Matecumbe, FL
Islamorada





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Stay near popular Matecumbe attractions
Matecumbe Hotel Deals

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$239 nightly
The price is $269 total per night from Jun 16 to Jun 17
$269 total
Jun 16 - Jun 17
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,754 reviews)
"Everyone was friendly and room was nice."
Reviewed on Jun 13, 2026

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$278 nightly
The price is $313 total per night from Jun 29 to Jun 30
$313 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,330 reviews)
"Property and room are beautiful, up to date and well-maintained. Secluded and calm as well. In-house dining was 6.5/10, concierge attitude was subpar and room service the first night was not good, second room service took an hour and a half ."
Reviewed on Jun 13, 2026

Islander Resort
82100 Overseas Highway Islamorada FL
$316 nightly
The price is $356 total per night from Jun 21 to Jun 22
$356 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,052 reviews)
"The rooms were very clean and the staff were all very nice! We would 100% come back and stay at this resort! 10/10"
Reviewed on Jun 12, 2026

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundable
$255 nightly
The price is $287 total per night from Jun 28 to Jun 29
$287 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,306 reviews)
"I have mixed reviews. The staff was very helpful, especially the lobby bartender, Marcus. The grounds and the pool area are very nicely maintained. The location is very close to Bud and Mary's marina, where my husband booked a half day fishing charter. Also, very close to the Midway Cafe- excellent ..."
Reviewed on Jun 13, 2026

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$265 nightly
The price is $298 total per night from Jul 6 to Jul 7
$298 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.8/10 Excellent! (1,022 reviews)
"Loved staying here. Had a 2 bedroom suite for 8 (4 adults, 4 kids) and it was perfect. Great amenities, sights, right where you wanna be."
Reviewed on Jun 11, 2026

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$175 nightly
The price is $197 total per night from Jun 16 to Jun 17
$197 total
Jun 16 - Jun 17
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,005 reviews)
"The location was great. Walkable to places. It was overall quiet and the small beach area was nice. The pool could have been cleaner and having to get towels from the front desk was not convenient. Also having no bathroom by the pool was also not convenient. Overall, it was nice and I would stay ..."
Reviewed on Jun 11, 2026
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.
Where to stay in Matecumbe
Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. Learn more about Matecumbe
Learn more about Matecumbe

Venetian Shores
Venetian Shores might not have many top sights, but Founders Park and Windley Key Fossil Reef Geological State Park are two attractions nearby that you can check out.

Lower Matecumbe Beach
Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.

Seabreeze Trailer Park
If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Founders Park and Islamorada County Park.
Matecumbe, FL
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