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.

Discover our 49 luxury villa rentals

$400 - $2,300/nt
$549 - $5,000/nt
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$600 - $3,500/nt
$600 - $4,000/nt
$600 - $4,000/nt
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
  • Tip of the Tail, Turks and Caicos

    Overall, the villa and the staff were a big hit with the family!!   I would give the trip a solid ‘A’ score due to the home, location and staff.   Everyone was very pleased. The house was good for my family...

    Jenny M, February 2025
  • Maison de Cortes, Los Cabos

    The home was truly amazing, the staff was friendly and polite. The chef we had made amazing food and the group couldn’t have been happier. This was the best house we have stayed at in Cabo with great build...

    Fabio C, November 2024
  • Round Rock Estate, Anguilla

    Neil O, December 2024
$700 - $4,000/nt
$700 - $3,800/nt

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.

$750 - $5,000/nt
$750 - $4,500/nt
$750 - $4,500/nt

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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.

A trusted network

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.
Client-first focusHand-select villasA trusted network

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We have much more than you see here. Want to escape to Thailand or an exclusive villa in Mykonos? We can do that.