Anna's Retreat Holiday Rentals

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Holiday Rentals in Anna's Retreat

Aerial view
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1164)
"Beautiful place to vacation 😍 "
Hilltop Villas at Bluebeard's Castle 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, (778)
"It was peace an quiet "
Castle Villas at Bluebeard's by Capital Vacations
On the beach, white sand, sun-loungers, beach umbrellas
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1181)
"Very clean and updated unit."
The price is NZ$1,105
includes taxes & fees
3 Jun - 4 Jun
Secret Harbour Beach Resort
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Exterior
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (472)
"What I liked most about this hotel is its location. It’s a quiet and safe property just outside of town and an easy walk to Cruz Bay."
Gallows Point Resort
Premium Studio | Terrace/patio
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (417)
"We had a great stay at Flamboyan! They were very friendly and accommodating. Our rooms were comfortable and had wonderful views of Magen’s Bay. The steel pan entertainment by Andrew Douglas during dinner was wonderful. I would love to stay again."
The price is NZ$258
includes taxes & fees
1 Jun - 2 Jun
Flamboyan on the Bay Resort and Villas
Exterior
Pirates Pension at Bluebeard's Castle by Capital Vacations
3.0 star property
8.4 out of 10, Very good, (559)
"Beautiful view "
Pirates Pension at Bluebeard's Castle by Capital Vacations
On the beach, scuba diving, snorkelling, beach volleyball
Sapphire Beach Resort
3.0 star property
6.8 out of 10, (241)
"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
Exterior
Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (159)
"Wonderful stay and friendly staff."
The price is NZ$1,579
includes taxes & fees
28 May - 29 May
Marriott's Frenchman's Cove
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
Property grounds
Private Paradise! One level, panoramic views from every room!
10.0 out of 10, Exceptional, (113)
"This villa is absolutely breathtaking! You feel as though you stepped right into dream with the gorgeous views! Every room is perfect and the property owners were the friendliest and most helpful we've ever had! We loved every minute of our stay in STT!"
Private Paradise! One level, panoramic views from every room!
Aerial view
Sapphire Village Resort by Antilles Resorts
3.0 star property
6.2 out of 10, (288)
"Location is great!!! Pizza place and bar on the beach were really good. The room needed some serious update. Appliances, kitchen faucet rusted, patio light didn't work and a few lamp bulbs were out as well. The beach amd pool were awesome!!!!"
Sapphire Village Resort by Antilles Resorts
On the beach, white sand, sun-loungers, beach towels
Beachfront Villas at Crystal Cove
4.0 star property
9.4 out of 10, Exceptional, (101)
"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
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
Outdoor pool
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$1,253
includes taxes & fees
9 Jun - 10 Jun
Suite St. John at Gallows Point Resort
Pool
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
9.4 out of 10, Exceptional, (66)
"Killer views was an accurate description! Lovely sunrises and view from the gallery of the marina and the bay. Instructions beforehand with tips on what to bring, how to get to Sapphire Villages, and how to access the property were very helpful and made the trip easy. It would have been helpful though to have guest information in the unit as to the association requirements and amenities, such as where dumpsters are located, pool, beach, and dining options, as well as information on area...
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
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!
Beach nearby, sun-loungers, beach towels
HEAVENLY VIEWS and PRIVATE POOL!!
10.0 out of 10, Exceptional, (137)
"Be still my heart! Arriving at Villa Celeste was exhilarating! Our stay at the Villa Vista for 7 days (6 nights) was heavenly. Our views of Coral Bay, Hurricane Hole, Hanson Bay, and the British Virgin Islands were phenomenally gorgeous and Lois gifted us with a keepsake to remember our view. The patio, our private pool, and the cozy villa are relaxing and beautiful. We loved the TLC we received from the house manager, Joy who checked in on us, stayed in touch, and we joined her for Thursday...
HEAVENLY VIEWS and PRIVATE POOL!!
Smart TV
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
10.0 out of 10, Exceptional, (12)
"Great location, very clean and well equipped. Property was even better than we expected. Will stay here again when we return. David was very accessible and really great to deal with. Very comfortable beds and overall layout!!!"
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
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.
Pool
Sapphire beach Marina Gem
9.4 out of 10, Exceptional, (61)
"We appreciated the close proximity to the Sapphire beach and the pool. You can see St. John from the patio. Many options available right at this marina for excursions including: parasailing, jet skis, and sailing trips. Just a short 5 minute taxi ride to Red Hook for additional dining and shopping and ferry rides to St John. Be sure and check out Sudi’s restaurant which is just a short walk up the hill."
Sapphire beach Marina Gem
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

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
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, (1005)
"First Time at this resort and I will definitely be back. I could have just stayed on the property the whole weekend. 10 out of 10 "
The price is NZ$841
includes taxes & fees
12 Jun - 13 Jun
The Westin Beach Resort & Spa at Frenchman's Reef
Porch
Margaritaville Vacation Club by Wyndham - St. Thomas
4.0 star property
8.0 out of 10, Very good, (1374)
"The restaurant staff was amazing but there was no housekeeper to replenish towels and room supplies."
The price is NZ$780
includes taxes & fees
30 May - 31 May
Margaritaville Vacation Club by Wyndham - St. Thomas
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

Mafolie Hotel

Mafolie Hotel

5/5 Excellent
"these views are worth every second and penny of staying here. keep in mind, you cannot walk anywhere except the bar a little up the hill called sibs. However, we found a wonderful taxi guy named Kenny, who is safe and reliable and drove us every day to and from the hotel wherever we want to go. The pool is gorgeous with a wonderful view as well. Adorable cats on the property outside that are so friendly. The staff is wonderful the house keeping is amazing. It is worth every penny, but I think it’s pretty affordable to stay there. Lots of steps, so keep that in . However, it brings a lot of charm and old world vibes. We upgraded to the junior suite with the balcony and it was worth it The only downfall and this is small is that the breakfast every day is the exact same. Scrambled eggs with bacon and sausage, the fruit changes every day. Sometimes they had potatoes. They also have dry cereal with milk if you wanted it. Fresh orange juice. And coffee. it was a little upsetting that you can only get scrambled eggs when you are staying there seven days. I wish they could switch it up and do fried eggs or even waffles one day. "
A verified traveller stayed at Mafolie Hotel
Posted 1 day ago
Mafolie Hotel