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Our top choices for Winston Waterways hotels

1. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
0.4 mi from Winston Waterways
8.8 out of 10, Excellent, (1,097 reviews)
"The property was clean and the staff very polite"
United States
Ruddy
$122 nightly
The price is $137
Oct 15 - Oct 16
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay

2. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.4 mi from Winston Waterways
9.6 out of 10, Exceptional, (520 reviews)
"The place was great - just like the photos and central to everything. The restaurant across the street, called the Catch, ended up being our best meal of the trip. The kayaks were really fun and the place was really nice."
United States
Michael
$127 nightly
The price is $143
Sep 29 - Sep 30
Total with taxes and fees
Dolphin Point Villas

3. Amoray Dive Resort

Amoray Dive Resort
2.0 star property
2.3 mi from Winston Waterways
9.4 out of 10, Exceptional, (1,006 reviews)
"This property was clean and the staff was very friendly. It is a cozy little get away in Key Largo with nice restaurants close by. Would definitely stay again."
United States
P
$105 nightly
The price is $119
Sep 29 - Sep 30
Total with taxes and fees
Amoray Dive Resort

4. Largo Resort

Largo Resort
3.0 star property
0.5 mi from Winston Waterways
9.4 out of 10, Exceptional, (319 reviews)
"Excelente"
United States
Olbert
$257 nightly
The price is $289
Oct 11 - Oct 12
Total with taxes and fees
Largo Resort

5. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
2 mi from Winston Waterways
9.0 out of 10, Wonderful, (1,491 reviews)
"The place was clean, and the staffs were nice and helpful. We enjoyed our staying."
United States
Thuc
$133 nightly
The price is $150
Oct 4 - Oct 5
Total with taxes and fees
Waterside Suites & Marina

6. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
1.8 mi from Winston Waterways
9.4 out of 10, Exceptional, (1,541 reviews)
"Resort was great"
United States
Susan
$239 nightly
The price is $264
Sep 28 - Sep 29
Total with taxes and fees
Reefhouse Resort & Marina

7. Azul del Mar

Azul del Mar
3.5 star property
2.3 mi from Winston Waterways
9.0 out of 10, Wonderful, (897 reviews)
"This was a great place to stay"
United States
Loney
$114 nightly
The price is $129
Oct 5 - Oct 6
Total with taxes and fees
Azul del Mar

8. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.0 star property
2.2 mi from Winston Waterways
8.6 out of 10, Excellent, (1,870 reviews)
"Great place… recommended to anyone!!!"
United States
Francisco
$163 nightly
The price is $180
Sep 30 - Oct 1
Total with taxes and fees
Marina Del Mar Resort and Marina

9. Courtyard by Marriott Key Largo

Courtyard by Marriott Key Largo
3.0 star property
2.1 mi from Winston Waterways
8.2 out of 10, Very good, (1,001 reviews)
"Everyone was so helpful and friendly"
United States
Jennifer
$152 nightly
The price is $171
Oct 28 - Oct 29
Total with taxes and fees
Courtyard by Marriott Key Largo

10. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
2.4 mi from Winston Waterways
8.6 out of 10, Excellent, (1,853 reviews)
"Nice place to stay."
United States
Lwigy
$140 nightly
The price is $155
Oct 5 - Oct 6
Total with taxes and fees
Bayside Inn Key Largo

11. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 4.1 mi from Winston Waterways
9.2 out of 10, Wonderful, (1,189 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
$93 nightly
The price is $104
Sep 29 - Sep 30
Total with taxes and fees
Rock Reef Resort

12. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
2.6 mi from Winston Waterways
9.0 out of 10, Wonderful, (1,005 reviews)
"Great place great price great location "
United States
Richard
$82 nightly
The price is $92
Oct 5 - Oct 6
Total with taxes and fees
The Pelican Key Largo Cottages

13. Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
2.2 mi from Winston Waterways
8.6 out of 10, Excellent, (1,092 reviews)
"Great hotel"
United States
suany
$174 nightly
The price is $196
Oct 1 - Oct 2
Total with taxes and fees
Holiday Inn Key Largo by IHG

14. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
2.6 mi from Winston Waterways
9.2 out of 10, Wonderful, (1,011 reviews)
"Very pleasant stay would recommend to anyone looking for a fun get away"
United States
Payton
$130 nightly
The price is $146
Oct 1 - Oct 2
Total with taxes and fees
Sunset Cove Beach Resort

15. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 4.2 mi from Winston Waterways
9.2 out of 10, Wonderful, (242 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
$113 nightly
The price is $127
Sep 28 - Sep 29
Total with taxes and fees
Seafarer Key Largo

16. Key Largo Inn

Key Largo Inn
3.0 star property
2.8 mi from Winston Waterways
6.6 out of 10, (1,000 reviews)
"Staff is the Best, Owner is very friendly, forget about those nonsense reviews, this place is very nice to stay"
United States
Rolando
$85 nightly
The price is $96
Sep 30 - Oct 1
Total with taxes and fees
Key Largo Inn

17. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor, 4.1 mi from Winston Waterways
9.8 out of 10, Exceptional, (352 reviews)
"Kona Kai is truly amazing!! Best staff ever!! Grounds are gorgeous and everything well kept up. Rooms are immaculate. Definitely would go back!!"
United States
Karen
$186 nightly
The price is $209
Sep 28 - Sep 29
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only

18. Gilbert's Resort

Gilbert's Resort
2.0 star property
4.8 mi from Winston Waterways
8.6 out of 10, Excellent, (1,003 reviews)
"What a great place. Rooms were very spacious for our family of 6 and you really feel in the keys with the decor. Swimming pool was nice and the little beach cove is beautiful. The deck and boats around are nice. The restaurant is very nice too. Would stay again."
United Kingdom
Anthony
$194 nightly
The price is $219
Oct 14 - Oct 15
Total with taxes and fees
Gilbert's Resort

19. Drift Hotel

Drift Hotel
2.5 star property
6.7 mi from Winston Waterways
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent location"
United States
kelly
$102 nightly
The price is $115
Sep 29 - Sep 30
Total with taxes and fees
Drift Hotel

20. Kings Kamp

Kings Kamp
2.5 star property
1.6 mi from Winston Waterways
8.6 out of 10, Excellent, (41 reviews)
"It was very nice!!"
United States
Michelle
$195 nightly
The price is $220
Sep 29 - Sep 30
Total with taxes and fees
Kings Kamp
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.

Where to stay in Winston Waterways

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

Rock Harbor

While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Silver Shores

If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Harry Harris 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 Jacob's Aquatic Center and Jimmy Johnson's Big Chill.

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 Jacob's Aquatic Center and Jimmy Johnson's Big Chill.

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.

Top Winston Waterways Hotel Reviews

Frequently asked questions

What are the best hotels in Winston Waterways that travelers recommend?
Two of the best hotels in Winston Waterways that receive consistently high recommendations from travelers are Dolphin Point Villas and Largo Resort.

Dolphin Point Villas, a 3.5-star accommodation with an outstanding 9.6 rating, offers spacious suites and premium bedding for a comfortable stay. Guests frequently praise the friendly staff and the beautiful sunsets visible from the property. Each villa includes a deep soaking bathtub and designer toiletries, and the property boasts a private beach and private pool. It is conveniently located just 1.5 miles from John Pennekamp Coral Reef State Park.

Another highly recommended option is the 3-star Largo Resort, which has a 9.4 rating. This resort features rooms with ocean views or beach views, rainfall showerheads, and premium bedding. Guests appreciate the super friendly staff, the beautiful and clean pool, and the amazing, clean rooms. The resort offers a private beach and is equipped with climate control for cooling, along with kitchens in its accommodations. It is located 1.6 miles from John Pennekamp Coral Reef State Park.

For a hotel with excellent amenities and service, consider the Hampton Inn Key Largo Manatee Bay, which has an 8.8 rating. Guests frequently mention the wonderful and friendly staff, the excellent free buffet breakfast, and the comfortable, clean rooms. The hotel offers an outdoor pool with sun loungers and a poolside bar, along with a private beach. It is located 1.4 miles from John Pennekamp Coral Reef State Park.
What are the best family hotels in Winston Waterways?
Two excellent choices for family hotels in Winston Waterways are the Hampton Inn Key Largo Manatee Bay and Dolphin Point Villas.

The Hampton Inn Key Largo Manatee Bay, with an 8.8 rating, offers amenities such as free breakfast, free WiFi, and free self-parking. Families will appreciate the availability of sofa beds, connecting rooms, and free cribs, ensuring comfortable stays. It's conveniently located near John Pennekamp Coral Reef State Park and Everglades National Park.

Another highly-rated option is the 3.5-star Dolphin Point Villas, which boasts an impressive 9.6 rating. This hotel provides free cribs and sofa beds, along with connecting rooms, making it ideal for families. Guests can also enjoy a private beach on site. It is also close to John Pennekamp Coral Reef State Park and Everglades National Park.

The 3-star Largo Resort, rated 9.4, is another wonderful family-friendly option. It offers free rollaway extra beds and free cribs, along with kitchens in the accommodations. The resort features a private beach, and many rooms provide ocean views, creating a relaxing experience for families. It is situated near John Pennekamp Coral Reef State Park and Everglades National Park.
What hotels in Winston Waterways offer free breakfast?
For hotels in Winston Waterways that offer complimentary breakfast, the Hampton Inn Key Largo Manatee Bay is an excellent option.

This hotel, which has an 8.8 rating, provides a free buffet breakfast to all guests, ensuring a great start to your day. Travelers frequently praise the friendly and wonderful staff, as well as the excellent and good breakfast offerings. The rooms are consistently described as comfortable and clean, and the hotel offers additional complimentary amenities such as free WiFi, free self-parking, and free cribs, making it convenient for families. It is also conveniently located just 1.4 miles from John Pennekamp Coral Reef State Park and 32.3 miles from Everglades National Park.
What are the top pet-friendly hotels in Winston Waterways?
For top pet-friendly accommodation in Winston Waterways, the Hampton Inn Key Largo Manatee Bay is an excellent choice.

This hotel, with an 8.8 rating, warmly welcomes both dogs and cats. Guests consistently praise the friendly and wonderful staff, as well as the excellent complimentary breakfast. The rooms are noted for being comfortable and clean, ensuring a pleasant stay for both you and your pet. Additionally, the hotel offers free WiFi and free self-parking, adding to the convenience. For those looking to explore, John Pennekamp Coral Reef State Park is just 1.4 miles away, and Everglades National Park is within a 32.3-mile drive.
What are the best budget hotels in Winston Waterways?
For highly-rated budget hotels in Winston Waterways, consider the Hampton Inn Key Largo Manatee Bay and the 3-star Largo Resort.

The Hampton Inn Key Largo Manatee Bay, with an 8.8 rating, offers complimentary breakfast and free WiFi, making it a convenient choice for travelers. Guests frequently praise the friendly staff, comfortable rooms, and good service. It is located approximately 1.4 miles from John Pennekamp Coral Reef State Park.

Another excellent option is the 3-star Largo Resort, which boasts an impressive 9.4 rating. This hotel provides free WiFi, free self-parking, and complimentary toiletries. It features a private beach and many rooms offer ocean views. Guests often highlight the super friendly staff, the beautiful and clean pool, and the amazing rooms. It is situated about 1.6 miles from John Pennekamp Coral Reef State Park.
What are the most romantic hotels in Winston Waterways for couples?
For a romantic getaway in Winston Waterways, couples should consider the Largo Resort.

The 3-star Largo Resort, with an impressive 9.4 rating, offers a truly special experience. Guests consistently praise the super friendly staff and the clean, amazing rooms. Many rooms feature ocean views and beach views, and the property boasts a private beach for ultimate relaxation. The location is described as perfect, and the amenities are considered great. It is also conveniently located just 1.6 miles from John Pennekamp Coral Reef State Park.
What are the best hotels in Winston Waterways near John Pennekamp Coral Reef State Park?
For hotels in Winston Waterways near John Pennekamp Coral Reef State Park, consider Dolphin Point Villas and Largo Resort.

Dolphin Point Villas is a 3.5-star hotel with an excellent 9.6 rating. Guests frequently mention the spacious rooms and the friendly staff. The villas offer convenient amenities such as free cribs, sofa beds, and connecting rooms, making them ideal for families. It also features a pool and a private beach on site. John Pennekamp Coral Reef State Park is just 1.5 miles away.

Another highly-rated option is the 3-star Largo Resort, which has a 9.4 rating. This resort is praised for its friendly and super friendly staff, as well as its beautiful and clean pool. The rooms are described as clean and amazing, and guests appreciate the great amenities, including free rollaway extra beds and cribs, and kitchens. Many rooms offer ocean views, and there is a private beach on site. It is located just 1.6 miles from John Pennekamp Coral Reef State Park.
When is the best time to go to Winston Waterways?
The best time to go to Winston Waterways is during the dry season, from November to April, when the weather is consistently pleasant and ideal for outdoor activities.

During these months, you can expect clear skies, lower humidity, and comfortable temperatures ranging from the mid-60s to high 70s Fahrenheit. This weather is great for exploring the waterways, enjoying the beaches, and participating in other outdoor excursions without the intensity of summer heat or the disruption of afternoon thunderstorms. Many travelers find this period offers the most enjoyable and predictable conditions for a relaxing vacation.

While the summer months (May to October) are hotter and more humid, they can still be a good option for travelers looking for lower prices and fewer crowds, provided they don't mind the occasional rain shower.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winston Waterways.
How much is the nightly rate at a Winston Waterways hotel?
Prices for hotels in Winston Waterways often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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