Anna's Retreat Vacation Rentals

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Vacation Rentals in Anna's Retreat

Hilltop Villas at Bluebeard's Castle by Capital Vacations
Aerial view
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, 1,191 reviews
"Amazing location and best views on the island .. Modern rooms on historical property. The rooms were large and clean. Would def stay here again. "
The price is $186
$231 total
includes taxes & fees
Jun 21 - Jun 22
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Castle Villas at Bluebeard's by Capital Vacations
View from property
Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very Good, 797 reviews
"It was better than expected "
The price is $202
$251 total
includes taxes & fees
Jun 21 - Jun 22
Castle Villas at Bluebeard's by Capital Vacations
Secret Harbour Beach Resort
On the beach, white sand, sun loungers, beach umbrellas
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, 1,190 reviews
"Everything was great except i almost fell through a manhole in-between two buildings"
The price is $548
$676 total
includes taxes & fees
Jul 8 - Jul 9
Secret Harbour Beach Resort
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Flamboyan on the Bay Resort and Villas
Premium Studio | Terrace/patio
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, 427 reviews
"Love"
The price is $129
$158 total
includes taxes & fees
Jun 19 - Jun 20
Flamboyan on the Bay Resort and Villas
Gallows Point Resort
Exterior
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, 474 reviews
"Close to everything , beautiful views, clean and nice restaurant on site "
Gallows Point Resort
Pirates Pension at Bluebeard's Castle by Capital Vacations
Exterior
Pirates Pension at Bluebeard's Castle by Capital Vacations
3.0 star property
8.4 out of 10, Very Good, 565 reviews
"The views were amazing! Pool was clean and not overly crowded. There was no kid/child pool, as advertised online."
The price is $191
$234 total
includes taxes & fees
Jun 20 - Jun 21
Pirates Pension at Bluebeard's Castle by Capital Vacations
Sapphire Beach Resort
On the beach, scuba diving, snorkeling, beach volleyball
Sapphire Beach Resort
3.0 star property
6.8 out of 10, 244 reviews
"Weather was amazing...spent lots of time relaxing at the beach! The scenery was breathtaking. We met folks from various places across the U.S....frìendly and interesting! This experience is one that enhances our book of life's memories. "
Sapphire Beach Resort
Marriott's Frenchman's Cove
Exterior
Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, 161 reviews
"Wonderful stay and friendly staff."
The price is $859
$966 total
includes taxes & fees
Jun 16 - Jun 17
Marriott's Frenchman's Cove
Virgin Islands Campground
Beach nearby, white sand, sun loungers, beach umbrellas
Virgin Islands Campground
2.0 star property
9.4 out of 10, Exceptional, 110 reviews
"Had an excellent time! It was our first time camping and I am definitely more comfortable with showers and facilities rather than setting up a tent. The owners were excellent and the locals are so friendly! Highly recommend this place, but definitely bring industrial strength bug spray"
Virgin Islands Campground
Sapphire Village Resort by Antilles Resorts
Aerial view
Sapphire Village Resort by Antilles Resorts
3.0 star property
6.2 out of 10, 290 reviews
"Beautiful views, right on the beach "
Sapphire Village Resort by Antilles Resorts
Suite St. John at Gallows Point Resort
View from property
Suite St. John at Gallows Point Resort
4.0 star property
8.8 out of 10, Excellent, 83 reviews
"Amazing property and helpful staff. "
The price is $425
$649 total
includes taxes & fees
Jul 12 - Jul 13
Suite St. John at Gallows Point Resort
Sapphire Beach Villa
Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Terrace/patio
Sapphire Beach Villa
3.5 star property
9.4 out of 10, Exceptional, 40 reviews
"Sudi's was good and very comvenient."
Sapphire Beach Villa
Private Paradise! One level, panoramic views from every room!
Property grounds
Private Paradise! One level, panoramic views from every room!
10.0 out of 10, Exceptional, 114 reviews
"We thoroughly enjoyed our time at this wonderful house on St. Thomas. It was very spacious and clean. Everything worked great, including A/C, and there is even a back-up generator for when the power goes out - it happens periodically in St. Thomas. The house also had a nice collection of beach chairs, coolers, snorkeling gear, floats, and other helpful things that we used when we went to the various beaches. The beach down the hill from the house is only accessible with a 4WD vehicle, but it is...
Private Paradise! One level, panoramic views from every room!
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
Studio | Pool | Outdoor pool
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
3.0 star property
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
Pool
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
9.4 out of 10, Exceptional, 68 reviews
"Great view from the balcony and very close to a beautiful beach! "
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
Beach nearby, sun loungers, beach towels
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
9.4 out of 10, Exceptional, 21 reviews
"Loved the pools,grounds,n room. The hot tub wasnt hot but I enjoyed my stay during Carnival Week! did"
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
Beachfront Villas at Crystal Cove
On the beach, white sand, sun loungers, beach towels
Beachfront Villas at Crystal Cove
4.0 star property
9.4 out of 10, Exceptional, 102 reviews
"Such a great experience upon arrival. Concierge, Gorety met us in the parking lot. She provided a tour of the property and was available if needed. The outside of the property may be a turn off due age and simply the weather can be tough on the exterior; however you open the door and this place was amazing - nice upgrades throughout. The walk to the beach is 2 min - take your coolers, backpack cooler if you have one. The restaurants have amazing food - from good ole burgers to Chilean Sea...
Beachfront Villas at Crystal Cove
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
Beach | On the beach, sun loungers, beach towels
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
10.0 out of 10, Exceptional, 174 reviews
"This was our second time staying in the same condo. We wont stay anywhere else! Its so clean, convenient, and so much fun!!!"
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
Smart TV
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
10.0 out of 10, Exceptional, 13 reviews
"Fantastic location in Chocolate Hole. The Villa itself is clean, bright, high-tech and furnished with high-end appliances and thoughtful detail, such as a Keurig cubby upstairs and robes in the closets. The villa is just Steps from a beach to snorkel. Our master bedroom was huge with high ceilings. The master bedroom balcony was spacious and provided a view of the bay. We played many card games at night and sipped coffee in the morning. Snorkel equipment and beach chairs are provided to use....
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
Slice of Paradise - RIGHT ON THE WATER! ...60 second walk to the beach
On the beach, beach towels
Slice of Paradise - RIGHT ON THE WATER! ...60 second walk to the beach
9.4 out of 10, Exceptional, 61 reviews
"So. The condo is a bit older and worn out. It straight up needs updating. BUT it is pretty clean, lots of extras like spices, coffee, filters and dish soap. Extra TP and paper towels are super nice to have. The location is fantastic if u r looking for something more relaxed and out of the way but it is only walkable to Mim's and Iggy's. Mim's is fantastic but pricey. Iggy's is more laid back. The patio doors stick something terrible but I mean we stayed out on the balcony ALOT. The living room...
Slice of Paradise - RIGHT ON THE WATER! ...60 second walk to the beach
Don't see what you're looking for?
See all available properties in Anna's Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Annas Retreat Vacation Rental Travel Info

Number of vacation rentals
128
Popular accommodation
Anna's Retreat private vacation homes
Known landmarks
Sapphire Beach, Coki Point Beach and Coral World Ocean Park
International airport
St. Thomas (STT-Cyril E. King)

Other types of properties in Anna's Retreat you may be interested in

Tillett Gardens Guest House
Terrace/patio
Tillett Gardens Guest House
3.0 star property
6.6 out of 10, 7 reviews
"Great place for a budget solo traveler! Safaris make it easier to get around the island on a budget!"
Tillett Gardens Guest House
Margaritaville Vacation Club by Wyndham - St. Thomas
Porch
Margaritaville Vacation Club by Wyndham - St. Thomas
4.0 star property
8.0 out of 10, Very Good, 1,434 reviews
"It was good overall"
Margaritaville Vacation Club by Wyndham - St. Thomas
The Westin Beach Resort & Spa at Frenchman's Reef
3 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Beach Resort & Spa at Frenchman's Reef
4.5 star property
8.0 out of 10, Very Good, 1,006 reviews
"Beautiful place. Friendly staff. Great places to eat. Infinity pool was gorgeous. Only issues were air conditioning wasnt working well throughout the hotel and the beach is public, not Westin. The Hotel by the beach (sister hotel to Westin) came and made us go to the public side. Little embarrassing. "
The price is $360
$489 total
includes taxes & fees
Jun 29 - Jun 30
The Westin Beach Resort & Spa at Frenchman's Reef
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Anna's Retreat vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna's Retreat vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna's Retreat vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna's Retreat vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna's Retreat. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna's Retreat in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna's Retreat rentals

At Expedia, we put the best Anna's Retreat vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna's Retreat rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna's Retreat vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna's Retreat. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Anna's Retreat?

Yes, you can find vacation rentals close to the most popular local attractions in Anna's Retreat, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Anna's Retreat?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: Visitors like this Anna's Retreat vacation home rental. It is located in the mountains and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Anna's Retreat?

Expedia has 16 vacation rentals for your stay in Anna's Retreat.

What’s there to see and do in Anna's Retreat?

Cultural attractions include Pistarckle Theater, whereas Virgin Islands National Park is a spot to enjoy nature. Mahogany Run Golf Course and Skyride to Paradise Point are a couple of places you'll find in the larger area.

What’s a vacation rental in Anna's Retreat like?

A vacation rental is a private property you can book for a few weeks or just a few days in Anna's Retreat. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.

Recent reviews of Anna's Retreat properties
Expedia verified reviews

Hilltop Villas at Bluebeard's Castle by Capital Vacations

Hilltop Villas at Bluebeard's Castle by Capital Vacations

5/5 Excellent
"Amazing location and best views on the island .. Modern rooms on historical property. The rooms were large and clean. Would def stay here again. "
A verified traveler stayed at Hilltop Villas at Bluebeard's Castle by Capital Vacations
Posted 1 day ago
Hilltop Villas at Bluebeard's Castle by Capital Vacations