Find hotels in Winston Waterways, Key Largo from ¥12,307

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Discover 2,149 Winston Waterways hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

New Tiny House RV, Kayak, Beach, Marina, Pool
10.0 out of 10, Exceptional, (48)
"Two bedrooms, plenty of room in the kitchen, excellent property and we loved walking right over to put the kayaks in at South Beach. Highly recommended and we would stay again!"
New Tiny House RV, Kayak, Beach, Marina, Pool
R & R in Paradise
10.0 out of 10, Exceptional, (11)
"Great Place!! Great Stay!! Highly Recommend!!"
R & R in Paradise
Hidden gem in Key Largo, bunk room, outdoor kitchen, 2 pools, laundry, 2 beaches
10.0 out of 10, Exceptional, (9)
"First time staying in an RV. Impressed by how easy & efficient everything was. GREAT communication by host with local recommendations! Good amenities in the campground including a pool, shuffleboard & more. Kids loved lounging in the hammock chairs. Host had 2 double kayaks available but we didn't use them."
The price is ¥30,377
per night
May 19 - May 20
Hidden gem in Key Largo, bunk room, outdoor kitchen, 2 pools, laundry, 2 beaches
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Largo Resort
3.0 star property
9.8 out of 10, Exceptional, (189)
"Amazing place for family "
The price is ¥38,267
per night
May 15 - May 16
Largo Resort
Paradise in Key Largo Florida 2
9.8 out of 10, Exceptional, (30)
"We enjoyed our stay. The RV was very clean. The beds were very comfortable and the AC worked great in both zones. The pool was close and the Publix was on the entrance road. I would recommend this to others."
The price is ¥20,251
per night
May 19 - May 20
Paradise in Key Largo Florida 2
Bay Harbor Lodge
3.0 star property
9.4 out of 10, Exceptional, (577)
"I really cannot say enough about this place! My family and I stayed here for a weekend to go to my nieces wedding, and not only was it cozy and comfy, and an incredible value, but the family who runs it is just delightful! They could not have been nicer and more accommodating to all of us. Plus, there are complementary homemade scones and beverages that you can take advantage of pretty much all throughout your stay there. My family and I will definitely be going back!"
The price is ¥31,935
per night
May 14 - May 15
Bay Harbor Lodge
Coconut Bay Resort Key Largo
2.0 star property
9.4 out of 10, Exceptional, (156)
"It was a lovely and convenient property. Very pretty and quiet. Loved that the property was on the water with free kayaking and paddle boards."
The price is ¥39,724
per night
May 14 - May 15
Coconut Bay Resort Key Largo
Key Largo, Calusa, 2 bedroom 1.5 bath with screened in patio
9.4 out of 10, Exceptional, (58)
"We enjoyed our stay in this RV with attached screen porch. Check in was easy and unit was incredibly clean. Kitchen had everything we needed. Plenty of closet space and comfortable bed. Campground is well maintained and very clean. The pool is beautiful and there were plenty of chairs to relax. We enjoyed paddling the kayak in the mangroves. Hammocks by the water were great for a nap."
Key Largo, Calusa, 2 bedroom 1.5 bath with screened in patio
Where the sea, sun, and sand are just outside your door!
9.4 out of 10, Exceptional, (20)
"Great location with easy access to all the Keys has to offer! Beautifully maintained property and very easy to communicate with. We will definitely be staying again!!!"
Where the sea, sun, and sand are just outside your door!
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
9.2 out of 10, Wonderful, (18)
"We loved the private beach out back and how close the property was to all the water sports. We will be back for sure!"
The price is ¥19,516
per night
May 16 - May 17
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Drift Hotel
2.5 star property
9.0 out of 10, Wonderful, (1006)
"This spot has kept the same private family beach atmosphere as the original Stone Ledge Motel. Having spent 47 years returning to the Keys, all I'd ask of the Drift would be for a more friendly staff, make some essential repairs, and upgrade some of the accomodations. Regardless, we will be happy to return. "
The price is ¥21,653
per night
May 14 - May 15
Drift Hotel
Azul del Mar
3.5 star property
9.0 out of 10, Wonderful, (536)
"Our room was very cozy, clean and overall fairly comfortable. My complaints are 1) that you have to go to Amoray Dive Resort to use the pool which was full of people and kids splashing and loud music playing. It wasn't very relaxing. 2) The mattress in our room felt cheap and uncomfortable. You could purchase Novaform mattresses from Costco that would last and be quite comfortable. Overall I love the grounds at Azul Del Mar. It's quiet and small and feels special like a lot of care and...
The price is ¥26,327
per night
May 15 - May 16
Azul del Mar
UNIQUE AND BEAUTIFUL "BONNE-VIE at SEA"<br>
9.0 out of 10, Wonderful, (32)
"Wondering what to make of the mixed reviews on this one? This is a unique & beautiful stay, just as described in the listing. It's also NOT fancy, and NOT for everyone, also as described. My wife & I stayed aboard for 2 nights. I'm the rustic tent-camping type, and I loved it. My wife is the city-slicker type, and she did not. Both were as expected. We both agreed the location in a quiet cove was perfectly calm. We both loved sitting on the water thru the evening hours, just relaxing. I...
The price is ¥12,307
per night
May 21 - May 22
UNIQUE AND BEAUTIFUL "BONNE-VIE at SEA"<br>
Kawama Yacht Club-Oceanfront Resort-Private Beach
9.0 out of 10, Wonderful, (28)
"Pleasant stay with amazing weather. Loved having the pool nearby and walking to the point to see the sunset. Comfortable beach area where we spent reading and conversing. We could not swim there but that we could go to the pool."
Kawama Yacht Club-Oceanfront Resort-Private Beach
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.8 out of 10, Excellent, (1003)
"Mannie was the best!"
The price is ¥38,882
per night
May 29 - May 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amoray Dive Resort
2.0 star property
8.8 out of 10, Excellent, (1008)
"We wanted to do some snorkeling on our trip to the Keys so I picked a place that actually has its own dive boat onsite. The day came, however, and our trip was cancelled because the waves were running high and the reefs they visit are too deep for snorkeling. This resort is really geared more for scuba aficionados. If that was our thing I'd give it a better review, but they do advertise BOTH. Whereas the dive sites they visit and the resort itself caters to scuba divers. The scuba focus added...
The price is ¥21,653
per night
May 14 - May 15
Amoray Dive Resort
Bahia Bay Resort
2.5 star property
8.8 out of 10, Excellent, (51)
"We enjoyed the quit surroundings. It’s a smaller resort, so it was a great place to celebrate our anniversary. Beautiful sunsets! "
The price is ¥31,870
per night
May 21 - May 22
Bahia Bay Resort
Gilbert's Resort
2.0 star property
8.6 out of 10, Excellent, (1002)
"Nice place that we never would have known about had we not came upon it just by chance while traveling through the Keys. I wish we had booked a couple more nights so we could have enjoyed it a little more! The bartenders were very friendly and informative and the music was a nice addition to the evening. We will definitely be back!"
The price is ¥46,578
per night
May 14 - May 15
Gilbert's Resort
Waterside Suites & Marina
3.5 star property
8.6 out of 10, Excellent, (1003)
"Great value for the price"
The price is ¥20,890
per night
May 20 - May 21
Waterside Suites & Marina
Hampton Inn Key Largo Manatee Bay
2.5 star property
8.6 out of 10, Excellent, (1007)
"we loved our stay. the staff was extremely nice. the bedroom was clean and bed was comfy. The only thing i wish was that the amenities like the kayaks available at the site will be free or more affordable. Some hotels offer those for free to guest . Its extremely close to restaurants like fish house and lazy lobster . I highly recommend this hotel it is worth the stay. A MUST GO!!"
The price is ¥24,747
per night
Jun 2 - Jun 3
Hampton Inn Key Largo Manatee Bay
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Frequently asked questions

What's it like in Winston Waterways?

You'll be sure to have fun visiting Key Largo's Winston Waterways neighborhood. Consider a visit to John Pennekamp Coral Reef State Park as part of your Winston Waterways travel plans.

What's a favorite place to stay in Winston Waterways?

For your stay in Winston Waterways, Cukoos Nest by Florida Keys Luxury Rentals is one of the top choices based on our traveler data.

How many hotels will I be able to find in Winston Waterways?

With 18 Expedia hotels and other accommodations in Winston Waterways to choose from, this is a good starting point for exploring the greater Key Largo area.

If I need to cancel my hotel reservation in Winston Waterways, will I receive a refund?

Yes! The majority of hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals available in Winston Waterways.

Where can I learn more about changing or cancelling my trip to Winston Waterways?

For additional details about updating your trip to Winston Waterways or cancelling it, go to https://www.expedia.com/service/.

What are the top things to see and do in Winston Waterways?

John Pennekamp Coral Reef State Park is an attraction you might want to check out while you're in Winston Waterways. When you're sightseeing in Key Largo, Lower Sound Point and MarineLab Undersea Laboratory are also worth a stop.