Costa Rica
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Though the secret may be out about this glorious destination, don’t think you’ll be bumping elbows with crowds in Costa Rica. There’s plenty of beauty to go around, and luxurious privacy is the name of the game; just you, your villa, and the monkeys.

There’s plenty of Costa Rica to go around, and luxurious privacy is the name of the game.

View Region Guide

Discover our 57 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

  • Compass House, Costa Rica

    We had an amazing trip. The house was perfect. The outdoor pool area was ideal for our family, we had a hard time even leaving the house. The sunsets are better than anyone can imagine. We will definitley be...

    Chris M., March 2026

  • 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

  • Solara, Turks and Caicos

    Greg H., March 2026

  • 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

  • Jable, St. Barts

    10/10 from booking to departure everything flawless.

    Lindsay N., December 2025
  • Larry N., January 2026

  • 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

  • Claudine, France

    The apartment in Paris was wonderful, comfortable and in a part of Paris that made for a very walkable and enjoyable experience. The staff at Sheldon James made planning for our Paris trip very effective and easy, so we...

    Jenny M, May 2024

  • Aama, Barbados

    Alan R., December 2024

  • 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
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

Costa Rica can be as adventurous or as relaxed as you wish…or both, all in the same day. Known for its protected and biodiverse jungle and quiet beaches lining a rugged coast, especially in the Pacific provinces of Guanacaste and Puntarenas, activities on land and on the water abound.

$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

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Toll Free: 1-888-277-8882
International: +1 514-400-5151
THE SHELDON JAMES WAY

Holidays shouldn’t be hard work. At Sheldon James, we’ll think about all the details so you can just get busy dreaming (and packing). With a guest-forward focus, our goal is to go beyond the booking and create an end-to-end villa experience to remember.

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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