Islamorada hotels

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Best Islamorada hotels

Discover the best prices by selecting your travel dates on KAYAK.

Most recommended Islamorada hotels

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Popular filters in Islamorada hotels

Hotels with parking
The Ocean View Inn, Fisher Inn Resort & Marina and others
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KAYAK’s insights for hotels in Islamorada

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Islamorada with confidence.

How much does a hotel cost in Islamorada?

The average price of a double room in Islamorada is $414 per night. In the last 3 days, KAYAK found great deals as cheap as $234 per night. Expect to pay around $398/night for a 4-star hotel in Islamorada and $712/night for a 5-star, with prices varying by date.

Which month has the cheapest hotel rates in Islamorada?

Hotels are cheapest in Islamorada in September, with average rates of $244. In comparison, February is the most expensive month, with prices at $1,013.

What is the cheapest day of the week to book a hotel in Islamorada?

Tuesday offers the lowest rates in Islamorada, with an average nightly price of $401. The highest prices are found on Friday, with average rates at $1,015.

How much is a hotel in Islamorada for tonight?

The best deal for a 3-star hotel room in Islamorada found by KAYAK users in the last 3 days was $255, while a 4-star hotel the lowest price was $257. The cheapest room found overall was for $199.

How much is a hotel in Islamorada for this weekend?

The cheapest hotel room in Islamorada for the upcoming weekend found on KAYAK in the last 3 days was for $246 per night. For the same dates, 3-star hotel rooms have been found for as low as $246 per night and 4-star hotel rooms from $394 per night.

How early should you book a hotel in Islamorada?

Book at least 88 days before your stay begins to get the best price for your Islamorada hotel.

How much is a Islamorada hotel?

Here are our most popular & best value hotels

Good to know

Low season

September

High season

February

Average price (weeknight)

$752

Average price (weekend night)

$1,052
Cheapest month to stay with an average 70% drop in price.
Most expensive month to stay with an average 35% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Islamorada hotel deals

  • The cheapest 3-star hotel room in Miami found on KAYAK in the last 2 weeks was $144, while the most expensive was $666.
  • How long should you stay? KAYAK users usually book their hotel in Miami for 2 days.
  • 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.
  • 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.

FAQs when booking a hotel in Islamorada

  • Where is best to stay in Islamorada with children?

    The main key of Islamorada is a great area for families traveling with kids as many of the hotels like La Siesta Resort & Marina are kid friendly with amenities like bike rentals and pool access available. There are also many restaurants on the key, such as Midway Cafe & Coffee Bar and Lazy Days Restaurant. Natural attractions like Library Beach Park can also be found on Islamorada.

  • What hotels in Islamorada offer easy access to the beach?

    Islamorada is literally surrounded by water making it easy to reach the coastline whenever you want. However, if that isn’t enough for you, there are plenty of hotels in Islamorada that are located right on the beach like La Jolla Resort and Post Card Inn Beach Resort And Marina. Additionally, both hotels have pools available along with direct access to the beach.

  • What hotels are close to local attractions?

    Theater of the Sea is one of the main attractions in Islamorada and it is found on the southeast side of Windley Key, which is 2 miles away from the heart of Islamorada. There are multiple hotels on Windley Key just steps away from Theater of the Sea, such as Coconut Cove Resort & Marina.

  • What luxury hotels are in Islamorada?

    On the southside of Islamorada Key is the luxury resort and hotel Cheeca Lodge & Spa. There visitors will find manicured lawns, picturesque palm trees and a private dock. The hotel also features a spa, onsite golf course and tennis courts.

  • Which hotel is ideal for large families visiting Islamorada?

    Large families visiting Islamorada should consider staying at Pines and Palms Resort. This resort is located along the ocean and three bedroom cottages to accommodate large families. The hotel features a heated oceanfront pool, Sandy beach area, fishing and swimming piers and a tiki bar. You can also order wine, BBQ grills or beer from the comfort of your room. In addition, engage in activities such as bike riding or renting a kayak.

  • Which hotel features a private beach in Islamorada?

    If you are looking forward to staying in a hotel with a private beach in Islamorada, consider staying at Postcard Inn Beach Resort and Marina at Holiday Isle. This hotel, with a private beach, features rooms with balconies that offer ocean views. Other amenities include an onsite restaurant, a Swiss Family, pools, and a marina with boat rentals.

  • Which hotel has a heated indoor pool in Islamorada?

    Those looking forward to staying in a hotel with a heated indoor pool should stay at Drop Anchor Resort & Marina. The hotel is near must-visit places such as the Theater of the Sea Marine Mammal Park, which is half a mile away, History of the Diving Museum, which is 2 miles away and Windley Key Fossil Reef Geological State Park, opposite the hotel. In addition, make use of additional amenities such as direct beach access, an oceanfront pool, a boat ramp and a fishing pier.

  • Which hotel offers spa services in Islamorada?

    The Moorings Village is ideal for travelers wanting a spa treatment during their stay in Islamorada. The hotel has a luxurious spa with professionals offering spa services. In addition, take advantage of other amenities such as a tennis court, heated outdoor pool, and fitness center.

  • What are the best hotels near Cheeca Lodge & Spa?

    KAYAK users like staying at Islander Resort, The Caribbean Resort and Cheeca Lodge & Spa when looking for a hotel in close proximity to Cheeca Lodge & Spa.

  • How do I find a hotel in central Islamorada?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Islamorada districts. You can also do a search using the city map to choose a specific location, like Islamorada city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Islamorada hotels with free parking?

    There are many hotels in Islamorada that offer both parking and free parking. Popular choices among KAYAK users include The Ocean View Inn, Fisher Inn Resort & Marina and Islander Bayside Villas & Boatslips.

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.

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