Vacation rentals in U.S. Virgin Islands with free parking

Welcome to your private Caribbean retreat in the heart of St. Thomas — a luxurious gated estate designed for unforgettable island vacations with family and friends. Perfectly positioned just minutes from beaches, dining, nightlife, marinas, and shopping, this spacious five-bedroom villa combines privacy, comfort, and convenience in one exceptional tropical setting. This beautifully appointed villa comfortably sleeps up to 12 guests and features five spacious bedrooms, five full bathrooms, and an additional half bath, making it ideal for large families, couples traveling together, corporate retreats, or group getaways. The centerpiece of the property is the expansive private swimming pool surrounded by generous outdoor living space, perfect for soaking up the Caribbean sunshine, enjoying cocktails by the pool, or gathering together after a day of exploring St. Thomas. The villa’s indoor and outdoor spaces were thoughtfully designed to embrace island living with open gathering areas, comfortable furnishings, and tropical surroundings. Guests enjoy the peace of mind and exclusivity of a fully gated property while still being only minutes away from many of St. Thomas’ most popular attractions and destinations. Please do note the cottage is in an adjacent building. Also please note there is a tenant staying on the property in a separate apartment. ** There are extra guest fees after 10 guests. **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as they constitute direct costs incurred during the payment transaction.**

Welcome to your private Caribbean retreat in the heart of St. Thomas — a luxurious gated estate designed for unforgettable island vacations with family and friends. Perfectly positioned just minutes from beaches, dining, nightlife, marinas, and shopping, this spacious four-bedroom villa combines privacy, comfort, and convenience in one exceptional tropical setting. This beautifully appointed villa comfortably sleeps up to 10 guests and features four spacious bedrooms, three full bathrooms, and an additional half bath, making it ideal for families, couples traveling together, corporate retreats, or group getaways. The centerpiece of the property is the expansive private swimming pool surrounded by generous outdoor living space, perfect for soaking up the Caribbean sunshine, enjoying cocktails by the pool, or gathering together after a day of exploring St. Thomas. The villa’s indoor and outdoor spaces were thoughtfully designed to embrace island living with open gathering areas, comfortable furnishings, and tropical surroundings. Guests enjoy the peace of mind and exclusivity of a fully gated property while still being only minutes away from many of St. Thomas’ most popular attractions and destinations. Please note there is a tenant staying on the property in a separate apartment. ** There are extra guest fees after 8 guests. **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as they constitute direct costs incurred during the payment transaction.**

The Hideaway in Hull Bay is a unique beachfront island experience. With 12-bedrooms between 8 cottages hidden in lush landscape, this is the perfect destination for any group that wants to remain together yet have their own personal space. The central pool and pavilion are the perfect place for gathering together to enjoy meals, an afternoon cocktail and overall relaxation. Just steps away from the famous Hull Bay Beach, everyone in your group can enjoy paddle boarding, snorkeling, or lounging. Each cottage has a unique feel with 1-2 bedrooms all with their own en-suite bathrooms, kitchenettes (two cottages have full kitchens), and outdoor seating areas. Guests will be greeted with a welcome cocktail. Continental breakfast and light tidying is a service that may be added at an additional cost. Guests will have full access to our private pool, and can enjoy our pavilion to lounge-in or play games. The property is set on 5 acres of flat land with a farm using sustainable practices. The farm sources fresh ingredients to the nearby restaurant, or you can host your own farm-to-table dinner created by our in-house chef. Spend your evenings in the private pavilion or head over to the local’s favorite spot, “The Shack” where you can enjoy craft cocktails and fresh fish tacos. Guests will have access to all 8 cottages, a private pavilion for lounging, games, and meals. The pavilion leads to our private pool, and yard, which guests have unlimited access. Tours of the farm are available upon request. Our team can help provision for your stay, set up additional meals for your group created by our in-house chef, or book excursions. Please, contact us for more information prior to your stay. If you are interested in renting the two additional villas on the property or hosting an event, please contact us. Guests will be greeted with a craft welcome cocktail, and checked-in by a staff member. Breakfast and light tidying is an optional service for an additional fee. Concierge service and provisioning is available upon request. Please contact us prior to your visit for more information. Local, surfer vibe. We recommend renting a car, as taxis can be hard to find in the area, and St. Thomas is not walkable. While this website has a max of 16 people, the property sleeps a total of 24 guests with double occupancy. Please let us know how many guests will be in your group. Have more than 6 guests? No problem! We have more homes available, why not check out those?

Step in to one of St John’s, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Once inside you will be greeted by the luxury that is Dolphin Suites ranging from the spacious queen Temperpedic bed, rain fall shower to the high end kitchen. Let us take the stress out of planning contact our team to assist with all your vacation needs! Cruz Bay Dedicated parking for your stay! 3 minute walk to the heart of Cruz Bay!

Just steps from the sand, this charming cottage is a lush hideaway—perfect for couples seeking a laidback, luxurious island vibe. Enjoy direct access to the pool, lawn, and pavilion, with plenty of space to lounge or play. Next door, The Shack serves up craft cocktails and fresh fish tacos made with ingredients from our on-site organic farm. Your stay includes beach chairs, towels, and plenty of parking. Low-key surf vibes. Easygoing energy. Travel tip: We recommend renting a car—taxis are limited, and the island isn’t walkable. Service animals require a 50% deposit and documentation at booking.

Just steps from the sand, this charming cottage is a lush hideaway—perfect for couples seeking a laidback, luxurious island vibe. Enjoy direct access to the pool, lawn, and pavilion, with plenty of space to lounge or play. Next door, The Shack serves up craft cocktails and fresh fish tacos made with ingredients from our on-site organic farm. Your stay includes beach chairs, towels, and plenty of parking. Low-key surf vibes. Easygoing energy. Travel tip: We recommend renting a car—taxis are limited, and the island isn’t walkable. Service animals require a 50% deposit and documentation at booking.

With gorgeous tropical landscaping, newly remodeled interior, and breathtaking views of St. John and the British Virgin Isles, you will be enamored from the moment you arrive. Professionally decorated in 2022, this 4br villa is sure to please! Relax pool-side getting a tan, or enjoy the shade under one of the two large Tucci umbrellas while sipping your drink in one of the 4 comfy chaise loungers. Incredible sunrises daily! Heaven awaits you! 100% private - you and your guests have the whole property to yourselves. Located on St. Thomas’ East End, only a few mins drive to Red Hook! We recommend renting a vehicle, but Taxis are an easy option too! Myself and our island team are available 24/7, but it’s up to you how often you’d like to hear from us! We offer all our guests a full-service concierge, free of charge - so chances are, you’ll be making lots of amazing plans! Have questions? Just ask! I’ve been doing short term rentals in St. Thomas for well over a decade - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! Why book with us? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3. Our team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline. Traveling with Babies & Toddlers? Rent a crib at $75/stay or $11/night, nylon porta-cribs rent at $40/stay or $6/day - bring your own sheets. High chairs are $25/stay or $4/day. Baby gates & toddler bedrails rent at $15/stay or $3/day. All prearranged rentals are delivered and ready for you to set up upon your arrival (it’s easy!) Add a flat fee of $25 for delivery and pickup for one item, or several items. Car seats are available from your rental car agency - please order one when you book your rental car (there may be a small charge).

Bay La Vie is on the beach, a remodeled Anchorage Condo in a gated community, set back in a garden area looking out to the beach and Caribbean Ocean. Featuring spacious 3 bedrooms, 2.5 bathroom vacation rental in the convenient and pristine Virgin Island location of Cowpet Bay on the east end of St. Thomas, near the Ritz Carlton. Next door is the St. Thomas Yacht Club, nearby is the town of Red Hook with its marina, restaurants, shopping, gourmet market, and the ferries to St. John and the British Virgin Islands. In front of your condo is a beautiful beach with complimentary chaise lounge chairs. Enjoy gourmet meals at the open-air beachfront restaurants and bar in Cowpet Bay, or a more casual experience of pizza, sandwiches, and salads. The Anchorage Condos also include two superb lighted tennis courts, a Fitness Center that looks out to the beach and the Caribbean Sea, with a large freshwater pool and sun deck. Amenities and Features: - 3 spacious bedrooms for a comfortable stay - Access to The Anchorage gym, tennis courts, and pool, with shared spaces for relaxation - Proximity to multiple beaches, enhancing your vacation experience - Stunning views and a serene environment - Emergency backup generator Bay La Vie is the perfect getaway for those seeking both adventure and relaxation in the Caribbean. Enjoy the beautiful surroundings and the comforts of home while creating unforgettable memories. Why book with Prestige Luxury Villas? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, chances are you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline. **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as they constitute direct costs incurred during the payment transaction.** ** There are extra guest fees after 6 guests. **Confirmed guests will be required to sign a guest license/rental agreement and may be required to keep a credit card on file for incidentals** Have questions? Just ask! I’ve been hosting short term rentals in St. Thomas for more than 15 years - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental!

The Lazy Lizard is a 4 bedroom, 3.5 bath villa perched hill-top on the East End of St. Thomas, with nearly 360º views - just incredible! Secret Harbor (one of my favorite beaches) is just a short 2 minute drive. away (there are actually 5 beaches within a mile!) - and Red Hook is only 5 mins drive away, where you’ll find many restaurants, bars, shopping, and the ferry to St. John! Why book with Us? All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. We also make sure all of our properties are stocked with the basics. Our team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. Whether you’re looking for exhilarating adventure or peaceful relaxation, our complimentary Concierge Service will make sure you have the Caribbean vacation you’ve been dreaming about. We also have a large inventory of properties. If there is an emergency issue with your property, you will never be left out in the rain. We provide a 24/7 maintenance and emergency hotline. The property is 100% private and for your use exclusively. I’m available 24/7, but will generally not bother you at all unless I’m needed!

Shore Thing Retreat, is an AMAZING, newly-remodeled 2 bedroom/2bath condo in Cowpet Bay East and the perfect home base for your St. Thomas vacation. Relax on the covered balcony overlooking the ocean, or sun-bath on the semi-private beach, just steps away. Want to dine without having to get in the car? The renowned Caribbean Fish Market is just steps away from the beach, or walk across the street to the Ritz Carlton for a gourmet experience at one of their restaurants (once they open back up to the public). Looking for a little nightlife? Shore Thing Retreat is just a 5 minute drive from Red Hook, where you can find some outstanding, modern dining and nightlife. Island hopping your thing? Red Hook is also home to the ferry to St. John and Tortola. There are also a number of boat charters and excursions from there, so you can choose your sailing adventure. No need to over pack, Shore Thing offers everything you need to enjoy your time in the sun – beach chairs, beach towels, cooler and more. Amenities: · Semi-private beach with lounge chairs available · Covered balcony, overlooking the water · Beach towels, chairs and a cooler · Laundry · Full kitchen · DishTV · Wi-fi · AC in every room! · And more…. **Two adults per bedroom is maximum occupancy** Have questions? Just ask! I’ve been hosting short-term rentals in St. Thomas for well over a decade - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! **All payments made by credit card are subject to transaction fees. Due to this expense we cannot refund these fees if guest cancels reservation.** Why book with Us? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Step into your own personal sanctuary with this charming 2-bedroom, 2-bathroom house, nestled on a scenic hillside in Northstar Village at a 1150-foot elevation. Boasting jaw-dropping views of the iconic Magen’s Bay and down island vistas that stretch into the British Virgin Islands, this property is a dream come true for those seeking a serene escape. As you enter, the bright, airy living spaces welcome you, immediately invoking a sense of tranquility. The bedrooms are complete with crisp air conditioning, providing a refreshing retreat after a day of exploring or beach-going. The master bedroom features an en-suite bath, offering an added layer of privacy and convenience. Beyond the inviting interior, you’ll find a delightful veranda equipped with comfortable outdoor furniture, perfect for morning coffees with an unbeatable view - or evening cocktails under the stars. Just imagine immersing yourself in a good book or having a heartfelt conversation, all while surrounded by the soothing sounds of nature and unparalleled views of the Caribbean Sea. Despite the idyllic seclusion, you’re never too far from adventure, as the stunning Magen’s Bay is a mere 6-minute drive away. Here, you can spend your days basking in the sun, swimming in the crystal-clear waters, or enjoying various water sports. St. Thomas is only 13 x 3 miles, so nothing is ever very far away! The property is as functional as it is beautiful. It is outfitted with top-of-the-line solar panels and a Tesla Powerwall. These features not only contribute to a greener lifestyle but also ensure uninterrupted power supply in case of local power outages, making this home a beacon of resilience and sustainability. Blue Vista is more than just a house; it’s a lifestyle, a retreat, and a gateway to unforgettable island experiences. It’s a place where every day feels like a vacation and where beautiful memories wait to be created. Come home to comfort, luxury, and peace in this Caribbean haven. You won’t want to leave! Have questions? Just ask! I’ve been hosting short-term rentals in St. Thomas for well over a decade - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as the constitute direct costs incurred during the payment transaction. Why book with Prestige Luxury Villas? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Just steps from the sand, this charming cottage is a lush hideaway—perfect for couples seeking a laidback, luxurious island vibe. Enjoy direct access to the pool, lawn, and pavilion, with plenty of space to lounge or play. Next door, The Shack serves up craft cocktails and fresh fish tacos made with ingredients from our on-site organic farm. Your stay includes beach chairs, towels, and plenty of parking. Low-key surf vibes. Easygoing energy. Travel tip: We recommend renting a car—taxis are limited, and the island isn’t walkable. Service animals require a 50% deposit and documentation at booking.

Located within the prestigious Point Pleasant Resort on St. Thomas’ east end, St. Sheridan Island is the only private residence in the resort. This exclusive property offers the best of both worlds: the amenities of the resort, including two on-site restaurants and 24-hour security, combined with 100% privacy. Guests will be captivated by the breathtaking down-island views of St. John, Sandy Key, Tortola, Jost Van Dyke, and Drake’s Passage. The property’s eastern exposure ensures stunning sunrises to start your day. St. Sheridan Island features five spacious bedrooms and 4.5 baths, spread over an expansive three-floor layout. Enjoy communal time with your group in the generous living areas, or find solitude in one of the many private spaces. Key Features: Many of the favorite beaches within 1.5 miles Back-Up Generator Two On-Site Restaurants Private Pool Parking for Two Vehicles AC in every bedroom and in Kitchen/dining room Have questions? Just ask! With well over a decade of experience in short-term rentals in St. Thomas, I am dedicated to finding the perfect property to meet your needs. Traveling with a larger group? Let us know, and we’ll show you all the nearby units available for rental. ** There are extra guest fees after 10 guests. **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as the constitute direct costs incurred during the payment transaction. Why book with Prestige Luxury Villas? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Fly south for the winter to your own slice of island paradise! Don't hesitate to book this stunning 2-bedroom, 2-bathroom St.Thomas vacation rental villa for 4. Facing west, this unbeatable property is the perfect spot to watch the sunset and grill out after a day of adventures. With an infinity pool, breathtaking views, and only a short distance to Red Hook's attractions and the marina boasting ferry access to St. John and more, there's plenty of entertainment for everyone! -- THE PROPERTY -- Ocean Views | Ground-Floor Unit | 1,000 Sq Ft Boasting panoramic views and a private sparkling infinity pool, this St. Thomas villa is a perfect home base for exploring paradise. Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds OUTDOOR LIVING: Infinity pool, lounge seating, outdoor grill INDOOR LIVING: Flat-screen TV, iPod/MP3 docking station, ceiling fans, large windows KITCHEN: Fully equipped, dishwasher, drip coffee maker, toaster, refrigerator, stove/oven GENERAL: Stairs required, air conditioning, free WiFi, washer/dryer, new linens, cribs not provided -- THE LOCATION -- OUTDOOR ADVENTURE: American Yacht Harbor (1.6 miles), Smith Bay Beach (2.8 miles), Coki Point Beach (4.5 miles), Coral World Ocean Park (4.7 miles), Magen’s Bay Park (8.5 miles), Darke’s Seat (8.5 miles), Tree Limin’ Extreme Zipline St. Thomas (10.1 miles), fishing, snorkeling, sailing charters THINGS TO DO: Urman Victor Fredericks Marine Terminal - Red Hook (1.8 miles), Pirates Treasure Museum (7.6 miles), Skyride to Paradise Point (8.4 miles), Downtown Charlotte Amalie (8.8 miles), Blackbeard’s Castle (9.2 miles) DINING: Sunset Grille at Secret Harbour (1.3 miles), Duffy’s Love Shack (1.6 miles), XO Bistro (1.6 miles), Bernie’s Bar & Grill (1.6 miles), Senor Pizza (1.7 miles), Sapphire Beach Bar (2.5 miles) AIRPORT: Terrance B. Lettsome International Airport (27.8 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - NOTE: The USVI does not require safety fencing around private pools. Children must be monitored at all times - NOTE: Your safety matters. An exterior security camera is located at the front door and stairs, facing out. The camera does not look into any interior spaces - NOTE: Stairs are required for access

Island Views Escape! Enjoy stunning ocean views and views of neighboring islands and cays from this top floor 1BR/1BA condo at Point Pleasant! Featuring soaring cathedral ceilings, a private balcony, and easy parking access, this bright, breezy retreat is perfect for a romantic getaway or peaceful escape. Guests enjoy 3 pools, 2 restaurants, a nature trail, and an intimate tucked away beach. Your island paradise awaits! Welcome to Island Views Escape! This beautifully maintained 1-bedroom, 1-bathroom condo at Point Pleasant Resort offers vaulted cathedral ceilings that create a bright and airy ambiance, complemented by breathtaking views of the Caribbean Sea and neighboring islands. Enjoy your morning coffee or evening cocktails from your private balcony, where the ocean breeze and tropical foliage offer a serene retreat. This unit features easy access to parking with just a few steps up—no steep hill climbs—making coming and going a breeze. The spacious layout includes an open-concept living and dining area, a full kitchen, and a generously sized bedroom with ample storage. Point Pleasant Resort offers 24/7 security, 3 swimming pools, 2 on-site restaurants, a nature trail, and access to a secluded beach. Your private getaway, this condo checks all the boxes. Guests have access to the entire condo except for one locked closet that has owner items in it. We let our guests decide how much interaction - we provide you with our recommendations and favorites and want you to enjoy your vacation without any interference from us! POWER OUTAGES Occasionally the island electric company WAPA will have an issue with their service and you may experience an unexpected power outage; sometimes this is island-wide and sometimes it only affects certain areas but it has nothing to do with the resort or our villa so unfortunately there isn’t anything we can do about it. Should this happen, you’ll also temporarily lose running water (which also means no toilet flushing) but there should be bottles of water under the bathroom sink to pour in the tank if needed. Should you experience a power outage, the restaurants on Point Pleasant have independent generators and so does the lobby so they will be open, but it’s a perfect opportunity to unplug and go to the beach or explore different places on the island. Most locals are used to this but I truly understand this is not the norm for everyone else – hopefully you can roll with it and look around at the beautiful views and appreciate the beauty along with the quirks of island life! TRIP/TRAVEL INSURANCE As private Hosts, we offer unique dates in our property and highly recommend purchasing "cancel for any reason" travel insurance which may cover many risks including airline cancellations and health emergencies at a minimal cost. We do not provide refunds due to airline cancellations, health emergencies, power or wifi outages that are beyond our control. HEADS UP for Your Island Getaway for the months of AUGUST TO NOVEMBER! 🌴 As you’re dreaming of sipping piña coladas and soaking up the sun here in the US Virgin Islands, we wanted to give you a little heads-up. While the months of August, September and October often bring us beautiful blue skies and warm breezes, it’s also the time when Mother Nature can be a bit unpredictable. 🌦️ You might experience days filled with sunshine or get treated to some scattered rain showers (perfect for a cozy afternoon in your suite). There’s also the possibility of a tropical wave or, on rare occasions, even a hurricane trying to crash the party. 🌪️ While we always hope for the best, we like to be prepared for anything. That’s why we strongly recommend getting travel insurance for your trip. With travel insurance, you can enjoy your vacation with peace of mind, knowing you’re covered no matter what the weather decides to do. Because let’s face it, the only surprises you want on your vacation are the good kind—like a sea turtle swimming by during your snorkel! 🐢 Now, just in case Mother Nature gets really dramatic and a storm in the Virgin Islands causes the airport on St. Thomas to close, preventing you from flying in, we’ve got you covered with a full refund. However, if a storm somewhere else impacts your travel, we won’t be able to provide a refund—so if you’re flying from or through areas that might be hit by snowstorms, windstorms, or any other weather adventures, trip insurance is definitely the way to go. If you’re already on-island and a named storm decides to drop by, please note that our villa is not a suitable storm shelter. For your safety, you’ll need to check out, and we’ll gladly refund you for the unused portion of your stay. There are designated storm shelters and hotels/resorts that are better equipped for serious weather, and once again, trip insurance can help cover the unexpected. We can’t wait to welcome you to our island paradise, rain or shine!

Experience the tranquil beauty of Serenity Breeze, nestled in Peterborg, St. Thomas. Each room of this 1-bedroom retreat offers stunning ocean views and a comfortable climate controlled by trade winds and air conditioning. A mere 5-minute drive takes you to Magen’s Bay Beach, with downtown Charlotte Amalie and Red Hook’s vibrant dining and shopping just a bit further. Dive into Caribbean magic at Serenity Breeze - your gateway to a memorable tropical escape! Welcome to Serenity Breeze, your island paradise nestled in the heart of Peterborg, a private, gated neighborhood in St. Thomas. From the moment you step inside, you will be entranced by sweeping ocean views that fill every room, framing the azure seascape in a portrait of tranquil beauty. This spacious 1-bedroom retreat is the epitome of serenity, where the rush of the world outside seems a distant memory. Bask in the quiet solace of this island refuge, where the only interruptions to your peace are the whispers of cooling trade winds that grace the property. These soothing sea breezes keep the space comfortable throughout most of the year, infusing your holiday with a unique island charm. However, your comfort is paramount, so the space is equipped with air conditioning for those rare moments when the Caribbean sun becomes a little too warm. Luxuriate in the cool embrace of your surroundings, where the design and amenities combine to ensure a stay that caters to your ultimate relaxation. Experience the tranquility of island life at Serenity Breeze. Discover the rhythm of the Caribbean, where each day brings new adventures and every evening closes with a breathtaking sunset. Book your stay today and indulge in a vacation experience you’ll treasure forever. When you’re ready to venture outside, the world-renowned Magen’s Bay Beach is a mere five-minute drive away. Plunge into the emerald waters, feel the fine sand between your toes, or simply lounge under the coconut palms, soaking in the island vibe. A short ten-minute drive transports you to downtown Charlotte Amalie, St. Thomas’ vibrant capital. Here, a tapestry of brick sidewalks, charming boutiques, jewelry shops, and history-laden architecture awaits. Immerse yourself in the local culture, sample the island’s cuisine, and get lost in the colorful splendor of this charming town - all duty-free!. Just a little further, a 12-15 minute drive leads you to Red Hook, on the East End of St. Thomas. A bustling hub, Red Hook offers an array of restaurants, shopping options, and is the ferry departure point to the neighboring island of St. John. A day trip to explore its pristine beaches and untouched natural beauty is a must. **All guests are required to provide ID and sign our rental agreement. **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as the constitute direct costs incurred during the payment transaction. Have questions? Just ask! I’ve been doing short term rentals in St. Thomas for almost 13 years - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! We recommend renting a car, but we are happy to assist in helping to arrange other transportation if you’d prefer. Have questions? Just ask! I’ve been doing short term rentals in St. Thomas for well over a decade - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! Why book with Prestige Luxury Villas? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Located on St. Thomas’ east end, Luna Sol is a lovely 3 bedroom condo in The Anchorage Condominiums, on the prestigious and gated neighborhood of Deck Point. Only a short 5 minute drive to Red Hook, Luna Sol is not only just a few steps to the beach, but it is close by to lots of the magic that St. Thomas has to offer! Additionally, there are also no less than 4 beaches within a mile! The Anchorage gym and pool on premises are shared spaces. A short walk along the shoreline and you can be standing on Cowpet Beach, where Caribbean Fish Market is located! Have questions? Just ask! I’ve been doing short term rentals in St. Thomas for well over a decade - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental - we have many! Traveling with Babies & Toddlers? Rent a crib at $75/stay or $11/night, nylon porta-cribs rent at $40/stay or $6/day - bring your own sheets. High chairs are $25/stay or $4/day. Baby gates & toddler bedrails rent at $15/stay or $3/day. All prearranged rentals are delivered and ready for you to set up upon your arrival (it’s easy!) Add a flat fee of $25 for delivery and pickup for one item, or several items. Car seats are available from your rental car agency - please order one when you book your rental car (there may be a small charge). **All payments made by credit card are subject to transaction fees. Due to this expense we cannot refund these fees if guest cancels reservation.** Why book with Us? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Serene Luxury at Whale Watch – Your Island Oasis Escape to paradise at Whale Watch, a stunning and newly remodeled retreat on the north shore of St. Thomas. Offering breathtaking ocean views and ultimate privacy, this two-bedroom sanctuary, nestled in a gated neighborhood, is perfect for families, couples, or small groups seeking a luxurious and tranquil getaway. Each of the two spacious bedrooms is designed for comfort and elegance, featuring king-sized beds, private balconies, and plenty of closet space. Wake up to the gentle sound of waves and enjoy your morning coffee on the balcony, where breathtaking panoramic ocean views provide the perfect start to your day. For additional guests, the living room offers a queen sleeper sofa and convenient access to a third full bathroom downstairs. Whale Watch boasts a fully appointed kitchen with everything you need to prepare gourmet meals, complemented by an elegant indoor dining area for six. Step outside to the spacious patio, where you’ll find a covered outdoor dining area with seating for six, along with a BBQ grill for alfresco dining. Relax in the private pool, rinse off in the outdoor shower, or unwind in the outdoor covered sitting area, complete with comfortable furniture and a flat-screen TV – ideal for outdoor entertainment. This peaceful haven offers full air conditioning throughout and TVs in every room, ensuring comfort and convenience. Sun loungers by the pool invite you to soak up the Caribbean sun, while the quiet, peaceful location offers serenity and relaxation. Whale Watch also provides an automatic backup generator, ensuring a seamless, stress-free vacation And with the addition of our free concierge service, every detail of your stay can be effortlessly arranged, from private chefs and on-site massages to boat charters and snorkeling excursions, just to name a few. Book your stay at Whale Watch and experience the ultimate blend of luxury, privacy, and island beauty! **we do suggest renting a vehicle when staying at Whale Watch. Taxis are certainly an easy option, but can add up quickly if you’re exploring a lot. ** There are extra guest fees after 4 guests. **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as the constitute direct costs incurred during the payment transaction. Why book with Prestige Luxury Villas? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Forget all worries and relax in this spacious 1BR/1BA condo with breathtaking views of the Caribbean. From the moment you walk in, the large wrap around balcony invites you to the best views on the highly sought-after East End of St. Thomas. Sitting on the hilltop of Point Pleasant, you will enjoy the nice Caribbean trade winds breeze. Our villa is ideal for couples or a small family of 4 with the available sofa bed. Minutes from Red Hook and ferry, Coki Point, Lindquist & Sapphire Beaches. Tradewinds Villa is a 1 bedroom and 1 bathroom condo located in one of the hilltop buildings of the Point Pleasant Resort in the East End of St. Thomas, away from the bustle of downtown Charlotte Amalia and cruise ship traffic. As you step inside, you will be welcomed by a fresh interior, designed to be uncluttered and maximize the space for you and your family, and stunning views of the Caribbean Sea through the large wrap-around balcony glass doors. This condo isn’t just a place to stay... it’s a destination in itself! In the bedroom, you will enjoy the comfort of a king size bed, with a sofa bed available in the living room. The bedroom has a small closet available for you to use, as well as chest of drawers. The split-system AC unit is located in the bedroom, which contains a big shutter-style window that opens up to the living room. Both the shutters and bedroom door can be closed for privacy. The bathroom is located adjacent to the bedroom, across the hallway. It has a bathtub shower, single sink, and water closet (toilet area). Our kitchen contains most of the basic items necessary for you to enjoy your meals if you choose to prepare your own. A standard fridge with top freezer, microwave, oven with ceramic flat top are available. A TV is available in the bedroom and in the living room. The TVs are internet-connected with Roku devices, so you are welcome to use your own streaming services with the equipment. We have two non-portable Bluetooth speakers available in the unit for you to enjoy listening to the music of your choice, paired with your devices. One of the speakers is capable of tuning to FM radio. Please be mindful of our neighbors and use volume moderation, as well as respect quiet hours. On the wrap-around balcony, you will relax and appreciate the sweeping views down the island with plentiful turquoise water. The island of St. John, Water Bay, Thatch Cay, and the British Virgin Islands can be seen from here! A brand-new set of Polywood furniture that includes chairs, loungers, and a 4-seat dining table are part of this amenity. Whether you are having a cup of coffee, a few drinks, or a meal outside, this is the best place to hang out and appreciate while relaxing at the condo. A dining table is available inside the unit as well as 4 bar seats at the counter bar. While we hope you don’t have to work while staying with us, an office desk and chair are available. For your outing adventures, two beach chairs, towels, and a cooler are available to use. Please note that furniture and other amenities provided in our villa may be updated or replaced from time to time. As things need replacement and/or renovation, we will do our best to update the pictures to match. We will always update our listing if for any reason one or more amenities are no longer available to our guests.

The Beach House at Secret Harbour on St. Thomas is one of very few villas actually located directly on a white sandy beach! Gorgeous ocean views, sounds of lapping waves, and just steps to the sandy beach on the clear turquoise waters of the Caribbean. This villa features a fenced in grassy yard.... great for little ones to run around and play, as well as a private dock. Truly Paradise! Secret Harbour is located on the desirable East End of St. Thomas and is very close to Red Hook, where there are numerous restaurants, bars, shopping, and the ferry to St. John. Secret Harbour beach offers some of the calmest waters on the island... not to mention amazing snorkeling and spectacular sunsets! The Resort next door just steps away offers a restaurant and a bar open breakfast, lunch, and dinner, as well as a gift and dive shop, where you can rent water sports such as kayaks, SUPs, snorkel gear, etc. This villa is great for families, couples, and friends, for vacations, weddings, receptions, or reunions. What are you waiting for? Reserve your dates at THE BEACH HOUSE! BEDROOMS: Main level * Master king suite bedroom with in suite bathroom, private balcony with ocean view * Small bedroom with full bed, ocean view * Open room (not fully enclosed) with two full beds. The latter two bedrooms share one full bath (with separate shower and bathtub) and a powder room/half bath. Lower beach level * Master king suite with ensuite bathroom, private patio with ocean view * Large room with two full beds, sitting area, in suite bath, private patio with ocean view All Bathrooms: * One set of towels per guest (1 beach towel, 1 bath towel) * Mini toiletries provided: shampoo, soap Other Features: * Automatic Back-up Generator * DISH Network TV in 4 bedrooms and living room * Wifi * Fully air conditioned * Gas grill * Laundry room with two sets washers/dryers * Iron fence with electronic gate * Disclosure: Security cameras on property facing driveway, lawn/beach/dock, downstairs patio **Please note: Rates are based on 10 guests, each additional guest is $30 per night, total of 14 guests max. 10 adults MAX! **Confirmed guests will be required to sign a guest license/rental agreement and may be required to keep a credit card on file for incidentals** **All credit card payments are subject to transaction processing fees. In the event of a reservation cancellation, these fees are non-refundable, as the constitute direct costs incurred during the payment transaction. Have questions? Just ask! I’ve been hosting short term rentals in St. Thomas for more than 15 years - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! Why book with Prestige Luxury Villas? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The Prestige Luxury Villas team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, chances are you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline.

Pineapple Village 3800 Pineapple Village 3800 is a newly remodeled 4 bedroom, 5 bath unit on Jimmy Buffett’s Margaritaville Resort property. This unit is very close to the community pool, includes parking (free), and guests enjoy the added benefit of 24hr security at the front gate. Only a few minute’s drive to Red Hook, where many shops, restaurants, bars, and nightlife can be found - plus the ferry to St. John! Have questions? Just ask! I’ve been doing short term rentals in St. Thomas for almost 13 years - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental! Why book with Us? 1. All of our properties undergo a 25-point inspection before arrival to make sure everything is working and in perfect order. 2. All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3.The team is comprised of long time Virgin Island residents and well-seasoned travelers that provide you with accommodations and trip planning to meet your specific needs. We offer all our guests a full-service concierge, free of charge! Whether you’re looking for exhilarating adventure or peaceful relaxation, on land, at sea, or in the air, our complimentary Concierge Service will help ensure you have the Caribbean vacation you’ve been daydreaming about! 4. We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5. We provide a 24/7 maintenance and an emergency hotline. You have the condo all to yourself! The pool is available for all guests of Pineapple Village. Located inside Margaritaville, on St. Thomas’ east end. We recommend renting a car, but we are happy to assist in helping to arrange other transportation if you’d prefer. Have questions? Just ask! I’ve been doing short term rentals in St. Thomas for well over a decade - so I will make sure we find you the best property to suit your specific needs, plus we have many fantastic options to choose from! Traveling with a larger group? Let us know and we will show you all the units nearby that are available for rental!

Just steps from the sand, this charming cottage is a lush hideaway—perfect for couples seeking a laidback, luxurious island vibe. Enjoy direct access to the pool, lawn, and pavilion, with plenty of space to lounge or play. Next door, The Shack serves up craft cocktails and fresh fish tacos made with ingredients from our on-site organic farm. Your stay includes beach chairs, towels, and plenty of parking. Low-key surf vibes. Easygoing energy. Travel tip: We recommend renting a car—taxis are limited, and the island isn’t walkable. Service animals require a 50% deposit and documentation at booking.

Pitaya 2 is a new beautiful 2 bedroom suite located at the mini resort Seagrape Vista in Cruz Bay, St John. This property is a 3 min walk to the Frank Bay beach and 8-10 minutes walk to downtown Cruz Bay. The living room has a dining table for 6. The kitchen has all you need for cooking. The master bedroom has a king size bed and the bathroom a walk-in shower. The second bedroom has either two twin or one king size bed as well as a bathroom with walk-in shower. Smart TVs in all rooms. An extra bed can accommodate a child up to 12 years of age if agreed with us upon booking. A large generator secures continuous power through outages.

🔹 Prime Location – 5-min walk to Cruz Bay & ferry 🌅 Breathtaking Ocean Views – Private balcony retreat 🛌 Luxury Beds & Linens – Sleep like royalty 📶 Fast WiFi + Dedicated Workspace – Work & relax 🏝 Beach Gear Provided – Towels, snorkel, & chairs 🚗 Free Parking – Hassle-free island living 💦 On-site Washer/Dryer – Convenient & easy 🔑 Self Check-in – Smart lock for a seamless arrival 🐾 Pet-Friendly – Bring your furry friend! ($100 fee) 🏡 Modern, stylish, and ultra-comfortable getaway! 🔹 The Space: 🛋️ Open-concept living area w/ ocean views 🍽️ Fully stocked kitchen w/ modern appliances 🛏️ Bedroom 1: Queen bed + en-suite bath 🛏️ Bedroom 2: Cozy single bed w/ private access 🌅 Private balcony – unwind w/ morning coffee & sea breeze 🔹 Guest Amenities: 📺 Smart TV & high-speed WiFi ❄️ A/C in bedrooms for ultimate comfort 🏖️ Beach towels & snorkel gear included 🚗 Free parking on premises 🔑 Keyless self check-in for flexibility 🔹 Location Perks: 🚶‍♂️ 5-min walk to Cruz Bay restaurants & shops 🏝️ Short stroll to stunning beaches ⛴️ 8-min walk to ferry dock for island hopping 🎉 Book now – this top-rated villa fills fast! Please note: From August 3–23, 2026, scheduled exterior work will take place at the property during daytime hours (when you are at the beach!). Guests can expect some daytime noise and partial view obstruction from scaffolding, which we’ve priced into the exceptional rate for these dates. ⚠️ House Rules: 🚭 No smoking | 🐶 Pet fee applies | ⏳ Quiet hours after 10 PM Self-check-in with Smart Lock – Hassle-free arrival!