Best Southside Hotels

Secluded on 24 acres with a white sandy beach this Caribbean resort is sure to please. The resort features palm trees an unbroken ocean vista and a wide-open beach where you can enjoy the sunshine or moonlight. Charlotte Amalie and Havensight Mall shopping only 3 miles. Cyril E King.

Against a stunning backdrop of tropic blue, you are immersed in a dreamy, world-class resort experience at our thoughtful family-friendly hotel in St. Thomas. One that draws inspiration from the abundance and diversity of the natural elements and life that surrounds us. Within this thriving ecosystem, we distill the very best of our island environment and seamlessly translate it to you; creating an entirely unique travel experience that’s as richly colorful and lively as the coral reefs that ring these islands. Experience an unforgettable stay at our St. Thomas hotel.

New Listing. St. Thomas Prime Oceanfront, Poolside, Remodeled 2BR/2BA Condo with Pullout – Ideal Bolongo Beach location with oceanside Dining options onsite (Mim's and Iggie's) and Generator. No Passport Needed for US Citizens to US Virgin Islands.Location, Location, Location! You've found your perfect home-base in America's tropical paradise. This on-island managed NON-SMOKING, OCEANFRONT 2BR/2BA, centrally located condo, offered for vacation rental by Island Time Properties VI, is situated in the best direct oceanfront villa #17, closest to quaint Bolongo Bay beach resort, and is walk-out level to the tranquil oceanfront pool at Watergate Villas, Bolongo beach in St. Thomas. Everything inside has been fully REMODELED with tropical décor, full kitchen with modern stainless-steel appliances, in-unit washer/dryer, (3) smart TVs in the living room and both bedrooms, nice bedding and linens, new bathrooms and furnishings, and a custom configured functional layout to maximize your comfort and enjoyment at this exquisite condo that enjoys year-round warm weather, island breezes and excellent oceanfront views of Bolongo Bay's tropical beauty and morning sunrises. Escape the crowds here with the comforts of home, and centrally located where you want to be to be close to everything St. Thomas offers. Additional to this beautiful condo, if you need additional accommodations for your traveling group, we also manage additional, closely located condos in this and the adjacent buildings onsite. Watergate Villas is equipped with a Generator for any power disruptions, which sets this property apart from many. You’ll find this two bedroom/two bathroom (2BR/2BA) condo with sofa pullout option to be an ideal accommodation for couples or families vacationing together. It’s the only one that has been completely remodeled. Condominium accommodates 4 persons perfectly (and up to 6 persons total) within a spacious 1100 sq feet, well-designed layout with two air-conditioned bedrooms set apart from each other to promote privacy, two bathrooms, and an air-conditioned kitchen/living area with a pull-out sofa option (small fee for the extra person(s)). The furnished 30’ ocean-facing patio is accessed directly via glass sliding doors that showcase breathtaking oceanfront views into the condo’s living/kitchen/dining room and from the master bedroom suite. In detail, the large oceanfront Master Bedroom suite is well appointed with a new King-size bed and matching furnishings, smart TV, air conditioning, ceiling fan, and en-suite Master Bathroom with tiled glass enclosed shower and brand new custom vanity and quartz countertop. The 2nd Guest Bedroom can be configured as two (2) single beds or together as a king-size bed to your preference (please advise at time of booking). The 2nd Bathroom is accessible by the Guest Bedroom or the Living Room and has a tub/shower combination and a separated vanity area to promote multiple people getting ready at the same time. The stackable Washer / Dryer is conveniently located within the condo on its central hallway for easy access by all. ***ALL LINENS, SHEETS, BATH/BEACH TOWELS & STARTER TOILETRIES ARE PROVIDED*** There is 1 parking pass provided for being able to park 1 car per condo***For those of you who may want to dine in and enjoy the spectacular views and privacy of your own villa, the condominium is equipped with a full kitchen with the appliances and cookware that you have at home (refrigerator, stove/oven, microwave, dishwasher, coffee maker, blender, etc). A dining area adjoins the living room with a large dining table and 6 chairs, in addition to patio/balcony seating for exterior oceanfront dining. You can also enjoy the two restaurants or do take-home dinners at your convenience.Escape the crowds here and enjoy the onsite amenities and this central island location as your home-base in America’s paradise.ONSITE: DINING & DIVING:2+ Restaurants onsite! MIM’s Seaside Bistro is directly oceanfront and serves surf and turf dinner nightly, located just beside the Watergate Villas pool. IGGIES OASIS is just a short seaside stroll to Bolongo Bay Beach Resort’s swim-up pool bar for food all throughout the day to enjoy oceanfront breakfast, lunch, happy hour, and dinner and cool tropical beverages, with some nights having live entertainment.Also onsite are St Thomas Diving Club (dive shop/boat for diving tours), and Heavenly Days catamaran day or sunset sails. CENTRAL LOCATION – CLOSE TO EVERYTHING:Condo's central location on the South sunny shore is right where you want to be - Close to everything! Charlotte Amalie and Havensight/Yacht Haven are a short 10 minutes drive west to the duty-free shopping capitol of the Caribbean, while Red Hook is only 8 minutes drive east, where you can take a person or car ferry to St. John, USVI via a short 15 minutes scenic Ferry ride. Being long-time residents here on island, we provide helpful suggestions for USVI activities and dining for planning the best vacation possible. A Rental Car is suggested for most convenience and affordability (especially for families), but taxis or limos can be coordinated in advance; noting there is no Uber of Lyft in the islands.Nearby within 5-20 minutes short drive are several grocery stores (Food Center, The Market, Cost-u-less, Moe's Markets, Kmart), pharmacies (Walgreens, Medicine Shoppe), Roy Schneider Hospital, and many beaches and attractions. BEACHES: To the North of the condo are Hull Bay and world famous Magen's Bay beaches. To the East of the condo are Secret Harbor, Lindqvist Beach, Sapphire and Coki Beaches (Coki beach being home to Coral World to swim with dolphins or sea lions). To the West of the condo on the South sunny shoreline are Limetree, Morningstar (Westin hotel) and Brewers Bay Beaches. EXCURSIONS: St Thomas has a myriad of activities and is a boating and fishing mecca with day boating trips to either swim/snorkel with Turtles or to eat pizza or tacos while floating in the beautiful ocean, and to powerboat or sail to nearby islands (St. John, Jost Van Dyke BVI for Soggy Dollar and Foxy’s popular beach bars, or The Baths in Virgin Gorda BVI), as well as deep-sea fishing charters.To recap, this memorable 2BR/2BA oceanfront condo is the perfect home base for your trip to St Thomas with everything you need for a comfortable stay and to be close to enjoying all St. Thomas has to offer and to do excursions to close-by islands. This spacious condo has plenty of room for guests to be extra comfortable with two (2) bedrooms with nice bedding and two (2) bathrooms featuring showers, tub and vanity areas to freshen up after a day of exploring. The living room sofa bed can be setup for extra comfort and convenience for sleeping up to a total of 6 persons. The close proximity of the condo to the tranquil pool, adjacent beach and restaurants will appeal to parents and children alike. From the pool, you are within footsteps of your condominium for cool refreshments. By staying at this condo in villa 17, there's no walking through the hot parking lot or many steps, as with a lot of the other units or other properties. If you have an infant, and bring your baby monitor, it may very well reach to the pool. You’ll feel right at home here ~ whether making your own favorite meals or simply relaxing in the open living/dining/kitchen areas or taking advantage of the Wi-Fi to stay connected or unwinding over coffee or a cocktail on the oceanfront patio that has a short walking path directly to the quaint oceanfront pool at Watergate Villas, Bolongo beach. This prime condo in oceanfront, poolside building 17 provides the best location on Bolongo Beach.Keywords: Condominium, Condo, oceanfront, 2BR, suite, St Thomas condo, vacation rental, St Thomas vacation rental, St Thomas vacation condo, Caribbean wedding condo; 2BR unit St Thomas, USVI condo, Virgin Island vacation, family condo St ThomasAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Extra setup/fee if more than 4p to use LR pullout.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

NEWLY RENOVATED! Relax and experience island life in this stylish, peaceful retreat with breathtaking panoramic ocean views. Feel the Caribbean breeze as you watch sailboats glide by and the sun dip into the ocean. Enjoy stunning views of St. Croix, Puerto Rico, Water Island, Hassel Island, and a lush garden.Located in Frenchman’s Bay, just minutes from Havensight and historic Charlotte Amalie, this private space offers a safe neighborhood, easy access, and dedicated parking. Beach chairs and a cooler are provided for your convenience.The home is powered by solar and batteries, ensuring you never lose power—an important feature in the Virgin Islands, where outages are common. We also offer Strong WiFi, providing ultra-fast, reliable internet throughout your stay.A Jeep is available for rent on-site, and free concierge service is included to help you make the most of your trip.If your dates are unavailable or you need a larger space, check out our other listing (3191748). Traveling with another couple, family, or friends? These units are close enough to stay together while still enjoying your own private space.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

This most impressive hilltop estate offers a grand sense of scale; privacy and pure blue vistas of sky, sea and pool. In gated ‘Green Cay’ on the South Side of St Thomas. Watch the Cruise Ships come and go with sweeping panoramic views. One level, all beautifully detailed and furnished, offering wonderful panoramas from all windows. Villa Green Cay is fully air-conditioned or you may prefer to open windows and enjoy the cool ocean breezes. Just outside is the pool with plenty of shade for outdoor dining or just curling up and reading a good book.There are 3 Bedroom suites, all have King size beds and their own bathrooms. Each suite opens up to the pool deck and has breathtaking sea vistas punctuated with islands in the distance.BEDROOM & BATHROOM• Bedroom 1: King size bed, En-suite his-and hers bathroom, Air conditioned• Bedroom 2: King platform bed, En-suite bathroom, Air conditioned• Bedroom 3: King size bed, En-suite bathroom, Air conditionedThe main room offers a well equipped kitchen, Dining room, half bath and Living room.Villa Green Cay offers lushly landscaped grounds; the moment you enter, you'll be enchanted with the beautifully designed floor plan and its inviting interiors, elegant and superbly equipped but ultimately comfortable and relaxing.Generator: YesThis property DOES have a GENERATOR.OUR CANCELLATION POLICY: Travelers who cancel at least 60 days before check-in will receive back 100% of the amount they've paid. If traveler cancels between 30 and 60 days before check-in, traveler will receive back 50%. Cancellations less than 30 days prior to arrival, no refund Unless your dates can be rebooked.** We strongly Encourage purchasing trip cancellation insurance**About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.Please discuss with property manager before bookin.About customRules:Please shut the doors when smoking outside.Do not run the ac when the doors are open,Turn of the gas at the canister when finished grilling, or all the bass will leak out and could be dangerous.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.Outside only.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Sunset Terrace offers panoramic views of the Caribbean Sea and surrounding islands from nearly every room. This fully air-conditioned villa features a private saltwater pool, four en-suite bedrooms, and spacious living and dining areas. . Relax on the covered patio, grill outdoors, or lounge poolside. Just a 5-minute drive to beaches, restaurants, and shopping. Perfect for families or groups, with kid-friendly amenities, backup generator, and concierge support for a seamless St. Thomas stay.The spaceWhat You'll Love• 4 private suites (3 kings on main level + queen studio suite below)• Private saltwater pool with loungers and pool toys• Uninterrupted ocean, harbor & mountain views• Indoor/outdoor dining with BBQ grill and large covered patio• Reliable backup generator for peace of mind during island outages• Kid-ready with pack ’n play, high chair, baby dishes & beach toys• Fast WiFi + work desk for remote working guestsCentral Location• 5-minute drive to beaches• 10–15 minutes to restaurants, shopping & ferry• Rental car recommended (steep roads & limited taxi access)About This SpaceLiving Areas• Vaulted ceilings and an open floor plan filled with natural light• Large picture windows frame stunning ocean and island views• Plenty of seating for relaxing, reading, or watching the boats passBedrooms & LayoutMain Level:• 3 King Suites — each with en-suite bathroom, closet & scenic viewsLower-Level Studio Suite:• 1 Queen bed, full bathroom, kitchenette, desk & TV• Private entrance — ideal for teens, grandparents, or remote workUnforgettable Views• Gaze at sunrises, sunsets, and sailboats from nearly every room• Enjoy sweeping panoramic views of the sea, harbor, and mountains• Relax on the patio with cocktails as the sky glows at golden hourOutdoor Oasis• Private saltwater pool open 24/7, with loungers and floats• Large covered patio with outdoor dining and gas BBQ grill• Open-air living at its best — perfect for stargazing and warm nightsFamily-Friendly Amenities• Pack ’n play, high chair, baby plates, bowls & utensils• Board games and thoughtful touches throughout the home• Plenty of space for multi-generational groups or families with kidsKitchen & Dining• Fully stocked kitchen with stove, oven, dishwasher, microwave• Coffee maker, blender, toaster, kettle, wine glasses, and more• Cooking basics: oil, salt/pepper, pots, pans, dishes, utensilsLaundry & Comfort• Free in-unit washer & dryer• Bed linens, bath and beach towels, extra pillows, and blankets• Iron, hangers, room-darkening shades, and cotton beddingConnectivity & Entertainment• High-speed WiFi• Dedicated workspace with desk & chair in studio suite• Roku HDTV and Sonos Bluetooth sound systemArrival & Access• Drive-up entry, minimal stairs — single-level living on main floor• Free private parking in a quiet residential area• Easy check-in with keypad and detailed directions provided• Exterior security camera on driveway for peace of mindPower & Peace of Mind• Whole-home backup generator ensures no interruptions during outages• Smoke/carbon monoxide alarms, fire extinguisher, and first aid kitThoughtful Hosting + Concierge• Local concierge service for grocery delivery, activity planning & more• House manual includes local beaches, restaurants & ferry tips• Responsive and caring host — we’re here when you need usGuest accessGuests have full, private access to the entire property during their stay. This includes:• The main house with 3 king bedroom suites• The lower-level studio suite with queen bed and kitchenette• The private saltwater pool (open 24/7)• Outdoor dining area, covered patio, and BBQ grill• Free on-site driveway parkingThere are no shared spaces — you'll have the entire home, pool, and grounds all to yourselves.Other things to note• Rental car strongly recommended – St. Thomas has steep hills, limited sidewalks, and taxis can be expensive or unreliable in residential areas.• The road to the house is steep but paved; detailed driving directions are provided for easy arrival.• Backup generator powers the entire home in case of island outages.• Pack ’n play and high chair available — no need to bring baby gear.• Grocery delivery and itinerary planning available through our local concierge service.• No parties or events. Please be respectful of the quiet residential neighborhood.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Outside smoking only..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Escape to Regatta’s Island Time Getaway for the Ultimate Waterfront experience! Look no further than this luxurious condo on St. Thomas! With stunning ocean views, crystal clear waters, and all the amenities you need, this rental is the perfect spot to escape and unwind. Located on a very safe private community, The condo features a fully equipped kitchen and more. Smart Tv, and Free wifi included in the Spacious living area, very comfortable furnishings, making it the perfect spot for a romantic retreat or a fun family vacation. Spend your days lounging by the pool, playing tennis, basketball, pickle ball, exploring the island with the best snorkeling or enjoying the local restaurants and bars. Mims Seaside Bistro and Iggies’ Oasis are within walking distance. Endless opportunities for adventure and relaxation, this waterfront oasis is the perfect vacation destination. Book your stay today and make some memories that will last forever while experiencing island living on St. Thomas USVI!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

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. The master bedroom has a king-size bed plus a trundle bed that has two twin mattresses. The living room sofa pulls out to a queen-size bed. Bolongo beach is a shirt walk and has excellent 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.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Towels – NO Towels hung on Balcony Rails. There will be fines from the condo association..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.