Hotels in Islamorada

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Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Islamorada?

On the beach, sun loungers, snorkeling, kayaking
Drift Hotel
Drift Hotel
2.5 star property
9.0 out of 10, Wonderful, (1000)
  • cleanliness
    Tranquil seaside haven minutes from coral reefs with complimentary bikes and kayaks.
Drift Hotel
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.
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Great weekend hotel deals in Islamorada, FL

Showing deals for:Jan 2 - Jan 4

Image gallery for Matecumbe Resort

Private beach, white sand

Matecumbe Resort

2.0 star property
Islamorada
8.8/10Excellent (84 reviews)
10% off
Price is CNY2,178
CNY4,901 total
includes taxes & fees
Matecumbe Resort

Check out hotels with an ocean view in Islamorada

Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (592)
The price is CNY1,101
CNY1,602 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Breezy Palms Resort
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You may also like family-friendly hotels in Islamorada

Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1004)
The price is CNY948
CNY1,289 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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.
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When is the best time to visit Islamorada?

Our prices for hotels in Islamorada are cheapest in September
Price trends for hotels in Islamorada
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Islamorada
December
Moderate crowds
High 24°C / low 21°C. Sunny most days.
View properties in December
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December, Moderate crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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February, High crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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March, High crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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April, High crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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May, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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28°
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October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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November, Low crowds, average high temperature 26 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Islamorada

Islamorada showing a beach bar

Matecumbe

The Matecumbe neighborhood offers attractions such as Bud n' Mary's Dive Center and Florida Keys Brewing Co..

Lower Matecumbe Beach

Islamorada's Lower Matecumbe Beach neighborhood offers attractions including Sunset Drive Beach.

Top landmarks in Islamorada

Anne's Beach by roadside in Florida Keys by Route 1 Overseas Highway, Shutterstock ID 123071230, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Bud

Anne's Beach

3.8/5 (228 reviews)
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.
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Islamorada_BudnMarysDiveCenter_6069243-0004

Bud n' Mary's Dive Center

4.4/5 (265 reviews)
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. Islamorada has other activities you might want to enjoy such as Everglades National Park.
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Learn more about Islamorada

Islamorada is hailed for its seaside and entertainment while top attractions include Everglades National Park. This relaxing city has something for everyone including its opera, seafood restaurants, and sights like Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

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Islamorada featuring a sunset and general coastal views

Check out reviews of Islamorada hotels guests love

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special! "
Nicolas 1-night trip
Posted 4 days ago
Amara Cay Resort

Frequently asked questions

How much does a hotel room cost in Islamorada?
You can find top hotels in Islamorada from CNY1,158 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?
It's easy to book a refundable Islamorada hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most 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. Pick a well-reviewed Islamorada beach hotel to maximize 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 a beachfront 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 an ocean-view restaurant along with a variety of other amenities to enjoy, and our travelers rate it 8.8. If you're venturing to Matecumbe, Cheeca Lodge & Spa is another ideal choice. Travelers love the private beach plus the 3 outdoor pools and hot tub, and it has a guest rating of 9.2.
What are some top pet-friendly hotels in Islamorada?
Our travelers' top pet-friendly hotels in Islamorada include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Islamorada.
What are some of the best hotels in Islamorada for couples?
Choose a top-rated Islamorada romantic hotel and enjoy your couple's getaway. 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 Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, and Bayside Villas by Islander Resort. Cheeca Lodge & Spa is a kid-friendly resort in Matecumbe with a guest score of 9.2 out of 10 offering family-friendly amenities like a private beach, a free children's club, and 3 outdoor pools. Check out Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort with a guest score of 9. This popular resort has a private beach and 3 outdoor pools as well as free cribs in the guestrooms. Bayside Villas by Islander Resort is another good option in Matecumbe with an outdoor pool and free parking, 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 ocean-view 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. To find more stays in Islamorada with a pool, use the "Amenities" filter on Hotels.com in your search and select "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
  • Cheeca Lodge & Spa: A resort in Matecumbe with an average guest rating of 9.2
What are some popular hotels in central Islamorada?
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.
Can I book refundable hotels in Islamorada?
If you're looking for the flexibility to change your plans to Islamorada, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.