Beachfront holiday rentals in Southside

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Top-rated beachfront rentals in Southside

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Top guest favourite

Apartment in Bolongo bay

5 out of 5 average rating, 20 reviews

Amazing Sea Cliff Views 2 bed 2 bath 3 pools beach

Relax above Bolongo Bay in this beautifully renovated 2-bedroom 2-bath unit. This unique corner unit at Sea Cliff Villas has amazing views from virtually every room. The spacious primary bedroom with a king size bed, walk in closet, and private bath overlooks both Bolongo Bay and Buck Island. Rest up in the guest room queen bed with a view of the bay. Living room has a sofa sleeper with ocean view. Both balconies have an amazing view of the cliffs and buck island. Indoor & outdoor cooking areas.

Guest favourite

Apartment in St. Thomas

4.96 out of 5 average rating, 139 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

4.94 out of 5 average rating, 124 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.

Superhost

Apartment in Southside

4.79 out of 5 average rating, 39 reviews

Ocean-Front 3 Bedroom Villa! Optional SUV Rental

Gorgeous views from this ocean front 3 bedroom villa in St. Thomas USVI. With three spacious bedrooms and sleeper sofa in living room, it is a great value for families and friends to stay together. Newly remodeled, with new A/C system. Cook in or enjoy on-site restaurant for dinner/drinks plus 2 min beach walk to Bolongo Bay Resort for restaurant serving 3 meals, with swim up bar. Steps to pool and beach plus access to 2 other pools and tennis courts at adjacent Sea View and Regatta Point.

Top guest favourite

Home in Southside

5 out of 5 average rating, 16 reviews

Villa Sunbeam. Rejuvenate & Relax w/ Ocean views.

Villa Sunbeam is located just outside the Havensight Area within walking distance to dining, attractions, & activities. This peaceful setting offers exceptional harbor views. With a polished new look, this carefully appointed, yet comfortable space, is perfect for remote working or a leisure getaway. Prince Rupert’s Cove, a beach, that is only a 2 minute walk down from the villa. Need more space for family or friends? A Private Space & Klarissas’s by the Sea are located just downstairs.

Guest favourite

Apartment in St Thomas

4.94 out of 5 average rating, 48 reviews

*Generator* Ocean-Front - 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 embrace island time! Three pools, tennis/pickleball and #OMGViews!

Guest favourite

Apartment in Southside

4.96 out of 5 average rating, 57 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, 14 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 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 favourite

Apartment in Southside

4.9 out of 5 average rating, 49 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 three bedrooms that have king beds. Beautiful property with brand new tennis/basketball courts and access to 3 pools, and 2 restaurants. Back up generators for any island power outages.

Superhost

Apartment in St. Thomas

4.89 out of 5 average rating, 9 reviews

Limeout at Frenchman's Bay Beach Resort- 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!!

Superhost

Villa in Southside

5 out of 5 average rating, 4 reviews

Christmas Week at Marriott's Frenchman's Cove!

Spend Christmas in style! From the Marriott's website: "Tucked along a picturesque hillside overlooking the calm azure waters of Pacquereau Bay...this luxurious resort is reminiscent of a quaint village surrounded by a secluded beach with amazing views of the Bay and St. Thomas harbor. Like the nearby historic town of Charlotte Amalie, the overall design reflects the Danish and British architectural influences set amidst a colorful tropical landscape."