Islamorada Holiday Packages

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Top Islamorada holiday packages

Price found within the past 48 hours. Click for updated prices.
B Ocean Resort Fort Lauderdale Beach
Pelican Grand Beach Resort - A Noble House Resort
Beach House Fort Lauderdale, A Hilton Resort
Diplomat Beach Resort Hollywood, Curio Collection by Hilton
Trump International Beach Resort

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Bundle your flight and hotel bookings into one tidy package deal.

With your extra cash, you won't run out of things to do in Islamorada.

Many customers see savings of as much as $245. Also, you have the opportunity to pick and choose from more than 550 partner airlines and 665,000 properties.

Don't waste your precious time gazing at a screen when you ought to be packing. We've got some of the most competitive deals anywhere.

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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
Cheeca Lodge & Spa: Luxury resort with free valet parking and 3 outdoor pools. Guests love the helpful staff!
"We had a great time here. Great for the kids to swim, run around and also be beach side and play in a sand box. Live music in the evenings was a big hit and the food was excellent on site at every restaurant. Downsides- I thought the pool area could use an upgrade (lounge chairs and things are old ..."

Reviewed on 12 Jun. 2025

Cheeca 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
Chesapeake Beach Resort: Pet-friendly hotel with free breakfast and free WiFi. Located by the ocean.
"Dog poop in pool area Found hair in a lot of the towels used Staff were friendly and dependable"

Reviewed on 10 Jun. 2025

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Amara Cay Resort: Pet-friendly resort with an outdoor pool and 2 restaurants. Located by the ocean.
"The property is absolutely beautiful! Room was spotlessly clean, the staff is friendly and helpful and they go to extreme lenghts to make sure guests have everything they want and need."

Reviewed on 11 Jun. 2025

Amara Cay 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.