Costa Rica
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Though the secret may be out about this glorious destination, don’t think you’ll be bumping elbows with crowds in Costa Rica. There’s plenty of beauty to go around, and luxurious privacy is the name of the game; just you, your villa, and the monkeys.

There’s plenty of Costa Rica to go around, and luxurious privacy is the name of the game.

Discover our 20 luxury villa rentals

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Villa Reviews
  • Compass House, Costa Rica

    We had an amazing trip. The house was perfect. The outdoor pool area was ideal for our family, we had a hard time even leaving the house. The sunsets are better than anyone can imagine. We will definitley be...

    Chris M., March 2026
  • The Point Luxury Villa, Costa Rica

    Another fabulous vacation in a first-class villa in a spectacular location in Costa Rica. Excellent service from Sheldon James and all the onsite staff. Highly recommended.

    Anne P., February 2025
  • Maison de Cortes, Los Cabos

    Sheldon James and the entire team delivered an exceptional, seamless experience from start to finish. From the moment we arrived, we were met with the warmest welcome and an incredible level of attentiveness that truly set the tone for...

    Lucylena C., January 2026
  • We spent a great 10 days at Hacienda B5 in Punta Cana. We choose a villa experience to avoid the crowds of an all inclusive and we were not disappointed. The villa was perfect for our extended family of...

    David P, March 2024
  • Casa Cervo, St. Martin

    If you’re looking for a well organized, customer focused, competitively priced luxury villa rental agency you won’t find anyone better than Sheldon James. We are repeat satisfied customers, and most recently (last week) were blown away by one of their...

    Norm L,
  • Beach Cake, Turks and Caicos

    We’ve utilized the expertise of James D’Silva for all of our high end traveling for years. His knowledge, integrity, and genuine level of care are unmatched. The memories created in the villas he has recommended have been equally priceless.

    Greg H, January 2022
  • Tremblant Village Walk,

    Wade and the Sheldon James team were incredibly helpful and provided a true 5-star service and product. Their chalet recommendation was a perfect fit for our needs and the attention to detail during our entire stay was impeccable including the...

    Bernard A, April 2025
  • June, St. Barts

    The Sheldon James team was amazing from pre book to our arrival home. No matter how big or small the situation, they were always willing to help. Whether it was adding last minute chef services, lost items left behind, car...

    Ted X., November 2025
  • Amandara, St. Martin

    The villa was fantastic, spacious and well kept. Everyone found the experience unique. We did not want to go out, we had everything we needed including sports and entertainment. Chef Tim was incredible, really attentive and aware of everybody’s taste,...

    Carole G, February 2026
  • Villa Embrace, St. Barts

    Embrace St Barts exceeded our expectations. The view and sunsets were beyond amazing. The home was impeccably designed, inviting and comfortable THE ARTWORK amazing. Dorian was so helpful to be sure we experienced all the island had to offer....

    Boyd M, March 2024

Costa Rica can be as adventurous or as relaxed as you wish…or both, all in the same day. Known for its protected and biodiverse jungle and quiet beaches lining a rugged coast, especially in the Pacific provinces of Guanacaste and Puntarenas, activities on land and on the water abound.

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