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Cheap Winston Waterways Hotels

Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy Key Largo FL
$389 nightly
The price is $433 total per night
$433 total
Feb 22 - Feb 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.82 mi from Winston 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
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
$391 nightly
The price is $440 total per night
$440 total
Mar 22 - Mar 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.75 mi from Winston 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
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive Key Largo FL
$234 nightly
The price is $263 total per night
$263 total
Feb 26 - Feb 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.15 mi from Winston 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
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
$262 nightly
The price is $291 total per night
$291 total
Feb 22 - Feb 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.45 mi from Winston Waterways
A stay at Bayside Inn Key Largo places you in the heart of Key Largo, a short 7-minute drive from John Pennekamp Coral Reef State Park and 15 minutes from Key Largo Hammocks State Botanical Site.
On private beach
Pool
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
$271 nightly
The price is $305 total per night
$305 total
Mar 3 - Mar 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2 mi from Winston 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
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
$517 nightly
The price is $582 total per night
$582 total
Feb 22 - Feb 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.14 mi from Winston 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
Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo

3.5 out of 5
500 Burton Dr Tavernier FL
$317 nightly
The price is $355 total per night
$355 total
Mar 3 - Mar 4
Total with taxes and fees
8.83 mi from Winston Waterways
Located in Tavernier, Ocean Pointe Suites at Key Largo is by the ocean, within a 5-minute drive of Harry Harris Park and Mangrove Marina.
On private beach
Pool
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
$498 nightly
The price is $560 total per night
$560 total
Feb 25 - Feb 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.46 mi from Winston 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 11 minutes from John Pennekamp Coral Reef State Park.
Pool
Hot Tub
Sunset Cove Beach Resort

Sunset Cove Beach Resort

2.5 out of 5
MM 99.5 Key Largo FL
$224 nightly
The price is $252 total per night
$252 total
Feb 22 - Feb 23
Total with taxes and fees
2.57 mi from Winston Waterways
A stay at Sunset Cove Beach Resort places you in the heart of Key Largo, a 2-minute drive from Jacob's Aquatic Center and 7 minutes from John Pennekamp Coral Reef State Park.
On private beach
Breakfast included
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2 out of 5
99340 Overseas Highway Key Largo FL
$233 nightly
The price is $262 total per night
$262 total
Mar 22 - Mar 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.61 mi from Winston 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
Creekside Inn

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
$263 nightly
The price is $295 total per night
$295 total
Feb 22 - Feb 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11 mi from Winston Waterways
A stay at Creekside Inn places you in the heart of Tavernier, a short 3-minute walk from Florida Keys Dive Center and within 2 minutes by car from Mariners Hospital.
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
$441 nightly
The price is $496 total per night
$496 total
Mar 4 - Mar 5
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.16 mi from Winston 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.

Winston Waterways hotels essential information

Accommodation
2,300 hotels
Lowest Price
$252
Highest Price
$582
Popular hotels
Reefhouse Resort & Marina, Chesapeake Beach Resort, Marina Del Mar Resort and Marina, Bayside Inn Key Largo, Waterside Suites & Marina, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Ocean Pointe Suites at Key Largo, Playa Largo Resort & Spa, Autograph Collection, Sunset Cove Beach Resort, The Pelican Key Largo Cottages, Creekside Inn, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Most Recent Winston Waterways Hotel Reviews

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

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

5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"The room had a beautiful ocean view, steps away from the beach, pool, and other amenities. The water was beautiful and clear, no seaweed!"
A verified traveler stayed at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Top 20 Winston Waterways Hotels

Hotels Near Winston Waterways

Cities near Winston Waterways