
Family-friendly holiday rentals in Southside
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Top-rated family-friendly rentals in Southside
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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.

Villa Royale
Welcome to beautiful Villa Royale (formerly Villa La Creole)! Come indulge in the tranquility and comfort of this open-concept Villa. Tiled floors, high beamed ceilings, and filled with tasteful furnishings and decor. Enjoy the breathtaking views of the Caribbean Sea and relax to the sounds of crashing waves. Gaze at the colors that fill the sky at sunset. Unwind poolside and take a dip. The villa is located in Frenchman’s Bay close to shops and restaurants. Villa Royale, your serene getaway!

Limetree Beach Resort 1 bedroom Sleeps 4 w/kitchen
Ocean view 1 bedroom sleeps 4 w/kitchen at Limetree Beach Resort w/direct access to a beautiful beach. Lanai Restaurant w/bar. Tennis court & bar-b-que area. Snorkel tours, 10 minutes to Red Hook with restaurants, marinas, the ferries to St John and beyond. Good beach for swimming, watching a sunset or relax right outside your sliding door. Be among those who visited this totally renovated resort. Other dates and room sizes may be available for 2-10 nights. Four night stays can be less, inquire

Oceanfront luxury penthouse
Fall asleep listening to the waves in our sunny & spacious 2-bedroom loft with panoramic 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 3 restaurants including the famous Iggies Beach Bar. Paradise

(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.

Private Pickleball Court - 5 min walk to Beach
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!

Oceanfront Bliss & Perfect Sunsets + Backup Power
Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

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.

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!

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.

Villa View Caribe
Welcome to Villa View Caribe! This stylish-newly renovated villa offers dramatic views and a quiet, comfortable yet refined decor that immediately invites you as the guest to relax and unwind. Once inside this tropical compound, you will immediately experience both a sense of awe at the expansive ocean views as you enter Villa View Caribe. The soaring ceilings encourage you to open your mind to fully experience your next Caribbean Adventure!

3BR w/ private pool and amazing views! Sleeps 10!
The Glass House – Private Villa in St. Thomas, USVI Escape to paradise at The Glass House, an exquisite 3-bedroom, 3-bathroom villa that sleeps 10 in beautiful St. Thomas, USVI. With breathtaking ocean views, modern amenities, and a prime location just minutes from the island’s best attractions, this luxurious retreat is the perfect getaway for families, groups of friends, or couples seeking a tranquil yet conveniently located vacation home.
Popular amenities for Southside family-friendly rentals
Family-friendly home rentals with a hot tub

Condo @ Limetree Beach Resort- Studio

Limetree Beach Resort Studio

Limetree Resort Studio

Beautiful Condo at Limetree Virgin Islands

Limetree Beach Studio.

Limetree Beach Resort Studio

Spacious 1BR Limetree resort!

Marriott Frenchman’s Cove-Oceanfront-Beach Access
Family- and pet-friendly home rentals

Recently Built House! - 3/3 w/ Amazing View & Deck

Elegant Clifftop Getaway with Stunning Ocean Views

Amazing views and close to town!

Relaxation Awaits with Beautiful View and Sunsets

Stunning Ocean Views at Charming Pet-Friendly 2BR

Turtles Cove

Aqua St.Thomas -"Suite St. Croix"-1BR Spacious apt

Luxury 2BR, Ocean & Harbor Views, Prime Location
Family-friendly home rentals with a pool

Relax-Inn at Rich Rez on St. Thomas

☆ Spectacular view ☆ Turtle Cove studio

Paradise Retreat | Oceanview | Balcony | 3 Pools

Escape the Cold/Ocean Front/1BR/1BA/Amazing Views/

Ocean Serenity! Directly on the Water @Sea Cliff!

Steve's Seaside Condo-2 Bedrooms-3 Pools

3 bed/3 bath, Ocean views, 3 Pools, Walk to Beach

*Generator* Ocean-Front Sunsets, Steps to Pool!
Destinations to explore
- Rentals with pools Southside
- Fitness-friendly rentals Southside
- Rentals with beach access Southside
- Apartment rentals Southside
- Rentals with a washing machine and dryer Southside
- Rentals with a patio Southside
- Hotel rooms Southside
- Rentals with outdoor seating Southside
- Pet-friendly rentals Southside
- House rentals Southside
- Villa rentals Southside
- Flat rentals Southside
- Private suite rentals Southside
- Resort rentals Southside
- Waterfront rentals Southside
- Family-friendly rentals U.S. Virgin Islands
- Flamenco Beach
- Limetree Beach
- Honeymoon Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- Peter Bay Beach
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Cane Bay
- Lindquist Beach
- Cond Marina Lanais
- Isla Palomino
- Brewers Bay Beach
- Paradise Point Tranway
- Point Udall




