Book Hotels in Lower Matecumbe Key, FL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

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 ...
"Very clean efficiency with a full fridge, stove and oven. Grills by the water to cook your own catch or from the market down the road. Large pool, well maintained."

Reviewed on Oct 15, 2026

Get rates
Opens in a new windowCaloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $180 total per night from Oct 26 to Oct 27
$180 total
Oct 26 - Oct 27
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. ...
"Beautiful location. Dated room and lock on door has issues but worth it for the sunrise and location!"

Reviewed on Oct 18, 2026

Opens in a new windowMatecumbe 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
$236 nightly
The price is $266 total per night from Nov 19 to Nov 20
$266 total
Nov 19 - Nov 20
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. ...
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
$188 nightly
The price is $212 total per night from Nov 4 to Nov 5
$212 total
Nov 4 - Nov 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 ...
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
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $204 total per night from Oct 27 to Oct 28
$204 total
Oct 27 - Oct 28
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 ...
Opens in a new windowLime Tree Bay Resort
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$301 nightly
The price is $337 total per night from Nov 15 to Nov 16
$337 total
Nov 15 - Nov 16
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. ...
Opens in a new windowHawks 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
$294 nightly
The price is $331 total per night from Nov 9 to Nov 10
$331 total
Nov 9 - Nov 10
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. ...
Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $248 total per night from Nov 15 to Nov 16
$248 total
Nov 15 - Nov 16
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 ...
Opens in a new windowAmara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $293 total per night from Nov 15 to Nov 16
$293 total
Nov 15 - Nov 16
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 ...
Opens in a new windowIslander Resort
Don't see what you're looking for?
See all available properties in Lower Matecumbe Key
View all properties
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

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Every thing excellent"
A verified traveler stayed at Fisher Inn Resort & Marina
Fisher Inn Resort & Marina

Explore More Ways to Travel with Travelocity