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Top Lower Matecumbe Key hotels
Next available - August 2026 - Oceanfront - Heated Pool - Dock
Islamorada FL
This vacation home features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A garden, laundry facilities, and barbecue grills are also on ...
"By far the best host I’ve encountered! The house was even more beautiful than the pictures and the water was magical! The kitchen and home has all you need. Highly recommend"
Reviewed on May 18, 2026
Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
$298 nightly
The price is $335 total per night from Jun 5 to Jun 6
$335 total
Jun 5 - Jun 6
Total with taxes and fees
A marina and a restaurant are featured at this smoke-free condo. Enjoy the outdoor pool and perks like free self parking and free WiFi. A picnic area and barbecue ...
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
Reviewed on May 31, 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$277 nightly
The price is $312 total per night from Jun 8 to Jun 9
$312 total
Jun 8 - Jun 9
Total with taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...
"I wasn't able to enjoy as much as I would have liked. Unfortunately, the waterfront seemed to be a magnet for seaweed. The food and portions wer great along with all the staff that I came in contact with"
Reviewed on Jun 1, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $297 total per night from Jun 3 to Jun 4
$297 total
Jun 3 - Jun 4
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"great place to be"
Reviewed on Jun 1, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $270 total per night from Jun 8 to Jun 9
$270 total
Jun 8 - Jun 9
Total with taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...
"This place is perfect"
Reviewed on Jun 1, 2026
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $224 total per night from Jun 8 to Jun 9
$224 total
Jun 8 - Jun 9
Total with taxes and fees
This resort features a private beach, 3 outdoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor ...
"One of the best hotel experiences we’ve ever had. I cannot recommend this place enough. It’s a little slice of heaven. We will be traveling back to the Keys just to stay at this place again. It was the best part of our entire trip by far. Just plan your meals out! There isn’t a ton of dining in this ..."
Reviewed on May 31, 2026
Matecumbe Resort
76261 Overseas Hwy Islamorada FL
A private beach and an outdoor pool are featured at this smoke-free resort. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
"The property is in a great location and the grounds are kept up nicely. However, when we arrived our dishes were put away dirty and we had roaches. We killed a few every night. When we informed the office staff, they sent someone over with a can of Raid. That did absolutely nothing. We didn't see ..."
Reviewed on May 29, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$275 nightly
The price is $309 total per night from Jun 8 to Jun 9
$309 total
Jun 8 - Jun 9
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
"Muy buen plan en familia para ir a los cayos. Buena atención y limpieza"
Reviewed on Jun 1, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
$302 nightly
The price is $340 total per night from Jun 16 to Jun 17
$340 total
Jun 16 - Jun 17
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
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Reviewed on Jun 1, 2026
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View all propertiesLowest 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.
Hotels in Lower Matecumbe Key with star-rating
Check Lower Matecumbe Key Hotels by Star Rating
5 Star Hotels
2 properties
Recent Lower Matecumbe Key hotel reviews by fellow wanderers
Creekside Inn
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Clean room, friendly staff, cold ac and plenty of parking. Really like that this place is on the water."
A verified traveler stayed at Creekside Inn
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