
Vacation rentals with a pool in Red Hook
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Red Hook
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Red Hook rentals with a pool
House rentals with a pool

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 Caribbean Sea 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.

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.

Sunset Terrace – Perfect home for your vacation!
The place is sooo cute, the house is cozy and the view is exactly like the pictures. I traveled with my baby, the place is full equipped for that, they have some swimming diapers, stroller, high chair, besides spoons, plates and baby essentials. They have beaches towels and chairs too, we only find out all of that in the last day of the travel 😂 the pool is nice, the barbecue was working fine, the house was clean. We loved 🥰

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!!
Condo rentals with a pool

Island Time-Renovated Waterfront Studio w/King Bed
Condo was great - clean, well stocked/supplied, and a great view. Instructions were clear and reasonable, check out was super simple. Location was great, near great beaches and marinas. Was close to some excellent restaurants (Red Hook). Everything was great, highly recommended :)

Seaside 1BD/2BA Sapphire Beach Escape
Excellent condo on one of the best beaches. We had plenty of room (4 adults-one couple and two college age kids). The two bathrooms and washer/dryer were a huge plus. Convenient location to beach, restaurants, bar. Only downside was the seaweed on Sapphire. BUT we knew this could be an issue, we did our homework-not renters fault! We’ve been four times and this is the only time it’s been bad for a couple of days. Hopefully it clears soon-that beach is amazing! She was an excellent host and had outstanding communication. We would go back for sure!

Seen on HGTV- Sapphire direct beachfront penthouse
Such a beautiful condo with outstanding views. Lidiya had all kinds of beach amenities which came in so useful for my husband and I. The location was absolutely perfect, and we did not have the want to leave the premises with everything this location had to offer. We can not wait to return! Thank you again, Lidiya for allowing us to stay in your home! We had the time of our lives!

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!

Premium Oceanfront Sapphire Beach Resort & Marina
Great location to enjoy sapphire beach. Super close to the ferry port if coming or going to and from another island. Definitely a good choice.

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.

Villa Rosa-Newly Renovated 1 Bedroom-Sleeps 4
We had an amazing time staying at Denis' place. It was nicely appointed. Everything was as listed and the water, ginger beer, snacks, coffee and bottle of wine left for us was greatly appreciated. We were able to enjoy the Beach Buzz coffee shop and other restuarants that were in walking distance. The view from our balcony was refreshing to sit out on every morning. When we return to St Thomas we will definitely be staying with Denis again.
Quick stats about vacation rentals with a pool in Red Hook
Total rentals
280 properties
Nightly prices starting at
ﺩ.ﺇ294 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
Destinations to explore
- Carolina Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- Saint Croix Vacation rentals
- Tortola Vacation rentals
- Luquillo Vacation rentals
- Fajardo Vacation rentals
- Palmas del Mar Vacation rentals
- Vieques Vacation rentals
- Condado Beach Vacation rentals
- San Juan Vacation rentals
- Punta Cana Vacation rentals
- Family-friendly rentals Red Hook
- Rentals with a washer and dryer Red Hook
- Kid-friendly rentals Red Hook
- Rentals with a hot tub Red Hook
- Rentals with beach access Red Hook
- Condo rentals Red Hook
- Rentals with a patio Red Hook
- Fitness-friendly rentals Red Hook
- Beachfront rentals Red Hook
- Pet-friendly rentals Red Hook
- Apartment rentals Red Hook
- Waterfront rentals Red Hook
- Rentals with outdoor seating Red Hook
- Rentals with pools East End Region
- Rentals with pools U.S. Virgin Islands
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Virgin Islands National Park
- Oil Nut Bay
- Secret Harbor Beach
- Grapetree Beach
- Hull Bay Beach
- Mandahl Bay Beach