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

  • 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

  • Villa Las Rocas, Los Cabos

    We’ve been using Sheldon James for all of our villa rentals and this was yet another perfect experience! The team really knows what they’re doing and always find the perfect villa for our events.

    Norm L, June 2023

  • West Enclave 8, Los Cabos

    Our friends & family had a magnificent time at the villa. The staff was superb, the decoration was right on point, the beds were comfortable, the cooking was delicious, and the whole experience was entertaining and relaxing.

    Mark C, December 2023

  • Maison de Cortes, Los Cabos

    The home was truly amazing, the staff was friendly and polite. The chef we had made amazing food and the group couldn’t have been happier. This was the best house we have stayed at in Cabo with great build...

    Fabio C, November 2024
$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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