Hotels near Winston Waterways
Key Largo Hotels
Hotels in Florida
Hotels in United States of America
Hotels

Hotels in Winston Waterways

Where to?

Dates

Fri, Dec 19

Sun, Dec 21

your current months are December, 2025 and January, 2026.

December 2025

SSunday

MMonday

TTuesday

WWednesday

TThursday

FFriday

SSaturday

January 2026

SSunday

MMonday

TTuesday

WWednesday

TThursday

FFriday

SSaturday

Travelers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Recommended

Price (low to high)

Distance

Property class

Where to stay in Winston Waterways?

Room, 1 King Bed, Bay View | Beach/ocean view

Outdoor pool, open 8 AM to 10 PM, sun loungers

In-room safe, desk, blackout drapes, iron/ironing board

Hampton Inn Key Largo Manatee Bay

2.5 star property

0.6 km from Winston Waterways

8.8 out of 10, Excellent, (1004)

8.8/10

Excellent

(1004)

The price is $126

$126

$141 total

includes taxes & fees

Dec 18 - Dec 19

Hampton Inn Key Largo Manatee Bay

Outdoor pool, pool umbrellas, sun loungers

Largo Resort

3.0 star property

0.8 km from Winston Waterways

9.4 out of 10, Exceptional, (294)

9.4/10

Exceptional

(294)

The price is $198

$198

$289 total

includes taxes & fees

Dec 21 - Dec 22

Largo Resort

Marina Del Mar Resort and Marina

2.5 star property

3.5 km from Winston Waterways

8.4 out of 10, Very Good, (1645)

8.4/10

Very Good

(1645)

The price is $129

$129

$173 total

includes taxes & fees

Dec 14 - Dec 15

Marina Del Mar Resort and Marina

Private beach, sun loungers, beach towels, kayaking

Luxury Villa, 1 Bedroom, Kitchen, Poolside | Private kitchenette | Microwave, coffee/tea maker

Dolphin Point Villas

3.5 star property

0.7 km from Winston Waterways

9.6 out of 10, Exceptional, (468)

9.6/10

Exceptional

(468)

The price is $199

$199

$252 total

includes taxes & fees

Dec 14 - Dec 15

Dolphin Point Villas

Private beach, scuba diving, snorkeling, kayaking

Studio Suite | Individually decorated, individually furnished, iron/ironing board

Amoray Dive Resort

2.0 star property

3.7 km from Winston Waterways

9.2 out of 10, Wonderful, (1000)

9.2/10

Wonderful

(1000)

The price is $129

$129

$173 total

includes taxes & fees

Dec 14 - Dec 15

Amoray Dive Resort

Down comforters, in-room safe, iron/ironing board, free WiFi

Waterside Suites & Marina

3.5 star property

3.2 km from Winston Waterways

9.0 out of 10, Wonderful, (1152)

9.0/10

Wonderful

(1152)

The price is $151

$151

$198 total

includes taxes & fees

Dec 15 - Dec 16

Waterside Suites & Marina

Aquamarina Deluxe Sea View Suite | Living area | 35-inch flat-screen TV with satellite channels, TV

La Palma Tropical Garden Suite | Living area | 35-inch flat-screen TV with satellite channels, TV

Celeste Deluxe Sea View Suite | Living area | 35-inch flat-screen TV with satellite channels, TV

Azul del Mar

3.5 star property

3.8 km from Winston Waterways

9.0 out of 10, Wonderful, (796)

9.0/10

Wonderful

(796)

The price is $139

$139

$156 total

includes taxes & fees

Dec 17 - Dec 18

Azul del Mar

Premier One Bedroom Waterfront Suite Bayview with Sofabed | In-room safe, desk, laptop workspace, iron/ironing board

Bayside Inn Key Largo

3.0 star property

3.9 km from Winston Waterways

8.6 out of 10, Excellent, (1622)

8.6/10

Excellent

(1622)

The price is $126

$126

$167 total

includes taxes & fees

Dec 18 - Dec 19

Bayside Inn Key Largo

The Pelican Key Largo Cottages

2.0 star property

4.2 km from Winston Waterways

8.8 out of 10, Excellent, (1000)

8.8/10

Excellent

(1000)

The price is $122

$122

$137 total

includes taxes & fees

Dec 14 - Dec 15

The Pelican Key Largo Cottages

King, Non Smoking | Blackout drapes, free WiFi, bed sheets, wheelchair access

Key Largo Inn

3.0 star property

4.5 km from Winston Waterways

6.6 out of 10, (1001)

6.6/10

(1001)

The price is $119

$119

$134 total

includes taxes & fees

Dec 14 - Dec 15

Key Largo Inn

Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Holiday Inn Key Largo by IHG

3.0 star property

3.6 km from Winston Waterways

8.6 out of 10, Excellent, (1008)

8.6/10

Excellent

(1008)

The price is $170

$170

$191 total

includes taxes & fees

Dec 14 - Dec 15

Holiday Inn Key Largo by IHG

Suite 10 Not Pet-Friendly | Living area | TV

Pelican Not Pet-Friendly | Individually decorated, individually furnished, blackout drapes

Sunset Cove Beach Resort

2.5 star property

4.1 km from Winston Waterways

9.0 out of 10, Wonderful, (1000)

9.0/10

Wonderful

(1000)

The price is $156

$156

$176 total

includes taxes & fees

Dec 18 - Dec 19

Sunset Cove Beach Resort

3 restaurants, breakfast, lunch, dinner served; American cuisine

Beach views, serves lunch, dinner, and happy hour

Private beach, white sand, sun loungers, beach umbrellas

Reefhouse Resort & Marina

3.5 star property

2.9 km from Winston Waterways

9.2 out of 10, Wonderful, (1332)

9.2/10

Wonderful

(1332)

The price is $229

$229

$298 total

includes taxes & fees

Dec 14 - Dec 15

Reefhouse Resort & Marina

Premier Cabin, 1 King Bed, Bay View | Soundproofing, free WiFi, bed sheets

Rock Reef Resort

2.5 star property

Rock Harbor, 6.6 km from Winston Waterways

9.2 out of 10, Wonderful, (1064)

9.2/10

Wonderful

(1064)

The price is $104

$104

$117 total

includes taxes & fees

Dec 15 - Dec 16

Rock Reef Resort

Seafarer Key Largo

2.0 star property

Rock Harbor, 6.7 km from Winston Waterways

9.4 out of 10, Exceptional, (130)

9.4/10

Exceptional

(130)

The price is $115

$115

$144 total

includes taxes & fees

Dec 15 - Dec 16

Seafarer Key Largo

Suite, 1 Bedroom, Balcony, Marina View | Pillowtop beds, in-room safe, individually decorated

Pillowtop beds, in-room safe, individually decorated

Courtyard by Marriott Key Largo

3.0 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 $170

$170

$191 total

includes taxes & fees

Dec 14 - Dec 15

Courtyard by Marriott Key Largo

Bahia Bay Resort

2.5 star property

Rock Harbor, 7.4 km from Winston Waterways

8.8 out of 10, Excellent, (125)

8.8/10

Excellent

(125)

The price is $149

$149

$168 total

includes taxes & fees

Dec 14 - Dec 15

Bahia Bay Resort

55-inch Smart TV with digital channels, books

Premium Floating Bungalow by Stay Ombi

3.5 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

Premium Floating Bungalow by Stay Ombi

Superior Cabin | Private kitchen | Coffee/tea maker

Kings Kamp

2.5 star property

2.6 km from Winston Waterways

8.8 out of 10, Excellent, (23)

8.8/10

Excellent

(23)

The price is $248

$248

$278 total

includes taxes & fees

Dec 14 - Dec 15

Kings Kamp

Cottage, 1 Queen Bed with Sofa bed, Kitchen (#06 Poolside with Tiki Hut) | Living area | 50-inch Smart TV with cable channels, TV

Bay Harbor Lodge

3.0 star property

Rock Harbor, 6.7 km from Winston Waterways

9.2 out of 10, Wonderful, (659)

9.2/10

Wonderful

(659)

The price is $195

$195

$219 total

includes taxes & fees

Dec 14 - Dec 15

Bay Harbor Lodge

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.

See more properties

Go beyond your typical stay in Winston Waterways

Ocean view

search for properties with an ocean view

Pool

search for properties with pool

Pet friendly

search for Pet friendly Properties

Family friendly

search for family friendly Properties

Hot tub

search for properties with hot tubs

When is the best time to visit Key Largo?

Our prices for hotels in Key Largo are cheapest in October

Pricing
Weather

Price trends for hotels in Key Largo

Pricing is based on two traveler single night rates

View properties in December

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°

October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.

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

Waterside Suites & Marina

10/10 Excellent

"Clean rooms, staff A+, great location. Our third time here in 6 months."

Dana 3-night trip

Posted 1 day ago

Waterside Suites & Marina

Bayside Inn Key Largo

10/10 Excellent

"Clean nice room, friendly and helpful staff "

Alysha 1-night trip

Posted 3 days ago

Bayside Inn Key Largo

The Pelican Key Largo Cottages

10/10 Excellent

"Great staff, very welcoming, the accommodations were very clean. We did see manatees while we were there which was magical. "

Liviu 1-night trip

Posted 3 days ago

The Pelican Key Largo Cottages

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

10/10 Excellent

"Staff was amazing and process was fast and painless"

Max 3-night trip

Posted 3 days ago

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

Rock Reef Resort

10/10 Excellent

"Really nice week! Property is peaceful and quiet. Pool was great and the waterfront was great for sunsets and kayaking. It was a plus having Kathy as our neighbor! Worth the visit!!!! Thanks to Ashley! Good Luck Linda! Annmarie and Lou "

Louis 5-night trip

Posted 4 days ago

Rock Reef Resort