Anna's Retreat Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Anna's Retreat vacation rentals

Property grounds

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Emily & Bill are great hosts & have the wonderful ability to be attentive to guests while providing a peaceful & relaxed atmosphere where you know they’re on property, yet giving everyone their personal space. "
United States
William C.
$222 nightly
The price is $239
Jun 16 - Jun 17
Total with taxes and fees
Salt Pond Bay Glamping Site With AC
Beach nearby

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing location and so peaceful. Will be coming back!!"
United States
Bob C.
$336 nightly
The price is $360
Jun 13 - Jun 14
Total with taxes and fees
Lameshur Cottage's Guest House
Beach nearby

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
$324 nightly
The price is $350
Jun 15 - Jun 16
Total with taxes and fees
Family Glamping Site with AC
Beach nearby, sun loungers, beach towels

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
$222 nightly
The price is $239
Jun 13 - Jun 14
Total with taxes and fees
Lameshur Bay Glamping Site with AC
Luxury Penthouse | Balcony view

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (20 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
$775 nightly
The price is $872
Jul 11 - Jul 12
Total with taxes and fees
Peter Bay Gatehouse
On the beach

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (28 reviews)
"The property was wonderful and the check in process was seamless with Tommy there to greet us. Don’t look elsewhere, just rent this one!"
United States
Chris B.
$908 nightly
The price is $1,047
Jul 11 - Jul 12
Total with taxes and fees
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Outdoor pool, cabanas (surcharge), sun loungers

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very Good, (490 reviews)
"Great unit, clean, updated and comfortable. Laundry and coffee were a plus. The resort is beautifully maintained and landscaped."
United States
Lindsay
$729 nightly
The price is $820
Jul 5 - Jul 6
Total with taxes and fees
The Westin St. John Resort Villas
Children's activities

Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
$610 nightly
The price is $687
Jul 3 - Jul 4
Total with taxes and fees
Sunset Ridge Villas Unit D
Outdoor dining

Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (79 reviews)
"The view is beautiful and the room was really clean "
United States
Lynn M.
$257 nightly
The price is $257
Jul 1 - Jul 2
Total with taxes and fees
Cozy Island Studio-5 Mins to Cruz Bay & Beaches
Property grounds

Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay

Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay
Cruz Bay
9.6 out of 10, Exceptional, (18 reviews)
"my husband and i stayed here on our first night on the island and it was a very nice one night stay for us!"
United States
Faith D.
$323 nightly
The price is $323
Jun 13 - Jun 14
Total with taxes and fees
Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay
Outdoor pool

Villa Bombalassy, 2 Bedroom Luxury Vacation Villa, St. John, USVI

Villa Bombalassy, 2 Bedroom Luxury Vacation Villa, St. John, USVI
Contant Farms
10.0 out of 10, Exceptional, (136 reviews)
"Location was good, driveway was a tad scary lol but fine and house was a little dated but great overall place to stay and would recommend! "
United States
Christina C.
$800 nightly
The price is $862
Jun 13 - Jun 14
Total with taxes and fees
Villa Bombalassy, 2 Bedroom Luxury Vacation Villa, St. John, USVI
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
$495 nightly
The price is $553
Jun 29 - Jun 30
Total with taxes and fees
Villa Island Paradise
Exterior detail

St John Inn Boutique Hotel Suite w/ Kitchenette

St John Inn Boutique Hotel Suite w/ Kitchenette
Cruz Bay
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic we'll go again! "
United States
Paul D.
$315 nightly
The price is $343
Jun 30 - Jul 1
Total with taxes and fees
St John Inn Boutique Hotel Suite w/ Kitchenette
Outdoor dining

Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (16 reviews)
"Great place to stay if you are visiting St. John! Very clean, great view from the patio and 5 min from downtown area. "
United States
Christopher
$416 nightly
The price is $416
Jun 14 - Jun 15
Total with taxes and fees
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
Property grounds

Dolphin Suites Unit 3

Dolphin Suites Unit 3
Cruz Bay
10.0 out of 10, Exceptional, (13 reviews)
"Close to the beach and business "
United States
Steve A.
$571 nightly
The price is $615
Jun 27 - Jun 28
Total with taxes and fees
Dolphin Suites Unit 3
On the beach

Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town

Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town
Cruz Bay, St John
10.0 out of 10, Exceptional, (12 reviews)
"Thoroughly enjoyed our stay!"
United States
Tammy H.
$914 nightly
The price is $1,014
Jun 13 - Jun 14
Total with taxes and fees
Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town
Property grounds

The Palms III 3-304

The Palms III 3-304
Cruz Bay
10.0 out of 10, Exceptional, (22 reviews)
"Great location overlooking Cruz Bay . Close to everything in Cruz Bay and a short drive to all the north shore beaches . We have stayed in a couple of locations in St John's . If you want to be close to the restaurants you really can't beat this location . "
United States
Joe M.
$1,339 nightly
The price is $1,427
Jun 22 - Jun 23
Total with taxes and fees
The Palms III 3-304
Outdoor dining

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
St John
10.0 out of 10, Exceptional, (320 reviews)
"The property was close to everything. Perfect spot. People at the front lobby were wonderful. Would most certainly stay there again and recommend."
United States
Bob
$686 nightly
The price is $761
Jun 15 - Jun 16
Total with taxes and fees
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
Terrace/patio

Gone Coastal Grande Bay~Rarely Available~Oceanview~Walk to Town & Beaches

Gone Coastal Grande Bay~Rarely Available~Oceanview~Walk to Town & Beaches
Cruz Bay
10.0 out of 10, Exceptional, (118 reviews)
"Great location and wonderful view of Cruz Bay!"
United States
Kelly G.
$1,491 nightly
The price is $1,657
Jun 17 - Jun 18
Total with taxes and fees
Gone Coastal Grande Bay~Rarely Available~Oceanview~Walk to Town & Beaches
Property grounds

St. John Escape 4-304

St. John Escape 4-304
St. John
10.0 out of 10, Exceptional, (128 reviews)
"The condo was very modern, clean and had a great location. The parking spot is a true bonus and the kitchen was excellent."
United States
Mark k.
$900 nightly
The price is $956
Jun 17 - Jun 18
Total with taxes and fees
St. John Escape 4-304
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.
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Top Anna's Retreat Hotel Reviews

Galleon House Hotel

Galleon House Hotel

8/10 Good
"Difficult to access with luggage... (a lot of steps to walk up). So it is for a young crowd. Nice views from the top though."
Jean Pierre 1-night trip
Posted 8 hours ago
Galleon House Hotel

Find out more about Anna's Retreat

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 $104 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 14 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. Other popular places to visit in the area include Sapphire Beach and Trunk Bay.

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.