Condo vacation rentals in Anna's Retreat

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Anna's Retreat condo rentals

Weekly condo rentals

Guest favorite
A serene beach view features soft sand meeting clear turquoise waters. Gentle waves lap at the shore, with distant islands visible on the horizon under a partly cloudy sky, creating a tranquil coastal atmosphere.
Condo in East End
4.98 out of 5 average rating, 43 reviews

King Bed Studio Overlooking Sapphire Beach

PaulRating, 5 stars1 week ago
Molly was a great host, everything was exactly as advertised and she quickly responded to every question I had. One of the most friendly people I’ve had the pleasure of dealing with while traveling and I could not have been happier with my experience staying at her place! 10/10
Guest favorite
A vibrant pool area is surrounded by palm trees and colorful lounge chairs. The crystal-clear waters reflect the blue sky, while a thatched-roof pavilion is visible in the background, contributing to a tropical ambiance.
Condo in East End
4.94 out of 5 average rating, 18 reviews

Margaritaville St Thomas Plus Studio Unit Sleeps 4

LukeRating, 5 stars2 months ago
Brad and Sarah were great hosts with great communication. Margaritaville was clean and friendly staff. Nice resort but there are definitely better.
Guest favorite
A panoramic view of Magens Bay showcases the vibrant blue waters meeting the lush green landscape. Soft clouds drift in a bright blue sky, while small boats can be seen gently floating on the water, contributing to the serene coastal scene.
Condo in Northside
4.98 out of 5 average rating, 51 reviews

Modern 2 Bedroom Overlooking Magens Bay

AshleyRating, 5 stars2 weeks ago
I had a fantastic stay at [Host’s Name]’s place! The space was exactly as described—clean, cozy, and thoughtfully decorated. The location was perfect—[mention a specific perk like “close to downtown” or “in a quiet, peaceful neighborhood”]. Check-in was smooth, and communication with the host was excellent. They were responsive and made sure I had everything I needed throughout my stay. The amenities like [Wi-Fi, kitchen, parking, etc.] were top-notch and made the stay even more comfortable. I’d definitely stay here again and highly recommend this Airbnb to anyone visiting the area. Thank you, Gaven for a wonderful experience!
Guest favorite
A tranquil pool area is framed by lush greenery and palm trees. The clear blue water reflects sunlight, inviting relaxation. A covered patio is positioned nearby, offering a shaded seating area. The surrounding concrete deck is spacious, promoting an open feel for leisure activities.
Condo in St. Thomas
4.88 out of 5 average rating, 32 reviews

Luxury in Paradise

LindsayRating, 5 stars2 months ago
Stacey was a fabulous host and our stay was accommodating and clean! She made thoughtful recommendations to us upon our arrival of places to go which were helpful since it was our first time on the island. The beds were extremely comfortable as well. Each room felt spacious and the balcony gave us beautiful sunrises to watch while we drank coffee in the morning. The pool is steps away from the front door which was also such another great convenience. Would highly recommend booking with Stacey!
Guest favorite
Condo in St. Thomas
4.95 out of 5 average rating, 19 reviews

2025 Renovated • On Sapphire Beach • King Bed

SenadaRating, 5 stars1 month ago
This condo was absolutely wonderful! My husband and I as well as our 9 month old came to visit St. Thomas for the first time and this was the perfect place to be. Kristin had a pack and play ready for our baby to use along with additional sheets and blankets. It was super clean and had a lot of amenities such as abundant kitchen utensils/pots/pans, beach chairs, beach toys, parking for the car we rented, and of course, super close access to the beach. The view from the condo is amazing. We had rain unfortunately but the view was sill stunning. Kristin was very easy to communicate with and she sent us a list of recommendations nearby as well as the cruise ship schedule which allowed us to see which beaches may be crowded at those times. There are restaurants on site as well as a gift shop and coffee shop. All other attractions and cities are within a short drive from Sapphire Beach which was awesome. We got to go to Carnival nights… so much fun!!
Guest favorite
An aerial view captures the coastline of Point Pleasant, displaying lush greenery and clusters of white buildings. Several boats are anchored in the clear turquoise waters, with the shoreline bordered by a sandy beach. The backdrop features green hills, creating a serene and inviting landscape.
Condo in East End
5 out of 5 average rating, 11 reviews

Tropical Hideaway! Garden View @Point Pleasant

JoyRating, 5 stars2 weeks ago
This was my first time in St. Thomas. Xavier was very helpful with places to go and just things we needed to know about the island. I can’t wait to book with her again. The place was nice and cozy. The grounds were very nice and had amazing views. Check in was easy. We had all the things we need to cook breakfast each morning of our stay. I would definitely recommend.
Top guest favorite
An outdoor patio features a large table surrounded by four white chairs, all situated under a large umbrella. Scenic ocean views highlight turquoise waters and green islands in the distance, creating a serene backdrop for relaxation.
Condo in East End
5 out of 5 average rating, 14 reviews

Luxury Fully Remodeled Villa W Pool & Beach Access

VanessaRating, 5 stars1 week ago
Words can’t describe how pleased we were with our stay! The place is just gorgeous, the pictures are great but in person it is even better if that’s possible :)! The view is stunning! The attention to details in the home are just above and beyond! We felt right at home with how homey and cozy it was! Cinda is an amazing host, the attention to details from reservation to check out, always made sure all was perfect for our stay! You will not be disappointed with your stay at Cinda’s place! The location is great, perfect for all of our stops during our stay! We can’t wait to be back and stay once again in this beautiful home!
Top guest favorite
A balcony table is set for four, featuring white cups and a vase of flowers. Lush palm trees frame a serene view of the turquoise water, inviting a relaxing outdoor experience. The dining area offers a peaceful space to enjoy the natural surroundings.
Condo in Southside
5 out of 5 average rating, 33 reviews

Peaceful Oceanfront Oasis / Pool, Beach, Generator

ChristenaRating, 5 stars1 week ago
We had a wonderfully relaxing stay at Sara’s. Having coffee on the balcony every morning with that stunning view was incredible. The place suited 4 adults and 2 kids perfectly. The kids pretty much wanted to live at the pool. It was always clean and never busy. Iguana friends visiting was a bonus. We had everything we needed and there were so many extra touches that were greatly appreciated. The location is peaceful and just a short drive to all the popular spots. It was nice to grab dinner downstairs at Mim’s the day we arrived so we could wait to grocery shop. Would absolutely stay again. Thanks again!

Pet-friendly condo rentals

Guest favorite
A bar area is presented with a beautiful marble countertop, adorned with vibrant pink flowers and elegant glassware. The backdrop features stunning views of turquoise waters and distant islands, enhanced by a bright blue sky with scattered clouds.
Condo in Cruz Bay
4.98 out of 5 average rating, 54 reviews

Grande Bay Luxury 3 Bedroom Condo

JenniferRating, 5 stars1 month ago
Our stay at Donovan’s was incredible. The home is clean, spacious, and has every amenity. Both Donovan and the management team sent multiple communications to assure that we had everything that we needed. We could easily walk to restaurants and shops. Coffee every morning on the balcony, watching sunrise over the bay - spectacular!
A serene outdoor space features a private pool surrounded by a sun-soaked patio. Lounge chairs are positioned comfortably nearby, with large sliding glass doors revealing an inviting interior. Lush greenery frames the area, enhancing the sense of seclusion and tranquility.
Condo in Smith Bay
4.82 out of 5 average rating, 261 reviews

Privacy. Private Pool Villa@Sapphire. Generator.

DavidRating, 5 stars1 week ago
Chris was extremely responsive and answered all of our questions. She also gave us local recommendations and had a cooler and beach chairs available for us to take to the local beaches.
Guest favorite
A bright living area is furnished with a green velvet sofa and two chairs, set atop a plush area rug. A glass coffee table displays decorative items. Large windows provide expansive views of the ocean and fill the space with natural light. A dining table is visible in the background.
Condo in Southside
4.9 out of 5 average rating, 30 reviews

Amazing views,touch the waves from the balcony !

GianaRating, 5 stars4 months ago
Anna was very responsive and accommodating. I would definitely recommend having a rental car because our taxi wanted to charge us more to drive up to the gate to get into the complex and it’s much easier than waiting for a taxi. Bring bug spray if you plan on sitting out on the balcony! Bring laundry detergent if you plan on using the washing machine. The condo was spotless and comfortable. Perfect for a couple night stay for two people! Views from the pool were picturesque!
Superhost
A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.
Condo in East End
4.82 out of 5 average rating, 130 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

KarolineRating, 5 stars3 weeks ago
Amazing stay at Ana’s place! Walking distance to the beach and all the restaurants sapphire beach has to offer. Would absolutely come back!! Ana was so responsive with recommendations and help when needed. Thank you!!
Superhost
A panoramic view is presented at sunset, showcasing a vibrant sky filled with hues of orange, pink, and purple. The silhouette of distant islands can be seen against the reflective water, creating a serene atmosphere.
Condo in Cruz Bay
4.8 out of 5 average rating, 130 reviews

Sunset Villa Studio Condo at The Hills Saint John

LizzieRating, 5 stars2 weeks ago
We stayed with David for our honeymoon and it was incredible! Would definitely recommend
Top guest favorite
A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.
Condo in East End
5 out of 5 average rating, 30 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas

SadieRating, 5 stars4 weeks ago
amazing location and condo! much more spacious than the photos show and fit me and my three friends perfectly. on site restaurants were amazing and very convenient. private beach was great, we spent a lot of time there! communication with brandon was very easy and we had a wonderful stay. Absolutely would stay again!
Superhost
A spacious living area is presented with lightweight furniture, including a hammock and two seating arrangements with floral upholstery. A wooden coffee table is centered among them, and a small dining table is visible in the background. Light pours in through the windows, enhancing the open environment.
Condo in Northside
4.73 out of 5 average rating, 15 reviews

Northside Condo Near Ocean, Rental Car Dependent

JohnRating, 5 stars13 months ago
This place was amazing! So peaceful and serene, the beach is a 1 min walk from the from door, private with spectacular views and an absolutely perfectly oeaceful environment. The community was inviting and warm, everyone was genuinely happy that I was there and I felt like famiky with the way I was welcomed and recieved. The unit itself was perfect with a spectacular kitchen, AC, and private bedroom with ample sleeping for 4. This was a steal at the cost and would use this again if I returned. The pool was not working during my trip but it did not matter as the beach was so inviting. A car is needed to see different parts of the island but there are private picturesque beaches within walking distance. Sunrises and sunsets were astonishing and breathtaking from the bluff above the private beach, a short 10 min hike. The fire pit, was a great place to meet locals and have great conversations along with a family style BBQ to bring it all together really made this place feel like home.
Top guest favorite
A spacious pool deck is surrounded by tropical greenery, featuring a large swimming pool with lounge chairs on one side. A covered gazebo is positioned at the far end, complementing the serene outdoor setting.
Condo in Cruz Bay
5 out of 5 average rating, 29 reviews

Villa Mango-views, pool, 2 King BR, Back up power

ZaharaRating, 5 stars1 week ago
Our family loved our stay at the Mango condo! The kids loved the pool and the board games. There were also beach chairs and an assortment of pool noodles and floaties we brought with us to the beach. We would definitely love to stay again!

Condo rentals with a pool

Guest favorite
A pool area is shown with clear water reflecting the sky. Lounge chairs in calm blue are arranged around the pool. A shaded seating area with a table is visible nearby, providing space for relaxation. Green hills are seen in the background under a bright blue sky.
Condo in East End
4.91 out of 5 average rating, 186 reviews

Somewhere in the Sun

TeresaRating, 5 stars1 month ago
Loved the place and the location! Met some great people around the apartment complex. We also found sapphire beach to be the best for us on the island
Guest favorite
Condo in VI
4.86 out of 5 average rating, 66 reviews

Amazing Views-Wrap Around Balcony-It's Beach Time!

BillRating, 5 stars2 months ago
Great tucked away retreat…my wife and I were able to “get away from it all” and enjoy the space and area.
Guest favorite
A spacious pool area features two distinct swimming pools surrounded by lush greenery. Sun loungers are arranged nearby under large umbrellas. The scene is complemented by a bright sky, with sunlight reflecting off the water's surface.
Condo in Southside
4.88 out of 5 average rating, 77 reviews

Coral cove studio - ocean view

JenniferRating, 5 stars1 month ago
My husband and I recently stayed at Coral Cove and between the beautiful view directly from our living room window, great location to all of the things we wanted to experience on the Island, and the amenities available in the community it couldn’t have been more perfect! We loved starting or ending our day looking out from the cliff side pool, the community is quiet and relaxed and the location of the unit adds an element of privacy. We were very happy with our choice of the place we called home for the week. Thanks for all of your help Lizzie, super responsive and was helpful in any way she could!
Superhost
A large, inviting swimming pool is set against a scenic backdrop of mountains and blue skies. A thatched-roof bar is located at the pool's center, surrounded by colorful lounge chairs. Lush greenery complements the tranquil atmosphere, enhancing the overall resort experience.
Condo in Saint Thomas
4.88 out of 5 average rating, 8 reviews

*GORGEOUS* 2BR 2BA PRESIDENTIAL St thomas USVI

LavorraRating, 5 stars3 weeks ago
Joy Home truly felt like a home away from home. The full kitchen was beautiful and well-equipped, and each bedroom had its own balcony—perfect for enjoying the fresh air. The walk-in shower was incredibly spacious—easily big enough for three people or more. The location couldn't be better—just steps from the restaurant and pool. The views of the beach were stunning, with both sunrise and sunset visible right from the home. A beautiful place with everything you need. I’ll definitely be booking again!
Top guest favorite
An outdoor patio is furnished with a comfortable seating area featuring gray wicker sofas and an orange accent cushion. A low coffee table sits in the center, surrounded by potted plants. The backdrop showcases a stunning view of the ocean and a nearby island under a clear blue sky.
Condo in Northside
5 out of 5 average rating, 13 reviews

2 Bed 2 Bath with Stunning Ocean Views

GlennRating, 5 stars3 weeks ago
Incredible views—from almost each room in villa. Clean and not cluttered. Functioning full kitchen & laundry was appreciated. Smooth check-in (Delano was warm, timely, and explained everything about villa); smooth check-out (host communicated would handle everything including trash upon departure, which was nice when rushing out). Will stay again!
Top guest favorite
An inviting infinity pool is framed by tropical palm trees, offering views of the ocean and lush greenery. The pool area features a spacious patio with a light-toned stone surface and a few lounge chairs, inviting relaxation under a vibrant blue sky.
Condo in East End
4.95 out of 5 average rating, 117 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

JoshuaRating, 5 stars2 months ago
We had a great time staying at sail away on sapphire beach. Great walkout little condo with easy access to all of St. Thomas. Super close to Red hook, 20 minutes to magens bay and minutes to various other beaches. We took the car ferry a couple times to St. John and that is super close as well. We met lots of nice people in the same complex. The pool is right outside the condo and watching the sunrises every morning was a treat. We stayed with our son who slept on the pullout and we were all comfortable.
Guest favorite
Condo in Northside
4.95 out of 5 average rating, 21 reviews

Generator! 5 mins to Magen - Views from every room

JayRating, 5 stars2 weeks ago
We thoroughly enjoyed staying at this property. Located within the gated golf community of Mahogany Run, we felt very safe and secure. The condo was extremely clean and the view and surroundings were just beautiful. The value for what we paid was great. It was just the two of us, but we could have easily shared the place with another couple. The way that the property is laid out provides plenty of privacy. We will absolutely consider staying here again upon our return to St Thomas. Covered parking is definitely a plus! Loved everything about this place! Thanks again to Megan our host who was very responsive and professional!
Guest favorite
A large swimming pool is centered within Pineapple Village, surrounded by lounge chairs. The pool features a decorative pineapple structure at its center. Tropical palm trees can be seen in the background under a partly cloudy sky.
Condo in Saint Thomas
4.94 out of 5 average rating, 62 reviews

Perfect location, Steps from Beach and Pool!

ShannonRating, 5 stars4 days ago
Just as described! Beautiful, great location and absolutely peaceful!

Quick stats about condo rentals in Anna's Retreat

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$27,188 GYD before taxes and fees

  • Total number of reviews

    180 reviews

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore