Holiday houses in Anna's Retreat

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Top-rated holiday rentals in Anna's Retreat

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A beachfront view captures the clear turquoise waters lapping against a rocky shore. Lush palm trees sway gently in the foreground while various buildings line the beach. Rolling green hills rise in the background under a bright blue sky with scattered clouds.
Condo in Southside
4.94 out of 5 average rating, 125 reviews

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.

Guest favourite
A serene beach scene features soft sand leading to clear turquoise waters. Smooth rocks delineate the shoreline, complemented by lush greenery in the background. A staircase ascends from the sand, providing access to the surrounding vibrant landscape and stunning coastal views.
Villa in Saint Thomas
4.92 out of 5 average rating, 139 reviews

Eau Claire- Magens Bay Affordable Beachfront Villa

Villa Eau Claire is a private gated affordable beachfront home directly on Magens Bay. Walk into the water at roughly half the price of any other waterfront home in the Virgin Islands. The property has 4 private individual villas each with breathtaking views of the bay. The Coral Studio is a 1 Bed/1 Bath villa located on a secluded beach in the world-famous Magens Bay. Guests will find the vibrant nightlife, charming boutiques, and fine dining restaurants just a few minutes away from home.

Top Guest favourite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End
5 out of 5 average rating, 194 reviews

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

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Check out our reviews - there's a reason why we're always full!

Top Guest favourite
A small patio area is shown, featuring a round table with two high chairs. Lush greenery is visible in the foreground, with a stunning view of the blue water and distant hills beyond. The sky is bright with clouds scattered throughout.
Condo in East End
4.94 out of 5 average rating, 187 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

Guest favourite
A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.
Condo in East End
4.85 out of 5 average rating, 223 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

Top Guest favourite
A cozy living area is equipped with a dark blue sofa, a stylish lamp, and a wooden TV stand. A vibrant rug is placed on the floor, and natural light filters through the white window curtains. A decorative plant adds a touch of greenery to the space.
Apartment in Saint Thomas
4.98 out of 5 average rating, 203 reviews

Hillside Hideaway

Perfect getaway for island romance, 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.

Top Guest favourite
Condo in Northside
4.99 out of 5 average rating, 157 reviews

VIEWS! Condo by Magen's Beach 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

Guest favourite
A panoramic view showcases the vibrant turquoise waters of the ocean, dotted with small islands in the distance. Lush greenery frames the foreground, while a sailboat floats gently on the water under a sky filled with soft clouds.
Condo in Saint Thomas
4.87 out of 5 average rating, 154 reviews

Million Dollar Views: 2 mins to Beach, Pool, more

One of the BEST places in St Thomas, with a gorgeous kitchen, bathroom, comfortable king bed and teak furniture. This villa is 20 feet over the water, so you see fish swim by and enjoy sounds of the waves below. High end sheets, towels, beach towels, beach chairs, snorkel gear, soap, shampoo, conditioner, plus a new 55" TV and high-speed WiFi. 3 pools and 2 restaurants on property, plus I provide details on all the best beaches, restaurants, bars, stores and more. You will LOVE it!

Top Guest favourite
A marina scene is displayed, featuring a variety of sailboats and yachts moored alongside a serene blue waterway. Lush green palm trees frame the view, while distant islands are visible against a clear sky with a few fluffy white clouds.
Condo in East End
4.99 out of 5 average rating, 229 reviews

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.

Top Guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 129 reviews

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.

Top Guest favourite
The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.
Apartment in Charlotte Amalie
5 out of 5 average rating, 122 reviews

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Guest favourite
A panoramic view captures lush green landscapes and calm waters under a blue sky adorned with fluffy white clouds. The distant horizon features gentle hills, while nearby rooftops offer a glimpse of the surrounding community and natural beauty.
Home in St Thomas
4.96 out of 5 average rating, 270 reviews

Amazing Ocean View with a spectacular location!

With our excellent location close to 2 great beaches and the bars/restaurants, shopping, and grocery stores in Redhook will make your vacation go smoothly. We are 5 minute drive from Redhook on the east end of St Thomas. We are on the $1 Safari route as well. Linquist Beach and Sapphire Beach are both about a 3 minute drive away.

Popular amenities for Anna's Retreat holiday rentals

When is the best time to visit Anna's Retreat?

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Avg. price$388 NZD$380 NZD$388 NZD$388 NZD$380 NZD$363 NZD$373 NZD$381 NZD$373 NZD$353 NZD$363 NZD$371 NZD
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Frequently Asked Questions

  • Are there Anna''s Retreat vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes 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 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.

  • 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.

  • 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 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.

  • What are the most popular amenities for Condo Rentals in Anna''s Retreat?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with air conditioning, over 40 homes with free parking, over 40 homes with a kitchen, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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 $99 NZD 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, Wi-Fi 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!