Islamorada Trip
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Top Islamorada Flight + Hotel Deals
Sonesta Miami Airport
Reviewed on 9 Jun 2026
The Moore Miami
Reviewed on 28 May 2026
Faena Miami Beach
Reviewed on 28 May 2026
Where to stay in Islamorada
Matecumbe
If you're spending some time in Matecumbe, Robbie’s of Islamorada and Anne's Beach are top sights worth seeing.
Islamorada Beach Holiday
Relax along the shoreline and feel the wind through your hair during your Islamorada holiday. If it's your first time, why not collect some unique seashells as a souvenir of your trip to Islamorada? Spend your nights near Anne's Beach, a popular stretch of coast just 14 kilometres from the town centre. We also offer fantastic Islamorada packages closer to Sunset Drive Beach, another great nearby option.
Things You Should Know About Islamorada
- Escape the daily grind at one of our Islamorada beach hotels. The sound of the waves and seagulls cawing high in the sky are just a few clicks away.
- If you're searching for lots of room to spread out and relax, Islamorada private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with your best friends? Treasure Harbour and Bud N' Mary's Fishing Marina will fit the bill.
- Roughly 7,100 people reside in Islamorada. If you're after a few helpful tips on what to see and do during your stay, have a chat to some of the friendly locals or have a look at our Islamorada things to do page.
Top hotels in Islamorada
Cheeca Lodge & Spa
"All good !!!!!!!!!!!!!!!"
Reviewed on 8 Jun 2026
Chesapeake Beach Resort
"A beautiful place to stay on the Florida Keys! The staff were all so nice, breakfast was good, and the views were unbeatable. We would definitely consider returning!"
Reviewed on 7 Jun 2026
Islander Resort
"Lovely property."
Reviewed on 10 Jun 2026
Popular places to visit
Founders Park
Play soccer, baseball and volleyball just meters from the Atlantic Ocean before you dive into the water at this family-friendly beach park.
Anne's Beach
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
