200th ANNIVERSARY SALE!

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

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Escape to

La Siesta Resort & Villas in The Florida Keys

Take a break from the everyday and experience the laid-back lifestyle of the Florida Keys. Whether you’re arranging a romantic getaway, planning a family vacation, gathering for a guys’ trip, or preparing for a weekend retreat with old friends, you’ll be delighted and charmed with our colorful Islamorada beach destination. For those seeking relaxation at a slower pace paired with a personable staff ready to please, our sunny hideaway is the answer.

Top Reasons to Stay

Resort

Amenities
 

  • Bicycles available
  • Walk-in heated pool
  • Serene private beach
  • Kayaks and paddleboards
  • Coffee
  • Freshwater pool just steps away from your suite
  • Shuttle for stops within a four-mile radius, including our sister properties
  • 24-slip marina
  • Plush bedding
  • Local calls
  • Parking
  • Wi-Fi

Fun in the Sun

Island Style

Enjoy complimentary kayak, paddleboard, and bicycle rentals. You can also charter a boat for a cruise or fishing trip. In addition, enjoy a Mercedes shuttle for stops within a four-mile radius, including our sister resorts with all resort amenities open to La Siesta Resort's guests.

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Prime Upper Keys

Location

La Siesta Resort & Villas is located in the heart of the Florida Keys, close to the mainland yet still a world away. To explore more of the Keys, charter a boat for a cruise or fishing trip from our marina.

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Activities & Events

For All Ages


Try a change of scenery and immerse yourself in the Florida Keys lifestyle. Guests enjoy an unforgettable island vacation with access to daily activities at all four resorts. 

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Adventures

at Postcard Inn

Take a complimentary shuttle to our sister resort, Postcard Inn. Enjoy marina access, sip something tropical at the Tiki Bar, or try fresh Tuscan flavors at Ciao Hound restaurant.

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Your Key to

Serenity

At our charming hideaway, you'll find laidback vibes and inspiring sunset views. Pair those with comfortable beachside accommodations and you have a recipe for a relaxing getaway. 

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Dog-Friendly

Resort

We welcome all dogs to our dog-friendly resort in the Upper Keys.

STAY & EXPLORE ALL 4

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.

Amara Cay Resort  Pelican Cove Resort & Marina  Postcard Inn Beach Resort & Marina