Up to 40% Off

Take a vacation from inflation. Book at any Islamorada Resort Collection destination and receive up to 40% off. Hurry! Limited time sale.

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FIND YOUR HAPPY SPACE

VACATION RENTALS — BEACHFRONT COTTAGES & PRIVATE HOMES

Find plenty of space to unwind in unique accommodations. From our colorful oceanfront cottages to spacious suites and airy beach homes, you’ll find comfortable living space with easy access to resort amenities—like a private beach, crystal pool, and water sports and bicycles included with your stay.

Our vacation rentals in the Florida Keys are perfect for your next trip to the beach. Enjoy privacy, additional space for your guests and all the amenities you need for a comfortable, extended stay. Our beach house rentals include options ranging from a one-bedroom cottage to the stunning six-bedroom Starfish House with 2,760 square feet of living space. Private homes are also available for rent—with options that house up to 10 guests.

Consider a vacation rental at La Siesta Resort & Villas for your next vacation. Our spaces are perfect for family getaways, small group get-togethers, celebrations and more.

Beach House Rentals in the Florida Keys

vacation rentals

Beachfront Cottages

Our signature beach cottages feature retro hues outside and plenty of modern amenities inside.

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vacation rentals

Spacious Suites

Sweeping ocean or tropical garden views are the perfect accompaniment to your suite's charming balcony.

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vacation rentals

Private Homes

Our well-appointed houses offer more than enough room to spread out and relax in secluded paradise.

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Top Reasons to Stay

  • Relax in your own space, with more privacy for your guests.
  • Stay longer, in a space that has all the comforts of home.
  • Enjoy resort amenities available to you right outside your door—beach, bicycles and pool access.
  • Experience laid-back island life at its finest.
  • Bring your furry friends—dogs are welcome.
  • Find the best deals and offers in the Florida Keys—all right here!
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pool
kanu kayak
ocean view room