Book Hotels in Lower Matecumbe Key, FL
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Top Lower Matecumbe Key hotels

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $345 total per night from May 11 to May 12
$345 total
May 11 - May 12
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. ...
For the price per night you would think the rooms would look better than a standard hotel room.
Reviewed on Apr 20, 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $258 total per night from May 4 to May 5
$258 total
May 4 - May 5
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 ...
Breakfast is very good Staff is amazing Private beach with a walk to sandbar is Beautiful
Reviewed on Apr 20, 2026

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from Apr 23 to Apr 24
$269 total
Apr 23 - Apr 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 ...
This is a wonderful property facing west, so it’s one of the best places to watch sunsets. Being able to just grab a bike, paddle board or kayak was wonderful. The only major issue is that some of the rooms are very close to the highway, and anyone sensitive to noise should call the property and ...
Reviewed on Apr 21, 2026

Islander Resort
82100 Overseas Highway Islamorada FL
$252 nightly
The price is $284 total per night from May 17 to May 18
$284 total
May 17 - May 18
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 ...
The room was amazing. The view and back patio from the room is stunning - and you can walk right out to the beach! The room was clean and had high ceilings and was very well thought out. The bar closes at 10:45pm, so be prepared for that.
Reviewed on Apr 21, 2026

Matecumbe Resort
76261 Overseas Hwy Islamorada FL
$179 nightly
The price is $201 total per night from Apr 27 to Apr 28
$201 total
Apr 27 - Apr 28
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. ...
Kitchen was great, but there were no coffee filters, so make sure you pick some up with your coffee. We were in the building closest to beach, beautiful view and patio had table and chairs outside. Parking was easy and right next to unit. Not in a very walkable area, but with a car there are lots ...
Reviewed on Apr 21, 2026

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$338 nightly
The price is $380 total per night from Apr 30 to May 1
$380 total
Apr 30 - May 1
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 ...
No clean room every day
Reviewed on Apr 16, 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$401 nightly
The price is $451 total per night from Apr 28 to Apr 29
$451 total
Apr 28 - Apr 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. ...
We had an ocean facing room in the Coconut Wing, and the view was absolutely STUNNING. The room was sparkling clean, nice bathroom with great water pressure in the shower. The resort definitely caters more towards families and the bar and restaurant close very early. So if you are a traveling as ...
Reviewed on Apr 21, 2026

Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $413 total per night from May 17 to May 18
$413 total
May 17 - May 18
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. ...
We had a very good stay at the Hawks Cay villa we stayed in. The main pool, lagoon, Sunset Village pool, and fitness center were great. Our first night there, we stopped in Angler & Ale after a long day of travel. The service was SLOW and the food was likely bland Sysco basic options; nothing special. ...
Reviewed on Apr 20, 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 ...
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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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 out of 5
Posted 2 hours ago
Travelocity Verified Review
"They hit you with a $65 per day resort fee…. Not the end of the world but not a good surprise after you leave."
A verified traveler stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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