Lignumvitae Key Botanical State Park, FL
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Matecumbe
If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Robbie’s of Islamorada are top sights worth seeing.
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Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$195 nightly
The price is $219 total per night from Sep 24 to Sep 25
$219 total
Sep 24 - Sep 25
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! (1,442 reviews)
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come ..."
Reviewed on Sep 21, 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$197 nightly
The price is $221 total per night from Sep 29 to Sep 30
$221 total
Sep 29 - Sep 30
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! (1,781 reviews)
"They do strive to provide great customer service and promised to have clean rooms but there were some minor things I noticed after the staff assured me they pay attention to great detail. The wall in bathroom had some mysterious staining and the toilet seat was super loose on the verge of falling ..."
Reviewed on Sep 21, 2026

Waterside Suites & Marina
201 Ocean Drive Key Largo FL
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,487 reviews)
"We stayed for three nights in a two-bedroom suite. For the price, the stay was reasonable, and there were definitely some positives. The suite was spacious, the bedding was clean and good quality, the beds and pillows were comfortable, and we had a nice view of the canal. Free parking was also a ..."
Reviewed on Sep 21, 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.

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (749 reviews)
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
Reviewed on Sep 20, 2026

Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (175 reviews)
"Amazing location and well equipped. Loved the local vibe, didn't see a manatee but plenty of green iguanas. Property was comfortable with great AC."
Reviewed on Sep 9, 2026

Island Bay Resort
92530 OVERSEAS HIGHWAY Tavernier FL
Book a stay at this beach aparthotel in Tavernier. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (183 reviews)
"Property was quiet and on the water. Room was big enough. Parking is a little tight."
Reviewed on Sep 17, 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.
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- Everglades National Park
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