Find a Hotel in Cross Key Waterways

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Top hotels in Cross Key Waterways

Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $286 total per night from Oct 23 to Oct 24
$286 total
Oct 23 - Oct 24
Total with taxes and fees
This smoke-free 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 ...
"Staff"

Reviewed on Oct 19, 2025

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
$192 nightly
The price is $217 total per night from Oct 23 to Oct 24
$217 total
Oct 23 - Oct 24
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 ...
"Everyone was so nice and helpful at this resort!!! I had such an amazing time and would definitely recommend to any family & friends!!!"

Reviewed on Oct 20, 2025

Opens in a new windowChesapeake Beach Resort
Rock Reef Resort

Rock Reef Resort

2.5 out of 5
97850 Overseas Hwy, Key Largo, FL
$105 nightly
The price is $119 total per night from Nov 20 to Nov 21
$119 total
Nov 20 - Nov 21
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
"The pictures were a bit deceptive. The water front was amazing and the buildings were updated inside. The room was clean but I would not consider it a premium studio with water views. It was more like an upgraded hotel room."

Reviewed on Oct 18, 2025

Opens in a new windowRock Reef Resort
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
$288 nightly
The price is $324 total per night from Oct 28 to Oct 29
$324 total
Oct 28 - Oct 29
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 ...
"In the beginning the reception counter didn’t give me good service, she assigned a bad room when I complained she assigned another bad room, until the manager came and find an appropriate one for me"

Reviewed on Oct 16, 2025

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Oct 29 to Oct 30
$147 total
Oct 29 - Oct 30
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
"The staff were amazing and provided great customer service. The room was clean, bed was comfortable to sleep on. It needs some renovations and they have already started the process. I would stay there again."

Reviewed on Oct 19, 2025

Opens in a new windowHampton Inn Key Largo Manatee Bay
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr, Islamorada, FL
$224 nightly
The price is $252 total per night from Oct 27 to Oct 28
$252 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
"Brand new houseboats, very clean & comfortable, new pool area which was great to relax & have a dip. Lots of wildlife in vicinity"

Reviewed on Oct 10, 2025

Opens in a new windowTreasure Harbor
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
$97 nightly
The price is $109 total per night from Oct 23 to Oct 24
$109 total
Oct 23 - Oct 24
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. ...
"I hadn't been to the Keys in about 40years; Booking a room at the Pelican Cottages was a lucky find! Being able to stroll down to the dock was a treat for early am coffee or a happy hour moment was lovely and the colorful Adirondack chairs made for a good sit waterside. Our room was comfy, but next ..."

Reviewed on Oct 20, 2025

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
$337 nightly
The price is $379 total per night from Oct 29 to Oct 30
$379 total
Oct 29 - Oct 30
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. ...
"We had the absolute best fall break vacation here and will most definitely be back"

Reviewed on Oct 19, 2025

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy, Key Largo, FL
Fully refundable
$158 nightly
The price is $178 total per night from Oct 26 to Oct 27
$178 total
Oct 26 - Oct 27
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this traditional hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks ...
"Awesome trip stayed there for seven days had a blast down by the pool and the tiki hut and the iguanas are fun to watch as are the curly tail lizards no problem we had in the room was the toilet didn’t flush very well. It did flush but it was slow. The restaurant next-door within walking distance ..."

Reviewed on Oct 11, 2025

Opens in a new windowHoliday Inn Key Largo by IHG
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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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