
Holiday rentals with a pool in St. Thomas
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Top-rated rentals with a pool in St. Thomas
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Popular amenities for St. Thomas rentals with a pool
House rentals with a pool

Private Saltwater Poolside Cottage w/View and Gate
The view and pool are amazing! The inside was nicely done and well equipped. If you’re looking for something with a view and pool and not far from town, this is a great option.

Heated Pool, OceanView, Generator, Local Discounts
Wonderful place to stay! It felt private and safe. It was a little challenging to get to, but as with anywhere on the island, without the adventure you don’t get the views! Stacie had exceptional communication, including a guide for nearby beaches/restaurants/grocery stores. Very clean. What stood out most were the “extra” amenities. We made use of the beach chairs, beach towels, a pair of snorkeling fins, etc., even the first aid kit! Would highly recommend!

Secluded Villa with Ocean Views
Justins place was everything we wanted and more for our trip to St. Thomas. As soon as you walk in you enter into a gorgeous view of the island. Which you can see from virtually anywhere on the property. The place was very clean, private, and had all the amenities we needed for our stay. Justin provided amazing recommendations which we utilized almost daily especially the food choices. Justin and his team were very communicative and helpful throughout the stay. Overall this place is incredible and I highly recommend it for anyone coming to visit St. Thomas.

Oceanfront Private Caribbean Resort!
Sea La Vie was the perfect St. Thomas escape. The space is clean, stylish, and peaceful, with a fully stocked kitchen that made cooking at home a breeze. The pool area was a highlight – quiet, with plenty of lounge chairs and an incredible ocean view that we never got tired of. The hosts were welcoming and responsive, and the location made it easy to explore beaches, restaurants, and local spots. Whether relaxing by the pool or enjoying dinner on the deck, every moment felt like paradise. Highly recommend!

Villa Pamela
The place was exactly as the pictures. The host was friendly respectful responsive and made my friends and I feel comfortable and welcomed. He also explained safety precautions if the weather was to change and how to make sure we had power and water. We cooked dinner most of the nights and the cabinets were filled with seasons spices aluminum foil, plastic bags, Tupperware, cooking, dishware, microwave, pots, and pans, all the things we needed to cook. They also provided toiletries trash bags towels, washcloths and also has a washer and dryer. The pool was very clean and clear with an amazing view. Both of the master bedrooms have a balcony. My friends and I will only book with this host when we are in town. Thank you so much for making our vacation enjoyable and relaxing! See you soon :)

Caribbean Poolside Cottage
Michael and Jenny were above and beyond the best hosts we have had from AirBnB. From the beautiful location, amazing recommendations, and easy going demeanor you couldn’t ask for more. Everything about the description is accurate and you can expect the view to be even better in person. They also provided a detailed cottage guide that clearly stated guest expectations and provided amazing recommendations for beaches/restaurants/groceries/etc.

Texas Embassy
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.

Alluring "Villa Vista" North Side, Peterborg
Amazing views in St. Thomas “Villa Vista”! We had a wonderful time at this property, wishing that we were still there. The villa is exactly as described, as well as the pictures. Quiet, private, secure, gated community in Red Rock on the Northside of the island. The beds were all super comfortable and the common spaces were very nice. But really, it’s all about the views from every spot inside the house and as outside in the pool area. The villa has beach towels and chairs as well as coolers to take to the beaches. I cannot say enough positive things about this property! Our host Kristen was absolutely amazing, with quick responses to our questions. I highly recommend this property. You can’t go wrong booking this beautiful home.
Apartment rentals with a pool

Somewhere in the Sun
Loved the place and the location! Met some great people around the apartment complex. We also found sapphire beach to be the best for us on the island

Stunning Ocean View w/Balcony~Shades of Sapphire~
Deb and Rob were gracious hosts who described their apartment accurately in their listing. They were proactive in their communication, check-in was easy, the apartment was perfect for two, and we look forward to returning next year! The location was a five-minute walk from Sapphire Beach and the Marina, where we took Deb and Rob up on their offer to go sailing and snorkeling - worth the additional booking. Thank you again for allowing us to visit your home!

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH
We had an amazing time at Ben and Erica’s property! It was a great location to enjoy the amenities at Sapphire beach and the bars and restaurants in nearby Red Hook. It also provided a great jumping off point for catching a boat charter and enjoying the beauty of St. John. The place was incredibly clean and well stocked and we especially enjoyed the view from the balconies. The only complaint we had is that our party of 5 (listed on the reservation) had a little bit of trouble locating the extra linens for the pull out beds. Other than that tiny hiccup we had the absolute best time at Ben and Erica’s condo and would definitely stay again!

REGATTA R&R
Excellent location ! Would definitely stay here again! Love bolongo bay area in general but Kendra's place is amazing!

Villa in Paradise with Private Pool and Generator
LISTEN TO YOUR HOST! Laverne strongly recommended we get a rental car — my wife and I love to walk so we didn’t get one — we will not go back to St. Thomas unless we rent a car! Now the space: the pictures don’t do it justice the bedroom, pool area, bathroom, and living room are larger than perceived in photos and the kitchen has ample room for one cook at a time, two if you’re skilled! All areas of the accommodation were spotless and insectless inside! The bed is better than ours at home and we’re still thinking about that one of a kind bathroom and the pool lights! I swear the walls are sound proof, there were families in either side of us with kids and we never heard a peep inside. The property grounds and walkways are well maintained Laverne is a master of instructions. We never had to double text, ask what was meant, clarify our end, it was smoother than we had even hoped and for that we would recommend this place to anyone, especially for their honeymoon like we did!

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
Amazing stay at Ana’s place! Walking distance to the beach and all the restaurants sapphire beach has to offer. Would absolutely come back!! Ana was so responsive with recommendations and help when needed. Thank you!!

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.

2025 Renovated • On Sapphire Beach • King Bed
This condo was absolutely wonderful! My husband and I as well as our 9 month old came to visit St. Thomas for the first time and this was the perfect place to be. Kristin had a pack and play ready for our baby to use along with additional sheets and blankets. It was super clean and had a lot of amenities such as abundant kitchen utensils/pots/pans, beach chairs, beach toys, parking for the car we rented, and of course, super close access to the beach. The view from the condo is amazing. We had rain unfortunately but the view was sill stunning. Kristin was very easy to communicate with and she sent us a list of recommendations nearby as well as the cruise ship schedule which allowed us to see which beaches may be crowded at those times. There are restaurants on site as well as a gift shop and coffee shop. All other attractions and cities are within a short drive from Sapphire Beach which was awesome. We got to go to Carnival nights… so much fun!!
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