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House holiday rentals in Southside

Find and book unique houses on Airbnb

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Popular amenities for Southside house rentals

House rentals with a pool

Superhost
Home in Northside
4.91 out of 5 average rating, 44 reviews

PalmPoolVilla - Solar & Battery 4 bed 4 en-suite

Carissa And BrandonRating, 5 stars2 weeks ago
CJ and Martina's place is incredible! It's clean and well-stocked with a gorgeous view. Our entire family stayed for our 20th anniversary and for our parents' 50th anniversary. CJ and Martina were so helpful and put so much thought into the house. Staying there made the trip so pleasant and stress-free -- comfortable beds, clean bathrooms, mosquito oil lamps, beach towels and chairs, AC units in the bedrooms, Tesla power generator, the washer and dryer... I could keep going. Not every home on the island has as much thought and care as this one, and certainly not every host is as responsive and exceptional as CJ and Martina. They went above-and-beyond. I have no complaints.
Superhost
Home in East End
4.8 out of 5 average rating, 15 reviews

Villa Fratelli Garden

AngelaRating, 5 stars2 months ago
We loved our stay at Villa Fratelli Garden. The home and surroundings were more beautiful than the pictures. The location is close to great beaches, restaurants, and the ferry at Red Hook. The grounds are full of beautiful plants and trees. We enjoyed our coffee in the morning on the deck listening to the doves. Despite being so close to Red Hook we found this property to be relaxing and peaceful. We will definitely hope to book this listing on our next visit.
Guest favourite
Home in Northside
5 out of 5 average rating, 29 reviews

Oceanfront Private Caribbean Resort!

MikeRating, 5 stars1 month ago
We had an absolutely amazing stay! Tristen was a fantastic host—responsive, thoughtful, and made us feel completely at home. Her property manager was also incredibly helpful and made the check-in process smooth and stress-free, which we really appreciated after a long day of travel. The views from the property are unmatched—panoramic sights of the Virgin Islands that left us speechless every single day. The house itself was spotless, beautifully maintained, and had everything we could possibly need for a comfortable and relaxing stay. Our group of 9 had more than enough space. Each bedroom offered plenty of privacy, and the kids couldn’t get enough of the pool! It truly felt like our own private paradise. We would gladly stay here again the next time we’re in St. Thomas. Highly recommend!
Superhost
Home in Saint Thomas
5 out of 5 average rating, 9 reviews

Villa Paradis II! Private Pool! Amazing Views!

EvelynRating, 5 stars4 months ago
The place was amazing! The view was incredible and place was well furnished. We would detina consider coming back!
Superhost
Home in St Thomas
4.85 out of 5 average rating, 46 reviews

Eden View Book you winter and spring dates!

LaurenRating, 5 stars1 month ago
What a great week we had in St Thomas! We were pleasantly welcomed by Camille with communication ahead of time and throughout our trip top notch. Having someone meet us and take us to the villa was very helpful on arrival since we had never been before. Peter communicated and checked in throughout our stay. The villa was gorgeous. Well taken care of and clean. The view was unbelievable, it was exactly what we were looking for. We loved the location, even though it wasn't in the hustle and bustle of it all.
Guest favourite
Home in Northside
4.95 out of 5 average rating, 106 reviews

Change Your Perspective at Villa Point of View

GinaRating, 5 stars2 weeks ago
Dionne’s spot was awesome. It was close proximity to any area on the island and easy to find. The view of the harbor was absolutely out of this world and we enjoyed watching storms roll in. The kitchen is well equipped and each room is stocked with towels. Overall, we loved our stay and would happily return to Dionne’s! The symphony of frogs singing each night was the icing on the cake.
Guest favourite
Home in St Thomas
4.92 out of 5 average rating, 13 reviews

Gray Manor 3 - Even more tranquility awaits you

JoanRating, 5 stars4 months ago
We stayed with our sons and families, 10 in total, with a 2 and 1 year old. Norman was very helpful in communicating what was available for the little ones and having crib and pack & play set up. We had two levels of house that could be rented separately but we had both connected by outside stairs. We had enough kitchen cookware and utensils to cook breakfast and dinners at the house. The balcony had comfortable furniture and looks out over Magen Bay, which is beautiful. The house was large with lots of room. Living area had comfortable couch for evening family time. The pool wasn’t heated so was a bit chilly but it was December and sun wasn’t hitting it due to its low position in the sky. The hot tub was nice since we could keep it a bit cooler and kids played in it. Location is not walkable but everything was within a quick drive. The house is older but they have updated it and we had no issues. Appliances are newer. Driveway is steep but manageable. Good value for space and pool.
Superhost
Home in Northside
4.82 out of 5 average rating, 113 reviews

Texas Embassy

KunguRating, 5 stars1 month ago
Great view! very spacious! We enjoyed our stay & would come back again. It can be a little difficult to locate even with instructions, but once located no additional issues getting into the house. You should definitely rent an SUV or Jeep to get around the island and to get up the driveway at the property. Host was very accommodating as we arrived earlier than expected. The local co-host (Donovan) provided some local food options & less busy beach options.

Weekly house rentals

Superhost
Home in Southside
4.78 out of 5 average rating, 50 reviews

Regatta Point! Ocean View Condo!

KristyRating, 5 stars1 month ago
My husband and I celebrated our honeymoon in St. Thomas. We had a wonderful stay at Linlie’s place. It was a great location, pristine pools, beautiful tropical surroundings, and walkable to nearby restaurants with live entertainment. The place was exactly as pictured, but even more beautiful than photos can do justice. It was very clean and serene. And, the price was excellent. I highly recommend this bnb! Thank you Linlie!
Superhost
Home in St. Thomas
5 out of 5 average rating, 30 reviews

Secluded Villa Overlooking Caribbean Sea

CindyRating, 5 stars1 month ago
Very well maintained house and pool. Appliances seemed new and well maintained. One air conditioner needed work, but a very nice repairman came and fixed it right after we arrived without us needing to request service.Beautiful view. Good value. Decent bed comfort for those of us who dislike hard beds. The only real drawback is the poor, unpaved driveway that lacked road signage, took some wrong turns to find even with Google maps, and required an all-wheel drive vehicle. We traded in our Jeep for a smaller compact SUV with better visibility because the space to turn the vehicle around is so tight.
Superhost
Home in Southside
4.97 out of 5 average rating, 59 reviews

Salty Sway II - 2bed/2bath Beach House

CallieRating, 5 stars3 months ago
Amazing Airbnb with beautiful sunset views! The villa had all of the amenities my family and I needed for a week stay. Host was very responsive and friendly. Would recommend this place to everyone!
Top Guest favourite
Home in Southside
5 out of 5 average rating, 11 reviews

Ocean Nest #1

DrewRating, 5 stars1 day ago
Very spacious with stunning views! Very responsive and friendly hosts! Would definitely stay again!
Guest favourite
Home in Southside
4.92 out of 5 average rating, 49 reviews

Ocean View, Sunsets, Near Town, Solar/Backup Power

CamaraRating, 5 stars1 week ago
Christy and the team were amazing hosts!! Everything was arranged perfectly and so much detail that she puts into your stay! It was so peaceful, even with the roosters lol. We will definitely be booking again and will recommend this air bnb to friends and family.
Guest favourite
Home in Southside
5 out of 5 average rating, 15 reviews

Ocean View, Near Town, Backup Power/Strong Wifi

MaryRating, 5 stars3 weeks ago
Christy’s place was the perfect spot for our vacation to Saint Thomas. We had a little trouble finding it but she was very responsive and FaceTimed us so that she could help us find it. Our favorite part was sitting in the balcony in the morning and afternoons it was so quiet and peaceful and the pictures don’t do the view justice. The whole Airbnb is stunning and was super clean- we can’t wait to come back! One thing I will say, the road to get up is very steep and is hard to see if someone is coming up or down, something to consider if it’s your first time driving in ST or if that makes you nervous. We absolutely loved everything about this place and will definitely rebook with Christy next time! Christy and Dan also rent out Jeeps at an affordable price which I wish we had done but my boyfriend had already booked a car ahead of time.
Guest favourite
Home in Charlotte Amalie
4.96 out of 5 average rating, 47 reviews

Berecia's Place

SusanRating, 5 stars2 months ago
Joyce and her daughter Lisa were incredible hosts, responsive and caring, staying with us on whats ap as we navigated the narrow winding streets of the old part of Charlotte Amalie to get to them and proving excellent directions. Couldn't ask for more caring hosts. Be aware Charlotte Amelie is hilly. I was recovering from an injured ankle so I could not take advantage of walking down hill and tgen back up to the waterfront ( a little more than a mile away). I appreciated living in a real neighborhood, not a tourist location.
Guest favourite
Home in Southside
4.81 out of 5 average rating, 27 reviews

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

PulcherieRating, 5 stars1 week ago
From start to finish, my experience with our host Sabrina was absolutely exceptional. The booking process was smooth, and the property was exactly as described—beautiful, clean, and thoughtfully arranged with all the essentials and more. It felt like a home away from home. Sabrina was an incredible host—warm, responsive, and genuinely committed to making our stay comfortable. She provided clear instructions, great local recommendations, and even checked in to make sure everything was going well. It’s rare to come across such hospitality and attention to detail. Thanks to Sabrina and I wouldn’t hesitate to book with her again. Highly recommended!

Private house rentals

Superhost
Home in Southside
4.78 out of 5 average rating, 50 reviews

Regatta Point! Ocean View Condo!

KristyRating, 5 stars1 month ago
My husband and I celebrated our honeymoon in St. Thomas. We had a wonderful stay at Linlie’s place. It was a great location, pristine pools, beautiful tropical surroundings, and walkable to nearby restaurants with live entertainment. The place was exactly as pictured, but even more beautiful than photos can do justice. It was very clean and serene. And, the price was excellent. I highly recommend this bnb! Thank you Linlie!
Superhost
Home in St. Thomas
5 out of 5 average rating, 30 reviews

Secluded Villa Overlooking Caribbean Sea

CindyRating, 5 stars1 month ago
Very well maintained house and pool. Appliances seemed new and well maintained. One air conditioner needed work, but a very nice repairman came and fixed it right after we arrived without us needing to request service.Beautiful view. Good value. Decent bed comfort for those of us who dislike hard beds. The only real drawback is the poor, unpaved driveway that lacked road signage, took some wrong turns to find even with Google maps, and required an all-wheel drive vehicle. We traded in our Jeep for a smaller compact SUV with better visibility because the space to turn the vehicle around is so tight.
Superhost
Home in Southside
4.97 out of 5 average rating, 59 reviews

Salty Sway II - 2bed/2bath Beach House

CallieRating, 5 stars3 months ago
Amazing Airbnb with beautiful sunset views! The villa had all of the amenities my family and I needed for a week stay. Host was very responsive and friendly. Would recommend this place to everyone!
Top Guest favourite
Home in Southside
5 out of 5 average rating, 11 reviews

Ocean Nest #1

DrewRating, 5 stars1 day ago
Very spacious with stunning views! Very responsive and friendly hosts! Would definitely stay again!
Guest favourite
Home in Southside
4.92 out of 5 average rating, 49 reviews

Ocean View, Sunsets, Near Town, Solar/Backup Power

CamaraRating, 5 stars1 week ago
Christy and the team were amazing hosts!! Everything was arranged perfectly and so much detail that she puts into your stay! It was so peaceful, even with the roosters lol. We will definitely be booking again and will recommend this air bnb to friends and family.
Guest favourite
Home in Southside
5 out of 5 average rating, 15 reviews

Ocean View, Near Town, Backup Power/Strong Wifi

MaryRating, 5 stars3 weeks ago
Christy’s place was the perfect spot for our vacation to Saint Thomas. We had a little trouble finding it but she was very responsive and FaceTimed us so that she could help us find it. Our favorite part was sitting in the balcony in the morning and afternoons it was so quiet and peaceful and the pictures don’t do the view justice. The whole Airbnb is stunning and was super clean- we can’t wait to come back! One thing I will say, the road to get up is very steep and is hard to see if someone is coming up or down, something to consider if it’s your first time driving in ST or if that makes you nervous. We absolutely loved everything about this place and will definitely rebook with Christy next time! Christy and Dan also rent out Jeeps at an affordable price which I wish we had done but my boyfriend had already booked a car ahead of time.
Guest favourite
Home in Charlotte Amalie
4.96 out of 5 average rating, 47 reviews

Berecia's Place

SusanRating, 5 stars2 months ago
Joyce and her daughter Lisa were incredible hosts, responsive and caring, staying with us on whats ap as we navigated the narrow winding streets of the old part of Charlotte Amalie to get to them and proving excellent directions. Couldn't ask for more caring hosts. Be aware Charlotte Amelie is hilly. I was recovering from an injured ankle so I could not take advantage of walking down hill and tgen back up to the waterfront ( a little more than a mile away). I appreciated living in a real neighborhood, not a tourist location.
Guest favourite
Home in Southside
4.81 out of 5 average rating, 27 reviews

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

PulcherieRating, 5 stars1 week ago
From start to finish, my experience with our host Sabrina was absolutely exceptional. The booking process was smooth, and the property was exactly as described—beautiful, clean, and thoughtfully arranged with all the essentials and more. It felt like a home away from home. Sabrina was an incredible host—warm, responsive, and genuinely committed to making our stay comfortable. She provided clear instructions, great local recommendations, and even checked in to make sure everything was going well. It’s rare to come across such hospitality and attention to detail. Thanks to Sabrina and I wouldn’t hesitate to book with her again. Highly recommended!

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