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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 Jul 19 to Jul 20
$329 total
Jul 19 - Jul 20
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 ...
"Property was as expected. Bartenders were hot or miss. They automatically add 20% gratuity to everything which I think is a horrible practice."

Reviewed on Jul 1, 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
$226 nightly
The price is $254 total per night from Jul 8 to Jul 9
$254 total
Jul 8 - Jul 9
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. ...
"Very nicely put together and well maintained. Staff are great and the views are stunning. We will go back again."

Reviewed on Jul 1, 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
$237 nightly
The price is $267 total per night from Aug 2 to Aug 3
$267 total
Aug 2 - Aug 3
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 ...
"Clean room, helpful and friendly staff, breakfast was great! Omelettes were delicious! Beautiful scenery at breakfast"

Reviewed on Jun 30, 2026

Opens in a new windowChesapeake Beach Resort
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy Islamorada FL
$308 nightly
The price is $347 total per night from Jul 15 to Jul 16
$347 total
Jul 15 - Jul 16
Total with taxes and fees
The private beach and marina are among the highlights at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor pool ...
"Very up-to-date and a perfect place to go"

Reviewed on Jun 30, 2026

Opens in a new windowPines & Palms 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
$287 nightly
The price is $323 total per night from Jul 14 to Jul 15
$323 total
Jul 14 - Jul 15
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 ...
"Loved our stay here. There’s so much to do at the resort and in the area. Would definitely tell stay here for a week rather than anywhere in key west"

Reviewed on Jul 2, 2026

Opens in a new windowBayside Villas by Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $261 total per night from Jul 8 to Jul 9
$261 total
Jul 8 - Jul 9
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 ...
"It was a really nice family trip"

Reviewed on Jul 1, 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
$154 nightly
The price is $173 total per night from Jul 7 to Jul 8
$173 total
Jul 7 - Jul 8
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.
"We stayed in a cottage. The room was clean and spacious. It had a full kitchen and the cabnets had plates, silverwear, pans, dish detergent. It had a full size refrigerator. There is a separate living room and kichenette from bedroom. The staff was very friendly. There was enough parking for everyone ..."

Reviewed on Jun 26, 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
$259 nightly
The price is $292 total per night from Aug 2 to Aug 3
$292 total
Aug 2 - Aug 3
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, ...
"The reviews about the maintenance of the property are totally accurate. Take them seriously. Refrigerator was hanging out of the cabinet and didn't work after bought food we needed to keep fresh for early fishing trip the next morning. The phone didn't work to call reception to get help so had to ..."

Reviewed on Jul 2, 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
$168 nightly
The price is $189 total per night from Jul 6 to Jul 7
$189 total
Jul 6 - Jul 7
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 ...
"We have been going to this resort every other year since 2019 when they first renovated it . The company running it now the last few years has let it go down hill Furniture is in bad condition falling apart . Didn’t even want to sit on the sofa AC went out , which they did get running the next day ..."

Reviewed on Jul 1, 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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