Costa Rica

Costa Rica used to be very off the beaten path. Though the secret may be out now about this glorious tropical destination, don’t think you’ll be bumping elbows with other tourists here. There’s plenty of Costa Rica to go around, and luxurious privacy is the name of the game; just you, your villa, the parrots and the monkeys.

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

Discover our 32 luxury villa rentals

$373 - $2,254/nt
Casa Kenia, Costa Rica, Tamarindo
14 Guests • 5 Bedrooms • 5 Bathrooms
$400 - $2,300/nt
Casa Tamarindo, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 3 Bathrooms
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Villa Reviews

  • 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

  • Serena, St. Martin

    We had an amazing vacation in St. Martin staying at the Villa Serena. Our group of 10 had very specific requests on the type and location of a villa. Wade listened to all our “wishes” and found the best...

    Beth E, 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

  • Baraka Point, Virgin Gorda

    My family has a great time and Wade was a true professional. The trip was everything Wade said it would be. The staff on Baraka Point was unreal and made me and my family feel very comfortable. and a...

    Zachary Z, November 2023
$549 - $5,000/nt
Casa Descanza, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 5 Bathrooms
$600 - $4,000/nt
Villa Uana, Costa Rica, Tamarindo
16 Guests • 6 Bedrooms • 6 Bathrooms
$600 - $4,000/nt
Villa Alegria, Costa Rica, Tamarindo
17 Guests • 6 Bedrooms • 6 Bathrooms
$600 - $3,500/nt
Jade, Costa Rica, Tamarindo
8 Guests • 4 Bedrooms • 4 Bathrooms
$700 - $3,800/nt
Puesta del Sol, Costa Rica, Tamarindo
16 Guests • 6 Bedrooms • 6 Bathrooms
$700 - $4,000/nt
Cabana de Playa, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 6 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. Golfing and spa retreats are also very popular here.

$750 - $5,000/nt
Soul House, Costa Rica, Tamarindo
14 Guests • 4 Bedrooms • 4 Bathrooms
$790 - $1,590/nt
Monoi, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 5 Bathrooms
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.

Thank you for contacting us!

A Villa Expert will be in touch with you shortly. If you want to speak to someone immediately, please give us a call.

Toll Free: 1-888-277-8882
International: +1 514-400-5151

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