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.

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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, 308 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, 148 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.

Top Guest favourite
The spacious living area features high vaulted ceilings, with ample natural light from large windows. A long dining table accommodates multiple guests, while a cozy seating area is arranged for relaxation. A decorative bookshelf filled with various books extends along one wall, enhancing the inviting atmosphere.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 103 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

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, 203 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
4.96 out of 5 average rating, 113 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
The kitchen is fully equipped with wooden cabinetry and a stainless steel refrigerator. A dining table set for four features elegant tableware and fresh flowers, while modern appliances, including a toaster and coffee maker, are visible on the countertop.
Apartment in St. Thomas
4.88 out of 5 average rating, 141 reviews

"Cove Blanco" in St. Thomas

Freshly renovated and cozy, this one bedroom apartment with its backup diesel GENRATOR, is super comfortable and places you in a perfect spot between the country beaches and shopping hub of Charlotte Amalie. My place is close to the city center, shopping center, movie theater, 15 Minutes away from the world famous Magen's Bay & 15 minutes away from Main Street, Charlotte Amalie. My place is good for couples, solo adventurers, and business travelers. Back up generator on premises.

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
4.97 out of 5 average rating, 120 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
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
4.8 out of 5 average rating, 296 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, 172 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 light-filled living area features a spacious white sofa paired with a geometric wooden coffee table. An open dining space with a wooden table and chairs can be seen in the background, while large sliding doors invite natural light and offer easy access to the outdoors.
Holiday home in Saint Thomas
4.92 out of 5 average rating, 169 reviews

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.

Top Guest favourite
A panoramic view captures lush green landscapes and calm waters under a blue sky adorned with fluffy white clouds. The distant horizon features gentle hills, while nearby rooftops offer a glimpse of the surrounding community and natural beauty.
Home in St Thomas
4.96 out of 5 average rating, 266 reviews

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.

Top Guest favourite
A patio space is highlighted, featuring a round table with a floral centerpiece. Two chairs are positioned around the table, adjacent to a patterned rug. The view of the Caribbean landscape is visible in the background, surrounded by lush greenery.
Island in Anna's Retreat
4.94 out of 5 average rating, 210 reviews

Glamping With a View.

Your garden-level room and open air shower give you the feel of a Caribbean tree-house. Mornings are a perfect time to slip away from your sunny room to cool off at the beach! In the afternoon, you’ll find the shady breezes setting in. Your room has a refrigerator, microwave, dishes and coffee maker and electric pan.

Popular amenities for Anna's Retreat family-friendly rentals

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

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Avg. price$721 NZD$712 NZD$693 NZD$737 NZD$652 NZD$699 NZD$737 NZD$737 NZD$737 NZD$711 NZD$716 NZD$737 NZD
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Quick stats about holiday rentals that are family-friendly in Anna's Retreat

  • Total holiday rentals

    Explore 30 holiday rentals in Anna's Retreat

  • Nightly prices starting at

    Anna's Retreat holiday rentals start at $225 NZD per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Holiday 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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!