We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Anna's Retreat

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Anna's Retreat

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Rental unit in Saint Thomas

4.84 out of 5 average rating, 107 reviews

Traveler's Hideaway

Come enjoy this quiet, cozy, air conditioned 2 bedroom 1 bath rental space with stunning mountain views. Wake up to fresh, cool, calming breezes compliments of world famous Magen's Bay which is only a 5 to 7 minutes drive away. Apartment comes with its own entrance, kitchen and living area and caters to all, from a single traveler, couples, friends or a small family with children. Amenities include high speed internet and TV. Located within a 10 minutes drive to downtown Charlotte Amalie.

Condo in St Thomas

4.82 out of 5 average rating, 138 reviews

SunnySide Villa! 2BR/3BA in Margaritaville resort

Walk to the beach from Sunny Side Villa @Pineapple Village! Pineapple Village sits inside the Margaritaville Resort! It has its own pool area, beach access, and access to hotel restaurants cafe and bars on site. Safe secure location. Taxis available for a ride to grocery stores, Red Hook for dinner, St. John Ferry, local beaches, or airport. It’s great for any vacation. The 2-Bedroom Villa can hold up to 4 people in beds, and has 2 large sofas. It has 2 master bedrooms and 3 full Baths.

Condo in East End

4.93 out of 5 average rating, 152 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

Villa in St. Thomas

4.89 out of 5 average rating, 104 reviews

New Waterfront Villa on Magens bay, with Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

Rental unit in Saint Thomas

4.98 out of 5 average rating, 164 reviews

Hillside Hideaway

Perfect getaway for island romance, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Guest suite in St. Thomas

4.84 out of 5 average rating, 436 reviews

Hidden Hilltop Treasure

Beautiful 1 bedroom, 1 bathroom Suite centrally located. All races/religions are welcomed. Smoking is not allowed in the suite, or on the property. So if you do smoke, you can do so off Property. The owners, who live upstairs in the main house on the property, are fun loving, warm, welcoming, and are available at anytime for questions to help make your stay enjoyable. Note: the patio is not meant for large gatherings. If you would like to use the patio for a small event, contact us.

Rental unit in St. Thomas

4.95 out of 5 average rating, 264 reviews

Casa Grand View

Located on the cool Northside of St. Thomas, our home looks out over a large flat-ish yard & a panoramic view of Magen's Bay, the Atlantic Ocean, and 20 small islands. Your unit has a private entrance 5 steps down from your dedicated parking space. Note: 1. There is no smoking allowed on the deck or in the apartment. 2. Unlike many Airbnbs we do NOT charge a cleaning fee so we ask our guests to sweep and wash their dishes before leaving. 3. No more than 4 guests at ANY time.

Island in St. Thomas

4.8 out of 5 average rating, 268 reviews

Island Efficiency Escape

This unit is very small and cozy with great views of the seaports, airport, and downtown. Escape to your own oasis on the beautiful island of St. Tomas! This beautiful home features the following: *Pool *Free WiFi *Fully stocked kitchen *5 minutes to St. Thomas Airport *Coffee station *5-10 minutes from restaurants This unit is great for active solo adventurers or business travelers that are capable of using stairs. *This unit requires the use of stairs.*

Rental unit in St. Thomas

4.88 out of 5 average rating, 132 reviews

"Cove Blanco" in St. Thomas

Freshly renovated and cozy, this one bedroom apartment is super comfortable and places you in a perfect spot between the country beaches and shopping hub of Charlotte Amalie. My place is close to the city center, shopping center, movie theater, 15 Minutes away from the world famous Magen's Bay & 15 minutes away from Main Street, Charlotte Amalie. My place is good for couples, solo adventurers, and business travelers. Back up generator on premises.

Condo in St. Thomas

4.84 out of 5 average rating, 153 reviews

Breathtaking Views from Sapphire Village

Enjoy our studio unit located in Sapphire Village Condominium development! Our unit is smoke-free, pet-free, fully air conditioned, and offers breathtaking views of neighboring USVI and BVI. We are offering a vacation home with the comforts that we would want while we are vacationing on the island. The unit features a king bed, new sliding doors to the balcony as well as a new split air conditioning unit. New internet router January 2024

Rental unit in St Thomas

4.96 out of 5 average rating, 187 reviews

The Brig Studio- Red Hook! WOW VIEW!

This newly finished studio apartment is perched above Red Hook with commanding views over the Harbor and extending all the way to St. John. The studio has a lovely king bed that gazes out to the STUNNING view, a full kitchen, eat-in dining table, dish network television and wifi. It sits above the center of RedHook and less than a half mile from the St. John ferry.

Rental unit in Charlotte Amalie

4.93 out of 5 average rating, 267 reviews

Beautiful view of Magen's Bay Beach

This efficiency apartment has a view of Magen's Bay Beach, also the north side of St. Thomas and a view of the ocean. It has a sauna, pool, stove, microwave, refrigerator, blender, toaster, Cable TV, Internet (WI FI) , Air Condition., Queen size bed, snorkeling equipment, beach chairs, private-like beach below about 5 minute walking distance.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Anna's Retreat vacation rentals

Free parking on premises

Air conditioning

Stay near Anna's Retreat's top sights

Wyndham Margaritaville St. Thomas4 locals recommend

Coki Beach104 locals recommend

Lindqvist Beach88 locals recommend

Coral World Ocean Park102 locals recommend

Skyride to Paradise Point88 locals recommend

Old Stone Farmhouse69 locals recommend

Other great vacation rentals in Anna's Retreat

Guest suite in Saint Thomas

4.97 out of 5 average rating, 71 reviews

Oma’s Oasis

Guest suite in East End

4.95 out of 5 average rating, 20 reviews

Guest Suite 100 steps from the Ocean solar powered

Rental unit in Charlotte Amalie

4.95 out of 5 average rating, 73 reviews

#3 Walk to shopping! Beautifully upgraded studio!

Rental unit in Southside

4.94 out of 5 average rating, 83 reviews

Casa Bella vista

Rental unit in East End

5 out of 5 average rating, 9 reviews

Sea Glass Studio *Pineapple Village 3910

Villa in Southside

4.96 out of 5 average rating, 56 reviews

Frenchman's View Villa 2 BD/2.5 BA w/ Pool

Rental unit in East End

4.94 out of 5 average rating, 69 reviews

Camping in a Garden Cabin

Condo in East End

5 out of 5 average rating, 5 reviews

Exquisite Hillside Condo 3

Quick stats about vacation rentals in Anna's Retreat

Total rentals
150 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
870 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

Are there Anna''s Retreat vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Anna''s Retreat, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Anna''s Retreat have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in guesthouse rentals in Anna''s Retreat?
Experience the best of Anna''s Retreat with our guesthouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Anna''s Retreat?
Yes! Work meets play with ease at over 60 vacation rentals in Anna''s Retreat featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Anna''s Retreat have wifi?
Absolutely! We offer over 10 house rentals with wifi in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Anna''s Retreat have air conditioning?
Absolutely! We offer over 50 condo rentals with air conditioning in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Anna''s Retreat?
Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with free parking, over 50 homes with a kitchen, over 50 homes with air conditioning, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Anna''s Retreat have free parking?
Absolutely! We offer over 50 condo rentals with free parking in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore