Find hotels in Winston Waterways, Key Largo from $95

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Discover 2,265 Winston Waterways hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Coconut Bay Resort Key Largo
Outdoor pool, pool umbrellas, sun loungers

Coconut Bay Resort Key Largo

2.0 star property
9.6 out of 10, Exceptional, (187)
"beautiful place."
$165 nightly
The price is $186
Sep 9 - Sep 10
Total with taxes and fees
Coconut Bay Resort Key Largo
Kings Kamp
Fishing

Kings Kamp

2.5 star property
8.6 out of 10, Excellent, (22)
"The property is beautiful, nicely renovated and clean. A true gem is a covered patio with grill and a small beach right outside the door. There is plenty of local attractions to choose from near by. We had a fantastic stay and would highly recommend this property. We hope to come back again some day. Thank you!"
$156 nightly
The price is $176
Sep 8 - Sep 9
Total with taxes and fees
Kings Kamp
Anchorage Resort & Yacht Club
Exterior

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (295)
"Really good place to stay "
$189 nightly
The price is $213
Sep 3 - Sep 4
Total with taxes and fees
Anchorage Resort & Yacht Club
Bay Harbor Lodge
Outdoor pool

Bay Harbor Lodge

3.0 star property
9.2 out of 10, Wonderful, (650)
"Good hotel"
$145 nightly
The price is $163
Sep 3 - Sep 4
Total with taxes and fees
Bay Harbor Lodge
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
$215 nightly
The price is $242
Sep 3 - Sep 4
Total with taxes and fees
Treasure Harbor
Creekside Inn Islamorada
Water view

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1011)
"great little place to stay for a long weekend "
$139 nightly
The price is $156
Sep 3 - Sep 4
Total with taxes and fees
Creekside Inn Islamorada
Amoray Dive Resort
Exterior

Amoray Dive Resort

2.0 star property
9.0 out of 10, Wonderful, (1011)
"That’s a great place to relax ,super clean and very nice staffing "
$98 nightly
The price is $110
Sep 15 - Sep 16
Total with taxes and fees
Amoray Dive Resort
The Pelican Key Largo Cottages
Marina

The Pelican Key Largo Cottages

2.0 star property
8.8 out of 10, Excellent, (1014)
"Beautiful beachfront, gorgeous views, convenient snorkeling, delicious food, kind and helpful staff, we're already planning to come back "
$97 nightly
The price is $109
Sep 7 - Sep 8
Total with taxes and fees
The Pelican Key Largo Cottages
Rock Reef Resort
Sundeck

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1018)
"It was a very quite and a relaxing stay."
$84 nightly
The price is $95
Sep 11 - Sep 12
Total with taxes and fees
Rock Reef Resort
Kona Kai Resort and Gallery - Adults Only
Exterior

Kona Kai Resort and Gallery - Adults Only

2.5 star property
9.8 out of 10, Exceptional, (252)
"Our stay was woderful."
$184 nightly
The price is $207
Sep 3 - Sep 4
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
Drift Hotel
On the beach, sun loungers, snorkeling, kayaking

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1012)
"Loved the access to the beach, hammocks and it’s on dock to fish from"
$99 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Drift Hotel
Premium Floating Bungalow by Stay Ombi
55-inch Smart TV with digital channels, books

Premium Floating Bungalow by Stay Ombi

3.5 star property
$799 nightly
The price is $899
Sep 3 - Sep 4
Total with taxes and fees
Premium Floating Bungalow by Stay Ombi
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (191)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
$89 nightly
The price is $100
Sep 7 - Sep 8
Total with taxes and fees
Ragged Edge Resort & Marina
Seafarer Key Largo
Exterior

Seafarer Key Largo

2.0 star property
9.6 out of 10, Exceptional, (108)
"This is a great place to stay! The beach front area is beautiful and relaxing and the view is spectacular. The breakfast is also delicious. "
$97 nightly
The price is $109
Sep 3 - Sep 4
Total with taxes and fees
Seafarer Key Largo
Bahia Bay Resort
Terrace/patio

Bahia Bay Resort

2.5 star property
8.8 out of 10, Excellent, (118)
"Location is perfect and we just keep coming back "
$115 nightly
The price is $130
Sep 4 - Sep 5
Total with taxes and fees
Bahia Bay Resort
Azul del Mar
On the beach, kayaking

Azul del Mar

3.5 star property
9.0 out of 10, Wonderful, (751)
"We loved this property so beautiful and clean and new. Secluded and great sunset v.iews. Will definitely stay here again"
$98 nightly
The price is $110
Sep 9 - Sep 10
Total with taxes and fees
Azul del Mar
Atlantic Bay Resort
Property grounds

Atlantic Bay Resort

3.0 star property
9.4 out of 10, Exceptional, (697)
"Great spot and a hidden gem!"
$178 nightly
The price is $197
Sep 3 - Sep 4
Total with taxes and fees
Atlantic Bay Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
$557 nightly
The price is $627
Sep 3 - Sep 4
Total with taxes and fees
The Islands of Islamorada
The Ocean View Inn & Pub
Classic Room, Patio, Garden View | Terrace/patio

The Ocean View Inn & Pub

2.0 star property
9.6 out of 10, Exceptional, (7)
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
$175 nightly
The price is $196
Sep 3 - Sep 4
Total with taxes and fees
The Ocean View Inn & Pub
Coconut Palm Inn
Exterior

Coconut Palm Inn

3.0 star property
9.6 out of 10, Exceptional, (527)
"Great place to stay ! Very pleasant staff. "
$249 nightly
The price is $276
Sep 3 - Sep 4
Total with taxes and fees
Coconut Palm Inn
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.
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Where to stay in Winston Waterways

Find the best Winston Waterways areas and neighborhoods for the activities you enjoy most.

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 John Pennekamp Coral Reef State Park.

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 John Pennekamp Coral Reef State Park.

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 MarineLab Undersea Laboratory and Caribbean Club Bar.

Sexton Cove Estates

Though Sexton Cove Estates might not have many top sights, you can venture to the surrounding area to see attractions like Caribbean Club Bar and Key Largo Hammocks State Botanical Site.

Pirates Cove

While Pirates Cove might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

Top Winston Waterways Hotel Reviews

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Explore a world of travel with Expedia

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winston Waterways hotel for you.
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How much is the nightly rate at a Winston Waterways hotel?
Hotel prices in Winston Waterways often vary, but you can find a great deal from $95 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.