Book Hotels in Lower Matecumbe Key, FL

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Top Lower Matecumbe Key hotels

Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada

Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada

Islamorada
A water park and an outdoor pool are featured at this smoke-free vacation home. Enjoy the a rooftop terrace and perks like free WiFi. A garden, laundry facilities, ...
FABULOUS ACCOMODATIONS!
"Our family of eleven vacationed together to help celebrate our 50th wedding anniversary. The house was very well equipped with all of our needs.The upstairs toilets both had some issues with running until we jiggled the handles. Also the hand towel holder needs to be repaired, as it was broken upon ..."

Reviewed on Jul 5, 2025

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Opens in a new windowOceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $201 total per night from Oct 23 to Oct 24
$201 total
Oct 23 - Oct 24
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 ...
"Everyone was so nice and helpful at this resort!!! I had such an amazing time and would definitely recommend to any family & friends!!!"

Reviewed on Oct 20, 2025

Opens in a new windowChesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $224 total per night from Oct 26 to Oct 27
$224 total
Oct 26 - Oct 27
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. ...
"Nice room with everything you need."

Reviewed on Oct 20, 2025

Opens in a new windowCheeca Lodge & Spa
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$260 nightly
The price is $293 total per night from Oct 28 to Oct 29
$293 total
Oct 28 - Oct 29
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 ...
"Had not been to the Islander for three years. It has under gone a great upgrade all around the resort. Super nice place for a weekend. Will definitely be back."

Reviewed on Oct 19, 2025

Opens in a new windowIslander Resort
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy, Islamorada, FL
$125 nightly
The price is $141 total per night from Oct 28 to Oct 29
$141 total
Oct 28 - Oct 29
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. ...
"Our room was clean and roomy and we had everything we needed! Great pool area and grilling area. We really enjoyed our stay and will be staying here again!"

Reviewed on Oct 13, 2025

Opens in a new windowMatecumbe Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $210 total per night from Oct 28 to Oct 29
$210 total
Oct 28 - Oct 29
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 ...
"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ..."

Reviewed on Oct 14, 2025

Opens in a new windowAmara Cay Resort
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr, Islamorada, FL
$224 nightly
The price is $252 total per night from Oct 27 to Oct 28
$252 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
"Brand new houseboats, very clean & comfortable, new pool area which was great to relax & have a dip. Lots of wildlife in vicinity"

Reviewed on Oct 10, 2025

Opens in a new windowTreasure Harbor
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$337 nightly
The price is $379 total per night from Oct 29 to Oct 30
$379 total
Oct 29 - Oct 30
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. ...
"We had the absolute best fall break vacation here and will most definitely be back"

Reviewed on Oct 19, 2025

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
$326 nightly
The price is $365 total per night from Oct 28 to Oct 29
$365 total
Oct 28 - Oct 29
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...
"Fantastic family resort. Like most of the Keys the properties are older but they’ve done a great job renovating the resort. Salt and Ash and Angler Ale had great food. We will likely go back."

Reviewed on Oct 19, 2025

Opens in a new windowHawks Cay Resort
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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.

Recent Lower Matecumbe Key hotel reviews by fellow wanderers

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Nice room with everything you need."
A verified traveler stayed at Cheeca Lodge & Spa
Cheeca Lodge & Spa

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