Cottage holiday rentals in Anna's Retreat

Skedaddle Cottage unit number 2

Skedaddle is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is Marriott Silver Beauty Rest & full size futon couch/bed along with full kitchen & shower bathroom. The property is all fenced for Skipper, our water dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

Family · Value · Quiet

Island Times in Frenchtown, Centrally Located

We welcome you to the most authentic ISLAND TIMES vacation that we hope you fall in love with. Being on a hill, you will enjoy balmy breezes & beautiful views while appreciating the charm of Frenchtown. Wake up to the sun rising over the bay, spy the seaplane flying by your window, enjoy dinner on the patio with supplied amenities for cooking at home. Walk to bars, restaurants & downtown shopping; take a $1 Safari bus to the beach; pack lightly knowing that we have thought of everything for you!

Family · Value · Amenities

Secluded Beach Front Paradise: Castaway Cottage

A 2BR/2BA secluded cottage perched ~15-20yrds from the shoreline within a hop, skip & a jump to the beach, this fantastic spot offers solitude at the water's edge. The winding road home beckons the person seeking peace & quiet, where the stars shine brighter, the sea breeze seems fresher. No need to worry about power outages, solar panels 60kw battery backup, additional 24kw generator. Feel free to contact me if you have any questions. Possible 2door Jeep wrangler may be available. 4 person max

Location · Value · View

Blue Moon I - 2 BR Villa on Water Island, USVI

Perched above Druif Bay and Honeymoon Beach on picturesque Water Island, Blue Moon I is a charming two-bedroom, one-bath villa. The upper-level, open-air layout offers breathtaking panoramic views of the sea with sailboats and neighboring islands like St. Thomas, Hassel Island, and Culebra. For sunseekers, beach lovers, and snorkeling enthusiasts, Honeymoon Beach is just a stone's throw away. Blue Moon I delivers comfort and affordability, a perfect choice for a memorable island getaway.

Family · Value · Bathroom

3 Bedroom, Affordable, Clean St. John Cottage

Starfruit Cottage is a charming traditional island home that has all the necessary accommodations for a comfortable safe stay. Bedrooms and living spaces are fully airconditioned. Wifi throughout the home. Smart TVs are in all bedrooms and the living room for your entertainment. Kitchen is equipped with Stainless Steel appliances, and all the kitchen utensils to prepare your meals. Short 8-minute drive to Cruz Bay and about a 12-minute drive to the nearest National Park Beach, Hawksnest.

Location · Family · Cleanliness

Beachfront Cottage #5

Escape into a lush oasis. This cottage is perfect for couples or single travelers looking for a luxurious laidback local vibe. Just steps to the beach, and with direct access to the pool, lawn, and pavilion area. Each cottage blends comfort with character, featuring its own distinct island style, thoughtful amenities, and just the right amount of privacy. Wake up to the sounds of nature, sip coffee on your private porch, and settle into the easy rhythm of life at The Hideaway.

Location · Hospitality · Beach

Stunning North Shore Honeymoon Cottage

St. John is unique in the Caribbean, and Hawksnest Cottage is unique on St. John. Perched above Hawksnest Bay, with unbelievable views, the Cottage is minutes from spectacular beaches yet also close to the sweet town of Cruz Bay. The house has been lovingly and completely renovated following the devastation of Hurricane Irma. Hawksnest gives guests the experience of living in simple elegance, surrounded by the sights and sounds of one of the most beautiful parks in the world.

Location · Family · Hospitality

Private, Perfect for Couples Retreat-Ocean Views

Nestled on St. John’s spectacular South Shore, this tastefully decorated one-bedroom cottage is the ideal home-away-from-home island getaway! Solar panels and back up batteries to fully power the house. The bedroom features a King bed, A/C, & flat-screen TV. The kitchen features granite countertops, stainless steel appliances & island with seating for 4. The cozy living area has A/C, comfortable seating, flat screen tv, dvd player & Bose surround sound speaker.

Location · Comfort · Hospitality

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.

Location · Value · Access

Seabreeze Cottage with private pool in Cruz bay

The cottage is conveniently located two minutes to the town of Cruz bay and five minutes to National Park. It’s surrounded by lush landscape and gated property. The cottage is fully AC, covered patio, a private pool, outdoor bbq covered patio. AN ENTIRE COTTAGE BACK UP GENERATOR FOR POWER OUTAGES one of a few offer on the island. It will be helpful when the grid goes down of which occurs quite often. You can still have the comfort without any interruption.

Value · Location · Solo travel

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

Fully equipped, spacious studio with full kitchen. Beautiful view of the sea and St Thomas in a peaceful neighborhood near Cruz Bay. Easy to navigate roadways with flat driveway and plenty of parking. Enjoy a nice evening on the pool deck to watch the sunset. Conveniently located 10 min from beaches and shopping. Beach Chairs & Towels provided. Laundry on-site. Shared Grill and Pool area w/ the Main Villa on property. Perfect for a couples getaway.

Location · Value · Walkability

Entire Cottage near beach

The entire stone cottage has two separate units. The views are incredible and the location is excellent. Near Red Hook town and ferry, it is a short walk to a white sand virgin island beach at the exclusive Secret Harbour Resort, where you can enjoy a protected calm turquoise bay. Ideal for snorkeling, paddling, and swimming. Relax and chill at the beach bar, Sunset Grille or dine at the Patio.rget your worries in this spacious and serene space.