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.

%{current} / %{total}1 / 1
Guest favourite
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, 302 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 favourite
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, 143 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 favourite
Clear turquoise waters are framed by smooth, large boulders, with a view of boats floating nearby. Fluffy white clouds drift over a serene sky, while distant islands are visible on the horizon, enhancing the tranquil beach atmosphere.
Condo in Sapphire Beach
4.96 out of 5 average rating, 206 reviews

Salt Life at Sapphire Beach

Salt Life condo is located within Sapphire Village, at beautiful Sapphire Beach, close to Red Hook, and Coral World. You’ll love Salt Life condo because of the 1 minute walk to Sapphire Beach, the views, the ambiance, and a 2 minute drive to Red Hook. Salt Life condo is good for couples, solo adventurers, and business travelers. Are your dates in Salt Life already booked? Check out our other condo called Beachtime! at Sapphire Beach, also in the Dominica building, and listed on Air BnB.

Top guest favourite
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, 200 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 favourite
An integrated kitchenette is featured beneath a lofted queen bed, accessible by a wooden ladder. Vibrant wall art adds color to the space. A small refrigerator, cooking essentials, and a sink create a functional area, complemented by organized shelves and drawers.
Apartment in East End
4.95 out of 5 average rating, 110 reviews

Lazy Loft: Tiny Room Loft and Private Outdoor Bath

Location, Location, Location…we're a short, 1/2 mile walk to Red Hook, the most happening place on the island (Including St John Ferry, grocery, marina, and 20+ eateries and bars) and Secret Harbour Beach. We’re nestled within a large home with a tropical themed backyard. We have a Saltwater 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.

Superhost
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, 473 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 favourite
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, 111 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.

Guest favourite
A small outdoor balcony features a round table set for two, accompanied by two light-colored chairs. The view includes lush greenery and the Caribbean Sea in the background, enhancing the relaxing atmosphere during twilight.
Apartment in East End
4.82 out of 5 average rating, 174 reviews

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.

Superhost
A spacious white villa with multiple arched windows is situated on a hillside, providing impressive views of the sea and surrounding islands. A large outdoor area features a pool, patio furniture, and a beautifully manicured garden, enhancing the inviting atmosphere of the property.
Island in St. Thomas
4.79 out of 5 average rating, 291 reviews

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.*

Guest favourite
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 favourite
A bright seating area features two modern white armchairs positioned near large windows, offering unobstructed views of the ocean and sky. A wooden side table with a lamp and decorative elements complements the room's light colors and contemporary design.
Condo in Northside
4.92 out of 5 average rating, 165 reviews

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.

Top guest favourite
A private balcony features outdoor seating, including a table and chairs, alongside a lounge chair. A patio umbrella provides shade, and scenic ocean views are framed by a backdrop of rolling hills and a blue sky with scattered clouds.
Apartment in Saint Thomas
4.95 out of 5 average rating, 135 reviews

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

When is the best time to visit Anna's Retreat?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$584 CAD$577 CAD$561 CAD$596 CAD$528 CAD$565 CAD$588 CAD$588 CAD$588 CAD$588 CAD$579 CAD$596 CAD
Avg. temp26 °C26 °C26 °C27 °C28 °C29 °C29 °C29 °C29 °C29 °C28 °C27 °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 $182 CAD 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

  • Wifi availability

    30 of Anna's Retreat vacation 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!