
Condo holiday rentals in Anna's Retreat
Find and book unique condos on Airbnb
Top-rated condo rentals in Anna's Retreat
Guests agree: These condos are highly rated for location, cleanliness and more.

Killer View; Book w/a Local for the Inside Scoop!
Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

Wrap Around Balcony w/Amazing Views! Remodeled!
Book Now! Down Island Dream is a 1BR/1BA luxury villa located @Point Pleasant on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

Luxury Beachside Escape w Private Pool + Generator
This villa is absolutely amazing, completely renovated with high-end luxe finishes. New kitchen with quartz counters, bathroom with garden shower and skylight, a gorgeous bedroom with king bed; and 55" TV in the living room with cable, DVDs and WiFi. Our private pool under palm trees is perfect for enjoying your St Thomas vacation, when not at the beach. Sapphire beach and Lindquist beach are 3 mins away, and two of the best beaches in the Caribbean. We promise you will absolutely love it!

2 Bed Ocean Views, Gated Community & Backup Power
The property is equipped with a full automatic backup generator, ensuring uninterrupted comfort should local power outages occur. Saltwater Dreams, a beautiful two-bedroom St. Thomas condo located in the prestigious gated community of Mahogany Run. This ocean view condo in the U.S. Virgin Islands offers breathtaking views of the Atlantic Ocean and the neighboring British Virgin Islands, creating the perfect setting for couples, families, and friends seeking an unforgettable Caribbean getaway.

Romantic Private Pool Villa@Sapphire. Generator.
Privacy is in a romantic eco-resort, located between Sapphire and Lindquist Beaches. Fodor's Guide recommends the private pool for"Adam and Eve, Eve an Eve and Adam and Adam". It has a new floor; an eco-bathroom with a rain shower, new mattress and smart TV, whilst preserving traditional details like slatted ceilings and mahogany four-poster bed. The pool has been rebuilt with glass tiles. Contemporary touches : pergola and pool lights, provide options to create your own experience.

Wrap Around Balcony~Views~Pack your Bathing Suit!
What a Vacation Home! Amazing Views! Freshly Remodeled! Welcome to C'est Jolie, newly decorated hilltop corner unit featuring breathtaking views of St. John, Tortola & Jost Van Dyke. 1BR/1BA vacation home is yours for however long you book - each time you walk in the view will take your breath away! Brand new furniture, fresh paint, 2 ACs, 2 TVs will have you on island time in no time. Perfect East End location next to Margaritaville 2 minutes to Coki Beach, 3 minutes to Lindquist Beach.

Your front row seat to Paradise! Back-up Power!
Perfect Romantic Vacation Spot! Spacious 1BR/2BA -Book Now and take advantage of our Summer Specials! Located @Point Pleasant, spacious, remodeled, new furnishings, private balcony/spectacular views! Bringing the family? We sleep up to 4-King Bed in BR/Queen Sleeper in LR. Generator! 3 Pools/Nature trail/Intimate Sugar Beach/2 Restaurants/Gated Community. Rent a car/Explore the island! Red Hook & St. John Ferry 5 mins away. Beach Chairs & Towels, Bring Your Bathing Suit & Sunscreen!

Ocean Views | Near Magen’s Bay w/ Pool & Generator
Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island!

Sail Away II-WOW Beachfront to Paradise Remodeled
Full property generator. Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life.

Seas The Day
Seas The Day is a cozy and spacious condo unit overlooking Redhook & the Caribbean Sea. Breathtaking views can be seen from all rooms! The kitchen is fully equipped. Each bedroom has a queen size bed, smart tv with Netflix, Prime video and cable. Enjoy your morning coffee on the balcony with views of the ocean and islands! Perfect location! 2 minutes down the hill to great restaurants, shopping, grocery stores, bars, along with the ferries to St John and day charters to BVIs.

Oceanfront Bliss & Perfect Sunsets + Backup Power
Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

Island View Retreat | Stunning Ocean Views!
Breathtaking ocean views from every room! This beautifully updated 2-bedroom, 2-bath condo in Mahogany Run features private balconies, stylish interiors, beach gear, in-unit laundry, and a fully stocked kitchen with modern appliances. Enjoy cool island breezes, a 5-minute walk to the community pool, and a short drive to Magens Bay. Backup generator for an extra piece of mind. Ideal for families or couples seeking peace, comfort, and an unforgettable island escape.
Popular amenities for Anna's Retreat condo rentals
Weekly condo rentals

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Stunning Ocean View w/Balcony~Shades of Sapphire~

Seaside Escape at Sapphire Beach Resort

So close you can taste the ocean - PRIME Location

★★★★★ Breathtaking Ocean Views-Private Balcony

Sapphire Blue Sea View

Villa in Paradise with Private Pool and Generator

Your Perfect Beachfront Condo in Paradise
Pet-friendly condo rentals

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Rockroom One Bedroom Condo at The Hills Saint John

Premium Oceanfront Sapphire Beach Resort & Marina

Island Views 1BR Red Hook, by Ferry

Bolongo Bay Oceanfront•Pool•Beach•Generator

Tropical Sands | Elysian Beach Resort | St. Thomas

Villa w/ Pool, AC, 2 King BR, views, BACK UP POWER

Beachfront Oceanview Condo with Private Balcony
Condo rentals with a pool

Ocean Front Paradise

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

Life By The Sea 2 bedroom

Romantic Island Escape/Remodeled! Amazing Views!

Birds Eye View

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator

Generator! 5 mins to Magens + 15 mins to STJ ferry

Oceanfront luxury penthouse
Destinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Isla Palomino
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Cond Marina Lanais
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Cruz Bay
- Sandy Point Beach
- Culebrita Beach





