
Condo vacation rentals in Anna's Retreat
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Top-rated condo rentals in Anna's Retreat
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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.
4.89 out of 5 average rating, 188 reviews
Your Perfect Beachfront Condo in Paradise
Highly Desired Corner Unit right on Gorgeous Sapphire Beach. It's all here: Warm weather, White sand, Fun and Relaxation. Sapphire Beach is considered to be one of the most beautiful beaches in St Thomas. Your second floor beachfront condo in Building C is just 7 easy steps to the beach and in a perfect central location for quiet relaxation and convenient access to the facilities. Condo and complex have full backup generator power. No worries at all during occasional Island power outages.
4.94 out of 5 average rating, 111 reviews
Wrap Around Balcony w/Amazing Views! Remodeled!
Book Now! Down Island Dream is a 1BR/1BA luxury villa located @Point Pleasant on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!
4.93 out of 5 average rating, 113 reviews
HarborView @ Sapphire Beach *NEW Condo Listing*
Escape to paradise with our recently renovated Sapphire Village studio condo! Modern & stylish with a view of the Marina, booking excursions has never been easier! Condo accommodates 2 guests -King bed, fully equipped kitchen, spa bathroom with tub/shower. Beach gear for guests to use. Located in the lower level of the Dominica building, quick walk to Sudi's pool bar/restaurant and Sapphire Beach where you can find additional amenities. If you need a car while on island, we got ya covered!
4.97 out of 5 average rating, 108 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. Check out our reviews - there's a reason why we're always full!
5.0 out of 5 average rating, 207 reviews
Romantic Private Pool Villa@Sapphire. Generator.
Privacy is in a romantic eco-resort, located between Sapphire and Lindquist Beaches. Fodor's Guide recommends the private pool for"Adam and Eve, Eve an Eve and Adam and Adam". It has a new floor; an eco-bathroom with a rain shower, new mattress and smart TV, whilst preserving traditional details like slatted ceilings and mahogany four-poster bed. The pool has been rebuilt with glass tiles. Contemporary touches : pergola and pool lights, provide options to create your own experience.
4.83 out of 5 average rating, 291 reviews
Wrap Around Balcony~Views~Pack your Bathing Suit!
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.
4.95 out of 5 average rating, 130 reviews
Sail Away II-WOW Beachfront to Paradise Remodeled
Full property generator. 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. 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.
4.95 out of 5 average rating, 144 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 ocean, 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! 🌴
4.96 out of 5 average rating, 169 reviews
Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.
4.93 out of 5 average rating, 150 reviews
Island View Retreat | Stunning Ocean Views!
Breathtaking ocean views from every room! This beautifully updated 2-bedroom, 2-bath condo in Mahogany Run features private balconies, stylish interiors, beach gear, in-unit laundry, and a fully stocked kitchen with modern appliances. Enjoy cool island breezes, a 5-minute walk to the community pool, and a short drive to Magens Bay. Backup generator for an extra piece of mind. Ideal for families or couples seeking peace, comfort, and an unforgettable island escape.
4.94 out of 5 average rating, 105 reviews
Beachfront • King • W/D • By RH • Pool • Marina
Location, location, location! Beautiful 2nd floor studio condo at Sapphire Resort & Marina in building A. This corner unit features a wrap around balcony ideal for enjoying the wonderful view of the sandy beach and turquoise waters. Unit features a king bed as well as a sleeper sofa. Kitchen is appointed with full oven/stove, dishwasher, microwave and refrigerator/freezer with ice maker. Come and enjoy all that St. Thomas has to offer!
4.97 out of 5 average rating, 201 reviewsPopular amenities for Anna's Retreat condo rentals
Weekly condo rentals

2 Bed Ocean Views, Gated Community & Backup Power
4.97 out of 5 average rating, 117 reviews
Sea-N-Dipity 1 by the Sea @ Sapphire Resort
4.92 out of 5 average rating, 154 reviews
Ocean Front Steps to beach w/ pool and restaurant
4.98 out of 5 average rating, 124 reviews
So close you can taste the ocean - PRIME Location
4.94 out of 5 average rating, 139 reviews
Ocean Views | Near Magen’s Bay w/ Pool & Generator
4.99 out of 5 average rating, 172 reviews
Sapphire Blue Sea View
4.89 out of 5 average rating, 147 reviews
Luxury Suite on the Sand w/ Washer/Dryer
4.92 out of 5 average rating, 106 reviews
Serene Beach Condo | Sapphire | 1BR | 2 Pools
4.85 out of 5 average rating, 191 reviewsPet-friendly condo rentals

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
4.82 out of 5 average rating, 168 reviews
Premium Oceanfront Sapphire Beach Resort & Marina
4.79 out of 5 average rating, 180 reviews
Island Views 1BR Red Hook, by Ferry
4.75 out of 5 average rating, 136 reviews
Tropical Sands | Elysian Beach Resort | St. Thomas
5.0 out of 5 average rating, 57 reviews
Villa Mango-views, pool, 2 King BR, Back up power
4.98 out of 5 average rating, 49 reviews
Vista Azure - Ocean View, Walk to Beach & 2 pools
4.94 out of 5 average rating, 16 reviews
Beachfront Villa Emerald | Generator, TOP FLOOR!
4.79 out of 5 average rating, 126 reviews
Beachfront Oceanview Condo with Private Balcony
4.88 out of 5 average rating, 76 reviewsCondo rentals with a pool

Killer View; Book w/a Local for the Inside Scoop!
4.99 out of 5 average rating, 107 reviews
View!!! Beautiful studio !!!
4.88 out of 5 average rating, 295 reviews
OceanBreeze Modern Resort Sapphire Beach @Balcony
5.0 out of 5 average rating, 112 reviews
Sunshine Daydream - Our little piece of paradise!
4.9 out of 5 average rating, 139 reviews
5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
5.0 out of 5 average rating, 64 reviews
Ocean View Condo Near Magen's Bay Beach!
4.85 out of 5 average rating, 96 reviews
Romantic Island Escape/Remodeled! Amazing Views!
4.91 out of 5 average rating, 23 reviews
Unplug & Unwind
4.97 out of 5 average rating, 38 reviewsDestinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Honeymoon Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Isla Palomino
- Peter Bay Beach
- Cond Marina Lanais
- Josiah's Bay
- Coral World Ocean Park
- Maho Bay Beach
- Cane Bay
- Brewers Bay Beach
- Paradise Point Tranway
- Cruz Bay
- Lindquist Beach
- Sandy Point Beach
- Point Udall





