
Holiday rentals with a pool in Red Hook
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Top-rated rentals with a pool in Red Hook
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Popular amenities for Red Hook 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.

3 bedroom Villa Great End Location
Check in was easy and the Mgr Jerscilla provided recommendations with airport transfers, jeep rental, and excursions. She greeted us and walked us through the layout and use of modern electronics of the villa. It was stocked with snacks, coffee, water, paper towels, seasoning, and basic condiments that were very appreciated. Those items add up when you need to buy a few things from local grocery stores. The villa set up has the courtyard in the center with pool, games, outdoor dining, outdoor bar, TV lounge area, and Sonos speakers. I have these at my home. Kitchen, dining and living on one side with bedrooms and bathrooms on the other. We really liked the bidets and quality TP! A perfect set up for privacy that was gated. We will go back and will stay here again if it’s available.

Seaside Charm - Beachfront Romantic Getaway!
We really enjoyed Julies dwelling. It was in an area that was laid back and comfortable but had all the amenities needed in walking distance. The beach front was amazing with its clear clean water and access to two reefs that provided fantastic snorkeling. Coffee shop, bar, restaurants were just a short walk away. Julie was very flexible with us and was very very responsive to any of our questions.

Villa Fratelli Garden
Our stay at this property was excellent. The views were remarkable, the house was well-equipped (including a generator), and the location was convenient to Red Hook and the East End. Groceries, pharmacies, restaurants, and shopping were easily accessible. The photographs accurately depicted the premises. Host Randall and his staff were very responsive and helpful. We enjoyed our week here and hope to stay at this home again.

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.

Caribbean Cottage Near the Sea
My husband and I spent our honeymoon at St. John and choosing Ramona and Chris’s place was absolutely perfect. Chris met us when we got our rental car and led us to the Airbnb which was so kind and helpful. He gave us a ton of local recommendations and answered any questions we had throughout the week. The views are absolutely breathtaking and are hard to fully capture on their listing pictures! The AC worked wonderfully and the outdoor shower made things feel extra tropical! The place came with a few cat friends that we thoroughly enjoyed and the stairs were the perfect workout in the morning before the beach. We hope to come back to St. John in the near future and will most definitely be back here if it is just the two of us! Thanks for making our trip so memorable with a wonderful home for the week!!

House by the Sea “with back-up power”
We absolutely loved our stay! Beautiful views with clean and comfortable spaces. Rinsing off & enjoying the pool after a long beach day was so relaxing. The outdoor shower is incredible as well! Highly recommend taking their suggestion and renting a 4x4 to explore & easily get up the driveway. Overall, we had everything we needed and would definitely visit again!
Apartment rentals with a pool

Seas The View-Updated & Oceanview @ Sapphire Beach
We had an amazing time at Aubrey’s condo! It was everything we needed and more! The view was amazing and we could walk everywhere easily! The beach, restaurants and shops are just a quick and easy 5-10 minute walk down a hill! Taxis were super easy to get into the town too! It was a great location and we had so much fun! The condo was super clean and we felt right at home! Thank you so so much Aubrey! We will definitely be back :)

C'est Jolie - Views! Views! Views!
Would highly recommend! STUNNING view, well thought of amenities, gourmet kitchen, and fabulous resort. The host was easy to contact and provided clear instructions for check in and checkout procedures! Checkout the resort restaurants for amazing food and atmosphere. We also loved having THREE private pools!

Stay at Sapphire Village
Sharon’s place looked exactly as it did in the pics and it fit all my needs. I enjoyed the view from the balcony every morning which was amazing! I also enjoyed the beach chairs every day which was a plus. This listing is also close to lots of bars, restaurants and ferry if you would like to visit St. John in which I would highly suggest! When I visit St. Thomas I would love to stay at Sharon’s place again!

Premium Oceanfront Sapphire Beach Resort & Marina
thank you Peter your place was great

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!!

Beachfront Condo #13802083- October Savings!
Great location with access to all the resorts amenities. Kitchen was well stocked and the condo was very clean! We loved our dinner at Sea Salt located on the property. Only thing I didn’t like was the property could be updated and maintained better. The run down, abandoned, pool bar is a complete eye sore when at the pool area. However, the Beach was lovely and Michelle communicated well. Overall I would rate her condo a 5 Star and hope the managment company provides some much needed updates.

Our little Caribbean
This place was a perfect place for an anniversary and baby moon. We definitely would consider coming here again if it was available! Sapphire bay beach is a gorgeous place and this is a bit of a walk to get there but you do get to overlook the entire bay and it is a nice walk down

Paradise Beach Haven with Spectacular Ocean Views
Property was exactly as described. It was clean and well maintained. The bed was comfy. The kitchen had all the cooking supplies you need and plenty of small appliances too. We spent a lot of time outside on the patio enjoying the beautiful view of the water steps away. It was about 500 feet away to swim or snorkel every day. We loved it and can’t wait to come back! Fabio is an amazing host and checked in often to make sure all was well-we would not hesitate staying at any of his properties!
Quick stats about holiday rentals with a pool in Red Hook
Total rentals
280 properties
Nightly prices starting at
₹6,923 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Wifi availability
280 properties include access to wifi
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Oppenheimer Beach
- Coki Beach
- Cane Garden Beach
- Chocolate Hole
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Playa Sun Bay
- Caneel Bay Beach
- Maho Bay Beach
- Salt River Beach
- Virgin Islands National Park
- Oil Nut Bay
- Grapetree Beach
- Secret Harbor Beach
- Hull Bay Beach