
Family-friendly holiday 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.

Oceanfront Condo Perfect Sunsets Backup Generator!
Our completely renovated one bedroom, one bathroom condo is PERFECT for couples, small families or a friends getaway. See the ocean and hear the waves from every room. Beautiful views, sounds, and location with private balcony. Centrally located, in a gated community, to some of the best beaches in the world and only 10 minutes from Red Hook (Ferries to St. John & BVI), Havensight (Cruise ship docks) and about 15 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

Charming Beach Condo w/ Balcony- 2 Pools and Beach
Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

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.

Hidden Hilltop Treasure
Beautiful 1 bedroom, 1 bathroom Suite centrally located. All races/religions are welcomed. Smoking is not allowed in the suite, or on the property. So if you do smoke, you can do so off Property. The owners, who live upstairs in the main house on the property, are fun loving, warm, welcoming, and are available at anytime for questions to help make your stay enjoyable. Note: the patio is not meant for large gatherings. If you would like to use the patio for a small event, contact us.

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

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.

Two Ocean View II/Entire Apt/Walk to the Beach
Due to coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations. This comfortable 2 bedroom apartment is for those who like to be close to the action in Red Hook on the East End of St Thomas. Enjoy the lovely breeze from one of our two decks facing the Caribbean Sea on one side and the Atlantic on the other. This property is walking distance to beautiful Secret Harbor Beach Hotel with restaurants, beach chairs, and a dive shop.

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

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

Island Timin' Elysian Cowpet Bay Beach Resort USVI

*GORGEOUS* 2BR 2BA PRESIDENTIAL St thomas USVI

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

Island Paradise: Studio at Marg St Thomas

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

***Studio Plus @ Wyndham Margaritaville St Thomas*

Orchid at Casa Tre Fiori (Three Flowers House)
Family- and pet-friendly home rentals

Rockroom One Bedroom Condo at The Hills Saint John

Private Ocean & Stargazing views on the Northside

Lovely 1 bedroom near Magens Bay

Resort living at the beach.

Mar Brisa

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

A Sweet Ginger Retreat, near Magens Bay St. Thomas

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

Villa La Realeza - Award Winning Design - VIEWS!

Sea Dreams at Regatta Point Villas

VIEWS! Condo by Magen's Beach w/ POOL & generator!

Sail Away II-WOW Beachfront to Paradise Remodeled

Hilltop Paradise Vacation Package with Jeep

Caribbean Poolside Cottage
Quick stats about holiday rentals that are family-friendly in Anna's Retreat
Total rentals
30 properties
Nightly prices starting at
$200 AUD before taxes and fees
Total number of reviews
220 reviews
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Rentals with pools Anna's Retreat
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- Rentals with a patio Anna's Retreat
- Condo rentals Anna's Retreat
- Rentals with a hot tub Anna's Retreat
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- Family-friendly rentals U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Secret Harbor Beach
- Playa Sun Bay
- Maho Bay Beach
- Virgin Islands National Park
- Playa el Convento
- Playa Puerto Real
- Buccaneer Beach
- Sandy Point Beach
- Mandahl Bay Beach