Islamorada Holiday Packages

Save when you book Islamorada package deals

Choose two or more items and save on your trip:

Book your Islamorada holiday

Wotif will help you save some cash!

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 . 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

Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$456 per night from 28 Apr to 29 Apr
AU$456
includes taxes & fees
28 Apr - 29 Apr
Chesapeake Beach Resort: Pet-friendly hotel with 2 outdoor pools and a private beach. Located by the ocean.
"This place is amazing the rooms are beautiful and the view is breathtaking."

Reviewed on 24 Apr. 2025

Chesapeake Beach Resort
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
The price is AU$578 per night from 12 May to 13 May
AU$578
includes taxes & fees
12 May - 13 May
Cheeca Lodge & Spa: Luxury resort with free valet parking and 3 outdoor pools. Guests love the helpful staff!
"Great spot. Restaurants on Location."

Reviewed on 24 Apr. 2025

Cheeca Lodge & Spa
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$566 per night from 27 Apr to 28 Apr
AU$566
includes taxes & fees
27 Apr - 28 Apr
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: Family-friendly resort with free WiFi and 3 outdoor pools. Located by the ocean.
"We loved the hotel. Perfect weekend getaway with our dog. It really is pet friendly and everyone is super nice. Loved all the dinning options as well as the amount of different spaces to be at. Definitely will be coming back!"

Reviewed on 19 Apr. 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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.