
Holiday rentals with outdoor seating in Southside
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Southside
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

3 Bedroom Home with 2 Bathrooms Centrally Located
Veronica’s Villa in St. Thomas was amazing! The house was beautiful, spotless, and exactly as described. All the amenities matched the listing, and the location was perfect for where I needed to travel. Easy parking right in front of the unit made everything super convenient. I really, really enjoyed my stay and can’t wait to come back in the future. Highly recommend!

Regatta Point! Ocean View Condo!
The unit looked just like the photos; it was pretty, well kept & clean. There’s an amazing view. Located in a quiet area.

Coral Cottage Cove-Ocean Views - 3 Bedroom 2 Bath
We had a great time. The house was exactly as listed matched pictures perfectly. Crista was very responsive to all questions. She made us feel welcome in her home. It was centrally located so the beaches we wanted to visit was never a far drive. Her recommendations for food were great. Front porch chillin was the best here! We had 5 adults and we felt comfortable here the decor was on point for an island vibe. Crista even added an extra touch knowing the trip was for my birthday celebration.

Salty Sway II - 2bed/2bath Beach House
Great place and great location. I will definitely stay here again. The place was clean (spotless), well equipped and easy to get to. If visiting St. Thomas for fun or work this place will not let you down.

Recently Built House! - 3/3 w/ Amazing View & Deck
Jared was a great host! Loved his place and the patio is amazing! Everything you need is provided.

Ocean Nest #1
Very spacious with stunning views! Very responsive and friendly hosts! Would definitely stay again!

!NEW! Beautiful 4BR/3BA near restaurants & shops!
Great stay.

Southside Beach Spot 1BR/1B
Wonderful location just 3 minutes up-hill from limetree beach. Felt right at home in the well appointed and thoughtfully stocked 1 bedroom apartment with kitchen and great balcony. Located in one of the quiet areas of beautiful St. Thomas. As others have said; it is highly recommended to rent a car (jeep) to get around, as the island roads are steep and a bit rough, and taxi/uber is expensive. Highly recommended location, host and environment!
Apartment rentals with outdoor seating

Relax-Inn at Rich Rez on St. Thomas
If you’re looking for the true Airbnb experience, this is it. From the moment we arrived, it was clear this stay would be something special. The host is everything Airbnb should represent—warm, welcoming, and genuinely thoughtful. Her kindness, stories, and hospitality made our trip unforgettable. The space is pristine, beautifully maintained, and full of thoughtful touches that made us feel at home. The views are breathtaking, and the pool is spotless and serene—perfect at any time of day. The location is ideal—centrally located with easy access to everything on the island. Driving for the first time might feel a bit intimidating, especially heading up to the property, but it’s completely safe and quickly becomes part of the charm. This place reminds you what travel should feel like—peaceful, inspiring, and personal. If you’re on the fence, don’t be. This is a must-experience stay that sets the standard for Airbnb.

Solar power 2 Bd Apt w/washer/dryer, near Red Hook
This place was perfect for our stay in St Thomas! We had everything we needed. The beds were comfortable and the ac in the bedrooms worked great. She was very friendly, the apartment was clean and the washer and dryer was a huge perk. There were beach chairs and umbrella and cooler to use during our stay! We will definitely stay here again!

*New Listing* Island Bliss - 2 BED/ 2 BATH
We had a wonderful stay. The condo was very comfortable and clean. The bedding, pillows and kitchen equipment was very nice. The area was nice like about 10 minutes from Havensite Mall. It was a a very quiet area. Angelica and Tyler were amazing. We look forward to coming again.

Dog-Friendly 2BR in the Sky, Stunning Ocean Views
I loved my stay here, the space was beautiful, clean and has sm character. Despite having AC the home stayed cool with the many windows and fans. The driver that Bg recommends got us everywhere we needed to go and always prompt. Overall would love to go back to ST. Thomas just to stay at this Airbnb so peaceful and quiet ugh a dream!!

Ocean Nest West #4
My wife and I had a wonderful time in St. Thomas celebrating her birthday! Our host, Randall, was very welcoming and he provided details on how to access the island! Can’t wait to return! Thank you!

Studio Loft Condo @ Limetree Beach Resort
It was great. A perfect place to relax on St. Thomas with great amenities and home comforts.

Oceanview Studio Villa-Luxurious Infinity Pool-STT
Leah and Scott’s place is absolutely incredible! Although it's attached to their home, it felt completely private and peaceful. The hosts were incredibly responsive whenever we needed anything. The views are stunning—truly breathtaking—and the pool was the perfect spot to relax and unwind at the end of the day. There are plenty of great restaurants just a short drive away, but the fully equipped kitchen makes dining in just as convenient. Leah and Scott have truly thought of everything to ensure a comfortable stay, from beach chairs and towels to a cooler and more. I especially loved the different seating areas where you can sit back and soak in the amazing views. Without a doubt, 10/10—highly recommend! I’ll definitely be coming back.

Southside Serenity~Cozy and Breath-taking
We loved Janelle’s place. It was an adventure getting there. Truly speaking I did not have any idea how the topography of the island would be. So, it was a little getting used to driving in the mountainous roads but we enjoyed it. Especially getting in and out of the driveway of the house. Loved playing with Trevor’s dog Noah! Trevor was very helpful as well. The view from the house was amazing! The sea from the mountain top. I highly recommend the accommodation.
Condo rentals with outdoor seating

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!!!

Villa Crystalia Oceanside condo
We had a lovely stay at the Sea Cliff Villas in Bologna Bay. The place was clean and comfortable, with a fantastic ocean view from the deck. There was an inviting private pool just steps away from the unit which we didn't get to take advantage of, but we did enjoy a sunset while lounging in the deck chairs. Rob was very responsive when we had questions and even reached out to check on us after a brief earthquake during the night. If there was one improvement I'd make it would be new pillows as the current ones were a bit flat, but that's an easy fix. Overall we had a great time and would stay here again in the future.

Coral cove studio - ocean view
My husband and I recently stayed at Coral Cove and between the beautiful view directly from our living room window, great location to all of the things we wanted to experience on the Island, and the amenities available in the community it couldn’t have been more perfect! We loved starting or ending our day looking out from the cliff side pool, the community is quiet and relaxed and the location of the unit adds an element of privacy. We were very happy with our choice of the place we called home for the week. Thanks for all of your help Lizzie, super responsive and was helpful in any way she could!

Amazing views,touch the waves from the balcony !
Anna was very responsive and accommodating. I would definitely recommend having a rental car because our taxi wanted to charge us more to drive up to the gate to get into the complex and it’s much easier than waiting for a taxi. Bring bug spray if you plan on sitting out on the balcony! Bring laundry detergent if you plan on using the washing machine. The condo was spotless and comfortable. Perfect for a couple night stay for two people! Views from the pool were picturesque!

"On the Rocks" Ocean Front 1BR/1BA Amazing Views!
Prior to our arrival they made sure to provide a very detailed list of everything you can possibly do on the island to prepare ahead of time. You could really tell they took their time to make sure there was a variety of things to do, see and experience that would accommodate every adventure seeker! Introductions and home instructions were just as lengthy and thorough which I appreciate. They invited us to check in hours prior which was perfect as our flight had just arrived when we got their text. We were welcomed with goodies at our arrival! The views… AMAZING!!!!!! Perfect location too, everything was 20 minutes away in every direction! Being technologically challenged I had issues with the tv sound, again due to me, so I messaged Xaverie and she immediately made arrangements to come help! I highly recommend!!

Ocean Serenity! Directly on the Water @Sea Cliff!
We enjoyed our stay at Sea Cliff Villa. The views from the balcony were beautiful and very relaxing. The Villa was stocked with everything you could need to enjoy your stay including beach towels, coolers, chairs, tanning lotion, etc. The kitchen had anything you would need to cook onsite (although we did not). The villa was very clean, furniture and bed was comfortable and the A/C worked well to keep the villa nice and comfortable inside. This location was central to the Red Hook area as well as Charlotte Amalie. We would definitely stay here again. Since we did most of the touristy things this time, we would try to visit more of the places the locals frequent next time. In my opinion, the exterior of the property, including the landscaping, is in need of upgrades to enhance its overall appearance.

Peaceful Oceanfront Oasis / Pool, Beach, Generator
We had a wonderfully relaxing stay at Sara’s. Having coffee on the balcony every morning with that stunning view was incredible. The place suited 4 adults and 2 kids perfectly. The kids pretty much wanted to live at the pool. It was always clean and never busy. Iguana friends visiting was a bonus. We had everything we needed and there were so many extra touches that were greatly appreciated. The location is peaceful and just a short drive to all the popular spots. It was nice to grab dinner downstairs at Mim’s the day we arrived so we could wait to grocery shop. Would absolutely stay again. Thanks again!

Palm Vista - new 3 bedroom, 3 bath condo ocean
This condo exceeded my expectations. Everything was just like the online pictures. We had sufficient space for a family of 4 adults to enjoy each other’s company, plus have the privacy provided by 3 king-sized bedrooms and 3 full bathrooms. The 2 balconies highlighted beautifully peaceful ocean views. The kitchen was equipped with everything we needed; the dining room table chairs were so comfortable; and the living room furniture was a perfect fit. Finding the location would have been difficult, if not for the turn-by-turn directions provided prior to arrival. Carrie was very responsive to all my pre-arrival questions and made us feel very much at home once we arrived. All check-in/checkout rules were straightforward and easy to follow. We would definitely stay here again if we return to St Thomas!
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Oppenheimer Beach
- Coki Beach
- Chocolate Hole
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Playa Sun Bay
- Caneel Bay Beach
- Maho Bay Beach
- Playa el Convento
- Virgin Islands National Park
- Playa Puerto Real
- Oil Nut Bay
- Secret Harbor Beach
- Grapetree Beach