Islamorada Packages (Flight + Hotel)
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Where to stay in Islamorada
Find the best Islamorada areas and neighborhoods for the activities you enjoy most. Learn more about Islamorada
Matecumbe
6 out of top 10 points of interest in this area
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
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is ฿8,815 per night from 14 Jun to 15 Jun
฿8,815
฿12,294 total
14 Jun - 15 Jun
includes taxes & fees
9.2/10 Wonderful! (1,311 reviews)
"Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated."
Reviewed on 30 May 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is ฿5,836 per night from 3 Jun to 4 Jun
฿5,836
฿8,394 total
3 Jun - 4 Jun
includes taxes & fees
9.2/10 Wonderful! (1,732 reviews)
"Great experience! Wished we stayed longer. The amenities were great!"
Reviewed on 31 May 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is ฿7,044 per night from 23 Jun to 24 Jun
฿7,044
฿10,119 total
23 Jun - 24 Jun
includes taxes & fees
9.4/10 Exceptional! (1,020 reviews)
"We went for our anniversary and this property was paradise. Just beautiful and steps from the water. Plenty activities to do Bike riding/mini golf/fishing etc. The staff was very friendly and sunrise 🌅"
Reviewed on 27 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Anne's Beach
4.5/5(3 reviews)
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.
What to do in Islamorada
Islamorada Sunset Cruise with Champagne Toast and Snacks
฿2,705
per adult
80% of travellers recommend
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
฿1,586
per adult
Explore the Mangrove Creeks with an ALL Day Tandem Kayak Rental
฿2,169
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
