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13 Oct - 14 Oct
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14 Oct - 15 Oct
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17 Oct - 19 Oct
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Top Trending Hotels Near Winston Waterways, Key Largo

Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1541)
"Wonderful property, breakfast was awesome "
The price is ฿4,938
฿7,394 total
includes taxes & fees
14 Oct - 15 Oct
Chesapeake Beach Resort
Bayside Inn Key Largo
Terrace/patio
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1585)
"The staff was so nice and I loved the little beach/ pool area!"
The price is ฿3,563
฿4,826 total
includes taxes & fees
16 Oct - 17 Oct
Bayside Inn Key Largo
Rock Reef Resort
Sun deck
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1037)
"Beautiful pool and beach areas "
Rock Reef Resort
The Pelican Key Largo Cottages
Marina
The Pelican Key Largo Cottages
2.0 star property
8.8 out of 10, Excellent, (1007)
"Great beach and dock area. "
The price is ฿3,008
฿3,384 total
includes taxes & fees
21 Oct - 22 Oct
The Pelican Key Largo Cottages
Coconut Cove Resort and Marina
Exterior
Coconut Cove Resort and Marina
3.0 star property
7.6 out of 10, Good, (824)
"Staff was very friendly and accommodating and the facility was clean and quiet."
The price is ฿4,384
฿4,932 total
includes taxes & fees
14 Oct - 15 Oct
Coconut Cove Resort and Marina
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Private beach, sun-loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 star property
9.0 out of 10, Wonderful, (95)
"Beautiful place to stay"
The price is ฿6,086
฿9,016 total
includes taxes & fees
21 Oct - 22 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Playa Largo Resort & Spa, Autograph Collection
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection
4.5 star property
9.0 out of 10, Wonderful, (1011)
"Very nice place to stay in the keys "
The price is ฿7,813
฿10,592 total
includes taxes & fees
19 Oct - 20 Oct
Playa Largo Resort & Spa, Autograph Collection
Waterside Suites & Marina
Terrace/patio
Waterside Suites & Marina
3.5 star property
8.8 out of 10, Excellent, (1096)
"Excellent hotel "
The price is ฿3,696
฿5,077 total
includes taxes & fees
14 Oct - 15 Oct
Waterside Suites & Marina
Fisher Inn Resort & Marina
Exterior
Fisher Inn Resort & Marina
3.5 star property
8.0 out of 10, Very good, (1003)
"Beautiful water and attentive staff."
The price is ฿3,796
฿5,337 total
includes taxes & fees
20 Oct - 21 Oct
Fisher Inn Resort & Marina
Hadley Resort and Marina
Dock
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1003)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
The price is ฿3,354
฿4,840 total
includes taxes & fees
14 Oct - 15 Oct
Hadley Resort and Marina
Hampton Inn Key Largo Manatee Bay
Room, 1 King Bed, Bay View | Beach/ocean view
Hampton Inn Key Largo Manatee Bay
2.5 star property
8.8 out of 10, Excellent, (1011)
"Enjoyed our stay!!! "
The price is ฿3,728
฿4,193 total
includes taxes & fees
27 Oct - 28 Oct
Hampton Inn Key Largo Manatee Bay
Seafarer Key Largo
Exterior
Seafarer Key Largo
2.0 star property
9.4 out of 10, Exceptional, (119)
"Everything was especially clean and the breakfast was incredible "
The price is ฿4,266
฿5,259 total
includes taxes & fees
14 Oct - 15 Oct
Seafarer Key Largo
Holiday Inn Key Largo by IHG
2 outdoor pools, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Holiday Inn Key Largo by IHG
3.0 star property
8.6 out of 10, Excellent, (1014)
"Excellent place to stay for a weekend "
The price is ฿4,420
฿4,972 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Key Largo by IHG
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
The price is ฿3,181
฿4,722 total
includes taxes & fees
14 Oct - 15 Oct
Drop Anchor
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.6 out of 10, Good, (1006)
"Clean room, nice bed, quiet"
The price is ฿2,890
฿4,288 total
includes taxes & fees
28 Oct - 29 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Ragged Edge Resort & Marina
Exterior
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (194)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina
Amoray Dive Resort
Exterior
Amoray Dive Resort
2.0 star property
9.0 out of 10, Wonderful, (1010)
"Nice stay for one night"
The price is ฿3,501
฿3,939 total
includes taxes & fees
14 Oct - 15 Oct
Amoray Dive Resort
Sunset Cove Beach Resort
Gazebo
Sunset Cove Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1008)
"First time there and it was very nice and clean. Staff was great!"
The price is ฿5,100
฿5,737 total
includes taxes & fees
14 Oct - 15 Oct
Sunset Cove Beach Resort
Azul del Mar
On the beach, kayaking
Azul del Mar
3.5 star property
9.0 out of 10, Wonderful, (763)
"Super cute property, easy check in. Room was clean and the bed was very comfy. Nice quiet place. "
Azul del Mar
Gilbert's Resort
Exterior
Gilbert's Resort
2.0 star property
8.6 out of 10, Excellent, (1003)
"great place to stay, relax but also have fun"
The price is ฿7,753
฿8,722 total
includes taxes & fees
14 Oct - 15 Oct
Gilbert's Resort
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 for the activities you enjoy most.

Key Largo Village

When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park, some noteworthy sights in the nearby area.

Key Largo Park

Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are two attractions nearby that you can check out.

Cross Key Waterways

When in Cross Key Waterways, you can plan a visit to MarineLab Undersea Laboratory and Caribbean Club Bar, some noteworthy sights in the nearby area.

Sexton Cove Estates

When in Sexton Cove Estates, you can plan a visit to Caribbean Club Bar and Key Largo Hammocks State Botanical Site, some noteworthy sights in the nearby area.

Largo Gardens

Though Largo Gardens may not have many top sights, you can venture to the surrounding area to see attractions like John Pennekamp Coral Reef State Park and MarineLab Undersea Laboratory.

Top Winston Waterways Hotel Reviews

Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"This place is absolutely beautiful. Right on the sandy beach. Loungers along water to relax and swim. We will definitely book here again when we return to Florida. "
consuelo 1-night trip
Posted 20 hours ago
Sunset Cove Beach Resort

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Frequently asked questions

What's it like in Winston Waterways?
You'll be sure to have fun exploring Key Largo's Winston Waterways neighbourhood. Consider a visit to John Pennekamp Coral Reef State Park as part of your Winston Waterways travel plans.
How many hotels are there in Winston Waterways?
With 18 Expedia hotels and other accommodation options 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 room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to view top deals in Winston Waterways.
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.