Islamorada hotels

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Good to know

Low season

January

High season

December

Average price (weeknight)

$247

Average price (weekend night)

$417
Cheapest month to stay with an average 19% drop in price.
Most expensive month to stay with an average 54% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Best Islamorada hotels

Most recommended Islamorada hotels

Show all
Fisher Inn Resort & Marina - Islamorada - Beach
$295+
Parking
Free Wi-Fi
Pool
Pet friendly
Islander Bayside Villas & Boatslips - Islamorada - Restaurant
Parking
Free Wi-Fi
Pool
Sunset Inn
8.5 Very good
$190+
$190+
Parking
Free Wi-Fi
Pool
Sands of Islamorada
8.7 Very good
$262+
$262+
Parking
Free Wi-Fi
Pool
Pet friendly
Cheeca Lodge & Spa
8.5 Very good
$477+
$477+
Parking
Free Wi-Fi
Pool
Spa
La Jolla Resort
8.6 Very good
$291+
$291+
Parking
Free Wi-Fi
Pool
Caloosa Cove Resort
8.7 Very good
$372+
$372+
Parking
Free Wi-Fi
Pool
Chesapeake Beach Resort
8 Very good
$362+
$362+
Parking
Free Wi-Fi
Pool
Pet friendly
Drop Anchor
8.2 Very good
$366+
$366+
Parking
Free Wi-Fi
Pool
Edgewater Lodge
8.2 Very good
$257+
$257+
Parking
Free Wi-Fi
Pool
The Ocean View Inn
8 Very good
$254+
$254+
Parking
Free Wi-Fi
Pool

How much is a Islamorada hotel?

Here are our most popular & best value hotels

3 stars

When to book a hotel in Islamorada

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Islamorada hotel deals

  • If you’re looking for a cheap hotel in Islamorada, you should consider visiting during the low season. You'll find cheaper hotels in Islamorada in January and November.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Islamorada if you stay on a Tuesday. The opposite is true for, Friday, which is usually the most expensive day.
  • Book more than 90 days before your stay begins to get the best price for your Islamorada hotel.
  • The cheapest 3-star hotel room in Islamorada found on KAYAK in the last 2 weeks was $142, while the most expensive was $550.
  • How long should you stay? KAYAK users usually book their hotel in Islamorada for 3 days.
  • Art enthusiasts should consider staying at Coconut Cove Resort & Marina. The hotel is walking-distance from Theater of the Sea marine park and a mile from the History of Diving Museum. You will enjoy complimentary parking, a picnic area with barbecue grills, a marina, a pool with a waterfall, and a tiki bar.
  • Those who prefer a hotel on the beach should consider staying at Cheeca Lodge & Spa. During your stay at the hotel, visit the Windley Fossil Reef Geological State Park, which is 4 miles from the hotel. After a long day at the park, enjoy the beach views from your hotel room or relax at the pull-out sofas inside the hotel suites.
  • Those visiting Islamorada with kids should consider the Sunset Inn Islamorada. The hotel has many sports activities such as tennis, water sports facility, a golf course, and tennis courts that kids can enjoy. In addition, there is a kids' spa.
  • A group of friends should consider La Siesta Resort & Villas. This hotel has bungalows with five bedrooms that feature ocean views and garden views. Enjoy a continental breakfast, hire a bike or go fishing. Other amenities include a private beach, marina, infinity pool, and water sports.
  • Those who love playing tennis should consider staying at Caloosa Cove Resort & Marina with tennis courts. Other amenities include a marina, restaurant, an outdoor pool with ocean views and a BBQ area. You can also engage in activities such as bike riding and fishing.
  • If a stylish and small boutique hotel is where you want to stay during your time in Islamorada, then Pelican Cove Resort is the place to stay. On the corner of Windley Key and two miles from Islamorada, Pelican Cove Resort features a poolside bar, tennis courts and a secluded strip of the beach.
  • The southern tip of Islamorada Key is ideal for travelers escaping on a romantic getaway. The end of the key is relatively isolated, allowing for couples to seclude themselves and take in the quiet beach ambiance. Amara Cay Resort sits right at the end of Islamorada Key and is a good hotel option for couples.
  • Looking for an all-inclusive holiday package? Just 20 minutes north of Islamorada is Baker’s Cay Resort on Key Largo. Aside from its all-inclusive packages, the hotel also features a fitness center, multiple pools and 13 acres of private grounds to explore.
  • Want a hotel that is close to the local bars and restaurants? The central locations of many of the hotels in Islamorada mean that you are never too far from a restaurant or pub but if you want to be extra close, then the oceanfront hotels in central Islamorada are your best bet. The Moorings Village, for instance, is located directly next to the brewery Florida Keys Brewing Co.
  • Plantation Key is just south of Key Largo and is one of six separate keys that comprise Islamorada. It is also one of the larger keys and is home to many of the restaurants in Islamorada such as City Hall Cafe & Grille and Bayside Bistro. There are also a number of hotels and resorts on Plantation Key like the Creekside Inn Islamorada.

FAQs when booking a hotel in Islamorada

Where to stay in Islamorada?

Our map will help you find the perfect place to stay in Islamorada by showing you the exact location of each hotel.