
Villa holiday rentals in Southside
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Top-rated villa rentals in Southside
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Private villa rentals

Groups! Unit A 3 BR/3 bath Asta Cruise Villas!
This is not our first time staying in Celestino's home and we are always looking forward to coming back. Beautiful space, amazing views, perfect location. Cannot say enough good things.

Vel’s Island Villa
I had a fantastic experience staying at this Airbnb! The place was exactly as describe….clean, comfortable, and thoughtfully decorated. The host was incredibly responsive and made check-in and check-out a breeze. I especially appreciated the little touches like fresh towels and a well-stocked kitchen. The location was great too….. peaceful and quiet at night. I’d absolutely stay here again and highly recommend it to anyone visiting the area!

Water Island Hotel & Villas 2 min walk to beach.
Stunning views from the back yard. Short walk to the beach, local restaurants, golf cart rentals, the ferry, and quick groceries. We had a wonderful time and will be back again!

Elegant Clifftop Getaway with Stunning Ocean Views
We found barbs Airbnb at 11pm after dealing with issues at our original Airbnb. Barbs place was amazing! She was such a great host and we can’t wait to come back. We will always use her home when we visit the islands. Thank you so much for helping us turn our trip around at such short notice!

Breathtaking Views Abound From Ocean Crest Villa
This was an excellent spot for our group to all be together and also be close to the beach. We would suggest this to others looking for a private space nearby Magen’s Bay!

Salty Sway I - 2bed/2bath Beach House
Salty Sway Villa #1 is a beautiful home. It’s beachside and the views are amazing. Leah responded quickly to my texts and to address our concerns. The island had a power outage and she was able to assist us quickly when the generator didn’t kick in. The island and the beaches are just beautiful. We definitely will return.

Casa Cielo vacation in paradise
The home is wonderful and the location is great! The view off the terrace is amazing! It doesn't get any better. Recommend you rent a jeep for sure. This lovely home is on top of a mountain and the roads are difficult to navigate so once you go down the mountain, you're pretty much down the mountain for the day. Michael was a very good host and very responsive to any request. He recommended two restaurants, which were stellar. I recommend them as well. Prime at Paradise Point has wonderful food and very good service. Recommend going at sunset for a wonderful view! Oceana, which had fresh seafood that was so good! This was a perfect vacation for our family and we had an unforgettable time!
Luxury villa rentals

Gorgeous Southern Cross and On the Rocks
We had a wonderful time at house . Great great porch , Trevor was very helpful it getting us to house . We did rent a car and it was great to get around town .

Escape Ordinary: Villa Calvo
What a beautiful home! It’s hard to even describe the view. It’s so, so beautiful! Greta location, central to everything we needed access to. The onsite restaurants were great and everyone we met was so kind. The owners were great and very responsive. Highly recommend!

Beautiful VillaFrancisca Great Location Gated
Wonderful stay. The house didn’t have hot water and it was fixed immediately when I reached out to the co host. Amazing views and the house was so much better than the pictures! Highly recommend!!!

Paradise with Exquisite Ocean View
This place is amazing! The view is incredible and very good in space. Was a little hard to get there at first but you get used to. Definitely recommend!

Villa Paradis! Spacious Home~Amazing Views & Pool!
What a wonderful stay! Amazing all around, from the villa's accommodations to the view! Just Wow!!!! Thank you Xaverie and Stephanie.

Minutes to Magens Bay - POOL - Views - Dining
This was the first time we visited STT. My children and grandchildren loved the home and pool. Safety was not a concern as it is in a gated community and the home is so comfortable with absolutely beautiful views. There is an apartment on lower level that was great for my son. There are a few steps to get to the top of main house but there is an elevator lift which we really appreciated. Great way to get baggage and groceries upstairs and used for baggage when checking out. This was a great addition that was well planned out by Cathy. We would definitely go back to this home, and it is just 2 miles from Megans Beach which you can see from the front porch. Thank you, Cathy, for your assistance in making our trip one we will always remember. Rob

Tropical Modern Loft | SoHo Style | Concierge
We had a lovely stay at Zack’s unique and special unit/condo. Zack was extremely helpful & responsive from time of booking and time to departure. He was proactive to reach out to see if we’d landed and also was waiting for us when we arrived to welcome us inside. He took the time to give us a tour of his place and he also shared some restaurant recommendations. Zack’s a personable, great all around guy and his place was perfect! Thanks so much Zack from Kelly & Co!! We’d definitely stay at your place again!

Hilltop Paradise Vacation Package with Jeep
Francis is an amazing host and the place was great. Very clean inside and outside and the pool was fantastic. Great location and with access to the Jeep, we were able to get around the island easily. Francis was so kind, responsive, and accommodating. We can’t say enough positive things about Francis. He was great as a host. We already miss Rollito, the house dog. He is the sweetest boy and as dog lovers, we really enjoyed having him around for the trip. Thank you Francis for a great experience.
Villa rentals with a pool

It’s an IRIE life
Highly recommend this Airbnb for a comfortable and enjoyable stay, especially if you’re traveling with kids. We will definitely be back!

Villa Samadhi - Tailored time in paradise.
This home has the most incredible views which are even more stunning than the pictures. John has created such a special experience and his home has everything you would want and more. He and his wife were so responsive to all of my questions which makes such a difference when you’re visiting the island for the first time. John spent extra time when we checked in to show us how to use all of the incredible amenities, from the highest end coffee maker (and coffee we ended up buying to bring home), massage chair and more. It’s extremely private while you’re able to enjoy the views of the island, day and night. The pool area has so many options for sitting and sunning our group of 4 plus a child could all be together in the shade, sunbathing or the pool. This is truly a special home and we’re so happy to have selected it! For future visits, while not much is walkable, the one restaurant that is was child friendly and had very good food. I highly recommend this beautiful home!

Villa - Private Pool!
The condo was the perfect private getaway - conveniently located walking distance to beautiful Sapphire Beach and close to the ferry and many shops and restaurants nearby. The check-in and check-out processes were quick and easy, and our hosts responded very quickly to questions, which added to ensuring that all we had to focus on was enjoying the condo and its proximity to all the island had to offer. The condo was also stocked with many kitchen, bath, and activity goods and supplies; we particularly enjoyed using the snorkel gear and beach chairs and mats. We look forward to returning as soon as possible, and will be recommending friends to visit as well.

1 Bedroom Mountain Top Penthouse, Pool, AC,Gym
After being Double booked at another property, we found Jules! We are so happy we did and were thrilled! The property is beautiful! And the views are even better. We stayed in the Master Suite,the views were breathtaking as we looked on towards St John’s. The main town near by was “Red Hook” where there were so many options for restaurants and shops. Local beaches are just a short drive away. We will definitely be back.

Luxury Villa with Pool, steps from the Beach
This place is really gorgeous and has incredible views from the wrap around windows. A real pleasure to wake up to every morning. We didn’t know much about the island when booking but very happy we chose this area. Felt a little more like a local vibe and more quiet and relaxing. But never too far away from places that were more lively and full of people. Really convenient for a day trip to St John as well. Overall great house and an amazing location. We had some island-related mishaps that Fernando had no control over but he was very responsive and was as helpful as possible given the situation. Would recommend again!

Private Pool Getaway in Smith Bay (Beach Nextdoor)
Place was exactly as described! It was very well stocked with amenities, and had more than enough beach towels for the party of five I went with. We made great use of the pool and the close walk to the beach. I really appreciated the helpful guides Kurt wrote to help us get places! Also there were a lot of cute cat and chicken visitors in the yard area which may be a bonus to you :)

Sierra Villa -1 Bedroom w/Pool on Resort
Amber was very responsive throughout our whole stay. Loved the rooftop pool area...nice furniture, clean gas grill and beautiful views!! Also great that we were able to use the amenities at Point Pleasant Resort. It is walkable but the hills are pretty steep. A shuttle service is available...remember to tip the friendly drivers:) Great food and staff at Sun and Sea Bar & Grill. You can walk the shoreline to Margaritaville Resort next door and then get on a side road to Coki Beach too. Enjoyed our stay...we'll be back!!

Close to Magens Bay, gated, private pool, solar
After traveling to st. thomas four times to visit family this is by far the best place my family and i have stayed! From being very flexible to a perfect layout this home and its host are perfect for families!! The pool was perfect and so was the double living areas. This place is great if you have a couple that likes to have their “own space”! I will be booking with them again!!
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Oppenheimer Beach
- Coki Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Morningstar Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Playa Sun Bay
- Maho Bay Beach
- Caneel Bay Beach
- Playa el Convento
- Salt River Beach
- Grapetree Beach
- Turquoise Beach
- Hull Bay Beach
- Mandahl Bay Beach