
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.

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.

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.

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.

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.

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.

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

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!
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

BEST REVIEWS on the East End - HANDS DOWN!

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

Upper Grande Bay-Studio King plus 1 foldout

***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

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
Family-friendly home rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

Ocean View Sapphire Condo-Balcony & King Bed

Oma’s Oasis

Sapphire beach resort and marina getaway

Seas The View-Updated & Oceanview @ Sapphire Beach

*GORGEOUS* 2BR 2BA PRESIDENTIAL St thomas USVI

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 | $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. 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 $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!
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