Hotels near Winston Waterways
Key Largo Hotels
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Hotels in Winston Waterways

Where to?

Dates

Sun, Dec 21

Tue, Dec 23

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

December 2025

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January 2026

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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

Hampton Inn Key Largo Manatee Bay

2.5 star property

0.6 km from Winston Waterways

8.8 out of 10, Excellent, (1003)

8.8/10

Excellent

(1003)

The price is $130

$130

$147 total

includes taxes & fees

Dec 17 - Dec 18

Hampton Inn Key Largo Manatee Bay

Outdoor pool, pool umbrellas, sun loungers

Private beach, white sand, sun loungers, kayaking

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 $127

$127

$171 total

includes taxes & fees

Dec 24 - Dec 25

Marina Del Mar Resort and Marina

Private beach, sun loungers, beach towels, kayaking

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

Outdoor pool, a heated pool, open 9 AM to 9 PM, pool umbrellas

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

Full-size fridge, microwave, stovetop, dishwasher

Waterside Suites & Marina

3.5 star property

3.2 km from Winston Waterways

9.0 out of 10, Wonderful, (1151)

9.0/10

Wonderful

(1151)

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

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 $159

$159

$179 total

includes taxes & fees

Dec 15 - Dec 16

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

Paradise 2 Double Beds Waterfront Suite | Beach/ocean view

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 $97

$97

$110 total

includes taxes & fees

Dec 14 - Dec 15

The Pelican Key Largo Cottages

Suite 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

Hypo-allergenic bedding, in-room safe, blackout drapes

Holiday Inn Key Largo by IHG

3.0 star property

3.6 km from Winston Waterways

8.6 out of 10, Excellent, (1011)

8.6/10

Excellent

(1011)

The price is $170

$170

$191 total

includes taxes & fees

Dec 14 - Dec 15

Holiday Inn Key Largo by IHG

Cottage 3 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 14 - Dec 15

Sunset Cove Beach Resort

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

Premium bedding, in-room safe, individually decorated

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 $135

$135

$152 total

includes taxes & fees

Dec 14 - Dec 15

Rock Reef Resort

Seafarer Key Largo

2.0 star property

Rock Harbor, 6.7 km from Winston Waterways

9.4 out of 10, Exceptional, (129)

9.4/10

Exceptional

(129)

The price is $115

$115

$144 total

includes taxes & fees

Dec 15 - Dec 16

Seafarer Key Largo

Suite, 1 Bedroom, Balcony, Marina View | Living room | LCD TV, iPod dock

Room, 2 Queen Beds, Balcony, Marina View | 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

Room | Desk, laptop workspace, blackout drapes, free WiFi

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

1 bedroom, premium bedding, individually furnished, blackout drapes

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 Apartment | 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 $250

$250

$281 total

includes taxes & fees

Dec 12 - Dec 13

Kings Kamp

Deluxe Studio, 1 King Bed with Sofa bed, Kitchen (#14 Balcony 2nd Floor) | View from room

Cottage, 1 Queen Bed with Sofa bed, Kitchen (#01 Waterfront with Tiki Hut) | Private kitchen | Fridge, microwave, highchair

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

Pet friendly

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Ocean view

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Pool

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Hot tub

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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 15 hours 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 3 days ago

Rock Reef Resort