
Apartment holiday rentals in Anna's Retreat
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Top-rated apartment rentals in Anna's Retreat
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Book Now! Caribbean Sunshine! Amazing Views!
Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a 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!

Killer View; Book w/a Local for the Inside Scoop!
Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

Beautiful Updated Condo at Elysian Resort
Perfect beach escape for 1-2 couples or small family! This spacious condo at the Elysian Beach Resort is just steps from beautiful Cowpet Bay on the East End of St. Thomas. Resort amenities (with no added fees), prime beachfront location next to the Ritz-Carlton. Bedroom features a comfortable king bed + queen-size Murphy bed that folds down easily for extra sleeping space in the living room. Fully equipped kitchen, this condo offers everything you need for a relaxing short or long-term stay

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!

Ocean View 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

The View at Crystal Cove- Sapphire Bay West
1 bedroom, 2 bath condo, just steps away from Sapphire Beach, one of the most pristine beaches on St. Thomas. Upper level unit that can sleep up to six guests. Includes central a/c, washer/dryer and all the essentials. Amazing snorkeling, water sports, 4 restaurants on the property, live music, tennis courts, pool and other amenities just a short walk away. This is a gated community that is conveniently located 5 min from grocery stores, shopping, nightlife, the St. John ferry and more.

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.

Luxe Oceanfront Escape steps from Sapphire Beach!
An amazing condo on the water that is completely renovated and beautifully decorated. You will love being on the balcony any time of day! We have a 50" smart TV, WiFi, beach chairs, snorkel gear, fluffy pool/beach towels, and more. Our pool is 50 steps away, with Sudi's Tiki Bar for food and drinks. Sapphire beach is a minute away. All the best beaches are 5 minutes away, and so is Red Hook which has 10 restaurants, bars, a grocery store and more. Book today, you will love it!

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.

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! 🌴

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
Oceanfront Condo at Sapphire Beach Resort Enjoy stunning marina and St. John views from this fully furnished 1-bedroom condo. Sleeps up to 4 with a plush King bed and Queen pullout sofa. Features include AC, WiFi, full cable, and an outdoor grill. Relax on your private balcony and soak in the scenery. Need more space? We also have additional units at Sapphire Beach Resort to accommodate your group. Book your perfect getaway today!

Stunning Beach Condo with Balcony-King Bed-2 Pools
Come and relax in our condo located at Sapphire Village on the marina! Beautiful marina views from the balcony. Short walk to the beach! 1 King bed! Property has hotel amenities including 2 pools, great snorkeling, 3 restaurants, beach bar, coffee shop all on property! Secure safe location. Taxis are available nearby for rides to grocery stores, Red Hook (3 min drive) for dinner, St. John Ferry, local beaches. 25 min from airport!
Popular amenities for Anna's Retreat apartment rentals
Weekly apartment rentals

Sapphire Sol -Oceanfront Retreat – Steps from Sand

Caribbean Escape - Private Pool - Walk to Sapphire

Blue Island Breeze

Beachfront Bluestone Bliss @ Sapphire Beach

Modern 2 Bedroom Overlooking Magens Bay

Sapphire 2bd/2bath Penthouse; Marina & ocean views

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator

Seaside Blue
Pet-friendly apartment rentals

Beachfront Oceanview Condo with Private Balcony

Romantic Private Pool Villa@Sapphire. Generator.

⛱️2BR 1bath Caribbean Condominium Downtown area

Beachfront Villa Emerald | Generator, TOP FLOOR!

Paradiso Villa

Premium Oceanfront Sapphire Beach Resort & Marina

Dreamy Beachfront Escape!

Tropical Sands | Elysian Beach Resort | St. Thomas
Apartment rentals with a pool

Island Time-Renovated Waterfront Studio w/King Bed

Beautiful 2BDRM Condo with Stunning Views

Oceanfront 3 bedroom @ Crystal Cove Sapphire Beach

Layah's Vista

Bolongo Bliss~Generator!

Ocean Front/1BR/1BA/Amazing Views/Fully Remodeled!

Beachfront 2brms, Pool, Ocean Views, Restaurants

Seas The Day
When is the best time to visit Anna's Retreat?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £149 | £186 | £187 | £186 | £186 | £171 | £179 | £179 | £186 | £179 | £179 | £186 |
| 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 apartment rentals 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 £82 per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 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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