Hotels in Islamorada, FL

Find deals on 20 hotels in Islamorada, FL

Islamorada, FL
Feb 3 — Feb 42
Sat 2/4
Wed 2/8

Top hotels in Islamorada

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Things to do in Islamorada

When to book a hotel in Islamorada

Check out the information below to find the best deal on a hotel room in Islamorada
Low SeasonOctobercheapest month to stay
High SeasonFebruarymost expensive time to stay
22%expected price decrease
15%expected price increase


$278 - $420

Cheapest day of weekWednesdayis the cheapest day of the week to book
Highest day of weekSaturdayis the most expensive day of the week to book
$396is the average per night cost for a hotel on this day
$304is the average per night cost for a hotel on this day

Useful insights on Islamorada hotels

Get a quick overview on price and accommodation trends for your visit in Islamorada

Lowest Hotel Price


Most Popular Hotel (5-star)

Luxury 3 BR condo, boatslip, easy accces to ocean

Hotels Near Airport


Average Length of Stay

4 days
The cheapest price for a room in Islamorada found in the last 7 days is $185/night. This rate is available with Matecumbe Resort, a 2-star hotel.
Travel with comfort when booking a room with Luxury 3 BR condo, boatslip, easy accces to ocean, the most popular 5-star hotel in Islamorada.
There are 10,799 hotels in Islamorada close to Miami. Miami International Airport Hotel is the nearest with a distance of 0.5 mi from this airport.
On average, people stay for 4 days when lodging at hotels in Islamorada. The average accommodation price for 4 days in Islamorada in the past week is $1,385.

Islamorada travel tips

Islamorada has a very limited public transport system, but because it's so small, it's easy to navigate on foot. However, for convenient island hopping, consider renting a car, available through momondo. There are buses that run along the main road from Miami down through the Florida Keys, known as the Overseas Highway. These include the Route 301 Dade-Monroe Express between Miami and Marathon, and the Greyhound bus between Miami and Key West, which stops at Burger King on Upper Matecumbe Key. Some taxis are available, as well as ridesharing services. Some hotels in Islamorada may offer a shuttle service, it is recommending to check with the concierge or at the check-in desk. If you’re feeling energetic and you want to check out the range of hotels in Islamorada, why not rent a bicycle? The neighborhood of Matecumbe, on Upper Matecumbe Key, has the greatest concentration of Islamorada hotels, including the Caribbean Resort, Hadley House Islamorada and the La Siesta Resort & Marina. Another neighborhood is Lower Matecumbe Beach, but this key has fewer Islamorada hotels. Also, since this is the Florida Keys, you may not find too many cheap hotels in Islamorada.

How much does a hotel in Islamorada cost per night?

Use the information below to find quality Islamorada hotel rooms for low prices

2-star hotels

Cheapest $141

Average $282

Most expensive $908

Search 2-star hotels
2 stars and under
3 stars
4 stars +

Best prices found by momondo users in the past 24 hours.

Hostels and cheap hotels in Islamorada

These hotels and hostels usually make for a cheap way to stay in Islamorada

Get the best value hotel in Islamorada

These Islamorada hotels have the best prices for their ratings

Where to stay in Islamorada

Upper and Lower Matecumbe Keys are great options for the widest range of hotels in Islamorada. Casa Morada on Upper Matecumbe Key, with its private man-made island, is ideal for newlyweds or couples looking to add some romance to their trip or put the spark back in their marriage. If you’re on holiday to decompress, Caloosa Cove Resort & Marina, close to Anne’s Beach on Lower Matecumbe Key, is an option for people wanting to relax, unwind and get away from it all.

Learn about attractions and sights in Islamorada

Theater of the Sea on Windley Key, just north of Upper Matecumbe Key, offers live dolphin, sea lion and parrot shows, as well as interactions with sea turtles, sharks, alligators and rays. Animals here are carefully cared for and trained, and money earned is raised for animal rescue and rehabilitation, in order to preserve the marine life ecosystems of the Florida Keys. Anne’s Beach on Lower Matecumbe Key is a scenic beach with a shallow swimming area that also has picnic tables, a boardwalk and bathroom facilities. This area is known as the sportfishing capital of the world, so when looking to book hotels in Islamorada, keep that in mind. Try Bud N’ Mary’s Marina on Upper Matecumbe Key, near the Islamorada Boat Ramp.

Both Upper Matecumbe Key and Lower Matecumbe Key have a number of establishments. The Overseas Highway is where most eateries are to be found. Highly recommended are Lazy Days Restaurant and Wahoo’s Bar and Grill Restaurant, both on the Overseas Highway. Wahoo’s is on the northern side of Upper Matecumbe Key on the way to Windley Key, while Lazy Days is on the southern side on the way to Lower Matecumbe Key. Habanos Oceanfront Dining, right near Anne’s Beach on Lower Matecumbe Key, offers casual Cuban fare. Lorelei Restaurant & Cabana Bar, near the Islamorada Fishing Club on Upper Matecumbe Key, also comes highly recommended for casual seafood. It is on Madeira Rd, close to the Greyhound bus stop (which is at Burger King, if you feel like some fast food). Unless you have rented a car for travel between the keys, you might want to eat close to your hotel in Islamorada so you can walk to your meals.

The annual Island Fest, presented by the Islamorada Chamber of Commerce, usually takes place in the spring and includes arts and crafts, gourmet cuisine, vintage cars and live music. It happens at Founders Park near the Plantation Yacht Harbor Marina on Plantation Key. It’s just off the Overseas Highway (US Route 1), so if you’re on a bus between Key West and Miami, jump off here.

Information about staying in Islamorada

Read these important travel tips before booking a hotel in Islamorada

4 nights is the typical length of stay for people visiting Islamorada.

The price of a hotel in Islamorada depends on several factors such as star rating, location and demand. Generally speaking, the average cost of a hotel is around $493 per night.

Room prices for hotels in Islamorada can be as much as 23% lower in the month of October. So this is a great time to book and save money.

Tuesday is the cheapest day for hotel rooms in Islamorada. Friday is the most expensive day.

On average, a hostel in Islamorada will be priced around $290. This price will be per person, per night and was obtained using hostel and 2 star or below hotels. In comparison, this will be $204 lower than your typical Islamorada hotel.

Temperatures in Islamorada are typically around 71.6 °F during February and the chance of rain is low, which makes February the perfect time to spend some time outside at popular area attractions like Anne's Beach, Hollywood Beach, and St. Pete Beach.

There are 171 vacation rentals in Islamorada, with 3 Bedroom 3 Bathroom Island Town Home being the most popular among momondo users. Find deals on vacation rentals in Islamorada.

momondo's favorite hotels in Islamorada

Learn more about these user-preferred hotels in Islamorada

Modern Oceanview Paradise at Islamorada

Islamorada, FL, United States


Superior 4bd Penthouse with gym, movie room, and private rooftop lounge

Islamorada, FL, United States


This Is The Oasis, Your Private Oasis!

Islamorada, FL, United States


Great Location !!! White Marlin Beach House, Islamorada

Islamorada, FL, United States


The 'Nest' villa - 2Bed /2Bath, Stunning Bay Views, private sun deck, boat dock!

Islamorada, FL, United States


Luxury One Bedroom Condo #2

Islamorada, FL, United States


The 'Designated Paradise' - let this Bayside Estate take your breath away

Islamorada, FL, United States


Idyllic Tropical Paradise Overlooking the Fabulous Florida Bay.

Islamorada, FL, United States


Ultra Luxurious 4 Bedroom ocean front Rental home in Islamorada, Florida Keys

Islamorada, FL, United States


Sea Breeze Villa at Anglers Reef Islamorada

Islamorada, FL, United States


Oceanview From Your Private Balcony

Islamorada, FL, United States


Oceanfront 2 Bedroom/2 Bath Condos in Paradise!

Islamorada, FL, United States


Anglers Reef Getaway

Islamorada, FL, United States


Islamorada Bay Harbour 2/2.5 Condo Free Dock Included -Rate Specials!

Islamorada, FL, United States


Anglers Reef Oceanfront Complex w Pool & Beach-Islamorada

Islamorada, FL, United States


Discover the Charm of Island Living

Islamorada, FL, United States


Islamorada Haven on the water

Islamorada, FL, United States


Discounted Rates For January- Book Your Vacation Now.. Island Life Awaits You

Islamorada, FL, United States


This Truly Is A Hidden Gem In The Heart Of Islamorada

Islamorada, FL, United States


Luxury One Bedroom Condo #3

Islamorada, FL, United States


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