Anna's Retreat Holiday Rentals

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Holiday 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, (1195)
"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 NZ$354
per night
21 Jun - 22 Jun
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)
"It was better than expected "
The price is NZ$405
per night
21 Jun - 22 Jun
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, (1192)
"Everything was great except i almost fell through a manhole in-between two buildings"
The price is NZ$1,101
per night
8 Jul - 9 Jul
Secret Harbour Beach Resort
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, (429)
"Beautiful spot overlooking Magens Bay. Two pools and a great little bar and restaurant with lots of friendly people. Shower has almost no water pressure and no coffee in the room. Plus the safe did not work. But the beautiful pool area and the people who work here made up for it. "
The price is NZ$257
per night
23 Jun - 24 Jun
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)
"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)
"The views were amazing! Pool was clean and not overly crowded. There was no kid/child pool, as advertised online."
The price is NZ$351
per night
20 Jun - 21 Jun
Pirates Pension at Bluebeard's Castle by Capital Vacations
Sapphire Beach Resort
On the beach, scuba diving, snorkelling, beach volleyball
Sapphire Beach Resort
3.0 star property
6.8 out of 10, (244)
"Everyone there was friendly and helpful"
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)
"Wonderful stay and friendly staff."
The price is NZ$1,573
per night
18 Jun - 19 Jun
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)
"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)
"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)
"Amazing property and helpful staff. "
The price is NZ$1,057
per night
12 Jul - 13 Jul
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)
"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)
"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
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)
"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)
"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)
"Wonderful stay with an updated condo that was on a beautiful beach. "
Beachfront Villas at Crystal Cove
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
Beach
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
10.0 out of 10, Exceptional, (174)
"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)
"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)
"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.

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)
"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, (1437)
"Awesome Awesome Staff."
Margaritaville Vacation Club by Wyndham - St. Thomas
The Westin Beach Resort & Spa at Frenchman's Reef
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Beach Resort & Spa at Frenchman's Reef
4.5 star property
8.0 out of 10, Very good, (1011)
"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 NZ$674
per night
30 Jun - 1 Jul
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Anna's Retreat holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Anna's Retreat. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Anna's Retreat. Seeing all the best attractions is bound to make you fall in love with Anna's Retreat. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Anna's Retreat short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Anna's Retreat?

Yes, there are holiday rentals close to the most popular sights in Anna's Retreat, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Anna's Retreat has to offer?

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

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

Expedia has 16 holiday 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 wider area.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Anna's Retreat. Holiday rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.

Recent reviews of Anna's Retreat properties
Expedia verified reviews

Emerald Beach Resort

Emerald Beach Resort

5/5 Excellent
"Very nice beach! Great beach bar and restaurant. Nice pool. Downsides? The airport is right next door so you hear the planes. But it’s not that busy so it’s not too bad. In fact you can walk to the hotel from the airport. About 300 yards. "
A verified traveller from Seal Beach stayed at Emerald Beach Resort
Posted 2 days ago
Emerald Beach Resort