Family-friendly vacation rentals in Southside

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Southside family-friendly rentals

Family-friendly home rentals with a hot tub

Apartment in East End
4.73 out of 5 average rating, 15 reviews

Beachfront Resort in St Thomas

AshleyRating, 5 stars38 months ago
We had a great stay in this studio condo. The kitchen was very well stocked with all the necessary appliances for a long-term stay. That was a bit flatter than what we would have liked, but everything else was great.
Superhost
Condo in East End
4.86 out of 5 average rating, 22 reviews

Beachside Escape 3 BDRM at Cowpet Bay East

CharlesRating, 5 stars6 months ago
This condo was perfect for a family vacation. Amy was a great communicator leading up to the trip...she was proactive about travel instructions, check-in process, and even offered to help coordinate local activities. The space was clean and as-described. It was a very quick walk to the beach and pool, making it easy for our group to come up/down at our own pace. The condo was a quick drive (5 min) to the Red Hook area, where there were plenty of restaurants to check out. Overall, it was a great experience and would definitely recommend.
Guest favorite
Condo in East End
4.99 out of 5 average rating, 73 reviews

Sunkissed Serenity -Island Chic Home at Cowpet Bay

JarodRating, 5 stars3 weeks ago
Beautiful view, clean condo with nice furniture and decor, walking distance to beautiful beach and pool, beach bar, great restaurant and a lunch restaurant/bar. The drivers Keshri suggests in the welcome package are great, especially the wonderful and amicable "Jeff-I" who took great care of us and could be at the condo in about 10 mins each time needed.
Superhost
Condo in Saint Thomas
4.67 out of 5 average rating, 3 reviews

Resort on the Beach! Enchance cleaning.Great area!

DonnaRating, 5 stars46 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!
Condo in East End
4.88 out of 5 average rating, 33 reviews

2BR Ritz Carlton, East End, St. Thomas, U.S.V.I.

ScottRating, 5 stars15 months ago
Our family of 5 had an amazing stay at the Ritz Club - St Thomas. I would highly recommend it!
Condo in St. Thomas
4.69 out of 5 average rating, 35 reviews

Hillside Studio Condo at Margaritaville Resort

DavidRating, 5 stars10 months ago
Absolutely an AMAZING place to spend our vacation! Thank you Nadine!
Condo in East End
4.68 out of 5 average rating, 34 reviews

3-Bed St. Thomas Getaway on the Bay

AndyRating, 5 stars14 months ago
a little tough to find in the rain and dark, but the location is excellent and it's the end unit on the beach next to the restaurant. the convenience and proximity to the east end goings on was excellent. theres also a bunch of snorkeling equipment, bug spray, sunscreen , etc thats left from other guests. again, super handy.
Condo in St. Thomas
4.92 out of 5 average rating, 64 reviews

Best Resort Condo| Ocean Views+ Pool |Near Beaches

Mary BethRating, 5 stars14 months ago
This was our second year staying in the condo and we loved it just as much this time as before. The views from every room of the condo are just spectacular, so we are constantly reminded of where we are and to chill! Perhaps the most striking thing about the condo aside from the views is that it feels like someone's home rather than a rental. The appliances (large and small) are top notch, and inside and outside dining are comfortable and have as good a view as you would find anywhere. Coming "home" from exploring the beaches was something to look forward to every day, as it meant watching the sun go down from the balcony with a cocktail and nowhere to be. We also discovered the easy way to walk into town, which somehow we missed last year, so we saved on some taxi fares (though walking back up the hill is a bit of a workout). Parking was always available. It would be tough to find anything to complain about unless you were really trying. We hope to return again soon.

Family- and pet-friendly home rentals

Guest favorite
Home in 10-15 Peterborg, St. Thomas, VI 00802
4.73 out of 5 average rating, 73 reviews

Fairwinds! Spectacular Views, Pool, Privacy

WindyRating, 5 stars2 weeks ago
We absolutely adored our stay at Fairwinds! None of us were ready to leave when the time came. The view, the comfortable sitting and eating arrangements, the porch, the pool - we were so relaxed. It was even better than we expected.
Superhost
Apartment in St. Thomas
4.71 out of 5 average rating, 315 reviews

Breezy Beautiful Northside Cottage

JoanRating, 5 stars1 month 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 favorite
Guest suite in Water Island
4.88 out of 5 average rating, 113 reviews

Mar Brisa

Shana TinoRating, 5 stars2 weeks 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, 260 reviews

Privacy. Private Pool Villa@Sapphire. Generator.

KellyRating, 5 stars1 month ago
I loved staying here! Private, peacefule, and a pool, short walk to the beach and restaurants. I would defintely stay again, can't wait to go back!
Guest favorite
Home in Northside
4.81 out of 5 average rating, 187 reviews

PANOrama! Standalone Home 3 KNG Beds Super Central

SawyerRating, 5 stars2 weeks ago
This place is 100% where you want to stay if you want a truly peaceful island get away! We enjoyed the open air set up of the property, morning and evening costal mountain winds were phenomenal. (Our April stay, the multiple mini split systems weren’t needed) We were able to watch deer, iguanas and all kinds of birds on the wrap around deck. Which also doubled as a great safe and secure play area for our kids. Mike was very friendly and responded quickly to all of our questions/needs! If you’re looking for a quiet, peaceful island getaway, this property is where you need to stay.
Superhost
Condo in East End
4.77 out of 5 average rating, 112 reviews

Sapphire Beach Resort 1BR Family 1

CristinaRating, 5 stars2 weeks ago
Bianca’s place is so much more than described. Impecable, confortable and modern. The only table we didn’t use was the indoor dinning table. The bathrooms are clean and beautiful. We cooked most of the time and everything we needed was there . Worth every penny. You wake up and go to sleep to soft waves on the beach. Best snorkeling in the entire island as far as I’m concerned. Absolutely loved it there !
Superhost
Place to stay in Water Island
4.82 out of 5 average rating, 114 reviews

Bohemian Paradise Eco Retreat cottages

RenottaRating, 5 stars12 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
Apartment in Southside
4.85 out of 5 average rating, 27 reviews

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

DarianRating, 5 stars9 months ago
Gorgeous views and great island feel nestled into the hill! Barb was super accommodating and helpful, definitely and 5 star stay!

Family-friendly home rentals with a pool

Apartment in Charlotte Amalie
4.25 out of 5 average rating, 4 reviews

Sea View Deluxe Suite in St. Thomas

MegRating, 5 stars48 months ago
the view is just lovely! I recommend having a vehicle if staying here , as it is up a steep winding hill and it's not necessarilysafe to walk it. Has ac, kitchen amenities, coffee, a vending machine outside and a cute little pool. I enjoyed my stay very much!
Guest favorite
Apartment in Sapphire Beach
4.94 out of 5 average rating, 227 reviews

Captain and Mermaid Sapphire Condo

KourtneyRating, 5 stars3 weeks ago
I can't say enough positive things about our stay. we loved the community, the condo, the local restaurants, the beach. they even had snorkeling gear and beach towels to make the trip more enjoyable. I would definitely stay here again.
Guest favorite
Apartment in Charlotte Amalie
4.93 out of 5 average rating, 284 reviews

Beautiful view of Magen's Bay Beach

DonnaRating, 5 stars1 week ago
Myrla was the very best in helping us during our wonderful stay at her place. The view is gorgeous. The studio was comfortable. We went to many of her recommendations and were quite pleased. If you are coming to Magen’s Bay, she is the best
Condo in St. Thomas
4.8 out of 5 average rating, 51 reviews

2-story Villa. On Sapphire Beach. Million $ view.

MaryRating, 5 stars10 months ago
This condo was just as described and was immaculate upon entry. The owner was exceptionally responsive and helpful. This was our second trip to STT and we've stayed in this building once before, but in a smaller condo. Now with our kids being a little older, it was really nice to have more space in this 2 story condo. I think the price we paid was great for such a beautiful location and spacious condo. There are two other resort complexes nearby, but this resort (Sapphire Beach Resort & Marina) is the only one right on the beach. The building this condo is in is a little further away from the Beach Bar and other restaurants, but it's only a couple minutes walk. This building is a little quieter and has a stunning view of STJ and BVI. Sapphire Beach itself is just beautiful, and the on-site bars/restaurants are great. We love this area and can't imagine staying anywhere else on the island. We'll most definitely be looking at booking this particular condo again in the future
Superhost
Condo in St. Thomas
4.74 out of 5 average rating, 31 reviews

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

LorettaRating, 5 stars1 month ago
My family and I absolutely loved staying at Kim's place. My youngest daughter really loved the loft because it made her feel like a princess! The location is fantastic, close to Secret Harbor which we love going to. The ocean view at the condo is very beautiful with a wonderful island breeze on the large patio. I loved the rattan furniture and the spiral staircase. The amenities were wonderful, and we felt like it had everything we needed. We would love to stay again in the future!
Superhost
Condo in East End
4.83 out of 5 average rating, 218 reviews

Villa in Paradise with Private Pool and Generator

JenniferRating, 5 stars5 days ago
This place was gorgeous!! Lots of wildlife just in the area, saw hermit crabs, lizards, chickens, and fish down at the beach. Sapphire beach has lots of restaurants to enjoy, and PANGEA is to die for! With locally sourced food, we ate there almost every day during our stay. Our one downfall was not renting a car, which the hosts recommended. BUT there were plenty of taxi options and locals were all very friendly. Loved shopping in downtown Charlotte Amalie, and enjoying the live music at Sapphire beach. Hosts had snorkeling gear delivered to us free of charge as well. The HIGHLIGHT of this property is the private pool and back deck. You could hear your neighbors, but not clear enough to hear their full conversations. Definitely enjoyed floating in the pools in the AM with a book. OVERALL, it was a great trip and would DEFINITELY stay here again. Thank you Kim and Laverne, for the wonderful place. And thank you St. Thomas for letting us enjoy the island life.
Guesthouse in Charlotte Amalie
4.81 out of 5 average rating, 16 reviews

COTTAGE ON PRIVATE PROPERTY

KarenRating, 5 stars13 months ago
Great location on St Thomas for all points east or west. Quiet and private! We would definitely stay here again.
Top guest favorite
Condo in East End
4.95 out of 5 average rating, 116 reviews

Beachfront Condo #13802083- October Savings!

CassondraRating, 5 stars3 days ago
This condo was perfect for what we were looking for in terms of location. Step out directly onto the beach with great snorkeling spots right there to enjoy! A great bonus was the coffee shop, bar, and the restaurants right on the property. The condo had everything we needed to make our stay comfortable and Michelle was very responsive with any questions we had. Would definitely stay here again if we return to St Thomas!

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