Costa Rica

Costa Rica used to be very off the beaten path. Though the secret may be out now about this glorious tropical destination, don’t think you’ll be bumping elbows with other tourists here. There’s plenty of Costa Rica to go around, and luxurious privacy is the name of the game; just you, your villa, the parrots and the monkeys.

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

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Villa Reviews
  • 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
  • Casa La Laguna, Los Cabos

    The house was stunning! Every person on the staff was wonderful and took such great care of us. Whatever we needed, they made sure they got…down to the beer pong we asked for! Would definitely vacation here again.

    Kyle L., January 2024
  • Beach Enclave GB Oceanview Villa 6bdr, Turks and Caicos

    We had a great experience at beach enclave. 5 star property and service. The only confusion was at first when the villa number/size was slightly different than what we thought we signed up for, but nonetheless we had a...

    Matt P, February 2023
  • Villa Aquazure, Turks and Caicos

    Great experience, great location, and great service by Axel. My family and I had the best vacation.

    Dragan N., November 2024
  • Villa Cascade, Turks and Caicos

    Villa Cascade was the most luxurious place I have stayed in so far and has now set the bar for my family and I. Everywhere I looked there was something beautiful, comfortable, and thoughtfully designed. The staff was absolutely incredible....

    Katie, January 2026
  • Wade was very responsive to all our questions and on top of all details . Alba as well was very helpful with local contacts. The entire team from pre planning activities to ordering meals was excellent The villa staff was...

    Joshua P., December 2025
  • Casa Minitas, Dominican Republic

    Great working with Alba who was attentive and prompt for each follow up.

    Marco, February 2026
  • Sea 2 Infinity, Grand Cayman

    This was our third visit to Grand Cayman, and this time we stayed for two wonderful weeks (+ 3 extra days due to bad weather at home) at Sea 2 Infiniti in Rum Point. What a beautiful home! From the...

    Debbie W., January 2026
  • Casa Napa, Riviera Maya

    Remarkable property that exceeds expectations in almost every way… start with location… the deck is literally a stones throw from the water…. Impeccably designed and maintained landscape, including plenty of coconuts… we asked Emilio to cut a couple down...

    Jon P., December 2025
  • Ani Dominican Republic, Dominican Republic

    Visiting Villa Ani was one of the best family trips we have ever taken. Working with Wade to find new places is always such a pleasure. Sheldon James properties never disappoint and one of the aspects that make it...

    Brown, 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. Golfing and spa retreats are also very popular here.

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THE SHELDON JAMES WAY

Holidays shouldn’t be hard work. At Sheldon James, we’ll think about all the details so you can just get busy dreaming (and packing). With a guest-forward focus, our goal is to go beyond the booking and create an end-to-end villa experience to remember.

Our guest-first focus

You’re always our top priority–we’ve got you covered on all your travel needs before, during and after your stay.

Hand-selected villas

Our standards are high. Each and every villa we offer has been visited or thoroughly reviewed by a member of our team.

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We only work with partners we know and trust, so you can count on them to reflect our values and standards.

Our mission is to transform our experience and relationships into a unique offering for you.
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