Central America
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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 52 luxury villa rentals

Experienced by Our Team
$31,000 - $40,000/nt
Villa Avellana, Costa Rica, Papagayo
23 Guests • 10 Bedrooms • 13 Bathrooms
$400 - $2,300/nt
Casa Tamarindo, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 3 Bathrooms
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$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, Hacienda Pinilla
17 Guests • 6 Bedrooms • 6 Bathrooms
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

  • Villa Buena Vida, Dominican Republic

    Liv was amazing at helping us coordinate this incredible trip! We will definitely look her up again if we plan something similar!

    Rajat K., February 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 Cascade, Turks and Caicos

    Absolutely fabulous from the moment I arrived, from the stunning views to the overly attentive staff and of course the ocean front it was like a dream come true to stay here! Definitely coming back! The service was exceptional. James...

    Kathleen C., January 2026
$600 - $4,000/nt
Villa Uana, Costa Rica, Flamingo Beach
16 Guests • 6 Bedrooms • 6 Bathrooms
$604 - $4,250/nt
Casa Blanca, Costa Rica, Hacienda Pinilla
20 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.

$700 - $4,000/nt
Cabaña 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
$750 - $5,000/nt
Soul House, Costa Rica, Tamarindo
14 Guests • 4 Bedrooms • 4 Bathrooms

Ready to go?

So are we.

Send us your inquiry and one of our Villa Experts will reach out as soon as possible. Or call to speak to someone immediately.
Inquire now
Toll Free: 1-888-277-8882
International: +1 514-400-5151
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.

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Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details:
Whitelabel URL:

Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details:
Whitelabel URL:

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