Compare Cheap Hotels in Cross Key Waterways Florida

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Cheap Cross Key Waterways Hotels

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
$220 nightly
The price is $248 total per night
$248 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.85 mi from Cross Key Waterways
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park.
On private beach
Pool
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy Key Largo FL
$269 nightly
The price is $298 total per night
$298 total
Dec 18 - Dec 19
Total with taxes and fees
0.61 mi from Cross Key Waterways
With a stay at Reefhouse Resort & Marina in Key Largo, you'll be on the waterfront, within a 5-minute drive of John Pennekamp Coral Reef State Park and Caribbean Club Bar.
On private beach
Pool
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2 out of 5
99340 Overseas Highway Key Largo FL
$122 nightly
The price is $137 total per night
$137 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.74 mi from Cross Key Waterways
Located in Key Largo, The Pelican Key Largo Cottages is on the waterfront, within a 15-minute drive of John Pennekamp Coral Reef State Park and Florida Keys Visitor Center - Key Largo.
On private beach
Parking included
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
$328 nightly
The price is $369 total per night
$369 total
Dec 18 - Dec 19
Total with taxes and fees
6.26 mi from Cross Key Waterways
With a stay at Baker's Cay Resort Key Largo, Curio Collection by Hilton in Key Largo, you'll be on the waterfront, within a 15-minute drive of John Pennekamp Coral Reef State Park and Florida Keys National Marine Sanctuary Visitor's Center.
On private beach
Pool
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive Key Largo FL
$154 nightly
The price is $173 total per night
$173 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.32 mi from Cross Key Waterways
With a stay at Marina Del Mar Resort and Marina in Key Largo, you'll be on the waterfront, within a 10-minute drive of John Pennekamp Coral Reef State Park and Jacob's Aquatic Center.
Pool
Hot Tub
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
$378 nightly
The price is $425 total per night
$425 total
Dec 18 - Dec 19
Total with taxes and fees
5.52 mi from Cross Key Waterways
With a stay at Playa Largo Resort & Spa, Autograph Collection in Key Largo (Rock Harbor), you'll be a 4-minute drive from Jimmy Johnson's Big Chill and 10 minutes from John Pennekamp Coral Reef State Park.
Pool
Hot Tub
Creekside Inn

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
$209 nightly
The price is $235 total per night
$235 total
Dec 18 - Dec 19
Total with taxes and fees
12.13 mi from Cross Key Waterways
A stay at Creekside Inn places you in the heart of Tavernier, just a 3-minute walk from Florida Keys Dive Center and within a 5-minute drive of Mariners Hospital.
Drift Hotel

Drift Hotel

2.5 out of 5
95320 Overseas Hwy Key Largo FL
$129 nightly
The price is $145 total per night
$145 total
Dec 18 - Dec 19
Total with taxes and fees
7.78 mi from Cross Key Waterways
With a stay at Drift Hotel in Key Largo, you'll be on the beach, within a 15-minute drive of John Pennekamp Coral Reef State Park and Florida Keys National Marine Sanctuary Visitor's Center.
Parking included
Free WiFi
Rock Reef Resort

Rock Reef Resort

2.5 out of 5
97850 Overseas Hwy Key Largo FL
$119 nightly
The price is $134 total per night
$134 total
Dec 18 - Dec 19
Total with taxes and fees
5.2 mi from Cross Key Waterways
With a stay at Rock Reef Resort in Key Largo (Rock Harbor), you'll be within a 10-minute drive of John Pennekamp Coral Reef State Park and Bluefin Rock Harbor Marina.
On private beach
Pool
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
$157 nightly
The price is $177 total per night
$177 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.17 mi from Cross Key Waterways
With a stay at Waterside Suites & Marina in Key Largo, you'll be on the waterfront, within a 10-minute drive of John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill.
Pool
Pet friendly
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy Key Largo FL
$169 nightly
The price is $190 total per night
$190 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.1 mi from Cross Key Waterways
With a stay at Hampton Inn Key Largo Manatee Bay in Key Largo, you'll be near the bay, within a 5-minute drive of John Pennekamp Coral Reef State Park and Lower Sound Point.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 out of 5
84001 Overseas Hwy Islamorada FL
$308 nightly
The price is $347 total per night
$347 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.27 mi from Cross Key Waterways
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
On private beach
Pool
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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.

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Cross Key Waterways hotels essential information

Accommodation
2,236 hotels
Lowest Price
$134
Highest Price
$425
Popular hotels
Chesapeake Beach Resort, Reefhouse Resort & Marina, The Pelican Key Largo Cottages, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Marina Del Mar Resort and Marina, Playa Largo Resort & Spa, Autograph Collection, Creekside Inn, Drift Hotel, Rock Reef Resort, Waterside Suites & Marina, Hampton Inn Key Largo Manatee Bay, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Most Recent Cross Key Waterways Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Idyllic beautiful beach setting, clean comfortable rooms, lovely setting. "
A verified traveler stayed at Chesapeake Beach Resort
Chesapeake Beach Resort

Top 20 Cross Key Waterways Hotels

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