Costa Rica

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

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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
  • 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
  • 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
  • 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
  • Villa Buena Vida, Dominican Republic

    Liv was amazing at helping us coordinate this incredible trip! We will definitely look her up again if we plan something similar!

    Rajat K., February 2026
  • Sea 2 Infinity, Grand Cayman

    This was our third visit to Grand Cayman, and this time we stayed for two wonderful weeks (+ 3 extra days due to bad weather at home) at Sea 2 Infiniti in Rum Point. What a beautiful home! From the...

    Debbie W., January 2026
  • Casa Napa, Riviera Maya

    Remarkable property that exceeds expectations in almost every way… start with location… the deck is literally a stones throw from the water…. Impeccably designed and maintained landscape, including plenty of coconuts… we asked Emilio to cut a couple down...

    Jon P., December 2025
  • Maison de Cortes, Los Cabos

    Sheldon James and the entire team delivered an exceptional, seamless experience from start to finish. From the moment we arrived, we were met with the warmest welcome and an incredible level of attentiveness that truly set the tone for...

    Lucylena C., January 2026
  • 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

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.

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