Book Hotels in Lower Matecumbe Key, FL
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Top Lower Matecumbe Key hotels
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $221 total per night from Oct 1 to Oct 2
$221 total
Oct 1 - Oct 2
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 ...
"Nice pool, great breakfast with seating outside with nice views"
Reviewed on Sep 19, 2026
Matecumbe Resort
76261 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $155 total per night from Sep 20 to Sep 21
$155 total
Sep 20 - Sep 21
Total with taxes and fees
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. ...
"Great place! Had the room with ocean view and it was fantastic! Perfect little place to stay"
Reviewed on Sep 12, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $297 total per night from Sep 27 to Sep 28
$297 total
Sep 27 - Sep 28
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
"Beautiful balcony"
Reviewed on Sep 19, 2026
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $286 total per night from Sep 27 to Sep 28
$286 total
Sep 27 - Sep 28
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and a water park. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...
"The place are beautiful!!! The staff were very nice and welcoming!!! We booked the 3 bedroom premium villa which is upgraded and little bigger it was really cool we love it , the only thing was that we had an issue with the Wifi we complained the moment we found out they said we send someone no one ..."
Reviewed on Sep 17, 2026
Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
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 ...
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $221 total per night from Sep 21 to Sep 22
$221 total
Sep 21 - Sep 22
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. ...
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $322 total per night from Sep 28 to Sep 29
$322 total
Sep 28 - Sep 29
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. ...
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $194 total per night from Sep 23 to Sep 24
$194 total
Sep 23 - Sep 24
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 ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from Sep 27 to Sep 28
$245 total
Sep 27 - Sep 28
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 ...
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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
3 properties
Recent Lower Matecumbe Key hotel reviews by fellow wanderers
Islander Resort
5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"The property was well maintained and clean. All staff were friendly and helpful. Amenities were nice. Very relaxing atmosphere"
A verified traveler stayed at Islander Resort
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