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Our top choices for Winston Waterways hotels

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, (1,024 reviews)
"Super fun place"
United States
Dylan Robert
The price is £103
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Key Largo Manatee Bay

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
17.8 mi from Winston Waterways
9.2 out of 10, Wonderful, (1,762 reviews)
"Very attentive service great breakfast and beautiful room."
United States
Patrick
The price is £203
includes taxes & fees
7 Jul - 8 Jul
Chesapeake Beach Resort

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
1.8 mi from Winston Waterways
9.4 out of 10, Exceptional, (1,491 reviews)
"We loved this place! The view, the access to everything, the food, would definitely stay here again!"
United States
Thomas
The price is £197
includes taxes & fees
24 Jun - 25 Jun
Reefhouse Resort & Marina

Gilbert's Resort

Gilbert's Resort
2.0 star property
4.8 mi from Winston Waterways
8.6 out of 10, Excellent, (1,000 reviews)
"You have it all at this place pool,little beach area , restuarant , kayaks and jet ski rental"
United States
LASARO
The price is £194
includes taxes & fees
22 Jun - 23 Jun
Gilbert's Resort

Creekside Inn

Creekside Inn
2.5 star property
11 mi from Winston Waterways
7.8 out of 10, Good, (1,001 reviews)
"It was quaint, clean, and conveniently located."
United States
HEATHER
The price is £107
includes taxes & fees
8 Jul - 9 Jul
Creekside Inn

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 4.1 mi from Winston Waterways
9.2 out of 10, Wonderful, (1,158 reviews)
"Nice relaxing resort"
United States
Benjamin jacob
The price is £116
includes taxes & fees
28 Jun - 29 Jun
Rock Reef Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
2 mi from Winston Waterways
9.0 out of 10, Wonderful, (1,383 reviews)
"We loved the location and pool"
United States
Tara
The price is £134
includes taxes & fees
21 Jun - 22 Jun
Waterside Suites & Marina

Largo Resort

Largo Resort
3.0 star property
0.5 mi from Winston Waterways
9.4 out of 10, Exceptional, (312 reviews)
"The Largo was very nice."
United States
William R
The price is £222
includes taxes & fees
24 Jun - 25 Jun
Largo Resort

Drift Hotel

Drift Hotel
2.5 star property
6.7 mi from Winston Waterways
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and super cute"
United States
Daniel
The price is £170
includes taxes & fees
28 Jun - 29 Jun
Drift Hotel

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
2.4 mi from Winston Waterways
8.6 out of 10, Excellent, (1,747 reviews)
"Great place to stay!"
United States
orlando
The price is £123
includes taxes & fees
30 Jun - 1 Jul
Bayside Inn Key Largo

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.4 mi from Winston Waterways
7.8 out of 10, Good, (1,000 reviews)
"Very nice place"
United States
Mae L
The price is £144
includes taxes & fees
24 Jun - 25 Jun
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
5.1 mi from Winston Waterways
8.6 out of 10, Excellent, (1,094 reviews)
"Great stay over Spring Break. Beautiful place!"
United States
Angela
The price is £260
includes taxes & fees
1 Jul - 2 Jul
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 4.2 mi from Winston Waterways
9.2 out of 10, Wonderful, (197 reviews)
"The play is absolutely perfect beautiful located the breakfast is awesome quiet and peaceful recommend 100 percent will be going back"
United States
Donald Andrew
The price is £115
includes taxes & fees
24 Jun - 25 Jun
Seafarer Key Largo

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, (1,073 reviews)
"This is a beautiful place to stay, very clean, nice staff and excelent service. The all you can eat breakfast for $18.95 per person totally worth it!"
United States
tessa
The price is £151
includes taxes & fees
25 Jun - 26 Jun
Holiday Inn Key Largo by IHG

Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.4 mi from Winston Waterways
9.6 out of 10, Exceptional, (501 reviews)
"Wonderful place"
United States
Patrick
The price is £151
includes taxes & fees
21 Jun - 22 Jun
Dolphin Point Villas

Coconut Palm Inn

Coconut Palm Inn
3.0 star property
9.8 mi from Winston Waterways
9.4 out of 10, Exceptional, (545 reviews)
"Nice quiet family friendly place to stay"
United States
James
The price is £164
includes taxes & fees
28 Jun - 29 Jun
Coconut Palm Inn

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, (327 reviews)
"What a wonderful stay we had at Kona Kai Resort. It is a true gem set amidst beautiful beachfront landscape that offers both tranquility and breathtaking scenery."
United States
Christine
The price is £163
includes taxes & fees
18 Jun - 19 Jun
Kona Kai Resort and Gallery - Adults Only

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor, 4.5 mi from Winston Waterways
9.0 out of 10, Wonderful, (1,001 reviews)
"Our favorite hotel in the FL Keys"
United States
Jose
The price is £295
includes taxes & fees
1 Jul - 2 Jul
Playa Largo Resort & Spa, Autograph Collection

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
2.6 mi from Winston Waterways
9.2 out of 10, Wonderful, (1,021 reviews)
"It was great, beautiful location, friendly staff, all the right things. Would stay again!"
United States
Dawn
The price is £110
includes taxes & fees
18 Jun - 19 Jun
Sunset Cove Beach Resort

Azul del Mar

Azul del Mar
3.5 star property
2.3 mi from Winston Waterways
9.0 out of 10, Wonderful, (857 reviews)
"Location location location, friendly staff."
United States
Mark
The price is £214
includes taxes & fees
18 Jun - 19 Jun
Azul del Mar
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 for the activities you enjoy most.

Rock Harbor

While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

Key Largo Village

When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and Jacob's Aquatic Center, some noteworthy sights in the nearby area.

Silver Shores

While there might not be top attractions in Silver Shores, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Pigeon Key.

Key Largo Park

Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and Jacob's Aquatic Center are two attractions nearby that you can check out.

Pirates Cove

While there might not be top attractions in Pirates Cove, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

Top Winston Waterways Hotel Reviews

Frequently asked questions

What other neighbourhoods are similar to Winston Waterways?
When considering areas similar to Winston Waterways, we'd recommend looking at the Marina District or Downtown for their comparable offerings and atmosphere.

The Marina District, situated just south of Winston Waterways, offers a similar waterfront experience with a focus on leisure and dining. It's characterised by its extensive boardwalks, dotted with cafes and restaurants offering views of the yachts and boats. The area is particularly appealing to couples looking for a relaxed yet sophisticated getaway, with opportunities for sunset cruises and waterside dining.

Downtown, while not directly on the water, provides a similar upscale urban experience with a focus on convenience and high-quality amenities. It's known for its well-maintained streets, boutique shops, and a variety of gourmet restaurants.
What are the best hotels in Winston Waterways that travellers recommend?
Three of the best hotels in Winston Waterways that receive consistently high recommendations from travellers are Dolphin Point Villas, Largo Resort, and Hampton Inn Key Largo Manatee Bay.

The 3.5-star Dolphin Point Villas, with an exceptional 9.6 rating, offers spacious rooms and amazing suites with premium bedding, air conditioning, and deep soaking bathtubs. Guests frequently comment on the friendly staff and the beautiful sunsets visible from the property. The villas also boast a private beach and private pools, and are conveniently located near John Pennekamp Coral Reef State Park.

Largo Resort, a 3-star property with a 9.4 rating, provides a wonderful experience with its private beach, ocean views, and rooms featuring rainfall showerheads and premium bedding. Many rooms also include a kitchen. Guests consistently praise the super friendly staff, the beautiful and clean pool, and the superb location.

Another highly recommended option is the Hampton Inn Key Largo Manatee Bay, which has an 8.8 rating. This hotel offers a private beach, an outdoor pool with sun loungers, and a poolside bar. Guests can enjoy a free buffet breakfast. Travellers frequently highlight the wonderful and friendly staff, the excellent breakfast, and the comfortable and clean rooms.
What are the best family hotels in Winston Waterways?
For the best family hotels in Winston Waterways, consider the Hampton Inn Key Largo Manatee Bay, Dolphin Point Villas, or Largo Resort.

The Hampton Inn Key Largo Manatee Bay, with an 8.8 rating, is an excellent choice for families. It offers complimentary cribs and sofa beds for extra sleeping arrangements, along with a refreshing pool. Guests can enjoy a free buffet breakfast and complimentary WiFi, and parking is also free. Customers consistently praise the friendly staff, excellent breakfast, and comfortable, clean rooms. It is conveniently located near John Pennekamp Coral Reef State Park, just 2.2 km away.

Another superb option is the 3.5-star Dolphin Point Villas, which boasts an impressive 9.6 rating. This hotel provides free cribs, sofa beds, and connecting rooms, making it ideal for larger families. It features a pool and a private beach on site. Guests frequently comment on the spacious rooms, friendly staff, and the amazing suites. It is situated 2.4 km from John Pennekamp Coral Reef State Park.

The 3-star Largo Resort, rated 9.4, is also highly recommended for families. This resort offers complimentary rollaway beds and cribs, and rooms include a kitchen, which is very convenient for family meals. With a private beach on site, beach views, and ocean views, it provides a wonderful setting. Guests often highlight the super friendly staff, beautiful and clean pool, and clean, amazing rooms. The resort is located 2.5 km from John Pennekamp Coral Reef State 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 choice.

The Hampton Inn Key Largo Manatee Bay, with an 8.8 rating, provides a free buffet breakfast daily, which guests consistently describe as excellent. This hotel also offers free WiFi, free self-parking, and complimentary toiletries. Guests frequently praise the friendly staff, comfortable rooms, and overall good service. It is conveniently located near points of interest such as John Pennekamp Coral Reef State Park, just 2.2 km away.
What are the top pet-friendly hotels in Winston Waterways?
For a top pet-friendly hotel 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 comfortable and clean rooms, as well as the friendly and wonderful staff. You can also enjoy a free buffet breakfast, complimentary WiFi, and free self-parking. It is conveniently located just 2.2 kilometres from John Pennekamp Coral Reef State Park.
What are the best budget hotels in Winston Waterways?
For budget-friendly accommodation in Winston Waterways, consider the Hampton Inn Key Largo Manatee Bay or the 3-star Largo Resort.

The Hampton Inn Key Largo Manatee Bay has an 8.8 rating and offers a range of complimentary amenities including free WiFi, free self-parking, and a free buffet breakfast, which guests often describe as excellent. Travellers frequently praise the friendly staff and the comfortable, clean rooms. It is conveniently located just 2.2 km from John Pennekamp Coral Reef State Park.

Another excellent option is the 3-star Largo Resort, rated 9.4. This resort provides free WiFi, free self-parking, and complimentary toiletries. Guests appreciate the private beach access, ocean views, and the availability of kitchens in the accommodations. The staff are frequently highlighted as super friendly, and the pool is often described as beautiful and clean. It is also close to John Pennekamp Coral Reef State Park, just 2.5 km away.
What are the most romantic hotels in Winston Waterways for couples?
For a romantic stay in Winston Waterways, couples should consider the Largo Resort.

The 3-star Largo Resort, with an impressive 9.4 rating, is an excellent choice for a romantic getaway. It offers rooms with kitchens, and many feature beach or ocean views, great for a tranquil escape. Guests frequently praise the friendly staff, beautiful and clean pool, and amazing rooms. It is also conveniently located just 2.5 km from John Pennekamp Coral Reef State Park.
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 can I save on a Winston Waterways hotel booking with Expedia?
Members always get our best prices. Find our best Winston Waterways hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 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.

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