
Holiday houses in Anna's Retreat
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Top-rated holiday rentals in Anna's Retreat
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Space Solo Traveler’s Dream
Experience the local lore on the island of St. Thomas. This cozy space is perfect for the solo traveler seeking an "island" adventure. Located on the eastern end of the island (Estate Nadir), this spot offers close proximity to several beaches, restaurants, and island attractions. The studio offers a beautiful view of the Caribbean Sea along with its sea breeze. It is tailored for one guest. Co-host lives on property and offers assistance with airport pickups, guided tours, and local insights.

Casa Grand View
*NO CLEANING FEE* Located on the cool Northside of St. Thomas, our home looks out over a large flat-ish yard & a panoramic view of Magen's Bay, the Atlantic Ocean, and 20 small islands. Your unit has a private entrance 5 steps down from your dedicated parking space. Note: 1. There is no smoking allowed on the deck or in the apartment. 2. Unlike many Airbnbs we do NOT charge a cleaning fee so we ask our guests to sweep and wash their dishes before leaving. 3. No more than 4 guests at ANY time.

Traveler's Hideaway
Come enjoy this quiet, cozy, air conditioned 2 bedroom 1 bath rental space with stunning mountain views. Wake up to fresh, cool, calming breezes compliments of world famous Magen's Bay which is only a 5 to 7 minutes drive away. Apartment comes with its own entrance, kitchen and living area and caters to all, from a single traveler, couples, friends or a small family with children. Amenities include high speed internet and TV. Located within a 10 minutes drive to downtown Charlotte Amalie.

Hillside Hideaway
Perfect getaway for island romance, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

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.

Chic 1 Bedroom Oasis with Designer Decor & Pool
Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Epic View - Spacious 1 King 1 Queen 2 BDRM Suite
Welcome to Epic View, a place to enjoy a bit of Paradise. Wake up to a beautiful sunrise and 180 degree view of the surrounding islands. This brand new two bedroom, one bathroom suite, overlooks Sapphire beach and Lindquist beach, which are a 3 minute drive away. Redhook, St. John Ferry, BVI Ferries, restaurants, and grocery stores are just a 5 minute drive away. Epic View is also in close proximity to horseback riding, Coral World Park, and other beaches.

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

Ocean View Studio • Near Magens • Pool & Generator
Wake up to sweeping ocean vistas just 5 min from iconic Magen's Bay Beach. This remodeled studio seats you on the hillside with ocean views. • Shared pool • Back-up generator & fast Wi-Fi • King bed • Full kitchen & beach gear (snorkels, chairs, umbrella) Minutes to restaurants, Red Hook ferries and island adventures. Book your carefree St. Thomas escape today! We highly recommend renting a car to get around the island.

Villa La Realeza - Award Winning Design - VIEWS!
Welcome to Villa La Realeza by Virgin Islands Vacation. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated Point Pleasant Resort. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. NO PETS allowed, $250 fee if violated.

Cozy Northside Studio
Quiet cozy studio with ocean views! Perfect for a quick getaway whether solo or with a special someone. Scenic drives to beautiful beaches and downtown. Enjoy peaceful sunrises and sunsets on a partitioned balcony. Private entrance. Private bathroom and walk-in closet. Air conditioned. Kitchenette with full-sized refrigerator. TV and WiFi. BACK-UP GENERATOR ON SITE! Come stay with us!

Amazing Ocean View with a spectacular location!
With our excellent location close to 2 great beaches and the bars/restaurants, shopping, and grocery stores in Redhook will make your vacation go smoothly. We are 5 minute drive from Redhook on the east end of St Thomas. We are on the $1 Safari route as well. Linquist Beach and Sapphire Beach are both about a 3 minute drive away.
Popular amenities for Anna's Retreat holiday rentals
Other great holiday rentals in Anna's Retreat

A Sweet Ginger Retreat, near Magens Bay St. Thomas

Cozy 1.5 Bedroom Apartment in Historic Downtown

Private Villa*MagensBay *Ocean front* Private Pool

Margaritaville St Thomas Studio w/ King Bed

Little Fairway at Mahogany Run, Quiet & Cozy

Unplug & Unwind

Oceanfront, 3 POOLS, Central Location, Generator!

Gated Lush Oasis - AC, w/d, VIEWS + optional car!
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 | $413 NZD | $404 NZD | $413 NZD | $413 NZD | $404 NZD | $386 NZD | $397 NZD | $406 NZD | $397 NZD | $397 NZD | $397 NZD | $404 NZD |
| 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 in Anna's Retreat

Total holiday rentals
Explore 110 holiday rentals in Anna's Retreat

Nightly prices starting at
Anna's Retreat holiday rentals start at $88 NZD per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Anna's Retreat holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
Destinations to explore
- Cottage rentals Anna's Retreat
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- Family-friendly rentals Anna's Retreat
- Rentals with beach access Anna's Retreat
- Rentals with a patio Anna's Retreat
- Rentals with outdoor seating Anna's Retreat
- Rentals with a hot tub Anna's Retreat
- Guesthouse rentals Anna's Retreat
- Rentals with a washing machine and dryer Anna's Retreat
- Apartment rentals Anna's Retreat
- Fitness-friendly rentals Anna's Retreat
- Condo rentals Anna's Retreat
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Secret Harbor Beach
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Playa Puerto Real
- Playa el Convento
- Trunk Beach
- Pineapple Beach
- Buccaneer Beach