
Cottage holiday rentals in Anna's Retreat
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Top-rated cottage rentals in Anna's Retreat
Guests agree: these cottages are highly rated for location, cleanliness and more.

SKIPPER COTTAGE unit number 1
Skipper is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is a Marriott Silver Beauty Rest & full futon along with full kitchen & shower bathroom. The property is all fenced for Skipper, my Portuguese Water Dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like a mini rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

Island Life in Frenchtown, Centrally Located
We welcome you to the most authentic ISLAND LIFE that we hope you will fall in love with. Being on a hill, enjoy balmy breezes when you open your windows while also letting the charm of Frenchtown in. Wake up to church bells ringing on a Sunday morning; spy the seaplane landing in the bay; enjoy dinner on the patio with supplied amenities for cooking; 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!

Caribbean Style Cottage
The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Little Spice: A Modern Tiny Cottage in Coral Bay
Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

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 and quiet, where the stars shine brighter, the sea breeze seems fresher and is truly a retreat from the day-to-day rat race. Feel free to contact me if you have any questions. Possible 2door Jeep wrangler may be available depending on pick up/drop off times. 4 person maximum

Beachfront Cottage #6
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.

Serenity Breeze: Ocean View Retreat
Welcome to Serenity Breeze, your island paradise nestled in the heart of Peterborg. - 1-bedroom retreat with stunning ocean views - Tranquil atmosphere enhanced by cooling trade winds - Air conditioning for ultimate comfort - Breathtaking sunsets to enjoy every evening - Spacious design that promotes relaxation - Experience the tranquility of island life at Serenity Breeze. - Close to Magen's Bay Beach and vibrant dining in Charlotte Amalie and Red Hook

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.

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.

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.

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.

Coral Bay Farm Cottage
Enjoy paradise with this beautiful, newly remodeled cottage as your home away from home. This gem shares the same property, and overlooks, the only organic farm on the island. The farm produces all of the local salad greens, vegetables, herbs, and fruits for all the best restaurants and grocery stores. If you are planning on cooking at the property, let us know and we will bring you some fresh produce.
Popular amenities for cottage rentals in Anna's Retreat
Cottage rentals with a hot tub

Cliffhanger By The Sea - stunning oceanfront villa

Cottage w/Awesome View, Hot Tub, Solar, sleep 2-4

Windwardside Guest Cottage

Cottage w/Awesome View, Hot Tub, Solar, sleep 4-6+

Coconut Cottage - a romantic jungle

Lowena Cottage

Romantic Cottage - Stunning Ocean Views, Hot tub.

Fair Winds Villa - Perfect for two couples
Pet-friendly cottage rentals

Boho Butterfly cottage

Ka'Mia Cottage

Seaside Cottage overlooking incredible White Bay on Jost Van Dyke

Surfers in Paradise resting Casita.

Authentic, Budget, Island Stay, Stunning Views

Peaceful 1 bed/Lush gardens/Plunge pools

Amarilla Casita In Vieques - Amazing Views

Bluewater Cottage (2) modern w/endless ocean view
Private cottage rentals

3 Bedroom, Affordable, Clean St. John Cottage

Two Bay View: Perfect for a private getaway

Romantic Getaway in the Treetops: The Bodhi House

SKEDADDLE COTTAGE unit number 2

Verde Cottage (2BR/1BA) Peaceful Rainforest Oasis!

Dec, Jan, Mar Availability

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

Coral Bay Vista
Quick stats about cottage rentals in Anna's Retreat

Nightly prices starting at
Anna's Retreat holiday rentals start at € 129 per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna's Retreat rentals

4.9 Average rating
Anna's Retreat stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Anna's Retreat
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