
Condo holiday rentals in Southside
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Top-rated condo rentals in Southside
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Featured on HGTV! Sea Cliff Villa at Bolongo Bay
Absolutely loved our stay at Sea Cliff Villas and Sara’s place. Everything was as pictured and described. The unit had everything we needed for the 4 of us. I would 100 percent recommend and we would definitely book again without hesitation. GREAT unit and a SUPER host!!!

Making Waves, hear the ocean from master bedroom
Laurie's place is great! It is a corner space that oversees Bolongo Bay. it was perfect for our family (two adults, two kids). Directions were easy. Laurie's instructions were perfect. The place itself has nice amenities. We ate most meals in - the kitchen was set up great. Had everything we needed. We used the pots and pans, plates, coffee pot and toaster. All was good. The shower had great water pressure and the washer/dryer were perfect for us. We rented a Jeep and the parking instructions were perfect. We learned early on that it really doesn't matter what area you stay because you'll be driving everywhere anyway. This place is where you should stay because it's right on the water! Thank you for a great family vacation spot. Very grateful we picked your place!!

Nala's Oceanview Play & Work Condo
If I could give Joyce more than 5 stars I definitely would ! Her place is beyond beautiful with the location, secure community, amazing view of the coast, and maybe 4 different pools in less than a 5 minute walking distance. Her studio was well air conditioned and honestly squeaky clean ! We truly had nothing to worry about and don’t let me forget about Charles !! Charles made our stay and traveling 1 million times easier! Charles had no problem taking me wherever I needed to with a phone call and even gave me tours of the country! The only thing that I can say was a negative that had nothing at all to do with Joyce’s airbnb is renting a car which was more than priced online for me, but even still Charles came through and even told us that he charged us more on accident! Thank you Joyce and Charles for taking care of me you two are truly angels on earth !!!! I 10000% will be staying here again just from Joyce and Charles services to me I honestly couldn’t say anything better abt them !

A Ocean View in Paradise!
We had a great stay! Emily’s place was extremely clean, comfy and well appointed! We loved the cushioned rockers on the balcony while enjoying the beautiful view. The location was convenient and safe.

New Listing! Island Bliss - 2 BR/3BD/2BTH
Angelica was very responsive to the many questions I asked. Gave us advice on many things like grocery stores, fishing charters, restaurants, and had a great book with beaches etc. to answer a lot of questions. Also had some maps that were very helpful. We just really needed a quiet place with a view to rest and recharge. I liked that we could take a short drive and be anywhere the action was.

Marriott's Frenchman's Cove @ S Thomas - 2BR Villa
We had a great time! Everything was as described.

Marriott's Frenchman's Cove-St Thomas!
The two bedroom condo was amazing! We cooked breakfast, so we enjoyed the fully stocked kitchen. The beds were very comfortable. The sunrise and sunset views from the lanai were beautiful! We loved the pool and the activities there. The beachfront location of the hotel was beautiful and relaxing. We really enjoyed our time in St. Thomas and would definitely rent from Chris and his team again!

1b/1ba New Deluxe Condo on the Ocean
This place was absolutely perfect for us! It was comfortable, spacious, and had a gorgeous view of the ocean. We worked remotely for 2 weeks and the internet worked well for us. There were great appliances. The ac worked well. You are a 10m walk from the beach, or a tiny drive over. The pool overlooks the ocean and is absolutely gorgeous to watch sunsets on. Joanne was so helpful and kind. Everything was perfect.
Pet-friendly condo rentals

Grande Bay Luxury 3 Bedroom Condo
This was our first experience using Airbnb. From the moment we booked, Donovan contacted us to let us know he would be available through the entire process. The property was beautiful and very well maintained. As questions came up; Donovan and property managers were quick to answer and followed up to make sure our stay was as expected. I would recommend this condo, Donovan and Grand Bay Resort to anyone without hesitation. My family truly enjoyed our stay and felt blessed to be able to have this experience. Thanks again Donovan. -The Mikula family

Rainbow1 - Beachside condo on beautiful Cowpet Bay
We had a wonderful stay here. Two good sized bedrooms with their own privacy and bathrooms. The condo is clean, spacious, and has everything we needed for beach, pool, cooking, parking, etc. Rosie was super sweet and I couldn’t recommend her place enough. We will definitely stay here again!

Privacy. Private Pool Villa@Sapphire. Generator.
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!

Sapphire Beach Resort 1BR Family 1
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 !

Paradisio Villa
great location. loved the gated community. was clean and beautiful with excellent view. nice easy check in process. very spacious and clean rooms. had a library of books about local area. landscaping was beautiful. the community pool and pool table were great. wish we could have used the pool table in commons area before noon or after 9:00pm some days. originally thought we wanted to stay in Coral Bay area away from the crowds, but after driving all over the island we were glad we didn't because that whole coral Bay area smelled like sulfur. we cooked the majority of our meals. the place was well stocked with spices. the cook top was a bit hard to figure put for us since we have a gas stove at home. if you like infrared cook tops, then you are set. the y had a dishwasher and good fridge and nice microwave. pots were good but pans could be better. had one stainless steel pan that was not non stick. the only nonstick pan was warped because someone probably left it heated on stove without food and then put cold water on it in the sink while hot. Knives were okay. plenty of counter space. dining table was really neat. bathrooms were super sweet all 3 with awesome showers. washer and dryer was wonderful. ac worked well. TV options were great. veranda was awesome for morning breakfast and evening sunset meals. BBQ grill is a nice weber with clean grates and full propane tank but had to use a match to light one side. grilled a couple meals. although this was higher price range than I would have liked, it was overall a phenomenal place to stay. if in your budget, I wouldn't think twice. you will be happy with this booking.

Lovely condo with two pools
The place is just a 15 min walk to Megan's Bay but be warned that the walk is on the side of the road and there isn't a side walk but it was doable. Our AC broke the first night but they were able to get us a new room and the property is stunning with amazing views. Northside grind is a great place to get breakfast/lunch and the bar and grill on the property is good as well. Overall we loved our stay and hope to visit again soon!

Sunset Villa Studio Condo at The Hills Saint John
Wonderful quiet, space and loved the gated area with beautiful views! Cooler and beach chairs were a nice bonus. Tips: Google maps is accurate. The owner sends step by step instructions although we didn’t need it. You need a proper car. The roads are legit steep. We did walk 20 minutes to and from town a couple times although we enjoy walking. Gym is old although similar to a low to mid Marriott.

Tropical Sands | Elysian Beach Resort | St. Thomas
I usually don't give reviews but this one was perfect! Close to red hook and the property itself is exactly what we needed in a vacation home. Everything was well thought out.
Condo rentals with a pool

Sound of the Sea - A tranquil oceanfront condo!
this property surpassed our expectations. The view and accommodations were spectacular. it was extremely clean and the condo was fully stocked with cookware, etc. all appliances and furnishings appeared new and the condominium was decorated beautifully. The property was peaceful and quiet, but located relatively close to Redhook and Charlotte Amile. we were within walking distance of Iggies and Bologna Bay. without a doubt, I would strongly recommend building 22 unit 15 to anyone. the cost was very reasonable my only recommendation would be to change the ceiling light in the bedroom to a combination, ceiling, light, and fan. if we ever return to St. Thomas, we would definitely consider staying there again.

On the Water! New Remodel! Amazing Views! 1BR/1BA
Thanks for a great stay. It was smooth sailing from start to finish. We appreciated the attentiveness and helpful hints for our planned events. Looking forward to the next visit.

Platinum Paradise! Waterfront! Luxury Furnished!
This was our first time in St Thomas, Xaverie was extremely helpful in things to do and places to eat. This apartment was absolutely beautiful and extremely clean. You can’t beat the views either. We loved it so much we booked another day! If we ever visit St Thomas again we will 100% stay at this property again!

Tropical Paradise: Studio @ Limetree Resort
This place exceeded all my expectations! The private beach and stunning ocean views made every moment unforgettable. Our room featured a stylish, multi-level design, with a comfortable bed on a mezzanine overlooking the living area, and a balcony perfect for enjoying both sunrises and sunsets. The staff were warm and welcoming, and the on-site restaurant provided great meals with scenic oceanfront dining. I can’t wait to return to this slice of paradise! ⭐️⭐️⭐️⭐️⭐️

Limetree Beach Resort - Studio Deluxe Condo
Margaritaville was stupendous! Like tree was nice too but if I were to come back to stay ok either resort it would Margaritaville! Nadine was very helpful!

Paradise ON the turquoise waters of the Caribbean
The place was very nice and convenient. There were air conditioners in every room. The balcony had a nice view over Bolongo Bay. The grill was perfect and very modern, and the kitchen was very neat and had a dishwasher and all you need if you want to cook. Very nice and I recommend it if you want a quite and relaxing place

Limetree Resort studio
The room was beautiful it looked just like the pictures and the Host was super friendly and responsive!

Limetree Beach Resort by CW 1 bedroom
Fabulous time! Super clean and perfect location. We’ll return!
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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
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Playa Sun Bay
- Maho Bay Beach
- Caneel Bay Beach
- Playa el Convento
- Salt River Beach
- Grapetree Beach
- Sugar Beach
- Turquoise Beach
- Mandahl Bay Beach