Find a Hotel in Cross Key Waterways

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Top hotels in Cross Key Waterways

Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $275 total per night from Jul 26 to Jul 27
$275 total
Jul 26 - Jul 27
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly ...
"The staff was excellent, very friendly and helpful. They make the facility."

Reviewed on Jul 7, 2026

Opens in a new windowReefhouse Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $250 total per night from Aug 4 to Aug 5
$250 total
Aug 4 - Aug 5
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 ...
"Very nice rooms, very important for us is having a good AC in the room and it was perfect. 2nd time I had stay in this hotel and I will stay again."

Reviewed on Jul 7, 2026

Opens in a new windowChesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $174 total per night from Jul 16 to Jul 17
$174 total
Jul 16 - Jul 17
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on ...
"We stayed for the 4th of July with our family and friends and enjoyed our stay this is our second time staying here and we love the space the pool and bbq area. We will definitely return"

Reviewed on Jul 7, 2026

Opens in a new windowWaterside Suites & Marina
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$328 nightly
The price is $369 total per night from Aug 2 to Aug 3
$369 total
Aug 2 - Aug 3
Total with taxes and fees
This luxury resort features a full-service spa, a marina, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the ...
"Amazing Hotel and Staff! However kids shouldn’t have been charged for fun activities on the 4th of July! Also fishing poles and bait were excellent and free however super far away from fishing deck… made no sense! Food and Staff was Excellent but those two things should have been more accessible ..."

Reviewed on Jul 6, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2 out of 5
99340 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $119 total per night from Jul 9 to Jul 10
$119 total
Jul 9 - Jul 10
Total with taxes and fees
This smoke-free hotel's private beach and marina are among the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
"We had a great time at The pelican! Staff are always extremely helpful and nice. Very relaxed, laid back atmosphere which is what we were looking for."

Reviewed on Jul 6, 2026

Opens in a new windowThe Pelican Key Largo Cottages
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

4 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$328 nightly
The price is $369 total per night from Aug 2 to Aug 3
$369 total
Aug 2 - Aug 3
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
"I didn’t like that we couldn’t use the beach because the seaweed was not removed to make beach accesible. Also our room floor was dirty, appears that it has not been cleaned with water for a long time; when walking barefoot in room our feet became very very dirty with floor dirt. Room floor should ..."

Reviewed on Jul 5, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
$335 nightly
The price is $377 total per night from Jul 13 to Jul 14
$377 total
Jul 13 - Jul 14
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"It was a beautiful place. Staff helpful, it was clean and general excellent. The hidden fees added to the cost. No free breakfast that is usual available from Hilton. Extra 50 a day for the resort, 28 for car parking, resort fee for every purchase. No availability to use cash. All adds up in the ..."

Reviewed on Jul 7, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
La Fuentes

La Fuentes

Key Largo FL
$767 nightly
The price is $851 total per night from Aug 4 to Aug 5
$851 total
Aug 4 - Aug 5
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.
Opens in a new windowLa Fuentes
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $169 total per night from Jul 20 to Jul 21
$169 total
Jul 20 - Jul 21
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor ...
Opens in a new windowBayside Inn Key Largo
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See all available properties in Cross Key Waterways
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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.

Cross Key Waterways 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 Cross Key Waterways 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 Cross Key Waterways 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 Cross Key Waterways 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 Cross Key Waterways hotel reviews by fellow wanderers

Chesapeake Beach Resort

Chesapeake Beach Resort

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Very nice rooms, very important for us is having a good AC in the room and it was perfect. 2nd time I had stay in this hotel and I will stay again."
A verified traveler stayed at Chesapeake Beach Resort
Chesapeake Beach Resort

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