Islamorada Trip
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Where to stay in Islamorada
Matecumbe
If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Robbie’s of Islamorada 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
The rooms we were in were definitely tired with thin walls. You could hear everything in the room next door. The golf course lodging probably needs to be torn down and rebuilt. The property/location was great and the staff were super friendly.
Reviewed on 12 Apr 2026
Chesapeake Beach Resort
We enjoyed our stay. Nice staff, nice looking property, nice room, very good breakfast which was included and the omelette chef worked very hard to accommodate us and the other guests. Walked to a restaurant for dinner at Wahoos Seafood Bar and Grill, very good, about 200 yards from the resort.
Reviewed on 13 Apr 2026
Amara Cay Resort
Great location. Eat at Lazy Days next door and Flagler Station if you want more upscale. They have a water taxi that unfortunately we didn’t get to go on because it was so windy but hope to go again and get on it next time.
Reviewed on 12 Apr 2026
Popular places to visit
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.
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.
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
