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

Villa in East End

4.8 out of 5 average rating, 215 reviews

Private Pool Romantic Villa. Walk 2 Sapphire Beach

I fell in love w/ life on the island of perpetual summer. There's something special about having your own villa w/ a private pool. I also love the garden shower & the location. Pangea, the restaurant on site is phenomenal. The property is so close to my fave spots. Beautiful Sapphire Beach is in walking distance via a gate at the south end of the property. It boasts the Beach Buzz coffee & bfast spot, a Beach bar & grill w/ live music weekly, Paradise Pie pizza & SeaSalt fine dining restaurants.

Aug 17 – 24

R5,531 ZAR per night

Guest favorite

Cottage in Central

4.99 out of 5 average rating, 133 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Mar 7 – 14

R5,868 ZAR per night

Guest favorite

Condo in East End

5.0 out of 5 average rating, 166 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

Apr 5 – 12

R6,022 ZAR per night

Superhost

Condo in Southside

4.93 out of 5 average rating, 106 reviews

Stay in style right on the ocean -Simply the BEST!

Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We just finished updating this unit in April ‘21 with new kitchen tile, new fridge, new cookware, dishware and kitchen utensils, Smart TV. You will NOT find a nicer condo for this price anywhere on the island.

Aug 8 – 15

R3,116 ZAR per night

Guest favorite

Apartment in St Thomas US Virgin Islands

4.87 out of 5 average rating, 106 reviews

Zen Den

Experience the ultimate getaway at this secluded studio apartment with a stunning view of the Caribbean Sea. This well-appointed studio is the perfect retreat for those seeking tranquility and natural beauty. Accessible only by vehicle, a 4WD is highly recommended for easy navigation to this secluded retreat. We have vehicles for rent at a great price for qualified drivers with airport pick-up and drop-off services that ensure you don't miss a moment of your vacation. No AC yet in this unit

Aug 1 – 8

R2,379 ZAR per night

Superhost

Guest suite in St. Thomas

4.84 out of 5 average rating, 413 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.

Apr 1 – 8

R2,826 ZAR per night

Guest favorite

Apartment in St Thomas

4.88 out of 5 average rating, 104 reviews

Million Dollar Views 1BR/1BA Remodeled - Book Now!

OMG the Views! They are amazing! Quiet, laid back, top floor, completely remodeled, 1 BR/1 BA condo located on the East End of St. Thomas. Enjoy a relaxing long weekend, a week long stay or try it out for 10 days (you won't want to leave)! All the essentials (beautiful views, beach towels, & fresh linens). Fully equipped remodeled kitchen. Enjoy your holiday at our Paradise in the Virgin Islands! Our updated condo will satisfy all your needs. Paradise with a breathtaking view.

Dec 21 – 28

R4,958 ZAR per night

Guest favorite

Apartment in East end

4.88 out of 5 average rating, 180 reviews

Sapphire Beach! Oversized Studio Best deal on Stt!

150 yards to Beach,Taxi, Marina.$2 safari bus. 1/4 mile away, you will find Redhook: Restaurant's,Bars, groceries, ferry to other islands. Sapphire Beach offers Dive Shop,Breakfast, Lunch, Dinner. Condo offers A.C. TV, Wifi. Efficiency kitchen,8 cup coffee maker with filters, microwave. Coin laundry, private patio. Marina offers, jet ski's, fishing/island hopping charters etc. Use of all our beach chairs, bag, towels,floats. no pets,.We are very allergic.

Oct 26 – Nov 2

R3,146 ZAR per night

Superhost

Apartment in St. Thomas

4.88 out of 5 average rating, 129 reviews

"Cove Blanco" in St. Thomas

Freshly renovated and cozy, this one bedroom apartment 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.

Jun 5 – 12

R2,946 ZAR per night

Superhost

Condo in St. Thomas

4.84 out of 5 average rating, 148 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

Sep 28 – Oct 5

R2,463 ZAR per night

Guest favorite

Apartment in St. Thomas

4.95 out of 5 average rating, 243 reviews

Casa Grand View

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.

Feb 17 – 24

R2,862 ZAR per night

Guest favorite

Apartment in Charlotte Amalie

4.94 out of 5 average rating, 249 reviews

Beautiful view of Magen's Bay Beach

This efficiency apartment has a view of Magen's Bay Beach, also the north side of St. Thomas and a view of the ocean. It has a sauna, pool, stove, microwave, refrigerator, blender, toaster, Cable TV, Internet (WI FI) , Air Condition., Queen size bed, snorkeling equipment, beach chairs, private-like beach below about 5 minute walking distance.

Feb 4 – 11

R2,042 ZAR per night