
Villa holiday rentals in Southside
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Top-rated villa rentals in Southside
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Southside villa rentals
Private villa rentals

Villa Royale
Kristen's place was top-tier!! Not to mention the beautiful views and over accommodations. She offered more amenities than we expected. Overall, we had an amazing time and would definitely consider staying there again.

NEW - open cal - Central Location - POOL Sleeps 9!
This home was breathtaking. This was a family trip plenty of space for my family of 7. We had space together and space for private moments. Don’t be alarmed by the link for your deposit Airbnb support confirmed that it was okay as long as it is mentioned. Host was extremely patient while I got a better understanding about the process. The pictures are worth a thousand words for this property.

Gorgeous Pool Villa w/ Ocean view! 3 BD/3.5 BA
We had a great stay in St Thomas, and the accommodations made it for us. The private pool, spacious bedrooms and living area, the well equipped kitchen, and the proximity to town, beaches and restaurants were more than we could ask for. Sabrina was very responsive and helped us with anything we needed. I highly recommend this property for any group or family that may be visiting the USVI.

Christmas Week at Marriott's Frenchman's Cove!
The apartment was beautiful. It had a great view and was close to the pool and ocean. I would definitely rent this place again.

Villa View Caribe
I appreciate Randall meeting near the property to provide directions and information. The house was very clean and the views are stunning from the back patio.

3BR w/ private pool and amazing views! Sleeps 10!
From start to finish Justin was on top of everything we needed! The Frenchman’s Bay Glass House was explained and pictured perfectly! Everything was just as expected and then some. The views were amazing. The air flow through the house with the windows open was very comfortable! The pool and hot tub were all clean and ready for us. Justin had all the lights on and AC blowing cold air before we got there! I do recommend having a rental car it’s pretty necessary! You’ll be happy you had it! We wouldn’t hesitate to stay in any of their properties in the future!

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!

(Beach Nearby) Group Getaway in Frenchman Bay
5 Stars Kurt’s place was absolutely stunning! The views were breathtaking—waking up to that ocean scenery every morning was unreal. The property was clean, comfortable, and perfectly located for a peaceful escape. Kurt was an incredibly proactive host, always checking in and offering helpful tips without being overbearing. You can tell he genuinely cares about his guests having a great experience. I’d absolutely stay here again and highly recommend
Luxury villa rentals

Villa Royale
Kristen's place was top-tier!! Not to mention the beautiful views and over accommodations. She offered more amenities than we expected. Overall, we had an amazing time and would definitely consider staying there again.

NEW - open cal - Central Location - POOL Sleeps 9!
This home was breathtaking. This was a family trip plenty of space for my family of 7. We had space together and space for private moments. Don’t be alarmed by the link for your deposit Airbnb support confirmed that it was okay as long as it is mentioned. Host was extremely patient while I got a better understanding about the process. The pictures are worth a thousand words for this property.

Christmas Week at Marriott's Frenchman's Cove!
The apartment was beautiful. It had a great view and was close to the pool and ocean. I would definitely rent this place again.

Gorgeous Pool Villa w/ Ocean view! 3 BD/3.5 BA
We had a great stay in St Thomas, and the accommodations made it for us. The private pool, spacious bedrooms and living area, the well equipped kitchen, and the proximity to town, beaches and restaurants were more than we could ask for. Sabrina was very responsive and helped us with anything we needed. I highly recommend this property for any group or family that may be visiting the USVI.

Villa View Caribe
I appreciate Randall meeting near the property to provide directions and information. The house was very clean and the views are stunning from the back patio.

3BR w/ private pool and amazing views! Sleeps 10!
From start to finish Justin was on top of everything we needed! The Frenchman’s Bay Glass House was explained and pictured perfectly! Everything was just as expected and then some. The views were amazing. The air flow through the house with the windows open was very comfortable! The pool and hot tub were all clean and ready for us. Justin had all the lights on and AC blowing cold air before we got there! I do recommend having a rental car it’s pretty necessary! You’ll be happy you had it! We wouldn’t hesitate to stay in any of their properties in the future!

(Beach Nearby) Group Getaway in Frenchman Bay
5 Stars Kurt’s place was absolutely stunning! The views were breathtaking—waking up to that ocean scenery every morning was unreal. The property was clean, comfortable, and perfectly located for a peaceful escape. Kurt was an incredibly proactive host, always checking in and offering helpful tips without being overbearing. You can tell he genuinely cares about his guests having a great experience. I’d absolutely stay here again and highly recommend

Frenchman's View Villa 2 BD/2.5 BA w/ Pool
I would absolutely recommend this place for anyone! Everything was as advertised the views were stunning the home was absolutely beautiful and sabrina was an excellent host. My favorite part was that it wasn't dead in the center of town nor was it too far away from Charlotte Amalie or anything else, really 10/10 on all fronts.
Villa rentals with a pool

Tropical Palm Villa- Ocean Views From All Rooms!
We had an amazing week at the Tropical Palm Villa!! Spencer was extremely helpful and always quick to respond to any questions we had. Mason met us and made us feel right at home while checking us into the villa. The views from villa are incredible! The place was perfect for my family of five to enjoy St. Thomas and all it has to offer. We were especially grateful for the amenities that made cooking and grilling a breeze. We also enjoyed the beach gear that was provided, including chairs, beach umbrella, and snorkel gear. The location of the house is perfect, offering easy access to the beach, or a quick drive into Red Hook for restaurants, groceries, and the ferry to St. John. Overall, we had a tremendous week and hope to make it back soon.

It’s an IRIE life
Paige was a great host. Her place is exactly like the photos. Nice spot on the water. Quick walk to the beach and beach club to have breakfast lunch and/or dinner. We enjoyed our stay!!

Villa - Private Pool!
This place was even better than described. Anything you could think of or might need was available to use. Peaceful, private and clean. One of the best places I’ve ever stayed! We would definitely book with this host in the future. Thank you 😊

Hibiscus Villa on Water Island
Once again, an amazing experience! This is our 4th time at Windswept and we feel like it’s home when we arrive. Well stocked kitchens, comfy beds, plenty of towels for bath and beach, lots of little thoughtful touches. We rented both sides and it gave our group of 7 plus baby plenty of room to spread out. Will always go back.

Paradise with Exquisite Ocean View
I cannot say enough about how beautiful this house and location is. A beautiful view of the water in almost every location in the home. Very clean and the ere was plenty of room for 5 of us. We loved the spacious dining room with a huge dining table to seat a large group. When on the deck, you are almost directly above the water-feels like you are on a cruise ship! Andrew responded immediately whenever we had a question. I would definitely recommend this home!

Luxurious Villa with Stunning Ocean Views
Great location, privacy, and breathtaking views! The home was more space than we needed, but we enjoyed the open layout, and spacious bedrooms and bathrooms, and beautiful views from every room. We appreciated all of the amenities as well - from everything in the kitchen to the A/C units, ceiling fans, extra towels, laundry, etc. We loved the pool area with options for sitting in the sun and shade, and really enjoyed exploring the paths around the home and the “extra” deck and chairs. Great proximity to Magens Bay and our favorite spot, the Northside Grind for coffee, smoothies and sandwiches.

Minutes to Magens Bay - POOL - Views - Dining
The view is amazing, plenty of room and very spacious. AWD is a must for the driveway, pool are is very nice. No complaints at all. We loved our week here !!!!

Romantic Villa with Private Pool - Rave Reviews!
Cheryls place is so nice. We loved the privacy of the place however close to so many beaches and restaurants. The pool was so nice, loved the garden shower and really everything. Would highly recommended her place in St Thomas!!
Destinations to explore
- Condo rentals Southside
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- Kid-friendly rentals Southside
- Rentals with a kayak Southside
- Private suite rentals Southside
- Hotel rentals Southside
- Rentals with a hot tub Southside
- Rentals with a fire pit Southside
- Rentals with a washing machine and dryer Southside
- Resort rentals Southside
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- 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