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St. Thomas Vacation Rentals

Does where to stay on vacation affect how much fun you have on vacation? Captain Nate has some friends with rental properties on St. Thomas that we wants you to know about. Rental properties are a great way to stay on the island with a little more style than a typical hotel room.  Our recommendations are all located just minutes from Megan’s bay known as one of the best beaches in the world.  Each has its own unique charm and amenities. All come with spectacular views of the beaches and a private pool. They all also include pickup at the airport by house manager to assure you and your guest are setup and comfortable the right way. 

High Blue Heaven Villa

High Blue Heaven has been rated as one of the most popular houses for the last 7 years in a row. Located on breezy North side of the island with Beach views with a 220 degree view of the beaches and island. Close to the golf course and restaurants. This property sleeps 5 with 2 bedrooms and 2.5 bathrooms with a private pool overlooking the bay.  Only 10 Minutes from Red Hook so you can enjoy easy pick up and drop by Nates Custom Charters for your day trips along with duty free shopping at Charlotte Amalies. Robin the house manager will meet you at the airport and make sure you are setup with everything you need.


This property books up in advance and has a 7 day minimum stay with a $261.00 average nightly cost. If you are interested in renting this property, please contact the Coons through their website High Blue Haven and read their review on VRBO.

Cannon Cliffs Villa

Cannon Cliffs Villa is located on the North Side of St. Thomas on the Petersburg Peninsula. In a private gated community (very safe) sounded by lush tropical foliage, you can feel comfortable taking late night stroll through the lush tropical foliage.  No detail was left untouched by this home owner. Located just 5 minutes from Magen’s Bay.  Canon Cliffs Villa is 6000 square feet and sleeps 8 – 10 comfortably with 4 large bedrooms equipped with King size beds and private bathroom. The property has gorgeous views no matter where you are. Perched high on the cliffside you enjoy uninterrupted views of the beaches and ocean.  The great room you have plenty of space for your family with two plush sofas and chairs along with a room for 10 at the formal dining table.  The house Manager Curlson will pick you and your family/friends at the airport take you back to the villa to give you the grand tour but don’t forget Curlson and his wife Gal are only a phone call away if you need anything.


This property has everything you need for a large or small group. The average nightly cost is $929.00 with a 4-night minimum. If you are interested in staying at Canon Cliffs Villa, please visit their website Canon Cliffs Villa and read their reviews on VBRO

Blue Skies Magen’s Bay

Blue Skies Magen’s Bay is located on the on the less windy side of Petersburg peninsula with views of Magen’s bay.  The Villa is laid out with a unique design that separated the living areas for maximum privacy while still providing great common areas to bring everyone together. Perfect for a family or a group of friends. Each bedroom has and King size bed and its own deck so you can step out and enjoy the beauty of the Megan’s bay. No need to bring your beach accessories (chairs/umbrellas/towels/coolers/floats) are provided so you can focus on having fun with your friend and family. The house manager is Rashel and she will great you at the airport and take you and your family back to the villa to make sure you get setup the right way.


This property is available for $421 a night during high season (November-April) and $343 a night during the low season (May – November). Contact Shawna if you are interested in staying at Blue Skies Magen’s Bay and don’t forget to check out the reviews on VRBO.

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