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.

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Guest favorite

A tranquil view is presented from a covered deck, showcasing a vibrant panorama of Magen's Bay and the Atlantic Ocean, along with nearby islands. A hammock is suspended between wooden posts, inviting relaxation in the serene surroundings.

Apartment in St. Thomas

4.95 out of 5 average rating, 298 reviews

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.

Guest favorite

A well-appointed sleeping area features a spacious bed covered with a soft blue blanket, situated near two artwork pieces depicting serene landscapes. A bedside table holds a small plant, and a lamp provides gentle lighting, enhancing the room's tranquil feel.

Apartment in Saint Thomas

4.86 out of 5 average rating, 141 reviews

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.

Guest favorite

The kitchen features modern cabinetry with a marble countertop and a combination of stainless steel appliances, including a microwave and oven. A bowl of colorful fruit sits centrally, while utensils and kitchenware are arranged neatly in view.

Guest suite in Southside

4.93 out of 5 average rating, 135 reviews

(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.

Guest favorite

The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.

Condo in St. Thomas

4.96 out of 5 average rating, 144 reviews

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.

Top guest favorite

A cozy living area is equipped with a dark blue sofa, a stylish lamp, and a wooden TV stand. A vibrant rug is placed on the floor, and natural light filters through the white window curtains. A decorative plant adds a touch of greenery to the space.

Apartment in Saint Thomas

4.98 out of 5 average rating, 198 reviews

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.

Guest favorite

A private balcony offers a view of palm trees below and nearby parked cars. Two white chairs are positioned on the wooden deck, which is complemented by a clear blue sky featuring scattered clouds.

Apartment in East End

4.82 out of 5 average rating, 108 reviews

Blue Horizon, Two - Walk to Sapphire Beach

This is the perfect budget stay in the perfect location! Sapphire House condominiums offer simple, no-fuss accommodations with everything you'll need to enjoy your vacation. Walk to Sapphire Beach in about 5 minutes, drive or take a safari taxi to the Red Hook area in less than 5 minutes, and find more local beaches, Coki or Linquist Beach, in less than 10 minutes. Cozy and very functional for up to two people, this tiny living space is the perfect location for your St. Thomas vacation!

Guest favorite

An outdoor patio space is shown with wooden decking and a peaceful view of the surroundings. Two umbrellas provide shade, and patio furniture including chairs and a small table is arranged thoughtfully for relaxation. Lush greenery enhances the inviting atmosphere.

Apartment in St. Thomas

4.84 out of 5 average rating, 469 reviews

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.

Top guest favorite

A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.

Home in East End

4.96 out of 5 average rating, 108 reviews

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.

Superhost

The exterior of Omajelan Castle is depicted, showcasing its regal architecture with pointed turrets and large white shutters. A staircase leads to the entrance, framed by lush greenery. The structure features a distinct blue facade, harmonizing with the surrounding natural landscape.

Guesthouse in Charlotte Amalie West

4.9 out of 5 average rating, 279 reviews

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

Guest favorite

A sandy beach scene is depicted, featuring clear turquoise waters and a bright blue sky dotted with clouds. Palm trees and lush greenery frame the area, while groups of people enjoy the beach. Lounge chairs are visible on the sand, inviting relaxation.

Condo in St. Thomas

4.85 out of 5 average rating, 170 reviews

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

Guest favorite

A community pool is featured with clear, inviting water and a spacious deck. The area is surrounded by lush green hills, and distant vistas of the landscape can be seen under a partly cloudy sky. Lounge chairs are positioned along the pool's edge.

Condo in Saint Thomas

4.9 out of 5 average rating, 107 reviews

Little Fairway at Mahogany Run, Quiet & Cozy

Welcome to Little Fairway, a perfect tiny space for couples or a solo adventurer! A cozy studio condo located in Fairway Village at Mahogany Run. Little Fairway is a small, 500 square foot condo on the north side of St.Thomas. It has a full kitchen and is steps away from the pool! This bright and tiny space close to Magen’s Bay is the perfect location for vacationing on this small island!

Superhost

Condo in Northside

4.76 out of 5 average rating, 120 reviews

Beautiful, like the islands were meant to be.

Located minutes away from world famous Magen's Bay Beach, our studio has been fully renovated to offer the comforts of a city condo in the midst of a tropical resort environment. Two pools, on-site coffee-deli shop, a great restaurant, 2 tennis courts, drop-off laundry services, ample parking, gaming rooms and great vistas from the upper pool deck.