Apartment holiday rentals in Anna's Retreat

Escape to Summer/Tropical Trade Winds/3 Pools!

1 BR/1BA condo w/amazing views from Coki Point to St. John! Remodeled Kitchen & Bath, Freshly Painted, New Linens, Private Balcony! Popular East End of St. Thomas w/in Point Pleasant, close to restaurants, bars & the best beaches! Explore St. Thomas & St. John from your home base with us. Walk to Coki Beach, learn to Scuba or just Snorkel! Beautiful Lindquist Beach 5 mins. Beach chairs & Cooler provided! Famous Megans Bay 10 mins away! Explore & Enjoy all the Virgin Islands has to offer!

Casa Grand View

*NO CLEANING FEE* Located on the cool Northside of St. Thomas, our home looks out over a large flat-ish yard & a panoramic view of Magen's Bay, the Atlantic Ocean, and 20 small islands. Your unit has a private entrance 5 steps down from your dedicated parking space. Note: 1. There is no smoking allowed on the deck or in the apartment. 2. Unlike many Airbnbs we do NOT charge a cleaning fee so we ask our guests to sweep and wash their dishes before leaving. 3. No more than 4 guests at ANY time.

Traveler's Hideaway

Come enjoy this quiet, cozy, air conditioned 2 bedroom 1 bath rental space with stunning mountain views. Wake up to fresh, cool, calming breezes compliments of world famous Magen's Bay which is only a 5 to 7 minutes drive away. Apartment comes with its own entrance, kitchen and living area and caters to all, from a single traveler, couples, friends or a small family with children. Amenities include high speed internet and TV. Located within a 10 minutes drive to downtown Charlotte Amalie.

Big Ocean View, Minutes From Town

Stunning sunsets and million-dollar views of St. Thomas and surrounding islands! This 600 square foot studio apartment is roomy, comfortable and stylishly decorated. It's in an ideal spot - just a 2-minute drive from town but in a quiet neighborhood. A rental car is recommended but not absolutely necessary for those who are able to walk up long and very steep hills. This apartment is on the lower level of a private home that is currently in the process of being rebuilt after the hurricanes.

WOW VIEWS Studio, Pool, Gym, AC, 24hr Power, WIFI

Come relax in our roomy king bed studio equipped for most discerning guests. Sleeps 4. Fully stocked kitchen, bathroom, comfy couch & fold down futon await you! Floor plan is BRIGHT & CLEAN. Designated office space w/ WIFI. COLD A/C. Serene/neutral colors; comfort is the standard. Wall-to-wall windows flood the space w/natural light, epic down island views of BVI's, St John & Lovango & so many shades of Caribbean blues. Perfect for whale watching & stargazing. Outdoor Pool, gym, decks, grill!

Hidden Hilltop Treasure

Beautiful 1 bedroom, 1 bathroom Suite centrally located WITH FULLY FUNCTIONING GENERATOR ONSITE! Smoking is not allowed in the suite, or on the property. So if you do smoke, you can do so off Property. The owners, who live upstairs in the main house on the property, are fun loving, warm, welcoming, and are available at anytime for questions to help make your stay enjoyable. Note: the patio is not meant for large gatherings. If you would like to use the patio for a small event, contact us.

Hillside Hideaway

Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Hidden in Havensight! Guest Favorite 2BD/2BA

Centrally located 2 BR/2 BA, “Hidden Jewel” accommodates your every need. You’ll be steps away from Havensight Mall area with great shopping, restaurants & more. A 2 min walk to Skyride Tramway, 7 min walk to Yacht Haven Grande & a mile away from downtown Charlotte Amalie. Most importantly, you’ll be at most a 20 min drive to beautiful beaches. Feeling adventurous? Take a 15 min drive to Red Hook where you have access to a 15 min ferry ride to St. John! Everything you need plus great weather!

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

View of Magen’s Bay Beach

The apartment is very close to a private beach below. The community is private which has now turn into a gated community. If you love jogging since the traffic is not high the area has jogging or walking. Transportation is needed. President Clinton stayed in this area villa just below. I am retired and I enjoy hosting also I am easy to get along with. There are beach chairs, snorkeling equipment and beach towels available for your use.

*NEW* Ocean and Magens Bay View @ NorthStar Escape

Located in the serene, quiet North Star Village, is a well-appointed ground level private 2-bedroom retreat on the Northside of St. Thomas. This beautifully furnished accommodation is centrally located away from the hustle and bustle with convenient and easy access to downtown, beaches, restaurants and close proximity to the Airport. 10 minutes to Magens Bay 10 minutes to downtown Charlotte Amalie 15 minutes to the Airport

Caribbean Getaway With Jeep

The perfect getaway with the best views on island. Enjoy your time while soaking in picturesque views of Charlotte Amalie. We have included the jeep with this listing as of February 2nd 2026. If you booked after that date, the jeep Will be included. We require proof of active drivers license and proof of insurance immediately after booking.