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Featured Southside Holiday Rentals

Stunning beachfront hotel complex with balconies and serene ocean views.

"Best hotel beach on island. Property well kept and has great amenities."

includes taxes & fees

24 Aug - 25 Aug

Enjoy breathtaking views of the turquoise ocean from this hillside hotel, where the beach is just steps away.

" Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with. "

includes taxes & fees

1 Sept - 2 Sept

Relax by the serene pool surrounded by lush greenery and a waterfall.

"Place was nice and quiet love it "

Relax by the pool overlooking the marina and sea.

"great place to stay"

Stunning traditional architecture surrounded by lush gardens and a serene natural setting.

"Great stay at amazing location, very close to nearby attractions and stores! "

includes taxes & fees

25 Aug - 26 Aug

Relax on the balcony with a serene sea view and enjoy dining or unwinding in the shade of the pergola.

"Had a great time spent 5 days with my wife it was quiet with beautiful views "

Enjoy breathtaking ocean views from this serene island retreat, surrounded by lush greenery and a picturesque beach.

"The area was perfect as it’s close to red hook & the ferry to St. John, taxis everywhere to get wherever you need to go. "

Experience the tranquility of Gallows Point, where ocean views and lush greenery meet a relaxing pool area.

"Amazing visit. Great rooms, walkable to restaurants and bars. Had a really nice visit. "

Relax by the clear blue pool surrounded by palm trees and lounge chairs.

"It was close to the beach was a definite plus, only minus was having to leave. "

Relax on the balcony with a sofa, chair, and table, taking in the marina views and distant mountains.

"Liked everything-villa, location, beach, pool, condition of community. "

Relax on a wide, sandy beach with palm trees swaying in the breeze.

"Excellent place to stay! "

Enjoy breathtaking views of the coastal landscape from the spacious rooftop terrace with a hot tub.

"Absolutely beautiful breathtaking view with beautiful sunrises. It was private and clean. I highly recommend this place. "

Relax by the pool surrounded by palm trees and lounge chairs.

"Great spot. Close to beach and dinning. "

Enjoy a serene coastal view from this tranquil setting, complete with a beautiful view of the ocean and lush green surroundings.

"This location is absolutely perfect - great view of St. John and parts of St. Thomas - right below is the ferry. It is quiet and comfortable"

Cozy living space with a sofa, ottoman, and dining area, featuring a kitchenette and natural light.

"This property was a nice safe place for family of 4. It was in a more residential neighborhood. A car is a must if you are going to stay here as it's a ways from beaches and night life. There is one bar/restaurant that is walkable and was great for breakfast and drinks. It does include washer and dryer but no laundry detergent and minimal toiletries/towels. Some touches such as laundry detergent, beach chairs that you could take to beaches, and some toiletries would make it 5 stars. "

includes taxes & fees

5 Aug - 6 Aug

Relax in a shaded seating area with sofas and chairs, surrounded by potted plants and a serene ocean view.

"The property was very nice, we had everything we needed. We appreciated that there were restaurants available if we didn’t choose to drive anywhere. The beach was beautiful and it was so convenient that there were lounge chairs available on the beach. "

Relax by the serene pool surrounded by arched windows and a pergola.

"Outstanding place to stay on St. John. The grounds and view were beautiful and the villa was spacious and very well taken care of."

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, sink, and coffee maker.

"Enjoyed a relaxing 3-day family staycation in this wonderful rental. The 1-BR unit is modern and spacious, with all the necessary amenities. Located within a gated community and a residential property, it was a “home away from home” experience that no hotel stay can duplicate. Great dining, beach and shopping options within a short driving distance, and a popular restaurant just within walking distance. My family will definitely return. Thank you! "

includes taxes & fees

5 Aug - 6 Aug

Compact kitchen with a refrigerator, microwave, and oven, sink, and chair.

"I will be back "

includes taxes & fees

31 Aug - 1 Sept

Relax by the resort's inviting pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas at your disposal.

"LOVED this property and would def go back. Room was a bit dated but in good shape and HUGE and the terrace / views amazing. The highlight!!! Love walking into town. Two thumbs up!! "

includes taxes & fees

7 Aug - 8 Aug

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Top Southside Hotel Reviews

Limetree Beach Resort by Club Wyndham

10/10 Excellent

"Quiet and remote location with easy access to pool with swim up bar and beach. Not a hotel which makes it a better experience "

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent

"My family and I had a lovely stay, pools are amazing, the grounds are beautiful, we liked the fact that we shad access to the other resort as well and the beach. Isla Blue Restautant is really good. There was chickens and cats by the side of the hotel and my daughter loved it! "

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Southside Holiday Rentals

Change your mind

Treat yourself

Be picky

Featured Southside Holiday Rentals

Marriott's Frenchman's Cove

Hotel Sophia Boutique Hotel

Flamboyan on the Bay Resort and Villas

Hilltop Villas at Bluebeard's Castle

Castle Villas at Bluebeard's

Pirates Pension at Bluebeard's Castle

Beachfront Villas at Crystal Cove

Gallows Point Resort

Sapphire Beach Resort

Sapphire Beach Villa

Virgin Islands Campground

Calichi at Picture Point

Sapphire Village Resort by Antilles Resorts

Villa Marina Vista

The Cottage at Villa Indigo

Sapphire Sanctuary by the Sea

The Hills, St John

Villa Indigo 1BR in Private Gated Estate

Little Indigo Apartments

Suite St. John at Gallows Point Resort

Top Southside Hotel Reviews

Limetree Beach Resort by Club Wyndham

Marriott's Frenchman's Cove

The Westin St. Thomas Beach Resort & Spa

Bolongo Bay Beach Resort

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Boundless Bliss Hotel

Hotel Sophia Boutique Hotel

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