Book Hotels in Lower Matecumbe Key, FL

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Top Lower Matecumbe Key hotels

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
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 ...
La propiedad me encantó se las recomiendo 100/100%

Reviewed on Apr 24, 2026

Opens in a new windowCaloosa Cove Resort by CoolVacay
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
$298 nightly
The price is $335 total per night from May 10 to May 11
$335 total
May 10 - May 11
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. ...
Hot water in shower did not work. Shower faucet system is overly complicated.

Reviewed on May 4, 2026

Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $270 total per night from May 31 to Jun 1
$270 total
May 31 - Jun 1
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 ...
We had a wonderful stay! The room was nice, clean, and very functional—perfect for a short getaway. One of the highlights was the two hours of complimentary water sports, which made the experience even more enjoyable. The breakfast was absolutely delicious, and the tiki bar added a fun, relaxing ...

Reviewed on May 4, 2026

Opens in a new windowChesapeake Beach Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
$229 nightly
The price is $258 total per night from May 17 to May 18
$258 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 ...
An incredibly nice surprise! There were so many extras including SUP and kayaks available for use right on the beach! The pool and beach areas were incredible. The rooms were so private with outdoor patios to enjoy stargazing. We wished we’d book more nights!

Reviewed on May 4, 2026

Opens in a new windowIslander Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
$219 nightly
The price is $246 total per night from May 6 to May 7
$246 total
May 6 - May 7
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 ...
The resort portion of the property is nice with a nice pool many hammocks and chairs and a good local bar restaurant. The townhouse portion where we stayed was in poor upkeep and not well maintained. It was a large townhouse with three bedrooms, three bathrooms, but only one parking spot. The check-in ...

Reviewed on May 4, 2026

Opens in a new windowLime Tree Bay Resort
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
$169 nightly
The price is $190 total per night from May 7 to May 8
$190 total
May 7 - May 8
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. ...
Very unresponsive front-desk staff. Called multiple times to inform that we will be checking in late but kept getting voicemails. No one responded to voicemails. They did leave the key outside but we had some anxious moments. Very limited front-desk timings. Location and the room was good.

Reviewed on Apr 30, 2026

Opens in a new windowMatecumbe Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$249 nightly
The price is $280 total per night from May 18 to May 19
$280 total
May 18 - May 19
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 ...
Great staff

Reviewed on May 5, 2026

Opens in a new windowAmara Cay 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
$352 nightly
The price is $396 total per night from Jun 2 to Jun 3
$396 total
Jun 2 - Jun 3
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. ...
The first room we got was overlooking the courtyard. It was very small and we had some issues with the room. The blind was broken and the sink didn’t drain properly. We ended up upgrading to an oceanfront suite the last couple nights, which was well worth the extra money. The larger suites were clean, ...

Reviewed on May 3, 2026

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
$292 nightly
The price is $327 total per night from May 26 to May 27
$327 total
May 26 - May 27
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. ...
The pools are very nice. The resort was clean and the staff were friendly.

Reviewed on May 5, 2026

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.

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