
Holiday rentals 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.

Caribbean Style Cottage
The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

(Upper Level) Peaceful Getaway in Frenchman Bay
Indulge in the serenity of our Rock City retreat, where breathtaking ocean views meet refined comfort. Enjoy the patio, WiFi, AC, and eco-friendly solar energy. Ideally situated for families and travelers alike, our haven is close to Morningstar Beach, Westin conferences, and Havensight shopping. For added convenience, rent an SUV or utilize taxi services. Click on our Group Villa listing which offers ample space for up to 15 guests. For a seamless stay, review listing details and house rules.

"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!

Tropical Modern Loft | SoHo Style | Concierge
Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

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 just finished updating this unit in April ‘21 with new kitchen tile, new fridge, new cookware, dishware and kitchen utensils, Smart TV. You will NOT find a nicer condo for this price anywhere on the island.

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.

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

Million Dollar Views: 2 mins to Beach, Pool, more
One of the BEST places in St Thomas, with a gorgeous kitchen, bathroom, comfortable king bed and teak furniture. This villa is 20 feet over the water, so you see fish swim by and enjoy sounds of the waves below. High end sheets, towels, beach towels, beach chairs, snorkel gear, soap, shampoo, conditioner, plus a new 55" TV and high-speed WiFi. 3 pools and 2 restaurants on property, plus I provide details on all the best beaches, restaurants, bars, stores and more. You will LOVE it!

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.

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.

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.
Popular amenities for Anna's Retreat holiday rentals
Other great holiday rentals in Anna's Retreat

Romantic/Caribbean Breezes/Amazong Views! Book Now

Sapphire Beach Escape VIEWS! HGTV

Ocean Paradise Point Pleasant

Cold? Book Now! Caribbean Sunshine! Amazing Views!

Botanical Retreat

Modern Condo 5 Mins to Magens

Escape the Cold/Ocean Front/1BR/1BA/Amazing Views/

NEW! 5 mins to Magen's Bay and Restaurants!
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 | £173 | £169 | £173 | £173 | £169 | £162 | £166 | £170 | £166 | £158 | £162 | £166 |
| 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 |
Frequently Asked Questions
Are there Anna''s Retreat vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Anna''s Retreat, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Anna''s Retreat have a kitchen?
Absolutely! We offer over 40 condo rentals with a kitchen in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Anna''s Retreat?
Experience the best of Anna''s Retreat with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Anna''s Retreat?
Yes! Work meets play with ease at over 50 vacation rentals in Anna''s Retreat featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do condo rentals in Anna''s Retreat have wifi?
Absolutely! We offer over 50 condo rentals with wifi in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Anna''s Retreat have air conditioning?
Absolutely! We offer over 50 condo rentals with air conditioning in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Anna''s Retreat?
Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with air conditioning, over 40 homes with free parking, over 40 homes with a kitchen, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Anna''s Retreat have free parking?
Absolutely! We offer over 40 condo rentals with free parking in Anna''s Retreat. Enjoy a tailored experience with all the comforts you desire.
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 £44 per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

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

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

4.8 Average rating
Anna's Retreat stays are highly rated by guests – averaging 4.8 out of 5!
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- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Maho Bay Beach
- Sugar Beach
- Coral World Ocean Park
- The Baths
- Sun Bay Beach
- Lindquist Beach
- Cane Bay
- Isla Palomino
- Paradise Point Tranway
- Cond Marina Lanais
- Brewers Bay Beach
- Point Udall




