Islamorada Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp173.195 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Islamorada
Matecumbe
If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Florida Keys Brewing Co. 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 3 pools were excellent. The sandy beach looking over the Atlantic Ocean was amazing and relaxing at the same time. The ladies went to the spa the men played the par 3 course, which is included in the resort fee.
Reviewed on 11 Mar 2026
Chesapeake Beach Resort
The ocean was visible from our room and the balcony was wonderful!
Reviewed on 11 Mar 2026
Amara Cay Resort
My only complaint is the room and bathroom was not light enough. Otherwise, great place to stay! Walkable and bike-rideable to restaurants.
Reviewed on 11 Mar 2026
Popular places to visit
Hurricane Monument
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Matecumbe United Methodist Church
After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.
What to do in Islamorada
Mangroves and Manatees - Guided Kayak Eco Tour
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
