Beachfront holiday rentals in Southside

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Top-rated beachfront rentals in Southside

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Guest favourite

Apartment in Southside

4.94 out of 5 average rating, 18 reviews

Sea You Soon Retreat- OCEAN VIEWS, pool, Jeep

Relax with a whole family or group of friends at this peaceful condo overlooking Caribbean Sea. Wake up to ocean views gorgeous sunrises and incredible sunsets.. This amazing rental offers, 3 different pools, tennis & pickleball courts, beach access, 2 oceanfront restaurants walking distance, one with live music, beach access with diving shop. The property is centrally located btw. Charlotte Amalie and Red Hook. The best part is Jeep rental option with complimentary delivery to the airport.

Top guest favourite

Apartment in Southside

4.94 out of 5 average rating, 124 reviews

So close you can taste the ocean - PRIME Location

Welcome to our FANTASTIC oceanfront condo at Watergate Villas. When it comes to your vacation, as they say in real estate, it's location, location, location! As you can see from our pictures, this unit's prime location is just 30 feet from the OCEAN. If you want to be closer to the water, you are going to need a BOAT. Take a look at the fabulous view from our unit....you will hear the waves every minute of every day. This is the PERFECT location for your stay in America's tropical paradise.

Guest favourite

Villa in Southside

5 out of 5 average rating, 5 reviews

2 oceanfront suites with water access! Solar/batt

10% off 5+ nights! Frenchmans Breeze is an oceanfront paradise on St. Thomas, just minutes from Red Hook and Charlotte Amalie. This two-bedroom, en-suite villa accommodates 4 guests in luxurious king bedrooms. The great room includes a full kitchen and spacious living and dining areas. Enjoy an expansive outdoor terrace with stunning Caribbean views perfect for dining and relaxation. A private pathway offers direct ocean access for snorkeling providing a peaceful escape from large resort crowds.

Guest favourite

Guest house in Southside

5 out of 5 average rating, 15 reviews

Darling Palms Retreat: Beachside 2-Bedroom Oasis

Experience the allure of our charming two-bedroom, one-bath apartment, just a stone’s throw away from a beautiful beach and resort with two restaurants, a pool bar and a market. Nestled amidst a serene oasis of swaying palm trees, this inviting retreat features a full kitchen, perfect for creating delightful meals during your stay and an indoor patio space. This apartment offers convenience and tranquility for your ideal getaway. Please note, it shares a wall with another unit Parking available

Guest favourite

Apartment in St. Thomas

4.95 out of 5 average rating, 127 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.

Guest favourite

Apartment in Southside

4.9 out of 5 average rating, 30 reviews

Amazing views,touch the waves from the balcony !

This unique place has a style all its own. Newly renovated with full Kitchen and laundry. Situated right on the beach with beautiful views of the ocean and sunsets . Perfect for romantic get away for 2 , but can accommodate up to 2 children as well! Has 2 pools and tennis court , conveniently located , only 15 min from airport or 15 min to St. John ferry from Redhook. Attention: Our resort has fully automatic generator, that is very important on our island since electricity goes off a lot !

Guest favourite

Apartment in St. Thomas

4.98 out of 5 average rating, 43 reviews

Beautiful Ocean Views/Amazing Sunsets/three pool!

Relax in this beautifully designed, comfortable 1bdrm/1bath ocean view condo at Sea Cliff Villas. Comfortably furnished, spacious with modern décor, sofa bed and pack & play. Fully equipped kitchen w/private balcony only steps from the ocean! Watch the ships, boats, surfers & beautiful sunset from your balcony! Relax to the peaceful sounds of the ocean. Steps away from Iggie's and Mims restaurants & Bolongo Bay Beach. Access to 3 pools, tennis court, parking w/backup generator onsite.

Guest favourite

Apartment in St Thomas

4.93 out of 5 average rating, 43 reviews

Ocean-Front w/ *Generator* - Right 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 relax and fall into island time! Three pools, tennis/pickleball and #OMGViews!

Guest favourite

Apartment in Southside

4.98 out of 5 average rating, 48 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 favourite

Apartment in Southside

5 out of 5 average rating, 6 reviews

Generator! 4BR remodeled, w/BEACH and 3 POOLS!

Looking for the perfect vacation rental on St. Thomas to kick back, soak up the sun, and live your best island life? Look no further. This stunning, freshly remodeled condo on St. Thomas is perched above the calm waters of Bolongo Bay and ready to welcome you to paradise. Whether you're traveling with family, friends, or just someone who deserves a getaway (that’s you, by the way), this vacation rental on St. Thomas is the ultimate home base for making unforgettable memories.

Superhost

Apartment in St. Thomas

4.75 out of 5 average rating, 8 reviews

Limeout at Frenchmans Bay Beach Resort -Loft Suite

SUNSHINE IN PARADISE AWATI YOU at this Secluded Beach Front Resort that overlooks Frenchman's Bay! Private Balcony and Private Beach at your footsteps! Everything you need is on property including the Lanai Restaurant! Guests will enjoy easy access to the airport and the charming shops, restaurants and historic attractions in Charlotte Amalie are all just minutes away! This beach getaway is truly Heaven on Earth! You will wish to stay another day every day!!

Guest favourite

Apartment in St Thomas

4.93 out of 5 average rating, 43 reviews

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.