Celebrate The Florida Keys’ 200th anniversary and the island’s place in Florida’s history.

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La Siesta Resort in the Florida Keys
La Siesta Resort in the Florida Keys

Discover a True Florida Keys Hideaway at

La Siesta Resort & Villas

This colorful destination embodies the laid-back Florida Keys lifestyle. Located on historic Overseas Highway, La Siesta Resort & Villas combines the space and privacy of vacation rentals with the amenities of a resort stay. Pick your perfect stay at one of our cozy beachfront cottages, vacation home rentals, or guest rooms. Then embrace the natural beauty of the Florida Keys by kayaking, biking, boating, or just relaxing by the water. 

Tropical Island Getaway

  • Choose your style of stay. Book a beachfront cottage, vacation rental or relax in a private suite. The choice is yours!
  • When you stay at La Siesta Resort & Villas, you can also visit our sister resorts on Islamorada with all resort amenities and watersport rentals open to La Siesta guests. Guests enjoy free shuttle service between each resort as well as nearby Florida Keys attractions within a four-mile radius.
  • Take in the serenity of Islamorada with acres of space to relax.
  • Explore the natural beauty of Florida with snorkel gear, kayaks, and bicycles, all included in your stay.  
  • Experience laid-back island life at its finest.
  • Dogs are more than welcome! 
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house signs

Ideal for

"I Do"

La Siesta is the perfect destination to begin your forever together. Tie the knot on a tropical island framed by the Atlantic Ocean, then stay in a private suite, beach house, or one of our colorful cottages. 

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groom and bride
florida green lodging

We Are


to be acknowledged by Florida Green Lodging for our commitment to the environment and look forward to keeping Islamorada beautiful for years to come.

stay & explore all 4

Islamorada Resort Collection

When you stay at one of the resorts in the Islamorada Resort Collection, you'll have access to explore the unique amenities, events, and restaurants of four resorts. Guests enjoy free shuttle service between each resort as well as nearby attractions.


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