully remodeled professionally decorated 3 bedrooms 3 1/2 bath condo has the best everything marble tile, granite countertops, Viking range, 3 screened balconies' all overlooking the Mega Yachts docked at the marina. Yacht Haven Grande condo amenities offer 24 hours Security, parking, pool, tennis, and volleyball court. This property is perfect for ''easy traveling,'' no need to have a car or cook when on Island walk to one of many nearby restaurants.

Location · Bathroom · Hospitality

Steve’s Seaside Condo | 2BR | 3 Pools | Southside

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!

Value · Family · Quiet

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!

Location · Decor · Beach