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.
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.
Get last-minute hotel deals in Islamorada and save more
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.
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.
Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair.
Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.
Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities.
Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.
Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds.
You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.
Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine.
Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.
Get lost in halls of wondrous fish and exotic marine mammals at Theater of the Sea, located 2.3 mi (3.7 km) from central Islamorada. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If you'd also like to explore some of the parks in Islamorada, Islamorada County Park and Founders Park are both nearby.
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
Enjoy the beautiful sunsets and explore Founders Park, a lovely green space in Islamorada. Wander the seaside and beautiful beaches in this family-friendly area.
Explore the great outdoors at Windley Key Fossil Reef Geological State Park and enjoy the beautiful sunsets during your trip to Islamorada. Wander the seaside and beautiful beaches in this family-friendly area.
You can spend an afternoon exploring the galleries in History of Diving Museum during your travels in Islamorada. Amble around this family-friendly area's seaside and enjoy its lively bars.
Cast a line into the 'Sportfishing Capital of the World' for a chance at landing trophy-sized tarpon or marlin. Dive into crystal-clear waters to explore vibrant coral reefs or kayak through mangrove-lined channels teeming with wildlife.
Check out reviews of Islamorada hotels guests love
Frequently asked questions
How much does a hotel room cost in Islamorada?
You can find top hotels in Islamorada from ₩106,853 with options to suit your budget and needs. If you're looking for an affordable hotel in Islamorada that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Islamorada hotels?
Discover great deals on Islamorada hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Islamorada hotels.
Can I book Islamorada hotels with free cancellation?
In order to book a refundable Islamorada hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Islamorada?
One of the most popular luxury hotels in Islamorada is Cheeca Lodge & Spa. Cheeca Lodge & Spa is a luxury resort with a high guest rating amongst our travelers, and it offers 3 outdoor pools, a full-service spa and a golf course.
What are some of the best Islamorada beach hotels?
For a beachy vacation in Islamorada, Anne's Beach, Founders Park, and Sunset Drive Beach are some of the best places to visit. Stay at a top-rated Islamorada beach hotel and make the most of your vacation. Check out Islander Resort in Matecumbe if you're after a hotel that's near the water. With a private beach plus 2 outdoor pools and an ocean-view restaurant, our travelers rate it highly at 9.2 out of 10. Amara Cay Resort is another great choice for a relaxing beach vacation in Matecumbe. Located on a private beach, this resort has an outdoor pool and a beachfront restaurant along with a variety of other amenities to enjoy, and our travelers rate it 9. If you're venturing to Matecumbe, Pines & Palms Resort is another ideal choice. Travelers love the private beach plus the outdoor pool and poolside bar, and it has a guest rating of 9.2.
What are some top pet-friendly hotels in Islamorada?
Consider one of our travelers' favorite pet-friendly hotels in Islamorada:
Islander Resort: A hotel in Matecumbe with a guest rating of 9.2 out of 10
Amara Cay Resort: A resort in Matecumbe with a guest rating of 9
You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Islamorada.
What are some of the best hotels in Islamorada for couples?
Enjoy your couple's retreat with a stay at a top-rated Islamorada romantic hotel. Our travelers love Cheeca Lodge & Spa, a resort in Matecumbe with in-room champagne service and in-room massages. Another romantic hotel with top reviews is Islander Resort. This hotel can be found in Matecumbe with a private beach as well as in-room champagne service for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Islamorada for couples on Hotels.com.
What are some of the best kid-friendly hotels in Islamorada?
Some of the best Islamorada hotels for kids include Amara Cay Resort, Cheeca Lodge & Spa, and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. Amara Cay Resort is a kid-friendly resort in Matecumbe with a guest score of 9 out of 10, offering family-friendly amenities like a private beach and an outdoor pool, plus free cribs in guestrooms. Check out Cheeca Lodge & Spa in Matecumbe with a guest score of 9. This popular resort has a private beach, a free children's club, 3 outdoor pools, and more. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is another good option with a private beach and 3 outdoor pools, plus free cribs in the guestrooms. Find even more kid-friendly hotels in Islamorada by using our "Family friendly" filter on Hotels.com when you search.
What are the top Islamorada hotels with a pool?
For a little extra luxury, discover some of the best Islamorada hotels with a pool. Islander Resort is a great hotel in Matecumbe with 2 outdoor pools and a guest rating of 9.2 out of 10. Plus, you can make the most of its private beach and beachfront restaurant. Coconut Cove Resort and Marina is a popular hotel that features an outdoor pool and a children's pool along with free beach cabanas and a free continental breakfast. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Islamorada with a pool.
What are some of the best Islamorada hotels with free parking?
If you're exploring by car, finding a great Islamorada hotel with free parking is a win. Our travelers' favorites include:
Sunset Inn: A hotel in Matecumbe with an average guest rating of 9.4 out of 10
Casa Morada: A hotel in Matecumbe with an average guest rating of 9.4
Islander Resort: A hotel in Matecumbe with an average guest rating of 9.2
What are some popular hotels in central Islamorada?
If you're looking for hotels in central Islamorada, check out Amara Cay Resort and Chesapeake Beach Resort. Travelers love Amara Cay Resort for its location, as well as the private beach, outdoor pool and ocean-view restaurant this resort offers. Chesapeake Beach Resort is another popular central hotel with a private beach, 2 outdoor pools and a bar/lounge. Matecumbe and Venetian Shores are some of the most central neighborhoods for your Islamorada vacation.
Are all taxes and fees included in the Islamorada hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Find out more about Islamorada
Find out more about Islamorada
Visitors really like Islamorada, especially its seaside, entertainment, and seafood. Enjoy fun activities like fishing and diving. You can easily spend a relaxing day visiting Islamorada County Park and Everglades National Park. You might find that sights like Bud n' Mary's Dive Center and Anne's Beach are worth a visit.
