Estate Annas Retreat holiday homes

We found 3,566 holiday rentals — enter your dates for availability
Discover a selection of 7 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:27 Nov - 4 Dec

Living area
Our coconut tree. We have seen giant barracuda, eagle rays, sting rays, turtles
Approach to the house - plenty of parking.
Interior
Exceptional
(36 reviews)

SPECIAL PRICING! !!

St. Thomas

8% off
NZ$7,548
for 7 nights, 1 villa
NZ$1,078 per night
includes taxes & fees
SPECIAL PRICING! !!
View of Caribbean Sea from the comfort of your bed. ☺️
Incredible view of Caribbean Sea.
Pathway to the airstream 😎
Dinette table east view to St. John.
Exceptional
(33 reviews)

Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets

St. Thomas

9% off
NZ$1,493
for 7 nights, 1 home
NZ$213 per night
includes taxes & fees
Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets
Kitchen/Dining
Down Island View!
Bathroom
Room
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
NZ$6,365
for 7 nights, 1 apartment
NZ$909 per night
includes taxes & fees
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
Dining
Room
Terrace/patio
Living area
Exceptional
(14 reviews)

Stylish Suite💎 ❤️of Downtown AC WiFi 10 minute drive to 🏖 Historical area

St. Thomas

7% off
NZ$2,200
for 7 nights, 1 apartment
NZ$314 per night
includes taxes & fees
Stylish Suite💎 ❤️of Downtown AC WiFi 10 minute drive to 🏖 Historical area
Dining
Outdoor dining
Living area
The Villa Michelle in Caret Bay offers luxury, charm, and comfort for up to 13.
Exceptional
(17 reviews)

The Villa Michelle•Luxury•Ocean Views•Heated Salt Pool•Outdoor Living

St. Thomas

7% off
NZ$14,556
for 7 nights, 1 villa
NZ$2,079 per night
includes taxes & fees
The Villa Michelle•Luxury•Ocean Views•Heated Salt Pool•Outdoor Living
Another view from the kitchen window.
Sandy Spit - One of the many daytrip locations availble with a boat rental.
Pool
It's always sunny at Watergate Villas unit 1610
Exceptional
(62 reviews)

READ MY REVIEWS! Vacation in style right on the ocean ABSOLUTELY THE BEST!

St. Thomas

8% off
NZ$3,471
for 7 nights, 1 apartment
NZ$496 per night
includes taxes & fees
READ MY REVIEWS! Vacation in style right on the ocean ABSOLUTELY THE BEST!
Room
Dining
Interior
Living area
Exceptional
(7 reviews)

Oceanfront Sunrise Escape + Backup Power & 3 Pools

St. Thomas

8% off
NZ$2,890
for 7 nights, 1 apartment
NZ$413 per night
includes taxes & fees
Oceanfront Sunrise Escape + Backup Power & 3 Pools
Interior
Interior
Private kitchen
Aerial view
Excellent
(20 reviews)

Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

St. Thomas

5% off
NZ$2,256
for 7 nights, 1 villa
NZ$322 per night
includes taxes & fees
Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
Room
Deck at night
Dining table
Private kitchen
Exceptional
(70 reviews)

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

St. Thomas

8% off
NZ$9,530
for 7 nights, 1 home
NZ$1,361 per night
includes taxes & fees
3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor
Fully equipped kitchen
From the balcony
Bedroom
Overlooking the ocean
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
NZ$4,499
for 7 nights, 1 apartment
NZ$643 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
Private kitchen
Property grounds
Interior
Pool
Exceptional
(9 reviews)

Spectacular Oceanfront Villa: Stunning Views, Breezes, Serenity, and Pristine!

St. Thomas

8% off
NZ$3,392
for 7 nights, 1 apartment
NZ$485 per night
includes taxes & fees
Spectacular Oceanfront Villa: Stunning Views, Breezes, Serenity, and Pristine!
British Virgin Islands in the distance. Bring your passport!!!!
Overlook in St John. Just a short ferry ride away from the condo
Balcony overlooking the marina
Dining for 4. Invite your friends for dinner and cocktails.
Exceptional
(14 reviews)

Welcome To YOUR CARIBBEAN DREAM

St. Thomas

8% off
NZ$2,751
for 7 nights, 1 apartment
NZ$393 per night
includes taxes & fees
Welcome To YOUR CARIBBEAN DREAM
Exterior detail
Exterior
Room
Interior
Exceptional
(19 reviews)

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

St. Thomas

7% off
NZ$2,200
for 7 nights, 1 apartment
NZ$314 per night
includes taxes & fees
Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖
The patio and beach right in front of you!
Pool
Socially distancing beach bar area for taking a drink or lunch to the beach
The Beach Bar with live music and grill on the property
Exceptional
(65 reviews)

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

St. Thomas

9% off
NZ$4,822
for 7 nights, 1 apartment
NZ$689 per night
includes taxes & fees
Beach, Bed and Beyond! WiFi included , New Tiled Shower!
Private kitchen
Pool
Dining
Outdoor dining
Exceptional
(96 reviews)

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

St. Thomas

7% off
NZ$5,135
for 7 nights, 1 apartment
NZ$734 per night
includes taxes & fees
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
Kitchen area has all appliances needed for in house meals.
Balcony view with direct views of marina, St John’s , and BVIs.
 California King bed
The Sapphire Village complex.
Exceptional
(38 reviews)

Beachtime! Top Floor End Unit Studio Overlooking Marina!

St. Thomas

8% off
NZ$2,814
for 7 nights, 1 apartment
NZ$402 per night
includes taxes & fees
Beachtime! Top Floor End Unit Studio Overlooking Marina!
Pool- short walk from home.  You can see pool from balcony.
Balcony View overlooks 3 bays- Great Cruz Bay- Westin, Hart Bay & Chocolate Hole
Living Room and Kitchen
Kitchen has traditional coffee pot, Keurig pod,  blender, wine glasses & spices.
Exceptional
(134 reviews)

TRANQUIL BREEZE [3 BR - 3 BA] Best Views & Location- Close to Town & Generator

St. John

8% off
NZ$8,840
for 7 nights, 1 villa
NZ$1,263 per night
includes taxes & fees
TRANQUIL BREEZE [3 BR - 3 BA] Best Views & Location- Close to Town & Generator
Living area
Property grounds
Living area
Interior
Exceptional
(5 reviews)

The Ampersand Sky Villa: Iconic, Artful Luxury

St. Thomas

13% off
NZ$6,251
for 7 nights, 1 villa
NZ$893 per night
includes taxes & fees
The Ampersand Sky Villa: Iconic, Artful Luxury
Interior
Exterior
Property grounds
Living area
Exceptional
(20 reviews)

Home with panoramic views with access to private beach!

St. Thomas

8% off
NZ$21,802
for 7 nights, 1 villa
NZ$3,115 per night
includes taxes & fees
Home with panoramic views with access to private beach!
Private kitchen
Living area
Interior
Marina
Exceptional
(101 reviews)

Sapphire Dominica-Gorgeous View Walk to beach

St. Thomas

7% off
NZ$3,108
for 7 nights, 1 apartment
NZ$444 per night
includes taxes & fees
Sapphire Dominica-Gorgeous View Walk to beach
Exterior detail
Terrace/patio
Living area
Exceptional
(12 reviews)

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

St. Thomas

8% off
NZ$2,884
for 7 nights, 1 home
NZ$412 per night
includes taxes & fees
Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤
Living area
Property grounds
Room
Private kitchen
Exceptional
(12 reviews)

Beautiful Villa on Point Pleasant Resort

St. Thomas

8% off
NZ$9,204
for 7 nights, 1 villa
NZ$1,315 per night
includes taxes & fees
Beautiful Villa on Point Pleasant Resort
Beach Bar
Pool
2nd floor sofa bed.
Bar (on property)
Exceptional
(191 reviews)

Corner Villa with Stunning Sapphire Bay Views – Sleeps 6 w/Backup Generator.

St. Thomas

8% off
NZ$4,639
for 7 nights, 1 apartment
NZ$663 per night
includes taxes & fees
Corner Villa with Stunning Sapphire Bay Views – Sleeps 6 w/Backup Generator.
Gorgeous outdoor deck on the sand!
The Pool
Exterior
Gorgeous Sapphire beach resort.
Exceptional
(13 reviews)

Sapphire Beach Resort Rental

St. Thomas

21% off
NZ$6,776
for 7 nights, 1 apartment
NZ$968 per night
includes taxes & fees
Sapphire Beach Resort Rental
  • 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. Sapphire Beach and Trunk Bay are just a couple of the must-see attractions in the area. 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)
  • Trunk Bay (7.8 mi / 12.5 km)
  • Virgin Islands National Park (9.3 mi / 14.9 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)

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 most popular type of holiday home accommodation in Estate Annas Retreat?
The most sought-after types of holiday homes in Estate Annas Retreat are condos. After something a little different? Bookabach offers a variety of options to match our guests' diverse needs, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Estate Annas Retreat?
The average price for a holiday home in Estate Annas Retreat can vary based on factors like property type, length of stay and time of year. Whether you're in search of a sprawling villa with space for the whole family or a cosy cottage for just you and your sweetheart, just add your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in Estate Annas Retreat?
Prices for beach houses in Estate Annas Retreat differ depending on the style and size of the property and when you're travelling. Just enter your travel dates into Bookabach and the number of guests to view your options and prices. From there you can use the filters to narrow your search by nearby activities, amenities, ratings and more.
Are there pet-friendly holiday homes in Estate Annas Retreat?
With seven holiday homes that host pets, your furry buddy can join in the fun on your Estate Annas Retreat break. Use the filter tool to search our pet-friendly holiday homes and find your pawfect holiday home on Bookabach.
Can I rent a house with a pool in Estate Annas Retreat?
Add an extra element of fun to your getaway by booking one of the five houses with a private pool in Estate Annas Retreat. Use our handy search filter to find the kind of property you want on Bookabach, and then spend carefree days splashing about in a swimming pool that's exclusively for you.
What are popular home amenities in Estate Annas Retreat?
The most popular home amenities people are looking for in Estate Annas Retreat include a garden, a beach view and an ocean view. Whether you're hitting the road with buddies, family or even pets, Bookabach holiday homes feature the best amenities for chilling out with the people that matter most.
Are there holiday homes in Estate Annas Retreat that welcome kids?
Estate Annas Retreat has seven family-friendly holiday homes to pick from. And tracking down a stay that welcomes kiddos is a cinch with Bookabach's "Properties good for families" filter. As well as having the entire place to yourselves, you'll also get access to amenities and perks like bunk beds, full kitchens and private pools.
What are the top attractions for families in Estate Annas Retreat?
There are loads of exciting things to see and do with the family in Estate Annas Retreat, such as:
  • Sapphire Beach
  • Trunk Bay
  • Coki Point Beach
Are there one-bedroom holiday homes in Estate Annas Retreat?
Yes, you'll find four one-bedroom properties in Estate Annas Retreat to choose from. A one-bedroom holiday home is a superb choice if it's only the two of you or if you're holidaying solo. Toss in more convenience, space and privacy compared to a hotel, and you're bound to have a getaway to remember.
Can I find two-bedroom holiday homes in Estate Annas Retreat?
Estate Annas Retreat has four two-bedroom holiday homes that you can choose from. Discover a holiday home with all the space and comfort you want at a price that's hard to resist on Bookabach.
Are there holiday homes with WiFi in Estate Annas Retreat?
Whether you want to stay in touch with world events, reply to emails or surf social media, there are four holiday homes with WiFi in Estate Annas Retreat. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Estate Annas Retreat?
Select your travel dates and then use the filter tool to view holiday homes with ac in Estate Annas Retreat on Bookabach. With seven air-conditioned properties on offer here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in Estate Annas Retreat?
You'll have to check with the Estate Annas Retreat holiday home you want on Bookabach as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Estate Annas Retreat for?
The length of time you can book a holiday home in Estate Annas Retreat varies according to the property. Simply enter your desired travel dates to view a list of options offering extended stays. With plenty of features like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere just right to call your home away from home in Estate Annas Retreat.