
Holiday rentals in Anna's Retreat
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Anna's Retreat
Guests agree: these stays are highly rated for location, cleanliness and more.

A Peace in Paradise!
Cute 1/1 apartment located on quiet side of St. Thomas. Walking distance to Hull Bay Beach (Downhill there, uphill back)“The Shack” is super convenient to grab a bite/drink (at Hull Bay) “Fish Bar” never disappoints and is super close too, so good! Enjoy views from small deck located off the driveway (not attached to room but designated for the unit) has a small grill, umbrella, and chairs. Unit includes split A/C, washer/dryer combo, and parking. Don't miss out on this sweet quiet Northside gem

"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. Be among the many visitors who LOVE this totally renovated condo.

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.

C'est Jolie - Views! Views! Views!
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.

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.

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! 🌴

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.

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

Elysian Parlor Studio - St. Thomas Beach Resort

Tropical Modern Loft | SoHo Style | Concierge

Sunrise Cottage - Secluded, Romantic, Private

Caribbean Poolside Cottage

Gated Lush Oasis - AC, w/d, VIEWS + optional car!

Oceanfront, 3 POOLS, Central Location, Generator!

Unplug & Unwind

Villa Isla B: Hotel style 1 bedroom 2-4 guests
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 | $304 SGD | $297 SGD | $304 SGD | $304 SGD | $297 SGD | $284 SGD | $292 SGD | $299 SGD | $292 SGD | $292 SGD | $292 SGD | $297 SGD |
| 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 apartment rentals in Anna''s Retreat?
Experience the best of Anna''s Retreat with our apartment rentals, starting at about $80 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 apartment rentals in Anna''s Retreat have wifi?
Absolutely! We offer over 20 apartment 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 Apartment Rentals in Anna''s Retreat?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Anna''s Retreat have free parking?
Absolutely! We offer over 20 apartment 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 $65 SGD 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 & 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!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Juan Dolio Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Samana Holiday rentals
- Saint Thomas Holiday rentals
- St. Croix Holiday rentals
- Basse-Terre Island Holiday rentals
- Cottage rentals Anna's Retreat
- Rentals with a hot tub Anna's Retreat
- Fitness-friendly rentals Anna's Retreat
- Rentals with beach access Anna's Retreat
- Rentals with a washing machine and dryer Anna's Retreat
- Family-friendly rentals Anna's Retreat
- Guest house rentals Anna's Retreat
- Flat rentals Anna's Retreat
- Rentals with a patio Anna's Retreat
- Rentals with pools Anna's Retreat
- Rentals with outdoor seating Anna's Retreat
- Apartment 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
- Secret Harbor Beach
- Josiah's Bay
- Gibney Beach
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Playa Puerto Real
- Playa el Convento
- Pineapple Beach
- Trunk Beach
- Buccaneer Beach




