Winston Waterways, FL

Key Largo

Clearwater Beach Pier Panorama


Winston Waterways Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
$319 nightly
The price is $354 total per night from May 12 to May 13
$354 total
May 12 - May 13
Total with taxes and fees
Book a stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (1,435 reviews)
I love staying at the Reef House. The site is beautiful and so relaxing. The drinks at the bar are excellent and the grounds are well maintained and clean. Every single staff member I encountered during my stay were incredibly helpful and friendly. The facility is also pet friendly and even provided ...

Reviewed on May 11, 2026

Reefhouse Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
$240 nightly
The price is $270 total per night from May 28 to May 29
$270 total
May 28 - May 29
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,734 reviews)
the place is great for R&R

Reviewed on May 11, 2026

Chesapeake Beach Resort
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
$150 nightly
The price is $169 total per night from May 17 to May 18
$169 total
May 17 - May 18
Total with taxes and fees
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.6/10 Excellent! (1,784 reviews)
didn't use the kitchen, but it was alright

Reviewed on May 11, 2026

Marina Del Mar Resort and Marina
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
$352 nightly
The price is $396 total per night from Jun 2 to Jun 3
$396 total
Jun 2 - Jun 3
Total with taxes and fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,072 reviews)
This was our 25th wedding anniversary and a bucket list trip for us. We had roaches in our room in the room next to us had a dog that would bark at all hours of the night. We went to the front desk and called several times to no avail. Finally, on our third night they said the next morning they would ...

Reviewed on May 11, 2026

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

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
$148 nightly
The price is $163 total per night from Jun 3 to Jun 4
$163 total
Jun 3 - Jun 4
Total with taxes and fees
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,742 reviews)
When I made the reservation, it indicated that the room included a refrigerator and a coffee maker. It didn't have them, so I had to request them. The air conditioning wasn't working properly; I was hot both nights. I never received room service.

Reviewed on May 11, 2026

Bayside Inn Key Largo
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
$143 nightly
The price is $161 total per night from May 27 to May 28
$161 total
May 27 - May 28
Total with taxes and fees
Stay at this hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,344 reviews)
We loved our stay at Waterside. We were able to have our fur babies vacationing with us and our suite was so big and convenient. Only thing missing was the kayaks in the picture on property but beside that one minor thing I would definitely recommend to stay here.. we will be back.. place is clean ...

Reviewed on May 10, 2026

Waterside Suites & Marina
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.

Other neighborhoods around Winston Waterways

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Largo Gardens

While Largo Gardens might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like John Pennekamp Coral Reef State Park and MarineLab Undersea Laboratory.

Largo Gardens
Key West Florida - Sights and Sounds by the water and port

Key Largo Village

While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.

Key Largo Village
Boats moored in a marina off the Highway 1 in  Key Largo, Floriday Keys, Florida, United States.

Cross Key Waterways

While Cross Key Waterways might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Caribbean Club Bar and MarineLab Undersea Laboratory.

Cross Key Waterways
Coast of Islamorada, Florida Keys

Key Largo Park

Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.

Key Largo Park
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Anglers Park

4.5/5(33 area reviews)

While there might not be top attractions in Anglers Park, you can explore the larger area and discover places like Caribbean Club Bar and MarineLab Undersea Laboratory.

Anglers Park
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Largo Sound Village

While there might not be top attractions in Largo Sound Village, you can explore the larger area and discover places like Caribbean Club Bar and MarineLab Undersea Laboratory.

Largo Sound Village


Winston Waterways, FL

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