Hotels in Winston Waterways, Key Largo from CA $155

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Winston Waterways hotels and places to stay

Baker's Cay Resort Key Largo, Curio Collection by Hilton
32-inch LCD TV with satellite channels, TV, iPod dock
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.8 out of 10, Excellent, (1008)
"Amazing!"
The price is CA $447
CA $578 total
includes taxes & fees
Jun 19 - Jun 20
Baker's Cay Resort Key Largo, Curio Collection by Hilton
The Pelican Key Largo Cottages
Marina
The Pelican Key Largo Cottages
2.0 star property
8.4 out of 10, Very good, (1000)
"A great place to stay with lots to do. Came with my 4 yr old son and he loved the swimming area. "
The price is CA $157
CA $176 total
includes taxes & fees
Jun 5 - Jun 6
The Pelican Key Largo Cottages
Playa Largo Resort & Spa, Autograph Collection
Outdoor pool, cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection
4.5 star property
9.0 out of 10, Wonderful, (1008)
"The Playa Largo staff is second to none. The property accommodations are extraordinary with three top rated restaurants on the grounds. "
The price is CA $469
CA $603 total
includes taxes & fees
Jun 24 - Jun 25
Playa Largo Resort & Spa, Autograph Collection
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Marina Del Mar Resort and Marina
Exterior
Marina Del Mar Resort and Marina
2.5 star property
8.2 out of 10, Very good, (1158)
"Good property"
The price is CA $181
CA $204 total
includes taxes & fees
Jun 9 - Jun 10
Marina Del Mar Resort and Marina
Reefhouse Resort & Marina
3 restaurants, breakfast, lunch, dinner served; American cuisine
Reefhouse Resort & Marina
3.5 star property
9.0 out of 10, Wonderful, (1181)
"Everyone and everything was ok except to the waiters around the pool and beach. Worst service we have had. "
The price is CA $394
CA $498 total
includes taxes & fees
Jun 9 - Jun 10
Reefhouse Resort & Marina
Bayside Inn Key Largo
Premier One Bedroom Waterfront Suite Bayview with Sofabed | View from room
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1257)
"Hotel was clean and centrally located. Front desk was friendly. Beach area in the back was so nice as well. We brought our jet ski on our trailer and had space to park. Will definitely be back. "
The price is CA $230
CA $293 total
includes taxes & fees
Jun 5 - Jun 6
Bayside Inn Key Largo
Drift Hotel
On the beach, sun loungers, snorkeling, kayaking
Drift Hotel
2.5 star property
9.0 out of 10, Wonderful, (1010)
"This place had the best view of the sunset. We were also blessed to see a few dolphins playing in the water super close to us. "
The price is CA $183
CA $206 total
includes taxes & fees
Jun 5 - Jun 6
Drift Hotel
Sunset Cove Beach Resort
Gazebo
Sunset Cove Beach Resort
2.5 star property
8.6 out of 10, Excellent, (1002)
"Thank you "
The price is CA $283
CA $319 total
includes taxes & fees
Jun 12 - Jun 13
Sunset Cove Beach Resort
Rock Reef Resort
Sundeck
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (878)
"Our first time visiting the Keys and this little resort was a hidden little gem. Nothing fancy, however very clean, quiet, and so relaxing. We loved the dock with the tiki shack and the sunsets were breathtaking. Will definitely stay here again! "
The price is CA $195
CA $220 total
includes taxes & fees
Jun 5 - Jun 6
Rock Reef Resort
Holiday Inn Key Largo, an IHG Hotel
2 outdoor pools, pool umbrellas, sun loungers
Holiday Inn Key Largo, an IHG Hotel
3.0 star property
8.4 out of 10, Very good, (1011)
"Near charter boats"
The price is CA $237
CA $267 total
includes taxes & fees
Jun 19 - Jun 20
Holiday Inn Key Largo, an IHG Hotel
Amoray Dive Resort
Exterior
Amoray Dive Resort
2.0 star property
8.8 out of 10, Excellent, (1000)
"Very good place. "
The price is CA $171
CA $192 total
includes taxes & fees
Jun 6 - Jun 7
Amoray Dive Resort
Gilbert's Resort
Exterior
Gilbert's Resort
2.0 star property
8.6 out of 10, Excellent, (1001)
"Good quality and clean "
The price is CA $312
CA $351 total
includes taxes & fees
Jun 5 - Jun 6
Gilbert's Resort
Waterside Suites & Marina
Terrace/patio
Waterside Suites & Marina
3.5 star property
8.6 out of 10, Excellent, (1009)
"Great location and accommodations. Very accessible to staff. "
The price is CA $176
CA $231 total
includes taxes & fees
Jun 6 - Jun 7
Waterside Suites & 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
8.6 out of 10, Excellent, (1006)
"Clean rooms and surrounding areas, great heated pool and private beach. Boat docks available, kayak rental options in property, tiki bar with water front. Close to restaurants. "
The price is CA $197
CA $222 total
includes taxes & fees
Jun 17 - Jun 18
Hampton Inn Key Largo Manatee Bay
Courtyard by Marriott Key Largo
View from room
Courtyard by Marriott Key Largo
3.0 star property
8.0 out of 10, Very good, (1002)
"Connivence rest place to break down the drive from Miami to Key West ! "
The price is CA $231
CA $259 total
includes taxes & fees
Jun 9 - Jun 10
Courtyard by Marriott Key Largo
Kona Kai Resort and Gallery
Exterior
Kona Kai Resort and Gallery
2.5 star property
9.8 out of 10, Exceptional, (171)
"wonderful property and people!"
The price is CA $282
CA $318 total
includes taxes & fees
Jun 6 - Jun 7
Kona Kai Resort and Gallery
Azul del Mar
On the beach, kayaking
Azul del Mar
3.5 star property
9.0 out of 10, Wonderful, (545)
"My husband and I have had the pleasure of visiting this property for the past 15 years and we love it. It is very private and close to everything."
The price is CA $244
CA $275 total
includes taxes & fees
Jun 6 - Jun 7
Azul del Mar
Bay Harbor Lodge
Outdoor pool
Bay Harbor Lodge
3.0 star property
9.4 out of 10, Exceptional, (580)
"Great place to relax and enjoy!! The sunsets are fantastic and the scones are absolutely delicious! The grounds are immaculate and everything extremely clean! Would definitely recommend and would come back! "
The price is CA $279
CA $314 total
includes taxes & fees
Jun 5 - Jun 6
Bay Harbor Lodge
Dolphin Point Villas
Property entrance
Dolphin Point Villas
3.5 star property
9.4 out of 10, Exceptional, (339)
"The villa we stayed in was BIG, Beautiful, and Clean!!! We had a couple little quirks - we had difficulties locking of the doors and the down stair bath tub clogged. But once we alerted the staff, they came our quickly and fixed both. Overall great experience and they upgraded our original reservation!!! Highly recommend these Villas!!! "
The price is CA $348
CA $391 total
includes taxes & fees
Jun 5 - Jun 6
Dolphin Point Villas
Key Largo Inn
Exterior
Key Largo Inn
3.0 star property
6.4 out of 10, (1004)
"Beds are comfortable and AC is great. Affordable. Would stay again. Breakfast is a nice benefit. "
The price is CA $155
CA $175 total
includes taxes & fees
Jun 5 - Jun 6
Key Largo Inn
Don't see what you're looking for?
See all available properties in Winston Waterways
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.

Other neighbourhoods around Winston Waterways

Hotels in top Key Largo neighborhoods Learn more about Winston Waterways
Default Image

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.

Find hotels in Key Largo Village

Winston Waterways Travel Info

Location
Key Largo, United States of America
Similar neighborhoods
Anglers Park, Rock Harbor and Pirates Cove
Number of hotels
2,180
Known landmarks
Jimmy Johnson's Big Chill, Caribbean Club Bar and Jacob's Aquatic Center

Frequently asked questions

What's it like in Winston Waterways?

You'll be sure to have fun visiting Key Largo's Winston Waterways neighborhood. Consider a visit to John Pennekamp Coral Reef State Park as part of your Winston Waterways travel plans.

What's a favorite place to stay in Winston Waterways?

For your stay in Winston Waterways, Cukoos Nest by Florida Keys Luxury Rentals is one of the top choices based on our traveler data.

How many hotels will I be able to find in Winston Waterways?

With 18 Expedia hotels and other accommodations 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 hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals available in Winston Waterways.

Where can I learn more about changing or cancelling my trip to Winston Waterways?

For additional details about updating your trip to Winston Waterways or cancelling it, go to https://www.expedia.com/service/.

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.

Recent Reviews in Winston Waterways

Chesapeake Beach Resort

Chesapeake Beach Resort

5/5 Excellent
"Perfect stay! Beautiful location and property! "
A verified traveller stayed at Chesapeake Beach Resort
Posted 1 day ago
Chesapeake Beach Resort