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 49 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

  • Tip of the Tail, Turks and Caicos

    Overall, the villa and the staff were a big hit with the family!!   I would give the trip a solid ‘A’ score due to the home, location and staff.   Everyone was very pleased. The house was good for my family...

    Jenny M, February 2025

  • Ani Dominican Republic, Dominican Republic

    Visiting Villa Ani was one of the best family trips we have ever taken. Working with Wade to find new places is always such a pleasure. Sheldon James properties never disappoint and one of the aspects that make it...

    Brown, March 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
$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 • 4.5 Bathrooms
$750 - $4,500/nt
Villa Sombaile, Costa Rica, Playa Conchal
12 Guests • 5 Bedrooms • 5 Bathrooms

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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

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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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