Islamorada Holiday Packages

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Islamorada Accommodation

Wotif lists 24 accommodations in Islamorada. Narrow down your search and nab a terrific deal today.

Yearning for a taste of the good life? Tempted to indulge yourself while you're away? Book a swanky room at the Cheeca Lodge & Spa (81801 Overseas Highway, Mile Marker 82), and you'll feel like a VIP. Come on — you deserve it. If you're after something more comfy and easy on your bank balance, we've got a couple of fantastic options as well. Start with the Hadley House Islamorada (82749 Overseas Hwy).

Car Hire in Islamorada

Budget (9400 Overseas Hwy) is the nearest car rental company to Florida Keys Marathon Airport. Take an easy taxi drive there and you'll be cruising down the road in no time.

Holidays to Islamorada

Booked that window seat, packed your fave thongs but don't know the first thing about Islamorada? Listen up. We can tell you a thing or two about this awesome destination.

Want to visualise where you'll be based? Islamorada is 270 kilometres northeast of the popular city of Havana.

Flying solo? Keen to get acquainted with some of the locals? With approximately 7 000 people living in this part of Florida Keys, you're sure to make some new friends.

Top Islamorada hotels

Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$504 per night from 21 June to 22 June
AU$504
21 June - 22 June
includes taxes & fees
Islander Resort: Family-friendly hotel with free WiFi and free parking. Located by the ocean.
"The rooms were very clean and the staff were all very nice! We would 100% come back and stay at this resort! 10/10"

Reviewed on 12 June 2026

Opens in a new windowIslander Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$485 per night from 14 June to 15 June
AU$485
14 June - 15 June
includes taxes & fees
Cheeca Lodge & Spa: Luxury resort with free valet parking and 3 outdoor pools. Guests love the helpful staff!
"Ok"

Reviewed on 12 June 2026

Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$366 per night from 18 June to 19 June
AU$366
18 June - 19 June
includes taxes & fees
Chesapeake Beach Resort: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
"This place was great! Very private, great amenities, staff, location, and accessible! Has everything you need for intimate location Oceanview is stellar, you can walk right into the ocean and relax with provided chairs, umbrellas, and towels. They have breakfast included with all breakfast types ..."

Reviewed on 12 June 2026

Opens in a new windowChesapeake Beach Resort
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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.

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