Condo vacation rentals in Southside

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Popular amenities for Southside condo rentals

Weekly condo rentals

Top guest favorite
A refreshing swimming pool is visible with clear, blue water and a depth indicator of 4 feet. Sun loungers are placed nearby, and palm trees sway gently in the background, offering a glimpse of the ocean and a cloudy sky beyond.
Condo in Southside
4.98 out of 5 average rating, 60 reviews

Featured on HGTV! Sea Cliff Villa at Bolongo Bay

MichaelRating, 5 stars1 month ago
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!!!
A view of the ocean is framed by lush palm trees, highlighting a serene pool in the foreground. The water's edge is visible, with gentle waves lapping against the shore, creating a calming atmosphere.
Condo in Southside
4.76 out of 5 average rating, 113 reviews

Making Waves, hear the ocean from master bedroom

AnneRating, 5 stars1 month ago
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!!
Guest favorite
A serene body of water is depicted, showcasing clear turquoise shades with gentle ripples reflecting sunlight. The shallow area reveals a sandy bottom, while faint silhouettes of people swim peacefully in the distance, surrounded by lush greenery along the coastline.
Condo in St. Thomas
4.92 out of 5 average rating, 75 reviews

Nala's Oceanview Play & Work Condo

DaryienRating, 5 stars8 months ago
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 !
Superhost
An aerial view showcases a sparkling pool surrounded by sun loungers, set against a backdrop of sandy beach and gently lapping waves. Lush palm trees provide shade, while the clear water reflects the sunlight, creating a serene tropical atmosphere.
Condo in Southside
4.84 out of 5 average rating, 19 reviews

A Ocean View in Paradise!

StevenRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Southside
5 out of 5 average rating, 6 reviews

New Listing! Island Bliss - 2 BR/3BD/2BTH

WilliamRating, 5 stars2 months ago
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.
Superhost
Two shaded lounge areas are surrounded by lush tropical foliage. Each area features a pair of green lounge chairs. A small table with a bucket of ice sits nearby, complementing the tranquil outdoor setting.
Condo in Southside
4.83 out of 5 average rating, 6 reviews

Marriott's Frenchman's Cove @ S Thomas - 2BR Villa

ChristopherRating, 5 stars10 months ago
We had a great time! Everything was as described.
Superhost
A tranquil whirlpool spa is set against a backdrop of lush greenery and the sparkling waters of the bay. Comfortable seating is arranged nearby, offering space to relax and enjoy the scenic view under a clear blue sky.
Condo in Southside
5 out of 5 average rating, 3 reviews

Marriott's Frenchman's Cove-St Thomas!

MaryRating, 5 stars5 months ago
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!
Guest favorite
An outdoor area features a turquoise swimming pool surrounded by a wooden deck. Several lounge chairs are arranged for relaxation, with the ocean visible just beyond the railing. The serene water contrasts with the natural landscape and waves lapping at the rocks.
Condo in St. Thomas
4.96 out of 5 average rating, 23 reviews

1b/1ba New Deluxe Condo on the Ocean

NatalieRating, 5 stars3 months ago
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

A serene outdoor space features a private pool surrounded by a sun-soaked patio. Lounge chairs are positioned comfortably nearby, with large sliding glass doors revealing an inviting interior. Lush greenery frames the area, enhancing the sense of seclusion and tranquility.
Condo in Smith Bay
4.82 out of 5 average rating, 260 reviews

Privacy. Private Pool Villa@Sapphire. Generator.

KellyRating, 5 stars1 month ago
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!
A wooden headboard is seen holding two decorative pillows featuring a tropical beach design with palm leaves. A small potted plant sits on a nearby wooden dresser, adding a touch of greenery to the space.
Condo in St Thomas
4.66 out of 5 average rating, 41 reviews

⛱️2BR 1bath Caribbean Condominium Downtown area

TonyaRating, 5 stars1 month ago
Our stay at this rental was awesome awesome. The location was perfect for food and walking distance to Emerald beach (water sports at the beach and it's beautifu), the home was spotless, and the host was very helpful throughout our stay. We highly recommend this property if you are visiting St. Thomas.
Superhost
A spacious outdoor patio is framed by elegant archways, featuring a dining table set for six and comfortable seating. Lush greenery and palm trees provide a backdrop to the panoramic ocean views, with bright blue skies enhancing the serene atmosphere.
Condo in Cruz Bay
4.82 out of 5 average rating, 11 reviews

Paradisio Villa

JustinRating, 5 stars35 months ago
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.
Superhost
A serene beach scene features soft, white sand bordered by lush green trees. Calm turquoise waters stretch out to the horizon, dotted with small boats. A clear sky frames the tranquil setting, creating a peaceful atmosphere ideal for relaxation.
Condo in Northside
4.74 out of 5 average rating, 110 reviews

Lovely condo with two pools

NeelumRating, 5 stars1 month ago
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!
Superhost
A panoramic view is presented at sunset, showcasing a vibrant sky filled with hues of orange, pink, and purple. The silhouette of distant islands can be seen against the reflective water, creating a serene atmosphere.
Condo in Cruz Bay
4.83 out of 5 average rating, 126 reviews

Sunset Villa Studio Condo at The Hills Saint John

AllysonRating, 5 stars4 days ago
This was our first time staying in St.John. The place was perfect and the view was amazing. The complex is gated, private, and absolutely beautiful. We enjoyed the pool, deck, playing pool, talking to the concierge, and drinks- there is a chef but didnt get a chance to use. The beach chairs, towels, and cooler also came in handy. We spent our days on hikes and at the beaches. Every trail ends at a great beach (Brown, Reef, and Ram- our favorite hikes)! Evenings we had dinner in cruz bay. Many places do allow for reservations. If you hike make sure you bring water, bug spray, sunscreen, and good shoes. We snorkled at all the beaches. We used the markets to buy groceries-the room has microwave fridge with a freezer! We did have a jeep which I would recommend if staying here and wanting to get around the island. We walked to town once but the roads are steep. The host was awesome and I look forward to planning a return trip!
Top guest favorite
A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.
Condo in East End
5 out of 5 average rating, 27 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas

KelleeRating, 5 stars1 week ago
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.
Superhost
A spacious living area is presented with lightweight furniture, including a hammock and two seating arrangements with floral upholstery. A wooden coffee table is centered among them, and a small dining table is visible in the background. Light pours in through the windows, enhancing the open environment.
Condo in Northside
4.79 out of 5 average rating, 14 reviews

Northside Condo Near Ocean, Rental Car Dependent

JohnRating, 5 stars11 months ago
This place was amazing! So peaceful and serene, the beach is a 1 min walk from the from door, private with spectacular views and an absolutely perfectly oeaceful environment. The community was inviting and warm, everyone was genuinely happy that I was there and I felt like famiky with the way I was welcomed and recieved. The unit itself was perfect with a spectacular kitchen, AC, and private bedroom with ample sleeping for 4. This was a steal at the cost and would use this again if I returned. The pool was not working during my trip but it did not matter as the beach was so inviting. A car is needed to see different parts of the island but there are private picturesque beaches within walking distance. Sunrises and sunsets were astonishing and breathtaking from the bluff above the private beach, a short 10 min hike. The fire pit, was a great place to meet locals and have great conversations along with a family style BBQ to bring it all together really made this place feel like home.
A private balcony is shown with two modern chairs positioned for sunset views. The warm glow of the setting sun illuminates the surrounding landscape, including water and distant hills, creating a serene atmosphere for relaxation.
Condo in St. Thomas
4.73 out of 5 average rating, 120 reviews

Oceanview, Private Balcony close to Restaurants

SwayambitaRating, 5 stars1 week ago
Loved our stay at this Airbnb. Clean and peaceful. Exactly like it has been described. It’s a bit up a hill, but we were able to walk without any issues. If you have luggage maybe you will need a cab. Ferry terminal and restaurants are very close by and walkable. Will def recommend.

Condo rentals with a pool

Guest favorite
A balcony view features a round table with a vintage lantern at its center, surrounded by two outdoor chairs. The ocean stretches out in the background, with waves gently rolling in under a clear blue sky.
Condo in Southside
5 out of 5 average rating, 14 reviews

Sound of the Sea - A tranquil oceanfront condo!

GaryRating, 5 stars3 months ago
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.
A serene coastal view is presented, featuring palm trees gently swaying in the breeze. The crystal blue ocean stretches out under a bright sky, with wispy clouds dotting the horizon. Rocky shoreline meets the water, enhancing the natural beauty of the scene.
Condo in Southside
4.88 out of 5 average rating, 17 reviews

On the Water! New Remodel! Amazing Views! 1BR/1BA

ChristopherRating, 5 stars8 months ago
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.
Condo in St Thomas
4.89 out of 5 average rating, 9 reviews

Platinum Paradise! Waterfront! Luxury Furnished!

CaitlinRating, 5 stars12 months ago
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!
Guest favorite
A vibrant outdoor pool area is surrounded by palm trees and lounge chairs, offering views of the ocean. A white table with blue chairs and two umbrellas provide shaded seating. The water glistens under a clear blue sky, enhancing the inviting atmosphere.
Condo in St. Thomas
5 out of 5 average rating, 6 reviews

Tropical Paradise: Studio @ Limetree Resort

KimRating, 5 stars4 days ago
Highly recommended, Live Suite made my last minute stay phenomenal... Thank you once again....
Condo in St. Thomas
5 out of 5 average rating, 3 reviews

Limetree Beach Resort - Studio Deluxe Condo

NdambeRating, 5 stars14 months ago
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!
Condo in Southside
4.65 out of 5 average rating, 23 reviews

Paradise ON the turquoise waters of the Caribbean

bardhaRating, 5 stars9 months ago
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
A serene pool area features bright blue lounge chairs and umbrellas set against a backdrop of swaying palm trees and the ocean. The curved pool is surrounded by tropical landscaping, with clear blue skies creating a tranquil atmosphere.
Condo in St. Thomas
4.91 out of 5 average rating, 11 reviews

Limetree Resort studio

NateshaRating, 5 stars2 months ago
The room was beautiful it looked just like the pictures and the Host was super friendly and responsive!
A refreshing pool area is surrounded by palm trees and lounge chairs, offering a serene view of the ocean. Bright blue umbrellas provide shade over patio tables, complementing the vibrant colors of the tropical setting. The clear sky reflects above the tranquil water.
Condo in St. Thomas
4.75 out of 5 average rating, 4 reviews

Limetree Beach Resort by CW 1 bedroom

BonnieRating, 5 stars52 months ago
Fabulous time! Super clean and perfect location. We’ll return!

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