Luxury Villa Rentals in Costa Rica

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Destination

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.

Discover our 59 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

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
Villa Agama, St. Martin

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

Gian Carlo D., April 2025
Villa Bash, Turks and Caicos

WOW, WOW,WOW. This was our first trip through Sheldon James. Unfortunately no outer vacation will ever live up to what we experienced. We rented Villa Bash in Turks and Caicos for my wife’s 50th birthday with 5 other couples. We...

Alex D., December 2025
Ellice del Mar, California

Alba was amazing to work with. Very professional, timely and enthusiastic! The home, while beautiful, was undoubtedly high maintenance and finicky. The smart features often weren’t working properly and required lots of contact with the property manager.

Ken L, December 2024
Villa Lorenne, Dominican Republic

What a dream vacation!! The villa is beautiful. The staff was phenomenal. Our celebrations were so special. No one wanted to leave!!!

Sima I, April 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 Familia, Punta Mita

The house was great! Beautiful grounds and really nice beach below. The staff was excellent. Reminded me of the 6 star service you get on a yacht charter. Helen was wonderful as always. Will definitely consider booking again in the...

Greg P., 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
Sunset Point, Turks and Caicos

I have worked with James on many Villa vacations over the past 8 years. They are always exceptional. James has learned what my family is looking for in a holiday and is very particular in which Villa’s he sends...

Debbie A, March 2025
Casa Cervo, St. Martin

If you’re looking for a well organized, customer focused, competitively priced luxury villa rental agency you won’t find anyone better than Sheldon James. We are repeat satisfied customers, and most recently (last week) were blown away by one of their...

Norm L,

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

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.

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:

Discover our 59 luxury villa rentals in Costa Rica

THE SHELDON JAMES WAY

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