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

Book Now! Caribbean Sunshine! Amazing Views!
Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a 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!

Sail Away II-WOW Beachfront to Paradise Remodeled
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. Golden sand, pristine 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. KING SIZE BED!

BEST REVIEWS on the East End - HANDS DOWN!
ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

★★★★★ Breathtaking Ocean Views-Private Balcony
★★★★★ REVIEWS ON MULTIPLE SITES. Luxurious Updated 1 BR/1 BA Condo w/WRAP AROUND BALCONY & BREATHTAKING views of St. John, BVIs & CARIBBEAN SEA! Point Pleasant Amenities: 3 Amazing POOLS & INTIMATE BEACH. GENERATOR-No power outages to worry about! Great LOCATION-Minutes to Fine RESTAURANTS & THE BEST BEACHES on St Thomas. 1 RESTAURANT- Sun & Sea Bar & Grille right on the water. Fully equipped w/King Bed Queen Sleeper sofa Beach Chairs & Towels Cooler Outdoor Dining WiFi - 100MB OMG Views!

Stay in Style right on the Ocean -Simply the BEST!
Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We are constantly doing updates & recently added a new memory foam sofabed, new king mattress, new patio set and new stove all in Jan. 2026. You will NOT find a nicer condo for this price anywhere on the island.

SunnySide Villa! 2BR/3BA in Margaritaville resort
Walk to the beach from Sunny Side Villa @Pineapple Village! Pineapple Village sits inside the Margaritaville Resort! It has its own pool area, beach access, and access to hotel restaurants cafe and bars on site. Safe secure location. Taxis available for a ride to grocery stores, Red Hook for dinner, St. John Ferry, local beaches, or airport. It’s great for any vacation. The 2-Bedroom Villa can hold up to 4 people in beds, and has 2 large sofas. It has 2 master bedrooms and 3 full Baths.

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.

Ocean View Condo near Magen’s Bay - 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

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

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! 🌴

Sea-N-Dipity 1 by the Sea @ Sapphire Resort
Beautiful ocean side condo steps from the breath-taking turquoise Caribbean waters. Spectacular views of St. John Island and the British Virgin Islands. Sapphire beach is a popular destination, known for it's snorkeling, beach life, kayaking, beach side bar and coffee shop. Located on the eastern end of St. Thomas, one mile from Red Hook which provides many conveniences such as shopping, delicious dining, bars and activities. Note: 1 king bed, 1 queen size sleeper sofa.

Sunshine Daydream - Our little piece of paradise!
Spend your days between at Sunshine Daydream with its beautiful ocean views. Rise up to paradise enjoying the gorgeous sunrises and sunsets from the private rooftop deck. This rental offers a fully equipped kitchen, 3 different pools, one of which is steps from the condo. There is easy beach access and we are centrally located between Charlotte Amalie and Red Hook. To top it off there are 2 restaurants and a bar within walking distance from the unit.
Popular amenities for Anna's Retreat condo rentals
Weekly condo rentals

Come stay where the views steal the show daily!

Sapphire Beach Beachfront W/Generator & Dishwasher

Modern 2 Bedroom Overlooking Magens Bay

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator

B7 - Point Pleasant Resort

Private Pool, Walk to Beach, Renovated, East End

Unplug & Unwind

3 Pools/Sunshine/Caribbean Vacay/Great Family Spot
Pet-friendly condo rentals

Beachfront Oceanview Condo with Private Balcony

Villa w/ Pool, AC, 2 King BR, views, Back up power

⛱️2BR 1bath Caribbean Condominium Downtown area

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Sapphire Beach Resort 1BR Family 1

Paradiso Villa

Premium Oceanfront Sapphire Beach Resort & Marina

Dreamy Beachfront Escape!
Condo rentals with a pool

Steps to Sapphire Beach: 1br/2ba Near Red Hook

Generator! Top Floor Condo - 5 mins to Magens

Sapphire 2bd/2bath Penthouse; Marina & ocean views

Seaview in St. Thomas

Amazing Ocean View 2BR/2BA Condo Near Magens Bay

Ocean Front/1BR/1BA/Amazing Views/Fully Remodeled!

Seaside Blue

Birds Eye View
When is the best time to visit Anna's Retreat?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $346 AUD | $346 AUD | $346 AUD | $346 AUD | $346 AUD | $318 AUD | $332 AUD | $332 AUD | $346 AUD | $332 AUD | $332 AUD | $346 AUD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about condo rentals in Anna's Retreat

Total holiday rentals
Explore 40 holiday rentals in Anna's Retreat

Nightly prices starting at
Anna's Retreat holiday rentals start at $153 AUD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Anna's Retreat holiday rentals include Wi-Fi access

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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