
House holiday rentals in Southside
Find and book unique houses on Airbnb
Top-rated house rentals in Southside
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southside house rentals
House rentals with a pool

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite
Matina's place was outstanding! Convenient to downtown Charlotte Amalie and not terribly far to popular beaches. Kitchen had everything we needed to cook full family meals. Beach toys, chairs and cooler also provided. The pool is always shaded, so can be cool, even on the hottest days and at nights. We found it refreshing.

3 bedroom Villa Great End Location
Check in was easy and the Mgr Jerscilla provided recommendations with airport transfers, jeep rental, and excursions. She greeted us and walked us through the layout and use of modern electronics of the villa. It was stocked with snacks, coffee, water, paper towels, seasoning, and basic condiments that were very appreciated. Those items add up when you need to buy a few things from local grocery stores. The villa set up has the courtyard in the center with pool, games, outdoor dining, outdoor bar, TV lounge area, and Sonos speakers. I have these at my home. Kitchen, dining and living on one side with bedrooms and bathrooms on the other. We really liked the bidets and quality TP! A perfect set up for privacy that was gated. We will go back and will stay here again if it’s available.

Villa Fratelli Garden
Our stay at this property was excellent. The views were remarkable, the house was well-equipped (including a generator), and the location was convenient to Red Hook and the East End. Groceries, pharmacies, restaurants, and shopping were easily accessible. The photographs accurately depicted the premises. Host Randall and his staff were very responsive and helpful. We enjoyed our week here and hope to stay at this home again.

Oceanfront Private Caribbean Resort!
Sea La Vie was the perfect St. Thomas escape. The space is clean, stylish, and peaceful, with a fully stocked kitchen that made cooking at home a breeze. The pool area was a highlight – quiet, with plenty of lounge chairs and an incredible ocean view that we never got tired of. The hosts were welcoming and responsive, and the location made it easy to explore beaches, restaurants, and local spots. Whether relaxing by the pool or enjoying dinner on the deck, every moment felt like paradise. Highly recommend!

Villa Pamela
The place was exactly as the pictures. The host was friendly respectful responsive and made my friends and I feel comfortable and welcomed. He also explained safety precautions if the weather was to change and how to make sure we had power and water. We cooked dinner most of the nights and the cabinets were filled with seasons spices aluminum foil, plastic bags, Tupperware, cooking, dishware, microwave, pots, and pans, all the things we needed to cook. They also provided toiletries trash bags towels, washcloths and also has a washer and dryer. The pool was very clean and clear with an amazing view. Both of the master bedrooms have a balcony. My friends and I will only book with this host when we are in town. Thank you so much for making our vacation enjoyable and relaxing! See you soon :)

Caribbean Poolside Cottage
Michael and Jenny were above and beyond the best hosts we have had from AirBnB. From the beautiful location, amazing recommendations, and easy going demeanor you couldn’t ask for more. Everything about the description is accurate and you can expect the view to be even better in person. They also provided a detailed cottage guide that clearly stated guest expectations and provided amazing recommendations for beaches/restaurants/groceries/etc.

Texas Embassy
Great view! very spacious! We enjoyed our stay & would come back again. It can be a little difficult to locate even with instructions, but once located no additional issues getting into the house. You should definitely rent an SUV or Jeep to get around the island and to get up the driveway at the property. Host was very accommodating as we arrived earlier than expected. The local co-host (Donovan) provided some local food options & less busy beach options.

Island Daze - Amazing Views
This is a beautiful retreat - the views, the condo, all refreshing and relaxing. We booked at the last minute and thoroughly enjoyed the space. Highly recommend an SUV/Jeep and be mindful they drive on the left! Condo is located at the top of the resort where the parking lot is located a short walk up a hill, not near the condo. We drove down to condo to unload in the small circle and managed to turn around without incident. The condo is located down 3 short flights of stairs. The condo buildings and grounds look tired, railings are loose. Once inside condo, you will be mesmerized by how nice and comfortable it feels - bed and pillows are very comfortable. Kitchen has everything you'll need - we shopped at both The Market at Tutu Mall and Moes in Red Hook for food - Moes is much nicer, everywhere is expensive! We drove down to the pool closest to the ocean, very clean. We did not go to restaurant. Coki Beach is within a walk but we found it extremely crowded and trash everywhere.
Weekly house rentals

Regatta Point! Ocean View Condo!
The unit looked just like the photos; it was pretty, well kept & clean. There’s an amazing view. Located in a quiet area.

Secluded Villa with Ocean Views
Justins place was everything we wanted and more for our trip to St. Thomas. As soon as you walk in you enter into a gorgeous view of the island. Which you can see from virtually anywhere on the property. The place was very clean, private, and had all the amenities we needed for our stay. Justin provided amazing recommendations which we utilized almost daily especially the food choices. Justin and his team were very communicative and helpful throughout the stay. Overall this place is incredible and I highly recommend it for anyone coming to visit St. Thomas.

Recently Built House! - 3/3 w/ Amazing View & Deck
Jared was a great host! Loved his place and the patio is amazing! Everything you need is provided.

Ocean Nest #1
Very spacious with stunning views! Very responsive and friendly hosts! Would definitely stay again!

Ocean View, Sunsets, Near Town, Solar/Backup Power
Christy and the team were amazing hosts!! Everything was arranged perfectly and so much detail that she puts into your stay! It was so peaceful, even with the roosters lol. We will definitely be booking again and will recommend this air bnb to friends and family.

Ocean View, Near Town, Backup Power/Strong Wifi
AMAZING studio! views from this deck are unbelievable! Christy did a great job with timely responses. House was full of board games and the Wi-Fi is veryy reliable. The location was also great, it had everything about 15-20 minutes away.

!NEW! Beautiful 4BR/3BA near restaurants & shops!
From start to finish, my experience with our host Sabrina was absolutely exceptional. The booking process was smooth, and the property was exactly as described—beautiful, clean, and thoughtfully arranged with all the essentials and more. It felt like a home away from home. Sabrina was an incredible host—warm, responsive, and genuinely committed to making our stay comfortable. She provided clear instructions, great local recommendations, and even checked in to make sure everything was going well. It’s rare to come across such hospitality and attention to detail. Thanks to Sabrina and I wouldn’t hesitate to book with her again. Highly recommended!

Sea Sun VIlla 3/2 Villa, walk to Limetree Resort
This place was absolutely amazing. From the moment we arrived to the moment we left. We arrived early and we were allowed to check in early & greeted at the home with a tour from the host. The view was breathtaking! The pool was a huge addition to our stay. Would definitely recommend this location if you are visiting St. Thomas with family or friends. Everything was close by food, beaches, stores etc.
Private house rentals

Regatta Point! Ocean View Condo!
The unit looked just like the photos; it was pretty, well kept & clean. There’s an amazing view. Located in a quiet area.

Secluded Villa with Ocean Views
Justins place was everything we wanted and more for our trip to St. Thomas. As soon as you walk in you enter into a gorgeous view of the island. Which you can see from virtually anywhere on the property. The place was very clean, private, and had all the amenities we needed for our stay. Justin provided amazing recommendations which we utilized almost daily especially the food choices. Justin and his team were very communicative and helpful throughout the stay. Overall this place is incredible and I highly recommend it for anyone coming to visit St. Thomas.

Recently Built House! - 3/3 w/ Amazing View & Deck
Jared was a great host! Loved his place and the patio is amazing! Everything you need is provided.

Ocean Nest #1
Very spacious with stunning views! Very responsive and friendly hosts! Would definitely stay again!

Ocean View, Sunsets, Near Town, Solar/Backup Power
Christy and the team were amazing hosts!! Everything was arranged perfectly and so much detail that she puts into your stay! It was so peaceful, even with the roosters lol. We will definitely be booking again and will recommend this air bnb to friends and family.

Ocean View, Near Town, Backup Power/Strong Wifi
AMAZING studio! views from this deck are unbelievable! Christy did a great job with timely responses. House was full of board games and the Wi-Fi is veryy reliable. The location was also great, it had everything about 15-20 minutes away.

!NEW! Beautiful 4BR/3BA near restaurants & shops!
From start to finish, my experience with our host Sabrina was absolutely exceptional. The booking process was smooth, and the property was exactly as described—beautiful, clean, and thoughtfully arranged with all the essentials and more. It felt like a home away from home. Sabrina was an incredible host—warm, responsive, and genuinely committed to making our stay comfortable. She provided clear instructions, great local recommendations, and even checked in to make sure everything was going well. It’s rare to come across such hospitality and attention to detail. Thanks to Sabrina and I wouldn’t hesitate to book with her again. Highly recommended!

Sea Sun VIlla 3/2 Villa, walk to Limetree Resort
This place was absolutely amazing. From the moment we arrived to the moment we left. We arrived early and we were allowed to check in early & greeted at the home with a tour from the host. The view was breathtaking! The pool was a huge addition to our stay. Would definitely recommend this location if you are visiting St. Thomas with family or friends. Everything was close by food, beaches, stores etc.
Destinations to explore
- Rentals with pools Southside
- Beachfront rentals Southside
- Waterfront rentals Southside
- Condo rentals Southside
- Apartment rentals Southside
- Rentals with a kayak Southside
- Rentals with a fire pit Southside
- Pet-friendly rentals Southside
- Rentals with beach access Southside
- Villa rentals Southside
- Kid-friendly rentals Southside
- Family-friendly rentals Southside
- Hotel rentals Southside
- Rentals with a washing machine and dryer Southside
- Rentals with a hot tub Southside
- Rentals with a patio Southside
- Fitness-friendly rentals Southside
- Rentals with outdoor seating Southside
- Private suite rentals Southside
- Resort rentals Southside
- House rentals U.S. Virgin Islands
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Oppenheimer Beach
- Coki Beach
- Cane Garden Beach
- Chocolate Hole
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Playa Sun Bay
- Caneel Bay Beach
- Maho Bay Beach
- Playa el Convento
- Salt River Beach
- Virgin Islands National Park
- Oil Nut Bay
- Playa Puerto Real
- Grapetree Beach