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 48 luxury villa rentals

$400 - $2,300/nt
Casa Tamarindo, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 3 Bathrooms
$549 - $5,000/nt
Casa Descanza, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 5 Bathrooms
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$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
$600 - $4,000/nt
Villa Uana, Costa Rica, Flamingo Beach
16 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

  • Casa La Laguna, Los Cabos

    The house was stunning! Every person on the staff was wonderful and took such great care of us. Whatever we needed, they made sure they got…down to the beer pong we asked for! Would definitely vacation here again.

    Kyle L., January 2024

  • Villa Santa Cruz, Puerto Vallarta

    My team and I came to the Villa for a work retreat. What an absolute delight! Everything was wonderful, the staff were extremely accommodating and considerate. The food and villa itself were remarkable. An unforgettable experience – would definitely book...

    Lou K., November 2023

  • Wind Chime Villa, Turks and Caicos

    Excellent trip as always! We love working with Sheldon James, they are always there when you need them and making the process so easy. Our family of 5 has been working with the company for years and have always...

    Julie B, December 2024
$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
$750 - $4,500/nt
Villa Sakura, Costa Rica, Playa Conchal
11 Guests • 4 Bedrooms • 4 Bathrooms
$750 - $4,500/nt
Villa Sombaile, Costa Rica, Playa Conchal
12 Guests • 5 Bedrooms • 5 Bathrooms

Ready to go?

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Send us your inquiry and one of our Villa Experts will reach out as soon as possible. Or call to speak to someone immediately.
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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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Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details: