Condo vacation rentals in Anna's Retreat

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Top-rated condo rentals in Anna's Retreat

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Guest favorite
A spacious balcony offers a relaxing seating area with comfortable chairs and a table, overlooking the scenic Sapphire Beach. Lush palm trees sway in the gentle breeze, framing views of the turquoise waters and distant mountains under a partly cloudy sky.
Condo in East End, St. Thomas
4.89 out of 5 average rating, 168 reviews

Seaside Escape at Sapphire Beach Resort

About the Unit Seaside Escape is a two-story penthouse villa located directly on the stunning Sapphire Beach, one of the most beautiful beaches in St. Thomas. It has floor-to-ceiling glass doors that lead you out to two large balconies where you can relax while enjoying the unmatched beauty of the Caribbean Sea. The first floor consists of a full bath with shower, kitchen, a living room with a queen sleeper sofa, comfortable chair and ottoman, flat-screen tv, dining set, and a large balcony. Kitchen appliances include stainless steel refrigerator with ice maker, brand new stovetop, microwave, toaster oven, NuWave Precision Induction Cooktop, coffee pot, blender, and an electric grill. Upstairs you will be able to unwind in a bedroom with 18-foot high cathedral ceilings that give the space an authentic Caribbean charm. Bead board wainscoting runs throughout the condo, and frames the luxurious king bed, giving it an extra dose of style. Incredible views can also be seen from the bed, and the second large balcony provides a second space for drinking coffee and enjoying the splendor of the Caribbean Sea. An additional sleeper sofa can also be found in the bedroom, along with a flat-screen tv, closet and full master bath with shower. Sapphire Beach Resort Seaside Escape is located in Building C of Sapphire Beach Resort. The resort sits on a beautiful sandy beach with turquoise waters that are ideal for snorkeling the reef that lies beneath. A multi-level pool overlooks the sea and has the best views of St. John that St. Thomas has to offer. There is also a shallow level of the pool that is perfect for kids. For adults, some of the island’s best entertainment can be found at Sapphire Beach Bar. It sits directly on Sapphire Beach, and offers delicious food and drinks in a laid-back environment with stunning ocean views. Multiple televisions show all the big games from back home, and live music can be heard several days a week. Covered cabanas are located nearby and are great for families or friends to hang out and enjoy their surroundings. The Beach Buzz is just steps away and offers coffee and breakfast items, sandwiches, smoothies, frozen yogurt, and sundries. Sea Salt is a fine dining seafood restaurant with amazing ocean views. Paradise Pie is also located at Sapphire and has great pizza. Just a short walk up the hill is Sudi’s Caribbean Bar and Grill at Sapphire Village. It’s a casual pool-side restaurant offering traditional American food and pizza. We also have Sapphire Marina which offers many exciting excursions such as day sails, snorkeling trips, and jet ski rentals. Location One of the best things about Seaside Escape is its location! We are located just a short two-minute drive from Red Hook, a fun little town on the East End of St. Thomas. In Red Hook, you will find many restaurants, bars, shops, a couple of grocery stores, and best of all the ferry to St. John! We are also surrounded by many beautiful beaches such as Lindquist Beach, Coki Point, and Secret Harbour. You can rent a car to explore all the area has to offer, or you can take advantage of the on-site taxi stand that has taxis always waiting to take you where you need to go. The $1 Safari buses also stop at the top of our hill, and will also take you into Red Hook. Security Sapphire Beach Resort is a gated community with 24-hour security guards. Extras We offer complimentary beach chairs that are placed on the beach by an attendant in the exact spot that you want them. We also provide beach chairs, towels, noodles, and a cooler. *A four-door Jeep Wrangler is available to rent for an additional fee. Arrangements must be made in advance of your stay. *Free parking located directly behind unit.

Top guest favorite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End
5 out of 5 average rating, 191 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

Top guest favorite
A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.
Condo in East End
4.94 out of 5 average rating, 125 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Golden sand, pristine Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life. KING SIZE BED!

Guest favorite
A vibrant outdoor area features a private pool surrounded by a spacious wooden deck. Lounge chairs and a dining table with seating can be seen, with tropical plants and palm trees creating a serene backdrop. Large glass doors open to the villa interior.
Condo in East End
4.9 out of 5 average rating, 248 reviews

Luxury Beachside Escape with private pool and wifi

This villa is absolutely amazing, completely renovated with high-end luxe finishes. New kitchen with quartz counters, bathroom with garden shower and skylight, a gorgeous bedroom with king bed; and 55" TV in the living room with cable, DVDs and WiFi. Our private pool under palm trees is perfect for enjoying your St Thomas vacation, when not at the beach. Sapphire beach and Lindquist beach are 3 mins away, and two of the best beaches in the Caribbean. We promise you will absolutely love it!

Guest favorite
An open-concept living area features high wooden ceilings and large sliding glass doors, providing unobstructed views of the ocean and surrounding islands. A dining table and chairs are visible alongside a turquoise cabinet, with a ceiling fan above for comfort.
Condo in Saint Thomas
4.93 out of 5 average rating, 107 reviews

C'est Jolie - Views! Views! Views!

What a Vacation Home! Amazing Views! Freshly Remodeled! Welcome to C'est Jolie, newly decorated hilltop corner unit featuring breathtaking views of St. John, Tortola & Jost Van Dyke. 1BR/1BA vacation home is yours for however long you book - each time you walk in the view will take your breath away! Brand new furniture, fresh paint, 2 ACs, 2 TVs will have you on island time in no time. Perfect East End location next to Margaritaville 2 minutes to Coki Beach, 3 minutes to Lindquist Beach.

Top guest favorite
A spacious sleeping area features a large bed with soft linens, complemented by a cozy seating arrangement nearby. Floor-to-ceiling glass doors offer stunning views of the ocean and outdoor seating. A modern entertainment unit provides convenience with a flat-screen TV.
Condo in East End
4.93 out of 5 average rating, 103 reviews

Seas The View-Updated & Oceanview @ Sapphire Beach

This updated and stylish condo offers incredible views of the Caribbean and neighboring St. John & BVI! We are located in Sapphire Village, nestled between Sudi’s Pool Bar & Grille and the second community pool. We are a 2-minute walk to the marina and another few steps to beautiful Sapphire Beach, which offers 3 restaurants, bars, boutique and coffee shop. Red Hook is a quick drive for dining, entertainment and the ferry to St. John/BVI. If you need a car during your stay, please inquire!

Guest favorite
A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.
Condo in East End
4.85 out of 5 average rating, 213 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

Top guest favorite
Condo in Northside
4.99 out of 5 average rating, 149 reviews

VIEWS! Condo by Magen's Beach w/ POOL & generator!

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

Superhost
The image displays a stunning ocean view from a private balcony, featuring the vibrant turquoise water with gentle waves lapping at the shore. Lush greenery frames the view, and distant hills rise against the clear blue sky, creating a serene coastal setting.
Condo in East End
4.92 out of 5 average rating, 108 reviews

Oceanfront Beach Hideaway Retreat

Beautiful Caribbean oceanfront 1BR/1BA renovated condo with private balcony and stunning views. RARE corner unit with both ocean and garden views, and the only unit with full privacy on the west side! Luxury mattress topper in bedroom and powerful air conditioning with ceiling fans in living room and bedroom. Excellent WiFi with backup WiFi generator (extremely rare to find on the island). 5-min walk to Vessup Beach! Enjoy the waves crashing day and night. Washer and dryer inside condo!

Top guest favorite
The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.
Condo in St. Thomas
4.96 out of 5 average rating, 148 reviews

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

Guest favorite
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
4.83 out of 5 average rating, 135 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Located at Sapphire Beach Resort! Prime ocean and marina views! This beautifully decorated and fully furnished condo sleeps up to 4. Enjoy the beautiful views of the marina and St. John all from the private balcony. The condo offers outdoor grill, full cable package, AC, WIFI, and plush King bed and Queen sofa pullout. If needing additional space for friends or family we do have another property at Sapphire Beach Resort and are happy to accommodate your group.

Guest favorite
A sandy beach scene is depicted, featuring clear turquoise waters and a bright blue sky dotted with clouds. Palm trees and lush greenery frame the area, while groups of people enjoy the beach. Lounge chairs are visible on the sand, inviting relaxation.
Condo in St. Thomas
4.85 out of 5 average rating, 171 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

Popular amenities for Anna's Retreat condo rentals

When is the best time to visit Anna's Retreat?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR4,265 ZARR4,265 ZARR4,265 ZARR4,265 ZARR4,265 ZARR3,922 ZARR4,093 ZARR4,093 ZARR4,265 ZARR4,265 ZARR4,265 ZARR4,265 ZAR
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Quick stats about condo rentals in Anna's Retreat

  • Total vacation rentals

    Explore 50 vacation rentals in Anna's Retreat

  • Nightly prices starting at

    Anna's Retreat vacation rentals start at R1,713 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Anna's Retreat vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Anna's Retreat rentals

  • 4.8 Average rating

    Anna's Retreat stays are highly rated by guests—averaging 4.8 out of 5!