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 38 luxury villa rentals

$373 - $2,254/nt
$400 - $2,300/nt
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Villa Reviews
  • Cabuya, Turks and Caicos

    From the initial enquiry, James and his team were exceptional, responsive and organised. James helped us find the Villa that suited our taste and needs, and was patient while we reviewed each one and finally made a decision (recommended by...

    Alyssa R, July 2024
  • 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
  • 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
  • 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
$549 - $5,000/nt
$600 - $3,500/nt
$600 - $4,000/nt
$600 - $4,000/nt
$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
$790 - $1,590/nt
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

explore the world

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