Cheap Vacations in Islamorada

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

Islamorada vacations

Kona Kai Resort and Gallery

3-night Islamorada vacations

Pullman Miami Airport
W South Beach
Fontainebleau Miami Beach Private Luxury Suites
Costa Hollywood Beach Resort
Faena Hotel Miami Beach
KAYAK Miami Beach
Hilton Cabana Miami Beach
Icon Residences By Sunnyside Hotel and Resorts
SLS South Beach
The Gates Hotel South Beach - a DoubleTree by Hilton
Ocean Pointe Suites at Key Largo
Z Ocean Hotel South Beach

4-night Islamorada vacations

Faena Hotel Miami Beach
Hilton Cabana Miami Beach
W South Beach
The Gates Hotel South Beach - a DoubleTree by Hilton
Silver Seas Beach Resort
Costa Hollywood Beach Resort
Residence Inn by Marriott Miami Aventura Mall
Southernmost Beach Resort
Solé Miami, A Noble House Resort
Tru by Hilton Fort Lauderdale Downtown
The Marker Key West Harbor Resort
Ocean Pointe Suites at Key Largo

5-night Islamorada vacations

Carillon Miami Wellness Resort
Private Ocean Condos at Marenas Beach
Kimpton Hotel Palomar South Beach, an IHG Hotel
W South Beach
Hilton Cabana Miami Beach
The L Hotel
Hyde Beach House Hollywood Pr Suites
KAYAK Miami Beach
Costa Hollywood Beach Resort
The Tides Ocean Luxury Suites
DoubleTree by Hilton Hotel Sunrise - Sawgrass Mills
Avalon Hotel

6-7 night Islamorada vacations

W Residences Fort Lauderdale Luxury Suites
Las Olas Maison de Ville
Hilton Cabana Miami Beach
KAYAK Miami Beach
Pullman Miami Airport
The Marker Key West Harbor Resort
Southernmost Beach Resort
Holiday Inn Miami West - Airport Area, an IHG Hotel
SLS South Beach
Shelborne South Beach
Almond Tree Inn Hotel - Adults Only
National Hotel, An Adult Only Oceanfront Resort

Islamorada Vacation Deal FAQ's

Where to find Islamorada package deals?

On CheapTickets, you can find package deals in Islamorada and save up to $287.

When is peak season in Islamorada?

are very popular times to visit Islamorada.

When is the best time to visit Islamorada?

If you're looking for cheap vacations to Islamorada, is the best time to visit Islamorada.

When is the worst time time to visit Islamorada?

Prices for Islamorada vacations can peak during .

When is low season in Islamorada?

We have found to be the least-crowded time of the year to visit Islamorada.

Where is Islamorada?

Cheap, cheap, cheap! No matter what you're searching for, we've got the best deals for your amazing vacation in Islamorada.

994 miles to the north of Islamorada is Washington. Key Largo is another nearby city, just 16 miles to the north-east.

Ready to meet some of the locals? 7,100 people call this part of Monroe County home.

Cheap Things to do in Islamorada

Don't worry about tickets, booking fees and budget-busting tourist traps! With our list of free things to see in or near Islamorada, you'll be ahead of the crowd with some of the best cheap travel hacks:

  • Eager to experience the past? If you're a fan of uncovering a slice of local history through its landmark sites, add the Hurricane Monument to your must-do list.
  • There's nothing quite like the stillness of a holy site. See if you can have a peek inside Matecumbe United Methodist Church and find out about the area's religious leanings.
  • Lignumvitae Key Botanical State Park is one of the region's most beautiful natural features. Visit to admire stunning natural views and fill your lungs with fresh air!
  • You needn't be an avid green thumb to appreciate a few hours surrounded by greenery. Harry Harris Park and Islamorada County Park are some of the best spots to take a break from the noise of the main streets.

Cheap Islamorada Vacation Package Deals

Are you over making compromises on quality just to save your cash? Relax, CheapTickets has your back. When you travel with us, there's no need to sacrifice comfort or break the bank.

Would you like a world of options on accommodations and flights? Our 500 airline partners and 500,000 global properties offer a huge array of choice. You can also save up to $287 when you combine your bookings into a package.

Score yourself amazing value with our Price Guarantee. If you stumble upon your package for a lower rate within 48 hours of booking, we'll match that offer and reimburse the difference.

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How's this for a nice perk? Our rewards program not only takes precious dollars off your next qualifying CheapTickets hotel stay, it also works together with our other promotions. All you've got to do is book those flights!

You're just a couple of clicks away from a membership with a loyalty club that actually gives you rewards you'll be keen to use! To start accruing savings on all eligible bookings, as well as unlocking exclusive bonus offers and perks, all you need to do is join CheapCash after you log in or sign up for free — being thrifty has never been simpler!

Cheap Car Rentals in Islamorada

We understand — you've already had to part with enough of your hard-earned savings on your big adventure, so you have no interest in spending a ton on cabs. Luckily for you, Islamorada has some good car rental places which should ease the load on your vacation account.

Cheap Hotels in Islamorada

You won't have any hassles snagging one of the 35 hotels in Islamorada. That said, try not to leave it too late! Your budget-friendly vacation beckons!

Our recommendations are the Cheeca Lodge & Spa and the Hadley House Islamorada for your island stay.

Flight deals to Islamorada

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Islamorada vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.