
Holiday houses in Anna's Retreat
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Top-rated holiday rentals in Anna's Retreat
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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

(Upper Level) Peaceful Getaway in Frenchman Bay
Indulge in the serenity of our Rock City retreat, where breathtaking ocean views meet refined comfort. Enjoy the patio, WiFi, AC, and eco-friendly solar energy. Ideally situated for families and travelers alike, our haven is close to Morningstar Beach, Westin conferences, and Havensight shopping. For added convenience, rent an SUV or utilize taxi services. Click on our Group Villa listing which offers ample space for up to 15 guests. For a seamless stay, review listing details and house rules.

Hillside Hideaway
Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Tropical Modern Loft | SoHo Style | Concierge
Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep
This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

Stylish & Luminous 2BR-spectacular water views!
Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

OceanView! 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

Sailfish Villa Beachfront Magens Bay, St Thomas!
Private beachfront villa on world-famous Magens Bay Beach! Sailfish Villa is a 5BR/4.5BA oceanfront property with direct beach access. This listing features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach.

Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Epic View - Spacious 1 King 1 Queen 2 BDRM Suite
Welcome to Epic View, a place to enjoy a bit of Paradise. Wake up to a beautiful sunrise and 180 degree view of the surrounding islands. This brand new two bedroom, one bathroom suite, overlooks Sapphire beach and Lindquist beach, which are a 3 minute drive away. Redhook, St. John Ferry, BVI Ferries, restaurants, and grocery stores are just a 5 minute drive away. Epic View is also in close proximity to horseback riding, Coral World Park, and other beaches.

Hilltop Paradise Vacation Package with Jeep
Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.

Esperance~Pool~New~National Park
Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.
Popular amenities for Anna's Retreat holiday rentals
Other great holiday rentals in Anna's Retreat

Heavenly Harmony II "Your Home in Paradise"

Palm Shade Escape –Annas Retreat (Lower Level)

Paradise with Exquisite Ocean View

Paradise at Luxurious Bluebeards Castle Resort

5 mins to Magen's Bay! Near ferry & restaurants

Eau Claire- Magens Bay Affordable Beachfront Villa

Tropical Sands | Elysian Beach Resort | St. Thomas

Unplug & Unwind
When is the best time to visit Anna's Retreat?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $332 AUD | $325 AUD | $332 AUD | $332 AUD | $325 AUD | $311 AUD | $320 AUD | $327 AUD | $320 AUD | $303 AUD | $311 AUD | $318 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Anna''s Retreat?
Anna''s Retreat has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Anna''s Retreat?
Experience the best of Anna''s Retreat with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Anna''s Retreat?
Yes! Work meets play with ease at over 50 vacation rentals in Anna''s Retreat featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Anna''s Retreat condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 condo rentals with pools in Anna''s Retreat, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Anna''s Retreat have air conditioning?
Absolutely! We offer over 50 condo rentals with air conditioning in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Anna''s Retreat have a kitchen?
Absolutely! We offer over 40 condo rentals with a kitchen in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Anna''s Retreat have wifi?
Absolutely! We offer over 50 condo rentals with wifi in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Anna''s Retreat have free parking?
Absolutely! We offer over 40 condo rentals with free parking in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Anna's Retreat

Total holiday rentals
Explore 110 holiday rentals in Anna's Retreat

Nightly prices starting at
Anna's Retreat holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 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

4.8 Average rating
Anna's Retreat stays are highly rated by guests—averaging 4.8 out of 5!
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- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Lindquist Beach
- Cond Marina Lanais
- Cane Bay
- Isla Palomino
- Paradise Point Tranway
- Brewers Bay Beach
- Point Udall




