Costa Rica

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 58 luxury villa rentals

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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
  • Twin Palms Villa, Turks and Caicos

    The house was unbelievable and the staff and chef were incredible. Everyone was so nice. Whatever we needed all day and night we got as soon as we requested and everyone was so happy. Kids loved it! Location was great...

    Ally V., March 2026
  • Point View Place, Colorado

    Our Family recently stayed at Point View Place in Breckenridge, Colorado. Starting with our initial contact at Sheldon James (James D’Silva) the trip could not have been more Perfect! We have partnered with James D’Silva on a number of properties...

    Barbara G., August 2022
  • Villa Pacifica, Punta Mita

    Excellent facilities & great staff!

    David R., February 2025
  • Villa Santa Cruz, Puerto Vallarta

    My team and I came to the Villa for a work retreat. What an absolute delight! Everything was wonderful, the staff were extremely accommodating and considerate. The food and villa itself were remarkable. An unforgettable experience – would definitely book...

    Lou K., November 2023
  • The Resort, Spain

    The Sheldon James team knocked it out of the park again for our annual trip. We are typically confirming late into the rental season but Wade and his team always comes through with a great rental property for our large...

    Hillary Fujii, June 2024
  • Casa Familia, Punta Mita

    The house was great! Beautiful grounds and really nice beach below. The staff was excellent. Reminded me of the 6 star service you get on a yacht charter. Helen was wonderful as always. Will definitely consider booking again in the...

    Greg P., December 2024
  • 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
  • Solara, Turks and Caicos

    The home was beautiful, the staff was lovely and very accommodating. Dan was our right hand man the whole trip, making sure our cups were never empty and that we were always happy. He took great care of us...

    Cam N, May 2024
  • Dolphin Manor, Hawaii

    Great house, as advertised. Nicely furnished. Pool is smaller than I thought from the pictures, but I should have looked more carefully. Activities and arranged chef were wonderful. The outreach from the concierge distinguished SJ and was much appreciated.

    Dave B., December 2025

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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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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