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Top hotels in Matecumbe

Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $329 total per night from Jun 14 to Jun 15
$329 total
Jun 14 - Jun 15
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 ...
"Just a solid spot"

Reviewed on Jun 6, 2026

Opens in a new windowIslander 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
$264 nightly
The price is $297 total per night from Jun 9 to Jun 10
$297 total
Jun 9 - Jun 10
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. ...
"Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!"

Reviewed on Jun 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
$230 nightly
The price is $258 total per night from Jun 9 to Jun 10
$258 total
Jun 9 - Jun 10
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 ...
"A beautiful place to stay on the Florida Keys! The staff were all so nice, breakfast was good, and the views were unbeatable. We would definitely consider returning!"

Reviewed on Jun 7, 2026

Opens in a new windowChesapeake Beach Resort
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

3.5 out of 5
81450 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$303 nightly
The price is $341 total per night from Jun 18 to Jun 19
$341 total
Jun 18 - Jun 19
Total with taxes and fees
This hotel features 3 restaurants, a bar/lounge, and an outdoor pool. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free ...
"Property has main resort approximately 1 mile from the bayside villas. This was not advertised as such, as description made it appear properties were closer. Main resort has more amenities. Our villa floor was dirty throughout, appliances dirty. Advertised as 2 bath, but only 1.5. Wall in half bath ..."

Reviewed on Jun 4, 2026

Opens in a new windowBayside Villas by Islander Resort
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway Islamorada FL
$204 nightly
The price is $230 total per night from Jun 9 to Jun 10
$230 total
Jun 9 - Jun 10
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are ...
"The staff was very hopeful.The rooms were very clean.I would have no problem staying here again."

Reviewed on Jun 4, 2026

Opens in a new windowLa Jolla Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $278 total per night from Jul 6 to Jul 7
$278 total
Jul 6 - Jul 7
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 ...
"Un viaje familiar y fue expectacular."

Reviewed on Jun 7, 2026

Opens in a new windowAmara Cay Resort
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $148 total per night from Jun 14 to Jun 15
$148 total
Jun 14 - Jun 15
Total with taxes and fees
A marina and an outdoor pool are featured at this aparthotel. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
"Cute lil resort with pool, beach, boat docks and boat rentals. Great location"

Reviewed on Jun 7, 2026

Opens in a new windowBreezy Palms Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $271 total per night from Jul 6 to Jul 7
$271 total
Jul 6 - Jul 7
Total with taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...
"Excellent place"

Reviewed on Jun 5, 2026

Opens in a new windowLa Siesta Resort & Villas
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 15 to Jun 16
$197 total
Jun 15 - Jun 16
Total with taxes and fees
This traditional hotel's private beach and marina are among the highlights. Enjoy a day at the beach kayaking, or relax with sun loungers. Families will appreciate ...
"I personally did not have a very good experience staying at this hotel. I called multiple times to ask questions about my check-in and didn’t get answered once. When I arrived in person to the lobby, I had to wait almost 20 minutes to get attended because the receptionist was sitting in her car while ..."

Reviewed on Jun 7, 2026

Opens in a new windowHadley Resort and Marina
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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.

Matecumbe Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Matecumbe area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Matecumbe to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Matecumbe are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Matecumbe hotel reviews by fellow wanderers

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