Central America

There’s something just a bit wild about Central America, but that’s part of the draw. This incredibly diverse region of jungle and sea also knows luxury, and invites you to enjoy its raw natural beauty from Sheldon James’ villas in Central America.

This incredibly diverse region of jungle and sea knows luxury, and invites you to enjoy its raw natural beauty from Sheldon James’ villas.

Discover our 44 luxury villa rentals

$373 - $2,254/nt
Casa Kenia, Costa Rica, Tamarindo
14 Guests • 5 Bedrooms • 5 Bathrooms
$400 - $2,300/nt
Casa Tamarindo, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 3 Bathrooms
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Villa Reviews

  • 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

  • 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

  • Kishti East, Anguilla

    Our week in Anguilla was perfect. The villa was exactly as described. The location, the staff — magnificent. The food blew us away. (Dinner out was more of an activity though we should’ve taken advantage of the villa chef more.)...

    Emma J, December 2024

  • 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
$549 - $5,000/nt
Casa Descanza, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 5 Bathrooms
$600 - $3,500/nt
Jade, Costa Rica, Tamarindo
8 Guests • 4 Bedrooms • 4 Bathrooms
$600 - $4,000/nt
Villa Alegria, Costa Rica, Tamarindo
17 Guests • 6 Bedrooms • 6 Bathrooms
$600 - $4,000/nt
Villa Uana, Costa Rica, Tamarindo
16 Guests • 6 Bedrooms • 6 Bathrooms
$700 - $4,000/nt
Cabana de Playa, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 6 Bathrooms
$700 - $3,800/nt
Puesta del Sol, Costa Rica, Tamarindo
16 Guests • 6 Bedrooms • 6 Bathrooms

Exploring tree canopies on hikes through national parks dense with birdsong and the scent of tropical flowers, taking a surf lesson off an empty golden beach with a private instructor, or enjoying a relaxing deep tissue massage on your private balcony overlooking the ocean – we can arrange all this and more on your next Central American vacation.

$750 - $5,000/nt
Soul House, Costa Rica, Tamarindo
14 Guests • 4 Bedrooms • 4 Bathrooms
$790 - $1,590/nt
Monoi, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 5 Bathrooms
THE SHELDON JAMES WAY

Take a deep breath and leave it to us. Sheldon James doesn’t just book your villa and send you on your way – our service is start to finish, including working with you to customize your villa vacation in Central America with all of the experiences and services that you need (and want!) to make your getaway extra special.  

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.

Thank you for contacting us!

A Villa Expert will be in touch with you shortly. If you want to speak to someone immediately, please give us a call.

Toll Free: 1-888-277-8882
International: +1 514-400-5151

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