Book Hotels in Lower Matecumbe Key, FL

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Top Lower Matecumbe Key hotels

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from Jan 26 to Jan 27
$269 total
Jan 26 - Jan 27
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 ...
Room was clean. Check in was fast and the staff was very friendly and welcoming.

Reviewed on Jan 18, 2026

Opens in a new windowChesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
$199 nightly
The price is $224 total per night from Jan 21 to Jan 22
$224 total
Jan 21 - Jan 22
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 ...
Beautiful resort on the beach and everything was perfect .

Reviewed on Jan 13, 2026

Opens in a new windowLime Tree Bay Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $393 total per night from Jan 21 to Jan 22
$393 total
Jan 21 - Jan 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. ...
Overall our stay was fabulous. Some small gripes are the shower heads were built up with mineral deposits and didn’t spray properly and there was a leak in our ceiling above the toilet. However it is a beautiful resort. Lots of amenities, fun for the whole family

Reviewed on Jan 11, 2026

Opens in a new windowCheeca Lodge & Spa
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$364 nightly
The price is $410 total per night from Jan 28 to Jan 29
$410 total
Jan 28 - Jan 29
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 ...
All staff members were great!

Reviewed on Jan 16, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $325 total per night from Jan 21 to Jan 22
$325 total
Jan 21 - Jan 22
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 ...
Amazing place to stay. Staff was great

Reviewed on Jan 16, 2026

Opens in a new windowAmara Cay Resort
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
$185 nightly
The price is $208 total per night from Jan 21 to Jan 22
$208 total
Jan 21 - Jan 22
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. ...
Love it

Reviewed on Dec 30, 2025

Opens in a new windowMatecumbe Resort
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
$388 nightly
The price is $437 total per night from Jan 22 to Jan 23
$437 total
Jan 22 - Jan 23
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. ...
Beautiful balcony. Tres and beach. Secluded feel

Reviewed on Jan 17, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo

3.5 out of 5
500 Burton Dr Tavernier FL
$199 nightly
The price is $222 total per night from Jan 27 to Jan 28
$222 total
Jan 27 - Jan 28
Total with taxes and fees
This smoke-free hotel features a private beach, 2 outdoor tennis courts, and a restaurant. Relax with a drink at one of the 2 bars/lounges and get perks like ...
While the condo unit we stayed in was fairly basic, it was clean and comfortable. The overall Ocean Pointe community was enjoyable with nice amenities. We enjoyed the pool, the beach, and the on site restaurant.

Reviewed on Jan 11, 2026

Opens in a new windowOcean Pointe Suites at Key Largo
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$392 nightly
The price is $440 total per night from Jan 21 to Jan 22
$440 total
Jan 21 - Jan 22
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. ...
AMAZING

Reviewed on Jan 13, 2026

Opens in a new windowHawks Cay Resort
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