Family-friendly holiday rentals in Anna's Retreat

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Popular amenities for Anna's Retreat family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Condo in Cruz Bay
4.94 out of 5 average rating, 51 reviews

BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS

AlexisRating, 5 stars1 month ago
We had a wonderful stay! The place was perfect and I would not want to stay anywhere else. It was very clean, had a nice view, and was extremely walkable to Cruz Bay restaurants. The studio was a good size for my husband and our 2 kids. The resort and the amenities were great. Everyone was super nice and helpful. The pool was warm and the hot tub very nice. There were elevators which was nice for me being very pregnant. The staff were very friendly and willing to help with anything. Would 100% stay here again.
Top Guest favourite
Condo in East End
4.96 out of 5 average rating, 119 reviews

BEST REVIEWS on the East End - HANDS DOWN!

StephanyRating, 5 stars2 days ago
We had a wonderful stay at Sharon's condo. The highlight was being able to sit outside and enjoy the view of the beach and ocean!
Guest favourite
Condo in East End
4.99 out of 5 average rating, 76 reviews

Sunkissed Serenity -Island Chic Home at Cowpet Bay

IreneRating, 5 stars2 weeks ago
To say Keshri’s apartment was fabulous would be an understatement! The view from the balcony was nothing short of breathtaking—like a living postcard or a dreamlike screensaver. Each morning, we sipped our coffee while watching catamarans glide across the turquoise sea—pure serenity. The walk to the pristine beach was quick and easy, making it effortless to enjoy the sun and sand whenever we wished. Great restaurants were just a short walk or drive away, and we also discovered a few hidden-gem beaches nearby that were perfect for exploring and snorkeling. On evenings we chose to stay in, the well-appointed kitchen made cooking simple and enjoyable. With grocery stores close by, it was easy to stock up and feel right at home. We had an unforgettable week at Keshri’s place and would highly recommend it to anyone seeking a peaceful, picture-perfect island escape. Goodbye for now—and see you again, USVI St. Thomas. You truly stole our hearts!
Guest favourite
Condo in East End
4.92 out of 5 average rating, 78 reviews

Amazing Beachfront Condo, Elysian Resort

BethanyRating, 5 stars2 months ago
Great condo in a gorgeous resort! Nancy was very responsive and easy to work with.
Superhost
Condo in Saint Thomas
4.67 out of 5 average rating, 3 reviews

Resort on the Beach! Enchance cleaning.Great area!

DonnaRating, 5 stars48 months ago
This property is wonderful. The resort staff is amazing, the room was perfect, and everything we wanted to do was only a taxi cab ride (or short walk) away. We will definitely look for Janee’s place again when we come back to St. Thomas!
Guest favourite
Home in Great Cruz Bay
4.94 out of 5 average rating, 32 reviews

Luxury Villa with Pool, Privacy, Sunsets

SarahRating, 5 stars1 month ago
We absolutely loved our stay in St. John. We were greeted and welcomed and helped every step of the way! We loved the view and the deck and the pool and hot tub were perfect for our teenage daughters. We made special memories together and we will be back!
Guest favourite
Cottage in Cruz Bay
4.95 out of 5 average rating, 76 reviews

Romantic Cottage - Stunning Ocean Views, Hot tub.

tiffanyRating, 5 stars1 month ago
enjoyed every minute at meritage! You barely hear traffic there, just waves and nature.. spectacular views and privacy..I was on the balcony every chance I had just staring off into the distance.. so relaxing! The place was perfect for the two of us. Close enough to cruz bay for dinner etc, but far enough out that it was peaceful and relaxing. They have a bigger house right next store that I was worried would be loud, but honestly barely heard them. We will definitely stay there again on our next visit if available!
Superhost
Condo in St. Thomas
5 out of 5 average rating, 21 reviews

St. Thomas-Elysian Beach, Studio Parlor #1

DavidRating, 5 stars14 months ago
That was a great stay, nice views, and very close to beach. Note that it is a murphy bed / pull down bed.

Family- and pet-friendly home rentals

Superhost
Apartment in St. Thomas
4.71 out of 5 average rating, 317 reviews

Breezy Beautiful Northside Cottage

JoanRating, 5 stars3 months ago
Marvin's place was awesome! He was super responsive, always there if we had questions. I wish every Airbnb was like his. He helped us tons, and it really felt like home. He even left us fresh fruit and local goodies – such a nice touch! Definitely recommend it. The view was amazing every morning too. Thanks for everything!
Top Guest favourite
Guest suite in Water Island
4.88 out of 5 average rating, 113 reviews

Mar Brisa

Shana TinoRating, 5 stars2 months ago
We needed a get away from busy life and found Water Island and Ray and Cheri’s place to be perfect. Can walk to Honeymoon beach , golf Cart around the island ( rent at the docks ) food at the two places that serve is excellent people are very nice and easy to get to know. I didn’t hear one police siren or ambulance all week and that’s beautiful. There is not much congestion in people , it’s just very peaceful and we will be going back for sure .
Condo in Smith Bay
4.82 out of 5 average rating, 261 reviews

Privacy. Private Pool Villa@Sapphire. Generator.

DavidRating, 5 stars1 week ago
Chris was extremely responsive and answered all of our questions. She also gave us local recommendations and had a cooler and beach chairs available for us to take to the local beaches.
Guest favourite
Home in Northside
4.82 out of 5 average rating, 194 reviews

Your Own Whole House Beach central 3 KNG Beds AC

AmandaRating, 5 stars2 weeks ago
Just wow!!! We’ve been coming to the islands for about 30 years, mostly staying in St. John… but the views from this villa were the best we have ever had! The villa was just extremely practical and homey! The king beds and cold AC helped us to recover from long days of hikes, snorkels, beaches, and shopping! The decor was so nice and we loved the live plants and orchids! We enjoyed the huge tv as we watched the college World Series in the evenings. The breezes through the villa were very relaxing! We will plan to come again! Thanks Michael for being so helpful, attentive, and quick to respond!
Superhost
Condo in East End
4.77 out of 5 average rating, 113 reviews

Sapphire Beach Resort 1BR Family 1

VanessaRating, 5 stars2 weeks ago
Amazing place to stay !!
Superhost
Place to stay in Water Island
4.82 out of 5 average rating, 115 reviews

Bohemian Paradise Eco Retreat cottages

RenottaRating, 5 stars14 months ago
Wanted a place to take our family and extended family of friends on a vacation they would always remember. This absolutely was that and more. Kids were in awe and so were we. Things we did include going to honeymoon bay multiple x to enjoy the beach, eat and have a few adult beverages. Went to mainland to shop & explore. Ingrid made our stay so much the better w her amazing energy. The massages from her were best I've ever had. Kids had a drum circle night and that was amazing. Our hosts son took us out on his sail boat, super exciting afternoon. The creatures at 4 elements were a fun part of trip. Hermit crabs. Turtles, lizards and cool sounding frogs. My number one recommendation would be to make sure you rent a golf cart before arrival. The walking up hills was likely good for me but I didn't like it 😂. I believe they book up quick so rent golf cart before you arrive. The property is so amazingly beautiful so worth going. Hope we can make it back another year.
Superhost
Villa in Cruz Bay
4.75 out of 5 average rating, 4 reviews

Starfruit Villa

NateRating, 5 stars24 months ago
This place was awesome. Beautiful views of Cruz Bay and the surrounding islands (for some reason they don’t have any pics of the views in the posting, which they should update!). Very short 5 min drive to the grocery store and all the restaurants and bars downtown. Very short drive to all the incredible north shore beaches. Pool is pretty small but the views from the pool area were great.
Superhost
Apartment in Southside
4.86 out of 5 average rating, 29 reviews

Dog-Friendly 2BR in the Sky, Stunning Ocean Views

JanaeRating, 5 stars1 month ago
I loved my stay here, the space was beautiful, clean and has sm character. Despite having AC the home stayed cool with the many windows and fans. The driver that Bg recommends got us everywhere we needed to go and always prompt. Overall would love to go back to ST. Thomas just to stay at this Airbnb so peaceful and quiet ugh a dream!!

Family-friendly home rentals with a pool

Superhost
Townhouse in Cruz Bay
4.97 out of 5 average rating, 152 reviews

Ocean Views, Pool, Walk2Town, Backup Generator!

GeorgeRating, 5 stars1 month ago
We has a wonderful 5 day stay in this house located within 10 min walk of downtown Cruz Bay. the place had great views, excellent amenities, pool, and well located. the host,David, was super and very accessibpe and friendly with good suggestions. we would definitely stay again.
Guest favourite
Home in Coral Bay
4.99 out of 5 average rating, 70 reviews

Casa Tua St John

EllenRating, 5 stars1 month ago
We were pleasantly surprised at how quiet and private this home was considering its proximity to restaurants and the main thoroughfare in Coral Bay! It was so convenient for us to get to all the beaches we love to snorkel at AND the very best dinners were at Sharky’s right outside our front gate!! So we did not have to drive to dinner most nights!! We could walk to Crabby’s, practically next door for snorkel rentals. There is also a small market right behind Crabby’s. Any questions we had were answered almost immediately as Jose was living on the premises. We only saw him when we needed help with something. Only concern for Seniors is the winding stairwell to go upstairs to bedrooms and main bathroom. Fortunately, there is a first floor bathroom and shower we also really appreciated being Seniors ourselves!! We LOVED the screened porch surrounding the home and the small pool was refreshing after a snorkel. There is a hose for cleaning sand off everything by the pool.
Guest favourite
Condo in East End
4.87 out of 5 average rating, 67 reviews

Stunning Beachfront Condo w/ Marina & Island Views

AlexandriaRating, 5 stars1 month ago
Had an amazing time here! Being right on Saphire beach was great. The location was great and not a far taxi ride from some of the best spots on the island. Also, a restaurant downstairs in the same building we stayed in. Very convenient! Would definitely come back again
Superhost
Condo in Cruz Bay
4.83 out of 5 average rating, 77 reviews

1 mile to town, comfortable, steps from the pool.

KsenyaRating, 5 stars2 weeks ago
That was our another great stay at Andrea 's place!!! We enjoyed it very much. Andrea and her family is a fantastic host!
Superhost
Condo in St. Thomas
4.76 out of 5 average rating, 33 reviews

East end Paradise ....Beach, pool and Views!!

FernandoRating, 5 stars4 days ago
Location and Views are great, the unit had all we needed. We hade an amazing time!!
Superhost
Apartment in St. Thomas
4.72 out of 5 average rating, 150 reviews

Condo Del Sol

KaylaRating, 5 stars1 month ago
Absolutely gorgeous view! From bed I could see the marina and the water. So close to red hook. 5 dollar taxi to town and back. 100 percent would stay again! And he let me check in early! Obssesed! Walking distance from Sapphire
Guest favourite
Condo in Cruz Bay
4.97 out of 5 average rating, 39 reviews

Coral @Serendip Vacation Condos

LisaRating, 5 stars2 weeks ago
Beautiful location and property! We felt right at home. Nice pool and gardens. Peaches, the cat was very friendly. Matt was awesome. Will be back next year.
Superhost
Condo in Cruz Bay
4.89 out of 5 average rating, 56 reviews

Tropical Breeze: Comfortable Downtown Vacationing

KimRating, 5 stars3 weeks ago
Tropical Breeze at Battery Hill. What a wonderful place. The condo was spacious and clean. Plenty of supplies and the kitchen, although we didn't really use it, was well-stocked. The view is gorgeous. Our hosts were incredibly responsive and all directions were very easy to understand. I would highly recommend this place based on spaciousness, cleanliness, responsiveness and the amazing views.

Quick stats about holiday rentals that are family-friendly in Anna's Retreat

  • Total rentals

    30 properties

  • Nightly prices starting at

    $250 NZD before taxes and fees

  • Total number of reviews

    250 reviews

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore