Estate Annas Retreat holiday rentals

We found 3,610 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Estate Annas Retreat that are perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Estate Annas Retreat

Showing deals for:1 Jan - 8 Jan

Exterior detail
Pool
Living area
Room
Exceptional
(5 reviews)

Changes in Latitude 18.3 spacious Mahogany Run condo with ocean views.

St. Thomas

8% off
AU$4,290
for 7 nights, 1 apartment
AU$613 per night
includes taxes & fees
Changes in Latitude 18.3 spacious Mahogany Run condo with ocean views.
Pathway to the airstream 😎
Incredible view of Caribbean Sea.
Exterior
Dinette table east view to St. John.
Exceptional
(33 reviews)

Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets

St. Thomas

9% off
AU$1,280
for 7 nights, 1 home
AU$183 per night
includes taxes & fees
Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets
Dining
Our coconut tree. We have seen giant barracuda, eagle rays, sting rays, turtles
Living area
Approach to the house - plenty of parking.
Exceptional
(36 reviews)

SPECIAL PRICING! !!

St. Thomas

8% off
AU$6,422
for 7 nights, 1 villa
AU$917 per night
includes taxes & fees
SPECIAL PRICING! !!
Living area
Beach
Dining
Spacious balcony with amzing ocean view
Exceptional
(19 reviews)

Playcation in Paradise villa with endless water view

St. Thomas

12% off
AU$8,647
for 7 nights, 1 home
AU$1,235 per night
includes taxes & fees
Playcation in Paradise villa with endless water view
The Beach Bar with live music and grill on the property
Pool
Socially distant beach bar food menu and pickup area
Socially distancing beach bar area for taking a drink or lunch to the beach
Exceptional
(65 reviews)

Beach, Bed and Beyond! WiFi included , New Tiled Shower!

St. Thomas

9% off
AU$4,197
for 7 nights, 1 apartment
AU$600 per night
includes taxes & fees
Beach, Bed and Beyond! WiFi included , New Tiled Shower!
Swimming in the pool and listening to the waves...the perfect relaxing afternoon
View from patio never gets old...you hear the waves at all times.
Newly furnished and freshly painted studio right on the ocean.
View from patio
Exceptional
(30 reviews)

CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves

St. Thomas

8% off
AU$2,645
for 7 nights, 1 apartment
AU$378 per night
includes taxes & fees
CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves
Gather around this inviting dining table with vibrant island touches.
Relax in a spacious open-concept living area with island charm.
Skip the rental counter. Our Jeep Wrangler can be waiting for you.
Living area
Exceptional
(5 reviews)

Island Oasis Near Magens Bay Beach• Backup Power

St. Thomas

7% off
AU$3,538
for 7 nights, 1 home
AU$505 per night
includes taxes & fees
Island Oasis Near Magens Bay Beach• Backup Power
Fully equipped kitchen
From the balcony
Bedroom
Hummingbirds flock these flowers
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
AU$3,788
for 7 nights, 1 apartment
AU$541 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
Living area
Outdoor dining
Property grounds
Interior
Exceptional
(5 reviews)

The Ampersand Garden Villa: Romantic, Artful Luxury

St. Thomas

13% off
AU$5,010
for 7 nights, 1 villa
AU$716 per night
includes taxes & fees
The Ampersand Garden Villa: Romantic, Artful Luxury
Exterior detail
Exterior
Interior
Room
Exceptional
(19 reviews)

Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖

St. Thomas

7% off
AU$1,925
for 7 nights, 1 apartment
AU$275 per night
includes taxes & fees
Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖
Living area
Terrace/patio
Exterior detail
Exceptional
(12 reviews)

Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤

St. Thomas

7% off
AU$2,491
for 7 nights, 1 home
AU$356 per night
includes taxes & fees
Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Estate Annas Retreat getaway

Learn about the unique charm of Estate Annas Retreat with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Estate Annas Retreat

Do you want to discover top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Estate Annas Retreat a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mahogany Run Golf Course (1.6 mi / 2.6 km)
  • The Self Centre (6.6 mi / 10.6 km)

Exploring the natural landscape of Estate Annas Retreat

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Estate Annas Retreat is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Sapphire Beach (2.5 mi / 4.1 km)
  • Coki Point Beach (1.4 mi / 2.3 km)
  • Wyndham Sugar Bay Beach (1.5 mi / 2.4 km)
  • Lindquist Beach (1.9 mi / 3.1 km)
  • Bolongo Bay (2.2 mi / 3.6 km)
  • Frenchman's Bay (2.3 mi / 3.7 km)

Travelling to and around Estate Annas Retreat

The nearest airport is in St. Thomas (SPB-St. Thomas Seaplane Base), located 3.5 mi (5.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into St. Thomas (STT-Cyril E. King), which is 5.6 mi (8.9 km) away.

Frequently asked questions

What is the best area to stay in Estate Annas Retreat when booking a holiday rental?
When considering where to stay in Estate Annas Retreat, the surrounding area offers a charming and tranquil experience that appeals to many holidaymakers. One of the standout neighbourhoods nearby is Red Hook, known for its vibrant setting and a variety of dining options. Here, you can enjoy fresh seafood at local restaurants while taking in picturesque views of the marina. Additionally, the nearby beaches, such as Sapphire Beach, provide a superb opportunity for relaxation and water sports, making it a fantastic spot for both families and couples.Another appealing area is the East End, which features stunning coastal scenery and access to some of the Virgin Islands' best beaches. In this region, you'll find attractions like the famous Coral World Ocean Park, where visitors can learn about marine life and even interact with some sea creatures. The East End is also home to several holiday rentals that cater to different budgets, providing a range of options for those looking to immerse themselves in the local culture while enjoying the beautiful surroundings.
What are the top attractions in Estate Annas Retreat?
In Estate Annas Retreat, visitors can enjoy a variety of attractions that highlight the natural beauty and cultural richness of the U.S. Virgin Islands. The nearby Magens Bay Beach, renowned for its stunning white sands and crystal-clear waters, is great for sunbathing and water sports. The beach is often regarded as one of the most picturesque in the Caribbean and offers facilities for visitors.For those interested in local history and culture, the estate is close to Charlotte Amalie, the capital of the U.S. Virgin Islands, where you can explore historic sites such as Fort Christian and the Blackbeard's Castle. The lively waterfront area features shops, restaurants, and vibrant markets, providing a taste of local life.Additionally, the estate is conveniently located for access to the Virgin Islands National Park on nearby St. John, offering hiking trails, snorkeling opportunities, and breathtaking views of the surrounding landscape.
Are all fees included in the Estate Annas Retreat holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Estate Annas Retreat holiday homes with parking?
Stayz offers a wide selection of holiday homes in Estate Annas Retreat with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Estate Annas Retreat holiday homes?
You can find great discounts on holiday homes in Estate Annas Retreat on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Estate Annas Retreat holiday home booking on Stayz?
To find Estate Annas Retreat holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Estate Annas Retreat?
A long-stay holiday home in Estate Annas Retreat is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Estate Annas Retreat holiday home?
Book your Estate Annas Retreat holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Estate Annas Retreat?
Prices for holiday homes in Estate Annas Retreat vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Estate Annas Retreat to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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