Hotels in Winston Waterways
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Where to stay in Winston Waterways?
Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee Bay2.5 star property
0.6 km from Winston Waterways
8.8 out of 10, Excellent, (1005)
8.8/10
Excellent
(1005)
The price is $171
$171
$193 total
includes taxes & fees
Jan 6 - Jan 7, 2026
9.4 out of 10, Exceptional, (295)
9.4/10
Exceptional
(295)
The price is $238
$238
$334 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Marina Del Mar Resort and Marina
Marina Del Mar Resort and Marina2.5 star property
3.5 km from Winston Waterways
8.4 out of 10, Very Good, (1655)
8.4/10
Very Good
(1655)
The price is $129
$129
$173 total
includes taxes & fees
Dec 22 - Dec 23
9.6 out of 10, Exceptional, (471)
9.6/10
Exceptional
(471)
The price is $239
$239
$297 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.0 out of 10, Wonderful, (1167)
9.0/10
Wonderful
(1167)
The price is $151
$151
$198 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.0 out of 10, Wonderful, (800)
9.0/10
Wonderful
(800)
The price is $219
$219
$246 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.2 out of 10, Wonderful, (1003)
9.2/10
Wonderful
(1003)
The price is $157
$157
$204 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.6 out of 10, Excellent, (1627)
8.6/10
Excellent
(1627)
The price is $164
$164
$210 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Pelican Key Largo Cottages
The Pelican Key Largo Cottages2.0 star property
4.2 km from Winston Waterways
8.8 out of 10, Excellent, (1001)
8.8/10
Excellent
(1001)
The price is $147
$147
$165 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Key Largo by IHG
Holiday Inn Key Largo by IHG3.0 star property
3.6 km from Winston Waterways
8.6 out of 10, Excellent, (1014)
8.6/10
Excellent
(1014)
The price is $189
$189
$213 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Premium Floating Bungalow by Stay Ombi
Premium Floating Bungalow by Stay Ombi3.5 star property
2.4 km from Winston Waterways
The price is $1,259
$1,259
$1,417 total
includes taxes & fees
Jan 1 - Jan 2, 2026
9.4 out of 10, Exceptional, (135)
9.4/10
Exceptional
(135)
The price is $124
$124
$154 total
includes taxes & fees
Dec 22 - Dec 23
9.2 out of 10, Wonderful, (1331)
9.2/10
Wonderful
(1331)
The price is $229
$229
$298 total
includes taxes & fees
Dec 22 - Dec 23
Courtyard by Marriott Key Largo
Courtyard by Marriott Key Largo3.0 star property
3.4 km from Winston Waterways
8.2 out of 10, Very Good, (1000)
8.2/10
Very Good
(1000)
The price is $197
$197
$222 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.2 out of 10, Wonderful, (1069)
9.2/10
Wonderful
(1069)
The price is $175
$175
$197 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults Only2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.8 out of 10, Exceptional, (294)
9.8/10
Exceptional
(294)
The price is $189
$189
$241 total
includes taxes & fees
Dec 23 - Dec 24
6.6 out of 10, (1002)
6.6/10
(1002)
The price is $199
$199
$224 total
includes taxes & fees
Dec 30 - Dec 31
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
The price is $221
$221
$249 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.2 out of 10, Wonderful, (659)
9.2/10
Wonderful
(659)
The price is $215
$215
$242 total
includes taxes & fees
Dec 22 - Dec 23
Coconut Bay Resort Key Largo
Coconut Bay Resort Key Largo2.0 star property
Rock Harbor, 6.6 km from Winston Waterways
9.6 out of 10, Exceptional, (192)
9.6/10
Exceptional
(192)
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.
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.
When is the best time to visit Key Largo?
When is the best time to visit Key Largo?Our prices for hotels in Key Largo are cheapest in October
When is the best time to visit Key Largo?
When is the best time to visit Key Largo?
Our prices for hotels in Key Largo are cheapest in October
Price trends for hotels in Key Largo
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Key Largo
December
Moderate crowds
High 24°C / low 21°C. Sunny most days.
View properties in December 24°
December, Moderate crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
23°
January, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
23°
February, High crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
24°
March, High crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
26°
April, High crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
27°
May, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
29°
June, Low crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
30°
July, High crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
30°
August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
29°
September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
28°
October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
26°
November, Low crowds, average high temperature 26 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
Monthly weather averages (˚C)
Check out reviews of Winston Waterways hotels guests love
Ocean Pointe Suites at Key Largo
10/10 Excellent
"Clean room, great location and amenities. Would have liked to have known that key pick up was off property ahead of time. "
Chesapeake Beach Resort
10/10 Excellent
"The breakfasts are great "
Rock Reef Resort
10/10 Excellent
"great value, clean and good size room "
Coconut Cove Resort and Marina
10/10 Excellent
"While the facility has some age on it, everything was very clean and well kept."
Drift Hotel
10/10 Excellent
"Staff friendly on check in and out
Room was clean and all the amenities you needed
Easy parking directly across from the room "
The Pelican Key Largo Cottages
10/10 Excellent
"Great place"
Marina Del Mar Resort and Marina
10/10 Excellent
"Room clean, beautiful setting, pleasant ambiance good restaurants!
Staff friendly and courteous"
Waterside Suites & Marina
10/10 Excellent
"Beautiful place that's off the beaten path. Can't wait to come back for a longer stay. "
Baker's Cay Resort Key Largo, Curio Collection by Hilton
10/10 Excellent
"Beautiful Hotel and Calusa Restaurant was outstanding "
Find out more about Winston Waterways