Condo vacation rentals in Anna's Retreat

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Popular amenities for Anna's Retreat condo rentals

Weekly condo rentals

Guest favorite
A patio area features a round table surrounded by two high-back chairs, offering a view of the turquoise waters and landscape. The setting provides a scenic space for outdoor relaxation, with lush greenery and distant hills visible in the background.
Condo in St. Thomas
4.89 out of 5 average rating, 92 reviews

Your Piece of Paradise

KenRating, 5 stars2 months ago
Heavenly balcony breezes and view! Excellent pools and not boisterous/noisy - very chill! Enjoyed walking down to Sim’s surfside Bistro - phenomenal seafood! And Iggies at Bolongo is an easy walk with nightly entertainment. Very responsive host if any issues arise. Compact studio but has everything needed, and outstanding location!
Guest favorite
Condo in Southside
4.85 out of 5 average rating, 54 reviews

☆ Spectacular view ☆ Turtle Cove studio

CharlesRating, 5 stars2 months ago
Absolutely loved my stay at Lizzie’s place. It was exactly as pictured and actually, better in person. Accommodations were spotless, well maintained, super comfortable bed and cold a/c. Beautiful views, quiet, peaceful and extremely relaxing. Perfect space for a solo traveler or couple. Access to multiple pools, walking distance to a great restaurant and seaside bar for breakfast, lunch and dinner, and a beautiful beach. Lizzie was spot on with all her directions and she was always one step ahead of me. If available on my next trip, will definitely be staying again at Lizzie’s
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, 14 reviews

2 Bed 2 Bath with Stunning Ocean Views

JayneRating, 5 stars6 days ago
This place was even better than expected. We originally wanted to stay on the East end of the island but loved the views from this place. Super glad we went here. It was close to Magen's Bay, a beautiful quiet beach with lots of shade, and our host provided everything we needed. The North side of the island was quiet and serene; the East end was quite a bit busier with more crowded and louder beaches. This place worked well for our family (spouses and two teens)--plenty of space to hang together or independently.
Guest favorite
A modern kitchen is showcased with white cabinetry and a countertop featuring speckled patterns. Stainless steel appliances, including a stove and dishwasher, are present. A large window offers stunning views of the ocean, while blue beams on the ceiling add a pop of color to the space.
Condo in Northside
4.95 out of 5 average rating, 21 reviews

Generator! 5 mins to Magen - Views from every room

JayRating, 5 stars3 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 serene beach scene displays gentle waves lapping at the soft sand, with clear turquoise water reflecting a bright blue sky. Lush green trees line the shore, and a hint of vibrant activity can be seen in the distance, highlighting a peaceful coastal environment.
Condo in Saint Thomas
4.89 out of 5 average rating, 9 reviews

Peaceful Family Retreat near Sapphire Beach

SusanRating, 5 stars1 month ago
The condo at Crystal Cove was unforgettable, and even nicer than the photos portray. Beautifully renovated and sparkling clean, it's spacious, bright and airy, with a gorgeous view of morning sunrises over Sapphire Beach, St. John and the British Virgin Islands. The beach is lovely, and we spent hours swimming and snorkeling. We loved starting our day with coffee and breakfast from Beach Buzz, and later sitting on the beach-front patio with food from other Sapphire restaurants, all of which are a two-minute walk from the condo. Sapphire is a quick ride to Red Hook, where we caught the ferry to St. John. Taxi service was easily accessible at the resort and we never had trouble finding a ride to anywhere on St. Thomas. Communication with Justin was a breeze; he provided very clear and helpful suggestions for our time in St. Thomas. The condo included amenities not even listed in the description, including snorkeling gear, floats, beach towels and a cooler. Highly recommend!
Top guest favorite
A private balcony overlooks the ocean, featuring a bottle of wine and a glass set against a vibrant sunset. The gentle waves can be seen lapping at the shoreline, with hints of orange and blue colors reflecting in the sky.
Condo in Southside
5 out of 5 average rating, 17 reviews

Ocean Serenity! Directly on the Water @Sea Cliff!

JerryRating, 5 stars1 month ago
We enjoyed our stay at Sea Cliff Villa. The views from the balcony were beautiful and very relaxing. The Villa was stocked with everything you could need to enjoy your stay including beach towels, coolers, chairs, tanning lotion, etc. The kitchen had anything you would need to cook onsite (although we did not). The villa was very clean, furniture and bed was comfortable and the A/C worked well to keep the villa nice and comfortable inside. This location was central to the Red Hook area as well as Charlotte Amalie. We would definitely stay here again. Since we did most of the touristy things this time, we would try to visit more of the places the locals frequent next time. In my opinion, the exterior of the property, including the landscaping, is in need of upgrades to enhance its overall appearance.
Superhost
Condo in East End
4.84 out of 5 average rating, 43 reviews

1BR/1BA/Amazing Views/Private Balcony/Great Vacay!

MonicaRating, 5 stars1 week ago
Du'Va's condo was beautiful and peaceful. It looks just like the picture but even better. I love listening to the ocean at night. The views were breathtaking and so unreal. She was a wonderful host and kept us updated with events and things to do in the area. I would highly recommend this condo for a comfortable stay. And I would like to give a shout to the staff at the gate very friendly and helpful. My husband lost his wallet at the front gate and Norman the groundskeeper found it. Everything was still in the wallet, very trustworthy. And this was the following day. My husband and I will be returning back soon. Thanks again Du'Va!! Beautiful place!!
Guest favorite
A private balcony features two chairs and a circular table, offering a serene spot to enjoy the stunning views of the Caribbean Sea. The horizon showcases distant islands under a clear blue sky, accentuated by scattered clouds.
Condo in VI
4.98 out of 5 average rating, 55 reviews

Spacious/Remodeled/Amazing Views/Perfect Location!

GunayRating, 5 stars2 weeks ago
Amazing place with amazing hosts. They let us check in 4 hours earlier and had the condo ready for us once we landed with our 3 kids. The fridge had snacks and drinks for the kids which we appreciated. The condo has the most beautiful views on the island just breathtaking. There are multiple restaurants in site which we were able to just walk to. Overall had an amazing time and stay.

Pet-friendly condo rentals

Guest favorite
A spacious great room is visible, featuring comfortable gray sofas and a wooden coffee table. Natural light filters through large sliding glass doors, connecting the indoor area to the covered balcony. A well-equipped kitchen and dining area are seen in the background, enhancing the open layout.
Condo in Cruz Bay
4.94 out of 5 average rating, 51 reviews

Villa w/ Pool, AC, 2 King BR, views, Back up power

HolliRating, 5 stars2 weeks ago
Kim’s place is AMAZING! The property was pristine! Easy to find, accessible to all the best spots on STJ, and a peaceful retreat after Long Beach days. AMENITIES LEVEL 1000! She has EVERYTHING you can possibly need for your trip and more. Ice trays, cooler, beach chairs, vacuum! As a single mom traveling with 2 kids she made it EASY. The parking area is one of the best! Her pool, beds, and balcony were the perfect retreat. We cooked meals each night and her kitchen had everything I needed to be able to do that. The bedrooms are private and comfortable. The pool and pool area was the perfect end of each day. My kids loved being able to jump in the pool after a good beach sand rinse. The sunsets are beautiful!!!! She was extremely responsive and helpful! We truly felt at home away from home and will be back! The frogs, birds, iguanas, and landscaping was beyond our expectations! Thanks Kim for an amazing stay!
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 stars2 weeks 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 vibrant view from the balcony showcases a lush landscape with bright red flowers in the foreground, contrasting with the turquoise waters of the Caribbean Sea. The scene includes gentle waves lapping at the sandy shoreline and distant green hills rising against a clear blue sky.
Condo in East End
4.77 out of 5 average rating, 113 reviews

Sapphire Beach Resort 1BR Family 1

VanessaRating, 5 stars3 weeks ago
Amazing place to stay !!
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, 133 reviews

Sunset Villa Studio Condo at The Hills Saint John

KaileeRating, 5 stars1 week ago
I cannot say enough positive things about David and this place! We got onto the island and long story short we couldn’t stay where we originally booked. This posting was available, it was 7 PM and David not only confirmed my booking within <5 minutes, but he also made sure that the place was unlocked and ready for us. It was clean and so comfortable. The views were INCREDIBLE. absolutely breathtaking. When I return to St. John one day, this is the only place I will consider booking. Highly 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, 31 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas

JenRating, 5 stars1 day ago
We’d give it 6 stars if we could! Brandon was always super responsive and proactive in his communications. Directions were very clear and easy to understand. The location of this unit within the resort complex was perfect—close to the pool and beach, parking was always available. The unit itself had literally everything we needed to make it feel like a home away from home—very clean, furniture and fixtures in great shape, and the kitchen was well stocked with dishes and cooking equipment. The property and unit were exactly as pictured. If we come back to St. Thomas, this is where we would choose to 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.

Condo rentals with a pool

Guest favorite
The image captures a marina filled with various boats docked against a vibrant blue sea. Soft clouds drift across the sky, while the distant green hills can be seen along the horizon. The tranquil water reflects the vibrant colors of the landscape.
Condo in East End
4.98 out of 5 average rating, 43 reviews

King Bed Studio Overlooking Sapphire Beach

PaulRating, 5 stars2 weeks 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
Condo in VI
4.87 out of 5 average rating, 67 reviews

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

SophiaRating, 5 stars1 week ago
This Airbnb is located inside of Point Pleasant Resort, making it even easier to access and allowing guests to utilize surrounding resources such as a free shuttle ride that will take you all over the resort… Just call the front office and they will arrange the ride for you! This way, you are able to get around to the restaurant or any of the three pools on the property without having to walk up or down the hilly roads!! If you are renting a car, I am sure that there are places where you are able to park at the resort, but if you are calling taxis all over the island, you are able to go to the front office and they will call a reliable taxi service for you! All of the taxis on the island go by the same rates, and you can check if they are legitimate by seeing if it says “TAXI” anywhere on the license plate. Michael’s place was comfortable and spacious, had a beautiful view from the balcony, big windows from which we were able to see the sunrise, and extra accommodations!!
Guest favorite
A sandy beach area stretches along the shoreline, leading to gentle waves lapping at the edge. Lush greenery is visible in the background, with a building partially obscured by the foliage. The distance to the water is marked as just 50 yards, indicating easy access.
Condo in East End
5 out of 5 average rating, 18 reviews

Seaside 1BD/2BA Sapphire Beach Escape

MarcyRating, 5 stars1 week ago
Excellent condo on one of the best beaches. We had plenty of room (4 adults-one couple and two college age kids). The two bathrooms and washer/dryer were a huge plus. Convenient location to beach, restaurants, bar. Only downside was the seaweed on Sapphire. BUT we knew this could be an issue, we did our homework-not renters fault! We’ve been four times and this is the only time it’s been bad for a couple of days. Hopefully it clears soon-that beach is amazing! She was an excellent host and had outstanding communication. We would go back for sure!
Guest favorite
A covered outdoor seating area is featured in the foreground, with comfortable couches arranged for relaxation. Bright white tents provide shade, while the serene beach and turquoise waters are visible in the background, inviting guests to enjoy the coastal view.
Condo in St. Thomas
4.88 out of 5 average rating, 17 reviews

Beachfront Bluestone Bliss @ Sapphire Beach

MelissaRating, 5 stars4 weeks ago
Great place to stay, you can walk right out to the beach. This is the best location at crystal cove/sapphire beach. All the restaurants are wonderful too, you never have to leave the property.
Guest favorite
A spacious patio area features a wooden coffee table surrounded by comfortable seating with patterned cushions. Lush potted plants are positioned at either side, framing the view of the ocean in the distance, while white railings offer a sense of openness.
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
A sandy beach is bordered by clear blue waters and rocky formations. Gentle waves lap against the shore, creating a serene coastal ambiance. In the background, lush green hills and a few structures are visible, contributing to the peaceful tropical setting.
Condo in East End
5 out of 5 average rating, 11 reviews

Tropical Hideaway! Garden View @Point Pleasant

JoyRating, 5 stars3 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.
Guest favorite
A private balcony offers ocean views and is furnished with a round dining table for four, two lounge chairs, and a side table. The space is shaded by a slatted wooden roof, with beach and water visible in the background.
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!!
Superhost
Condo in East End
4.81 out of 5 average rating, 108 reviews

Sapphire Village Resort Getaway

SadieRating, 5 stars2 weeks ago
Had a great time! It was right above a restaurant and pool. The restaurant was delicious! There was a short walk to the beach with more restaurants and a boutique to shop in. This location was a short ride to red hook with more shopping and places to eat! We had such a fun time staying here. It was well equipped with snorkeling, chairs, and towels for us to use. Thank you so much for this wonderful experience.

Quick stats about condo rentals in Anna's Retreat

  • Total rentals

    50 properties

  • Nightly prices starting at

    R2,303 ZAR 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

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