Holiday rentals with a pool in Southside

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Popular amenities for Southside rentals with a pool

House rentals with a pool

Guest favourite
Home in Northside
4.94 out of 5 average rating, 53 reviews

Private Saltwater Poolside Cottage w/View and Gate

GaryRating, 5 stars2 weeks ago
We really enjoyed our stay! The view of the island was amazing. I think it was the the best view we have ever had at an Air BNB. Delano and Beige were very helpful. We enjoyed chatting with Gene while he cleaned the pool everyday. The pool was a nice place to relax after a long day sight seeing. Our room had everything we needed and more, including beach and snorkeling gear. We will definitely stay here again the next time we visit St. Thomas!
Superhost
Home in Northside
4.94 out of 5 average rating, 33 reviews

Generator! Beautiful Virgin Island Triplex

JodiRating, 5 stars1 month ago
We had a great stay! Plenty of room for our party of 8 to spread out! Suzy was very responsive to any requests or questions we had.
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 stars1 week 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.
Guest favourite
Home in Northside
5 out of 5 average rating, 5 reviews

Fanta Sea Villa ~ Peaches Seaside Sanctuary

MichaelRating, 5 stars1 month ago
Enjoyed the hummingbirds, Bananaquits and the noise of the Coki frogs every night. Beautiful views. Wonderful house with everything you could need. Excellent stay.
Superhost
Home in Saint Thomas
5 out of 5 average rating, 9 reviews

Villa Paradis II! Private Pool! Amazing Views!

EvelynRating, 5 stars3 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 stars2 weeks 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, 105 reviews

Change Your Perspective at Villa Point of View

Eilidh MRating, 5 stars3 weeks ago
One of the best places to stay on the island because you can get to town or country relatively fast and have a phenomenal view as well. Definitely worth the price and definitely coming back!!
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 stars3 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.

Apartment rentals with a pool

Top guest favourite
Apartment 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!!!
Superhost
Apartment in Southside
4.77 out of 5 average rating, 35 reviews

Ocean-Front 3 Bedroom Villa! Optional SUV Rental

MarissaRating, 5 stars2 weeks ago
Alex’s place was in the most perfect location within a few steps to the pool and the most gorgeous view of the water. Although it wasn’t a swimmable beach, the view was absolutely worth it. Swimming in the pool, which most of the time we had to ourselves, with that view was absolutely worth it. There was also an option to rent their car. I highly recommend doing that. Driving to the beautiful beaches was the way to go. Taxis could be up to $140 per ride for the 5 of us. The 3 bedrooms with the 3 bathrooms was a perfect fit for our family. It was not the most fancy place but it was clean and roomy. Iggie’s restaurant was a quick walk down the beach. It was a fun vibe with live music. We do not recommend Mim’s restaurant. It was over priced for mediocre food. The best restaurant on the island was Pesce. Another great one was The Greenhouse. We highly recommend Alex’s place. When we return to St. Thomas, that is where we will be staying!
Superhost
Apartment in Southside
5 out of 5 average rating, 3 reviews

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

MichelleRating, 5 stars5 months ago
Beautiful location and condo. Beds and linens were very comfortable. Couch was clean and kitchen felt very clean. Gym was highlight, great updated equipment. Beach was stunning and loved snorkeling off the beach at the condo.
Top guest favourite
Apartment in St. Thomas
5 out of 5 average rating, 6 reviews

*Lime-Tree Resort* Studio Loft Suite

EthanRating, 5 stars13 months ago
Very amazing place. Limetree is awesome. I will definitely book this exact listing again when I fly to st Thomas.
Superhost
Apartment in St. Thomas
4.83 out of 5 average rating, 6 reviews

Tropical Paradise: Studio @ Limetree Resort

GaudyRating, 5 stars36 months ago
Limetree is an excellent place to stay for quiet and relaxation. The room was so nice, clean, comfortable and steps away from the beach. Truly exceptional especially to enjoy some much needed alone time with my husband. We enjoyed that it was never crowded anywhere at the resort. The only thing I would change was the food at the Lanai restaurant which was disappointing but other than that everything else was great. Having a pool bar and market right on site was so convenient. I would definitely recommend staying here.
Guest favourite
Apartment in St. Thomas
4.89 out of 5 average rating, 91 reviews

Your Piece of Paradise

KenRating, 5 stars1 week ago
Heavenly balcony breezes and view! Excellent pools and not boisterous/noisy - very chill! Enjoyed walking down to Sim’s surfside Bistro - phenomenal seafood! And Iggies at Bolongo is an easy walk with nightly entertainment. Very responsive host if any issues arise. Compact studio but has everything needed, and outstanding location!
Top guest favourite
Apartment in Southside
5 out of 5 average rating, 14 reviews

Ocean Serenity! Directly on the Water @Sea Cliff!

SusanRating, 5 stars3 months ago
Marie’s place was very enjoyable. We liked watching the gorgeous sunsets, the cruise ships and ocean views. The condo was spotless and we appreciated the new appliances. The pool and pool area was also spotless and a nice place to mingle with other guests. Everyone was very friendly. So nice to get away from the cold & snow in the northeast!
Guest favourite
Apartment in Southside
4.94 out of 5 average rating, 48 reviews

"On the Rocks" Ocean Front 1BR/1BA Amazing Views!

MichaelRating, 5 stars2 weeks ago
Place was as described. The view of the water was great and provided a great ambiance for sitting on the patio with a bottle of wine. The location is a bit removed from a lot of tourist areas, so highly recommend having a vehicle if you do plan on staying here.

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