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.

Discover our 58 luxury villa rentals

Experienced by Our Team
$1,200 - $6,500/nt
Compass House, Costa Rica, Tamarindo
18 Guests • 9 Bedrooms • 9 Bathrooms
Experienced by Our Team
$1,500 - $5,500/nt
Andaz 2 Bedroom Papagayo Suite, Costa Rica, Papagayo
6 Guests • 2 Bedrooms • 2 Bathrooms
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Experienced by Our Team
$2,490 - $4,990/nt
Casa Alang Alang, Costa Rica, Tamarindo
20 Guests • 8 Bedrooms • 9 Bathrooms
Experienced by Our Team
$2,600 - $8,500/nt
Andaz 3 Bedroom Penthouse, Costa Rica, Papagayo
8 Guests • 3 Bedrooms • 3 Bathrooms
Experienced by Our Team
$15,000 - $28,900/nt
The Hive, Costa Rica, Papagayo
16 Guests • 6 Bedrooms • 8 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

  • June, St. Barts

    The Sheldon James team was amazing from pre book to our arrival home. No matter how big or small the situation, they were always willing to help. Whether it was adding last minute chef services, lost items left behind, car...

    Ted X., November 2025

  • Turtle Nest, St. Martin

    Turtle Nest exceeded our expectations. The house was just perfect for the 8 of us, ages 8-73, with common both areas and secluded areas. Alba the concierge was incredibly helpful before we arrived as were Gio (concierge) and Chana (housekeeper)were...

    Suzanne S., March 2026

  • Villa Agama, St. Martin

    Beautiful villa and view, great service, great recommendation from Wade!

    Gian Carlo D., April 2025

  • Mes Amis, St. Martin

    An experience truly unimaginable. Our villa, Mes Amis was a resort on its own. Although we were only a family of 10 celebrating a very special birthday, our villa was one of the, if not the largest in Terre...

    Stewart R, March 2024

  • Indigo (formerly Greatview), Jamaica

    Sheldon James was truly i n c r e d i b l e to work with. James and Alba planned a very special family reunion trip to Jamaica and took...
    Sophie G, March 2026

  • Solara, Turks and Caicos

    Jeff Miller, July 2024

  • Casa Minitas, Dominican Republic

    Great working with Alba who was attentive and prompt for each follow up.

    Marco, February 2026

  • Founders Villa, Dominican Republic

    James, who I have been working with for many years on our annual family vacations, is great to work with and he always gives me great properties. The Villa is exceptional and services five star.

    Alan M., May 2025

  • Casa Yeiya, Punta Mita

    Steve L, March 2025
Experienced by Our Team
$24,000 - $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

Exploring tree canopies in 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 massage on your private balcony overlooking the ocean – we can arrange all this and more on your next Central American vacation.

$549 - $5,000/nt
Casa Descanza, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 5 Bathrooms
$600 - $4,500/nt
Casa de Sophie, Costa Rica, Playa Conchal
14 Guests • 4 Bedrooms • 4 Bathrooms
$600 - $3,500/nt
Jade, Costa Rica, Tamarindo
8 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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