
Holiday rentals with beach access in Anna's Retreat
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Top-rated rentals with beach access in Anna's Retreat
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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.

Stay in style right on the ocean -Simply the BEST!
Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We are constantly doing updates & recently added a new memory foam sofabed, new king mattress, new patio set and new stove all in Jan. 2026. You will NOT find a nicer condo for this price anywhere on the island.

Eau Claire- Magens Bay Affordable Beachfront Villa
Villa Eau Claire is a private gated affordable beachfront home directly on Magens Bay. Walk into the water at roughly half the price of any other waterfront home in the Virgin Islands. The property has 4 private individual villas each with breathtaking views of the bay. The Coral Studio is a 1 Bed/1 Bath villa located on a secluded beach in the world-famous Magens Bay. Guests will find the vibrant nightlife, charming boutiques, and fine dining restaurants just a few minutes away from home.

"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!

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.

OceanView! Condo near Magen’s Bay - 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

Lazy Loft: Tiny Room Loft and Private Outdoor Bath
Location, Location, Location…we're a short, 1/2 mile walk to Red Hook, the most happening place on the island (Including St John Ferry, grocery, marina, and 20+ eateries and bars) and Secret Harbour Beach. We’re nestled within a large home with a tropical themed backyard. We have a Saltwater Pool, 5 decks, BBQ grill, Honor Bar, outdoor dining areas, lounge chairs, hammocks, Corn-Hole, and other bar games. Help yourself to our snorkeling gear, Ice chests or beach chairs. ADULT/TEEN ONLY.

Stunning Ocean View w/Balcony~Shades of Sapphire~
Beautiful ocean view, top floor studio with balcony at Sapphire Village is perfect for two guest and features a queen size bed. Kitchen and private balcony with spectacular views. Five minute walk to Sapphire Beach, two large pools, two great casual restaurants, coffee shop, taxi stand, and laundromat all on site. The marina has several day excursion options to keep your days full. Sailing trips, parasailing, or rent a wave runner. Everything you need is right on the property.

Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Sea Dreams at Regatta Point Villas
Regatta Point Villas is located in Bolongo Bay, St. Thomas. This spacious condo (2 full baths and 1 bedroom) features 1000sq.ft. of living space and is located steps away from the pool. It has beautiful ocean views from each room. Bolongo beach is a short walk and has great snorkeling. 2 Tennis Courts, basketball hoop, and 3 pools are all accessible and steps away from the ocean. A short drive to Havensight and Redhook with many beaches and restaurants to choose from.

Premium Oceanfront Sapphire Beach Resort & Marina
Experience St. Thomas's premier oceanfront resort. Our ground-floor condo offers stunning St. John views, a one-minute walk to Sapphire Beach, and free beach lounges. Enjoy on-site dining, bars, a coffee shop, car rental, and transport services. Exciting water activities, like fishing charters and jet ski rentals, await. Red Hook's vibrant dining scene, marina, and ferry service to neighboring Islands is just a mile away. Enjoy our newly renovated bathroom.

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!
Popular amenities for rentals with beach access in Anna's Retreat
Apartment rentals with beach access

Sea Pelican 1-bedroom apt in Cruz Bay (A-1)

Captain and Mermaid Sapphire Condo

Ocean Paradise Point Pleasant

Beautiful view of Magen's Bay Beach

Scott Beach Condos #7

New one bedroom condo overlooking Sapphire Beach

Beautiful beach ocean view near Coki solar powered

GRooVI-Diggs @ Sapphire Beach - Rare 1BR Floorplan
House rentals with beach access

3 Bdrm w/ Free Car, Generator & View of Rendezvous

Regatta Point! Ocean View Condo!

New Listing! New remodel steps to beach & pool!

Secluded Villa with Ocean Views

Your Own Whole House Beach Beach Central 4 Beds AC

Ocean View, Sunsets, Near Town, Solar/Backup Power

Caribbean Poolside Cottage

Oceanfront Condo- Walk to the Ritz!
Apartment rentals with beach access

Million Dollar Views: 2 mins to Beach, Pool, more

BEST REVIEWS on the East End - HANDS DOWN!

Cold? Book Now! Caribbean Sunshine! Amazing Views!

Salt Life at Sapphire Beach

2025 Renovated • On Sapphire Beach • King Bed

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

Sapphire Village Resort Getaway

Paradise Beach Haven with Spectacular Ocean Views
When is the best time to visit Anna's Retreat?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £133 | £150 | £165 | £167 | £126 | £125 | £124 | £156 | £133 | £111 | £113 | £141 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about holiday rentals with beach access in Anna's Retreat

Total holiday rentals
Explore 40 holiday rentals in Anna's Retreat

Nightly prices starting at
Anna's Retreat holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Anna's Retreat holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna's Retreat rentals

4.9 Average rating
Anna's Retreat stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Anna's Retreat
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- Rentals with beach access Saint Thomas
- Rentals with beach access U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Chocolate Hole
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Lindquist Beach
- Cond Marina Lanais
- Cane Bay
- Paradise Point Tranway
- Point Udall
- Brewers Bay Beach




