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Cheap Hotels in Islamorada, Florida Keys

Islamorada hotels

Choose from 24 Islamorada Hotel Deals

Cheeca Lodge & Spa - Islamorada Hotels
Rating: 4.0 Stars

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada - Map
"Love it"
Place was very nice and truly a 4 star hotel. The food was great and the grounds couldn't be nicer.
Traveller from sparta, nj
Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a …More
Amara Cay Resort - Islamorada Hotels
Rating: 3.5 Stars

Amara Cay Resort

80001 Overseas Hwy, Islamorada - Map
"Nice and quiet hotel "
Lovely view on the sea, restaurant is nice as well. Overall it is a nice hotel that worth the price.
Traveller from new York
Offering direct access to the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Hurricane …More
Pelican Cove Resort & Marina - Islamorada Hotels
Rating: 3.0 Stars

Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada - Map
"Nice hotel on water"
Good stay. Excellent waterfront with kayaks and bikes included at no extra charge. Good breakfast included. Cleaning missed one day. Missed the hot tub that was there two years ago. Modern room decor less warm and friendly.
Traveller from NJ
Nestled on the beach, this Islamorada apartment is within a 15-minute walk of Theater of the Sea on Islamorada and Windley …More
Postcard Inn Beach Resort & Marina - Islamorada Hotels
Rating: 3.0 Stars

Postcard Inn Beach Resort & Marina

84001 Overseas Hwy, Islamorada - Map
Great location, lots of restaurants close by and the best dive company! IDC great guides, equipment!
A Traveller
Postcard Inn Beach Resort & Marina sits directly on a private beach in Islamorada, a 30-minute drive from Key Largo. Guests …More
Drop Anchor Resort and Marina - Islamorada Hotels
Rating: 3.0 Stars

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada - Map
"Beautiful ocean views at older property"
The location is wonderful with gorgeous ocean views. We chose a room with a SW facing balcony and a kitchen. Others had patios that faced the ocean. The studio room was convenient and met our needs as a vacationing couple. The rooms are basic, comfortable, and like many older Florida properties at prime locations, weather-worn and constantly being repaired. The room was in good repair, except for the screening in the sliding door. The "full kitchen" was basic, too - a refrigerator, microwave and an old stove but no counter space and warning not to cook fish. The AC was on the wall and loud, but the weather was wonderful, so it was not needed except after showering in ventless bathroom off the studio room or to drone out the talking guests below at night. The pool was nice, well maintained, and handicapped-accessible.
A Traveller
Nestled on the beach, this Islamorada hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and …More
Creekside Inn Islamorada - Islamorada Hotels
Rating: 2.5 Stars

Creekside Inn Islamorada

90611 Old Highway, Islamorada - Map
"Excellent staff. On the water. Lovely."
Walk to breakfast on the water or water sports. Big room - recently updated. Very friendly staff. I would definitely go back.
Traveller from NC
Located in the heart of Islamorada, this motel is 3.1 mi (5 km) from Florida Keys Wild Bird Center and 3.1 mi (5 km) from …More
Chesapeake Beach Resort - Islamorada Hotels
Rating: 2.5 Stars

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada - Map
"Older resort but we'll maintained"
Rooms were spacious although a little dated. Grounds were well maintained and the location on the water was excellent.
Traveller from Aurora
Renowned for its fishing, Islamorada is part of the Florida Keys - and Chesapeake Beach Resort puts guests steps from its …More
La Siesta Resort & Marina - Islamorada Hotels
Rating: 3.0 Stars

La Siesta Resort & Marina

80241 Overseas Highway, Islamorada - Map
"Good place to do the basics"
Nice location, updated but not quite done, a bite noisey at times from rooms next door and route 1 would come back
Traveller from cape cod
This all suites resort with 2 marinas and 6-acres of ocean front is the premier destination for a family vacation in the …More
Harbor Lights - Islamorada Hotels
Rating: 2.0 Stars

Harbor Lights

84951 Overseas Hwy, Islamorada - Map
"OK Hotel,you get what you pay for."
Good location,super friendly staff,common grounds well maintained,room outdated but clean and everything worked,very big room,easy parking.
Traveller from SC
Located in Islamorada, this beachfront motel is in the city center and within a 5-minute walk of Windley Key Fossil Reef …More
Islander Bayside Resort - Islamorada Hotels
Rating: 3.5 Stars

Islander Bayside Resort

81450 Overseas Highway, Islamorada - Map
"Great clean condo and nicely located"
Great cozy condos that had some very nice restaurants and other attractions within walking distance. The condo had everything our group of four could hope for. We hope to do a repeat next year. The staff was also very nice and helpful. Thanks for everything.
Traveller from Elk River, MN.
Located in the heart of Islamorada, this condo is 0.2 mi (0.3 km) from Hurricane Monument and within 3 mi (5 km) of Bud n' …More

Search from 24 Islamorada Hotels

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    Islamorada is calling — find the perfect hotel

    Everyone wants to score a deal on travel, but price is just one factor to consider when booking an unforgettable hotel. Whether you’re visiting family, attending a conference or taking a well-earned vacation in Islamorada, having an awesome experience should be a no-brainer.

    Hotwire will hook you up! From restful nights near your flight to that prime spot in the city’s heart, we’ve done our research to bring the best options to your fingertips. Book your Islamorada hotel with us now and start your next adventure.

    You’re not the average traveler — and we know it

    You’ve done your homework and know exactly where you want to go. We’re here to help with some Hotwire travel geek-approved tips on how to save on your booking.

    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.