
Family-friendly vacation rentals in Anna's Retreat
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Anna's Retreat
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Salty Loft 1 King Loft Bed
Location, Location, Location…we're a short, 1/2 mile, walk to Secret Harbour Beach or Red Hook, the most happening place on the island: Including St John Ferry, grocery, pharmacy, Gas, Marina, and 20+ eateries and bars. We’re nestled within a large home with a tropical themed backyard. We have a 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.

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.

OMAJELAN CASTLE (A)
Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

Sleek & Sunny Island Studio | Kitchenette
This unit is very small and cozy with great views of the seaports, airport, and downtown. Escape to your own oasis on the beautiful island of St. Tomas! This beautiful home features the following: *Pool *Free WiFi *Fully stocked kitchen *5 minutes to St. Thomas Airport *Coffee station *5-10 minutes from restaurants This unit is great for active solo adventurers or business travelers that are capable of using stairs. *This unit requires the use of stairs.*

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.

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!

Beautiful view of Magen's Bay Beach
This efficiency apartment has a view of Magen's Bay Beach, also the north side of St. Thomas and a view of the ocean. It has a sauna, pool, stove, microwave, refrigerator, blender, toaster, Cable TV, Internet (WI FI) , Air Condition., Queen size bed, snorkeling equipment, beach chairs, private-like beach below about 5 minute walking distance.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

BEST REVIEWS on the East End - HANDS DOWN!

*GORGEOUS* 2BR 2BA PRESIDENTIAL St thomas USVI

Elysian Parlor Studio - St. Thomas Beach Resort

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

Margaritaville Resort Studio

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

***Studio Plus @ Wyndham Margaritaville St Thomas*
Family- and pet-friendly home rentals

Rockroom One Bedroom Condo at The Hills Saint John

Private Ocean & Stargazing views on the Northside

Caribia Cottage-Elegant Villa w/Private Pool

Resort living at the beach.

Guest Suite 100 steps from the Ocean solar powered

Exquisite Hillside Condo 2 - St. Thomas, U.S.V.I.

Your Own Whole House Beach central 3 KNG Beds AC

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
Family-friendly home rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

Seas The View-Updated & Oceanview @ Sapphire Beach

Margarit@ville Beach Resort *Presidential- Suite

Sea Dreams at Regatta Point Villas

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

Sail Away II-WOW Beachfront to Paradise Remodeled

C'est Jolie - Views! Views! Views!

Hilltop Paradise Vacation Package with Jeep
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 | G$86,911 GYD | G$85,866 GYD | G$83,568 GYD | G$88,791 GYD | G$78,554 GYD | G$84,195 GYD | G$88,791 GYD | G$88,791 GYD | G$88,791 GYD | G$85,657 GYD | G$86,284 GYD | G$88,791 GYD |
| 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 vacation rentals that are family-friendly in Anna's Retreat

Total vacation rentals
Explore 30 vacation rentals in Anna's Retreat

Nightly prices starting at
Anna's Retreat vacation rentals start at G$27,160 GYD per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Anna's Retreat vacation rentals include wi-fi 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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