Vacation rentals with beach access in Southside

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Top-rated beach access rentals in Southside

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Guest favorite

The kitchen features modern cabinetry with a marble countertop and a combination of stainless steel appliances, including a microwave and oven. A bowl of colorful fruit sits centrally, while utensils and kitchenware are arranged neatly in view.

Guest suite in Southside

4.93 out of 5 average rating, 135 reviews

(Upper Level) Peaceful Getaway in Frenchman Bay

Indulge in the serenity of our Rock City retreat, where breathtaking ocean views meet refined comfort. Enjoy the patio, WiFi, AC, and eco-friendly solar energy. Ideally situated for families and travelers alike, our haven is close to Morningstar Beach, Westin conferences, and Havensight shopping. For added convenience, rent an SUV or utilize taxi services. Click on our Group Villa listing which offers ample space for up to 15 guests. For a seamless stay, review listing details and house rules.

Guest favorite

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.

Condo in St. Thomas

4.96 out of 5 average rating, 144 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 favorite

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.

Condo 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 favorite

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.

Condo 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 relax and fall into island time! Three pools, tennis/pickleball and #OMGViews!

Guest favorite

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.

Condo in Southside

4.97 out of 5 average rating, 58 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 favorite

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.

Apartment in Southside

5 out of 5 average rating, 61 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.

Superhost

A modern building is surrounded by lush greenery and features a landscaped pathway leading to a spacious deck. Cozy seating areas are arranged around a jetted swim spa, creating an inviting outdoor space overlooking the scenic hills.

Home in Southside

4.9 out of 5 average rating, 10 reviews

Walk to the Beach - POOL - Pickleball Court!

Does a cozy 3 bedroom vacation rental with its own 17' lounge pool that's walking distance to Limetree Beach, Lanaii restaurant, and has a pickleball court, sound like your ideal vacation rental? Well, hi there! Welcome to Villa Hygge (hoo-gah)! We are conveniently located between Red Hook and Havensite, for restaurants and shopping. You are only 15 minutes to the St. John ferry and beautiful east end beaches. Villa Hygge is your cozy retreat on St. Thomas with all the amenities!

Top guest favorite

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.

Condo in Southside

4.95 out of 5 average rating, 108 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

A well-lit bedroom features a spacious bed adorned with turquoise accents and decorative pillows. Sliding glass doors offer stunning views of the ocean and lead to a private balcony. Natural light enhances the room's serene atmosphere, complemented by a ceiling fan and tiled flooring.

Condo in Southside

4.88 out of 5 average rating, 25 reviews

A Ocean View in Paradise!

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 favorite

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.

Condo 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!

Top guest favorite

A balcony table is set for four, featuring white cups and a vase of flowers. Lush palm trees frame a serene view of the turquoise water, inviting a relaxing outdoor experience. The dining area offers a peaceful space to enjoy the natural surroundings.

Condo in Southside

5 out of 5 average rating, 46 reviews

Peaceful Oceanfront Oasis / Pool, Beach, Generator

Bring the whole family to the Caribbean in our brand new updated, oceanfront, two bedroom / two bathroom condo on the south side of beautiful St Thomas. Relaxing at Bolongo Bay beach or the pool is only steps away. Enjoy dining at the Caribbean restaurant on property, Mim’s Bistro, or in the condo with a full kitchen. Pickleball, tennis, and basketball courts available for use next door at Regatta point villas. The property is backed up by a new generator.

Superhost

Natural light floods the open space from expansive glass windows, framing ocean views. A wooden ceiling adds warmth to the interior, while a staircase leads down to a casual dining area nearby. Clean lines and neutral tones create a serene atmosphere.

Condo in Southside

4.89 out of 5 average rating, 113 reviews

Sunshine Daydream - Our little piece of paradise!

Spend your days between at Sunshine Daydream with its beautiful ocean views. Rise up to paradise enjoying the gorgeous sunrises and sunsets from the private rooftop deck. This rental offers a fully equipped kitchen, 3 different pools, one of which is steps from the condo. There is easy beach access and we are centrally located between Charlotte Amalie and Red Hook. To top it off there are 2 restaurants and a bar within walking distance from the unit.