
Condo holiday rentals in Anna's Retreat
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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 $160 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!
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!

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

So close you can taste the ocean - PRIME Location
Welcome to our FANTASTIC oceanfront condo at Watergate Villas. When it comes to your vacation, as they say in real estate, it's location, location, location! As you can see from our pictures, this unit's prime location is just 30 feet from the OCEAN. If you want to be closer to the water, you are going to need a BOAT. Take a look at the fabulous view from our unit....you will hear the waves every minute of every day. This is the PERFECT location for your stay in America's tropical paradise.

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!

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.

Pack your Bathing Suit! Warm Weather & Sunshine!
Perfect Romantic Vacation Spot! Spacious 1BR/2BA -Book Now and take advantage of our Spring 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. 3 Pools/Nature trail/Intimate Sugar Beach/2 Restaurants/Gated Community. Rent a car/Explore the island & beaches! Red Hook & St. John Ferry 5 mins away. Beach Chairs & Towels, Bring Your Bathing Suits & Sunscreen!

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.

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

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.

Stunning Ocean View w/Balcony~Shades of Sapphire~
Beautiful ocean view, top floor studio with balcony at Sapphire Village is perfect for two guest and features a queen size bed. Kitchen and private balcony with spectacular views. Five minute walk to Sapphire Beach, two large pools, two great casual restaurants, coffee shop, taxi stand, and laundromat all on site. The marina has several day excursion options to keep your days full. Sailing trips, parasailing, or rent a wave runner. Everything you need is right on the property.

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! 🌴
Popular amenities for Anna's Retreat condo rentals
Weekly condo rentals

Charming Beach Condo | Balcony | 2 Pools & Beach

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

Sea Dreams at Regatta Point Villas

HarborView @ Sapphire Beach *NEW Condo Listing*

5 mins to Magens + 15 mins to STJ ferry

Ocean views from every room!

Beachfront • King • W/D • By RH • Pool • Marina

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
Pet-friendly condo rentals

Beachfront Oceanview Condo with Private Balcony

⛱️2BR 1bath Caribbean Condominium Downtown area

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Beachfront Villa Emerald | Generator, TOP FLOOR!

Paradiso Villa

Premium Oceanfront Sapphire Beach Resort & Marina

Dreamy Beachfront Escape!

Sunset Villa Studio Condo at The Hills Saint John
Condo rentals with a pool

Summer Specials! Stay in Paradise! Book Now!

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

Modern 2 Bedroom Overlooking Magens Bay

Generator! Top Floor Condo - 5 mins to Magens

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

Seaview in St. Thomas

2025 Renovated • On Sapphire Beach • King Bed

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator
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 | $289 AUD | $361 AUD | $363 AUD | $361 AUD | $361 AUD | $332 AUD | $347 AUD | $347 AUD | $361 AUD | $347 AUD | $347 AUD | $361 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 |
Destinations to explore
- Rentals with pools Anna's Retreat
- Rentals with outdoor seating Anna's Retreat
- Rentals with beach access Anna's Retreat
- Apartment rentals Anna's Retreat
- Rentals with a patio Anna's Retreat
- Rentals with a washing machine and dryer Anna's Retreat
- Family-friendly rentals Anna's Retreat
- Guesthouse rentals Anna's Retreat
- Fitness-friendly rentals Anna's Retreat
- Rentals with a hot tub Anna's Retreat
- Condo rentals U.S. Virgin Islands
- Flamenco Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Cane Bay
- Coral World Ocean Park
- Isla Palomino
- Cond Marina Lanais
- Paradise Point Tranway
- Cruz Bay
- Brewers Bay Beach
- Lindquist Beach
- Point Udall





