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Hotels in Islamorada

Last Minute Hot Rate® Hotel Deals in Islamorada

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Choose from 1539 Islamorada Hotel Deals

Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL, 33036-3637
  • 6 min drive from Theater of the Sea
The price is $109 per night from Sep 27 to Sep 28
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. ...
4.5/5 Wonderful! (861 reviews)
"I have stayed there for years off and on. Even before they had renovated the place. I just like that ir is located around everything, especially the bars, lol. Whistle stop and Lorelei are within walking distance. I understand that they have changed hands and I think that will just make the place ..."

Reviewed on Sep 23, 2022

Amara Cay Resort
Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL, 33036
  • 12 min drive from Theater of the Sea
The price is $212 per night from Oct 18 to Oct 19
Stay at this 3.5-star beach hotel in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
4.4/5 Wonderful! (1,060 reviews)
"The beach area was not really a beach. It’s a sea wall with a lot of plants in the water. The pool was lovely though."

Reviewed on Sep 24, 2022

Postcard Inn Beach Resort & Marina
Postcard Inn Beach Resort & Marina
3 out of 5
84001 Overseas Hwy, Islamorada, FL, 33036
  • 10 min walk from Theater of the Sea
The price is $154 per night from Oct 9 to Oct 10
Stay at this 3-star beach resort in Islamorada. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in ...
4.2/5 Excellent! (1,250 reviews)
"Love it!"

Reviewed on Sep 22, 2022

Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL, 33036
  • 22 min walk from Theater of the Sea
The price is $129 per night from Sep 27 to Sep 28
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
3.8/5 Good! (1,005 reviews)
"I have probably stayed 10 plus times. I love that it is quiet and on the ocean. The staff are amazing. My last trip this week, I asked for a lower level room and they thought it was ready...so they put me back in my original room and were so amazing that they gave me a bottle of champagne. Shaniqua ..."

Reviewed on Sep 24, 2022

Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL, 33036
  • 8 min drive from Theater of the Sea
The price is $169 per night from Sep 27 to Sep 28
Stay at this 4-star beach resort in Islamorada. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
4.4/5 Excellent! (1,004 reviews)
"Loved every single thing about this property, from the check in experience to the amazing staff that makes you feel like home."

Reviewed on Sep 24, 2022

Islander Resort
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL, 33036
  • 7 min drive from Theater of the Sea
The price is $178 per night from Oct 2 to Oct 3
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
4.6/5 Wonderful! (1,235 reviews)
"Property is in a great location. It is clean and the rooms are pretty spacious with the screened in patio. We enjoyed our time there!"

Reviewed on Sep 19, 2022

La Jolla Resort
La Jolla Resort
2.5 out of 5
82216 Overseas Highway, Islamorada, FL, 33036
  • 6 min drive from Theater of the Sea
The price is $111 per night from Sep 27 to Sep 28
Stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
4.4/5 Excellent! (564 reviews)
Old Keys and perfect sunsets
"What a great little place to enjoy the middle Keys. Close to restaurants and activities. They offer free kyacks to paddle around the Island. The rooms are old school but very well updated. I can't remember the last time I used a real ket at a hotel. Was refreshing."

Reviewed on Sep 22, 2022

Breezy Palms Resort
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL, 33036
  • 12 min drive from Theater of the Sea
The price is $169 per night from Oct 19 to Oct 20
Stay at this beach aparthotel in Islamorada. Enjoy free WiFi, free parking, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular ...
4.1/5 Very Good! (128 reviews)
"It was clean, comfortable and very peaceful. I loved the outside area."

Reviewed on Sep 22, 2022

Pelican Cove Resort & Marina
Pelican Cove Resort & Marina
3 out of 5
84457 Overseas Highway, Islamorada, FL, 33036
  • 7 min walk from Theater of the Sea
The price is $152 per night from Oct 26 to Oct 27
Stay at this 3-star beach hotel in Islamorada. Enjoy a private beach, a marina, and WiFi. Our guests praise the pool and the helpful staff in our reviews. Popular ...
4.1/5 Very Good! (1,002 reviews)
"Beautiful views Loved seeing marine life and iguanas around the property Starbucks next door"

Reviewed on Sep 22, 2022

La Siesta Resort & Villas
La Siesta Resort & Villas
3 out of 5
80241 Overseas Highway, Islamorada, FL, 33036
  • 11 min drive from Theater of the Sea
The price is $220 per night from Oct 11 to Oct 12
Stay at this 3-star beach resort in Islamorada. Enjoy free WiFi, a private beach, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
4.1/5 Very Good! (998 reviews)
"Spacious rooms with balcony with ocean view ,very clean with comftible beds. Staff nice,going out of theirs way to accommodate. We were so happy there that we extended our stay .Highly recomended."

Reviewed on Sep 10, 2022

Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL, 33036
  • 6 min walk from Theater of the Sea
The price is $143 per night from Oct 11 to Oct 12
Stay at this 3.5-star beach motel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms ...
3.5/5 Good! (999 reviews)
"This is our 5th time staying at Fisher Inn and each time it's a better experience. Brandon, Thomas and the rest of the Fisher Inn are awesome.... Friendly, helpful.... Always a pleasure."

Reviewed on Sep 12, 2022

Hadley House Islamorada
Hadley House Islamorada
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL, 33036
  • 5 min drive from Theater of the Sea
The price is $143 per night from Oct 10 to Oct 11
Stay at this 3.5-star hotel in Islamorada. Enjoy free parking, a marina, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. ...
3.9/5 Good! (676 reviews)
"Coming back! Perfect spot"

Reviewed on Sep 6, 2022

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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Islamorada

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Islamorada hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Islamorada.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Islamorada’s 1539 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $95. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Islamorada hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Islamorada. No matter your reason for visiting Islamorada, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Islamorada hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Islamorada for as low as $95.

How many hotels are there in Islamorada?

With over 1539 hotels in Islamorada, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $95.

How to find cheap car rentals in Islamorada?

Finding a cheap car rental deal in Islamorada is as easy as scoring cheap hotels in Islamorada. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Islamorada now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Islamorada right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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