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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
$239 nightly
The price is $264 total per night from Jun 7 to Jun 8
$264 total
Jun 7 - Jun 8
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 ...
"It was older but amenities are nice"

Reviewed on Jun 5, 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
$233 nightly
The price is $262 total per night from Jun 9 to Jun 10
$262 total
Jun 9 - Jun 10
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 ...
"The resort is in a great location, clean and well maintained. Our king suite was very comfortable, had a large, lovely bathroom, balcony with a great view of the ocean. Breakfast with made to order omelets and pancakes, as well as breads, muffins, cold cereals, juices, and a nice area to eat on the ..."

Reviewed on Jun 5, 2026

Opens in a new windowChesapeake Beach Resort
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
$336 nightly
The price is $378 total per night from Jul 7 to Jul 8
$378 total
Jul 7 - Jul 8
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 ...
"This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great."

Reviewed on Jun 3, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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
$118 nightly
The price is $133 total per night from Jun 8 to Jun 9
$133 total
Jun 8 - Jun 9
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. ...
"good location on water but place was very average"

Reviewed on Jun 5, 2026

Opens in a new windowThe Pelican Key Largo Cottages
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
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $333 total per night from Jun 22 to Jun 23
$333 total
Jun 22 - Jun 23
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. ...
"I didn’t like there was no microwave and nothing to do if it was raining"

Reviewed on Jun 5, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $178 total per night from Jun 9 to Jun 10
$178 total
Jun 9 - Jun 10
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. You'll ...
"The air conditioner was working great even in the heat of the fl keys in June."

Reviewed on Jun 6, 2026

Opens in a new windowMarina Del Mar Resort and Marina
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
$162 nightly
The price is $179 total per night from Jun 14 to Jun 15
$179 total
Jun 14 - Jun 15
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 ...
"The place was nice. I especially loved how convenient and close Snooks restaurant was."

Reviewed on Jun 5, 2026

Opens in a new windowBayside Inn Key Largo
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy Key Largo FL
Fully refundable
$170 nightly
The price is $191 total per night from Jul 6 to Jul 7
$191 total
Jul 6 - Jul 7
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks ...
"The location"

Reviewed on Jun 3, 2026

Opens in a new windowHoliday Inn Key Largo by IHG
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $176 total per night from Jun 10 to Jun 11
$176 total
Jun 10 - Jun 11
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 ...
Opens in a new windowWaterside Suites & 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.

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

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