Condo vacation rentals in Southside

Find and book unique condos on Airbnb

Top-rated condo rentals in Southside

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Southside

4.99 out of 5 average rating, 78 reviews

Mermaid Hideaway

Charming ocean view studio located within the quiet, safe Regatta Point Villas (25 min from airport), with private balcony overlooking Bolongo Bay and panoramic views with sunrises and sunsets! Minutes walk to: -Mim’s Seaside Bistro -Bolongo Bay Beach Resort w/ catamaran cruises, kayak rentals, and more -Iggies Restaurant & Bar, live music -The beach: part sand, part rocky but still great! -*1 queen bed and a queen sofa sleeper* **Rental unit avail next door for 2 more guests! Inquire within**

Guest favorite

Condo in Southside

4.9 out of 5 average rating, 30 reviews

Spacious Studio Unit With Amazing Sunrises

At Jack's Hideaway, you'll wake up to the most amazing sunrises from your private balcony. This very clean and comfortable unit is newly renovated and nicely furnished with all new appliances, fully equipped kitchen, Tempur-Pedic king size bed, sofa sleeper, towels & linens, WiFi, cable TV, ice maker, washer/dryer in unit, designated parking space. This rare, gated community is close to Bolongo Bay Beach Resort and Mim’s Bistro and a short drive to Red Hook, downtown, and numerous beaches.

Guest favorite

Condo in St. Thomas

4.97 out of 5 average rating, 112 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 20 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

Superhost

Condo in St. Thomas

4.94 out of 5 average rating, 53 reviews

Villa Crystalia Newly renovated 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.

Guest favorite

Condo in Southside

4.98 out of 5 average rating, 55 reviews

Three Little Sandpipers – Oceanfront!

Oceanfront! New remodel! This beautiful, 2-bedroom, 2-bath condo, “Three Little Sandpipers", is located in Watergate Villas in Bolongo Bay. It is steps away from beach, pool and restaurant/bar access. Bolongo Beach is walking distance and has excellent snorkeling and ocean rentals. Centrally-located 20 minutes from the airport and 10 minutes between Havensight and Redhook with many beaches and restaurants to choose from. Come relax and enjoy the breezy island right outside your front door!

Guest favorite

Condo in Southside

4.91 out of 5 average rating, 35 reviews

Palm Vista - new 3 bedroom, 3 bath condo ocean

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 two bedrooms that have king beds and one bedroom with a queen bed. 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 favorite

Condo in Southside

4.94 out of 5 average rating, 115 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 favorite

Condo in Southside

5 out of 5 average rating, 12 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.

Superhost

Condo in Southside

4.86 out of 5 average rating, 63 reviews

Ocean view condo - southside

This apartment offers floor-to-ceiling views of the majestic Caribbean Sea from its south-facing windows. The condo 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 favorite

Condo in Southside

4.97 out of 5 average rating, 38 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

Guest favorite

Condo in St Thomas

4.92 out of 5 average rating, 37 reviews

Steps from Pool! Ocean-Front Siren's Point!

Welcome to Siren's Point! Beautifully remodeled 1BR/1BA condo with amazing views! Grab a cocktail and watch the 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 relax and fall into island time! Three pools, tennis/pickleball and #OMGViews!

Guest favorite

Condo in St. Thomas

4.99 out of 5 average rating, 76 reviews

Gated Tropical Condo: Pool & Spectacular Sea View

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!