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 44 luxury villa rentals

$373 - $2,254/nt
$400 - $2,300/nt
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Villa Reviews
  • 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
  • Hacienda Tropical (B5), Dominican Republic

    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
  • 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
  • Serena, St. Martin

    We had an amazing vacation in St. Martin staying at the Villa Serena. Our group of 10 had very specific requests on the type and location of a villa. Wade listened to all our “wishes” and found the best...

    Beth E, March 2024
$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.