Cross Key Waterways, FL
Key Largo
Visit Cross Key Waterways
Things to do
Florida: Key West Overseas Highway App-Based Driving Audio Tour
$17
per traveler
88% of travellers recommend
Small Group Florida Keys Eco Tour by Boat
$60
per adult
100% of travellers recommend
1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran
$69
per adult
80% of travellers recommend
Cross Key Waterways Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$199 nightly
The price is $224 total per night from Oct 1 to Oct 2
$224 total
Oct 1 - Oct 2
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! (1,785 reviews)
"Everyone was friendly and we had a good time."
Reviewed on Sep 22, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
$315 nightly
The price is $354 total per night from Oct 1 to Oct 2
$354 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,192 reviews)
"This place feels like paradise! It is so calm and relaxing yet vibrant and fun. We had amazing weather all weekend. The ocean was so nice. The poolside trivia, scavenger hunt, smores and silent disco were so fun. The live music was a hit! We cannot WAIT to come back soon!"
Reviewed on Sep 22, 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
$141 nightly
The price is $158 total per night from Sep 29 to Sep 30
$158 total
Sep 29 - Sep 30
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! (1,489 reviews)
"The room was fine but it had poor water pressure and a very old sliding door that didn’t lock. The grounds look neglected. A little work around the property would do it. I like the location."
Reviewed on Sep 21, 2026
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
$239 nightly
The price is $264 total per night from Sep 27 to Sep 28
$264 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this luxury hotel in Key Largo. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (1,542 reviews)
"Opal takes pride ownership in running a customer service excellence resort The champagne touch is nice Thank you Dr Fajardo Garcia"
Reviewed on Sep 21, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
$312 nightly
The price is $351 total per night from Oct 6 to Oct 7
$351 total
Oct 6 - Oct 7
Total with taxes and fees
Book a stay at this luxury resort in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,001 reviews)
"Todo perfecto solo q en los Restaurantes no hay desayuno incluido, y los Plato’s están por en ima de la media de sus precios y en realidad no vale la pens pagarlos en ima de eso se demoran mucho"
Reviewed on Sep 22, 2026
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
$90 nightly
The price is $101 total per night from Sep 24 to Sep 25
$101 total
Sep 24 - Sep 25
Total with taxes and fees
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,002 reviews)
"The Pelican is a darling spot! Lots of space, convenient parking right next to our door, beautiful sandy beach area, well maintained dock, plenty of comfy Adirondack chairs in multiple spots to watch the water - the boats, fish, birds, and manatees. We really enjoyed the use of kayaks as well. Just ..."
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.
Check Cross Key Waterways hotel availability
Where to stay in Cross Key Waterways
Find the best Cross Key Waterways areas and neighborhoods for the activities you enjoy most.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker
Rock Harbor
While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.
Silver Shores
If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Harry Harris Park.
Key Largo Park
Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jacob's Aquatic Center and Jimmy Johnson's Big Chill.
Key Largo Village
While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jacob's Aquatic Center and Jimmy Johnson's Big Chill.
Photo by Patricia Smith
Open Photo by Patricia Smith
Pirates Cove
While Pirates Cove might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
