
Holiday rentals with a pool in Cruz Bay
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Top-rated rentals with a pool in Cruz Bay
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Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Generator! Beautiful Virgin Island Triplex
This home is everything that they say it is. Even the fact that it’s a little hard to find gives it a very unique feeling. When they say that you can hear the jungle sounds at night, they are not kidding. It was absolutely amazing. You are provided with everything that you could possibly need at this location and there are several beaches that are only minutes away. We are already planning on coming back next year. The host always replied immediately if we needed anything. They are very wonderful people. So if you’re planning on traveling to St. Thomas, make sure you seriously consider this home.

Down Yonder Pool Villa / Full Solar & Battery
We had a great week at Down Yonder! Easy access to supermarkets and restaurants. Beautiful view. Private. Great pool for our kids. Extremely clean and nice layout.

Casa Tua St John
Better than we anticipated for a stay with my husband and baby. Beautiful, peaceful property with lush trees and plants surrounding. The baby was excited to wake up each morning and go look for lizards outside :) 10/10!

La Sirena Secluded Villa w/Pool+NEW Solar backup!
We had an amazing trip to St. John! Eileen's place was fantastic. Our kids loved the pool, and the house was spacious, clean and comfortable. The house manager Dena was super helpful, friendly and responsive and made sure everything was taken care of. Visitors should know that the house is in a very remote location and you need your own car, and should be comfortable driving on rugged terrain. For us that was great!

Change Your Perspective at Villa Point of View
Great stay, very large hills to get to the house but other than that everything get

Gray Manor 3 - Even more tranquility awaits you
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.

Texas Embassy
We loved the place! The location was perfect. I would agree that getting there is not for the faint of heart. The roads are narrow and the hill to get up to the house is steep but having a 4x4 was perfect for us. We loved that it was removed from the crowds but close enough to have convenience. The place itself was perfect. We had some initial hiccups but Kimberly was super responsive. Donovon is the property manager and he arrived as soon as we had any issues. There are cats that roam around but they do not go into the house. Overall the house was great and the views were perfect! The pool is small but just the right size to hang out in when the sun was shining bright. Thank you Kimberly for a great stay!

Mandavilla Rose - Inspired USVI/Generator/Starlink
Rental was clean and had great views. We did not realize at first that there was another rental on the floor above this one that shared the pool, but the host was very accommodating and let us rent that unit as well. We would stay here again.
Apartment rentals with a pool

Ocean View Sapphire Condo-Balcony & King Bed
Emily’s condo was the ideal place for a peaceful and relaxing experience. The breathtaking views and proximity to Sapphire beach and quality restaurants were awesome. The condo was quite comfortable with plenty of amenities. I would not hesitate to book this property again for a return trip to St. Thomas!

Ocean View Condo
This condo was delightful-just as advertised. It was clean, bright, comfortable and welcoming. The kitchen was well equipped and we thoroughly enjoyed the large patio with views of the bay. The condo community was quiet and well maintained. Overall very enjoyable stay!

"H2Oh What a Beach!" condo: Walk-out Beach Access!
Enjoyed our stay at Sapphire Beach very much! The condo is right on the beach and steps from the water! Proximity to the Marina is a plus! We took the Sunset cruise one night. We also took a sailboat ride with Deb and Rob who run the Cosmos sailing adventures. Sea Salt restaurant provides fine dining while breakfast food, pizzas and burgers are available within the resort. Daryl and Deb are Super Hosts in the true sense of the word! We recommend H2Oh What a Beach.

Point Pleasant - Spacious 2 Bedroom 2 Bath
David was so communicative in advance of our stay and made sure that we had all of the information needed to be prepared and to have a wonderful time. The place was extremely clean, comfortable, and well stocked with essentials like hand soap, dish soap, coffee filters, etc. We did not use any of the beach/snorkel gear so I cannot comment on that. The staff at Point Pleasant were all extremely friendly and helpful. Taxis were easy to get and they did not mind dropping us off at the top near the condo at night. Overall, a wonderful apartment and David was a great host. Would rent again if I return to the island.

Oceanfront Condo Perfect Sunsets Backup Generator!
This was the best outfitted condo that my wife and I have ever stayed in. The location is absolutely beautiful and I especially appreciate the recommendations provided.

Private Apt with Panoramic Views
Let me start off by saying how incredibly beautiful this place is. The pictures do not do it justice. The 360 views made for an incredible view both waking up in the morning & in the evenings. Everything you see in the pictures is accurate, and even better in person. I HIGHLY recommend renting a car, when we first arrive at the airport we got a taxi that cost $55 & soon realized renting a car would be better. The driving can be a little scary at first but gets easier with time. The property was beautiful and very well kept & felt safe at all times. The only downside to our trip was the power outages (this had absolutely nothing to do with the host, & she stayed in communication, it went out at Kmart while shopping too), it’s just something to be aware of. Bring battery fans, extra battery operated lighting, & portable phone chargers. We were here for 6 days, 4 of those days we had scheduled power outages:( Absolutely go visit St.john, our trip was beautiful & will be back for sure.

Sea You Soon Retreat+Jeep option
Great location, that was convenient and felt safe. Loved renting the Jeep too! Super easy to grab the Jeep from the airport and leave it there when we were leaving. Host left great directions that were clear and precise. The unit has sweet neighbors who welcomed us and offered great local tips and tricks. We wish we could have walked to a restaurant and sandy beach, but ended up driving everywhere. Such a beautiful island and great place to stay.

Mermaid Hideaway
We loved our stay at Mermaid Hideaway and felt like we were at home! She has a beautiful Air BnB and was a super responsive host. She helped us with anything we needed and appreciated her flexibility! Thank you Melinda! :)
Quick stats about holiday rentals with a pool in Cruz Bay
Total rentals
450 properties
Total number of reviews
5.2K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Wifi availability
450 properties include access to wifi
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