Find hotels with pools in Winston Waterways, Key Largo from $110

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Check availability on Winston Waterways Hotels with a Pool

Our top choices for Winston Waterways hotels with a pool

Exterior detail
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1065)
"Everything clean, friendly staff"
United States
Arlene
$97 nightly
The price is $110
Dec 18 - Dec 19
Total with taxes and fees
Rock Reef Resort
Outdoor pool
Treasure Harbor

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
$265 nightly
The price is $298
Dec 14 - Dec 15
Total with taxes and fees
Treasure Harbor
Outdoor pool, a heated pool, open 9 AM to 9 PM, pool umbrellas
Amoray Dive Resort

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1000)
"Great service, spotless room, and the sunsets!!!"
United States
Peter
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Amoray Dive Resort
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1625)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
$154 nightly
The price is $170
Dec 16 - Dec 17
Total with taxes and fees
Bayside Inn Key Largo
Outdoor pool, open 8 AM to 10 PM, sun loungers
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1006)
"Great resort"
United States
david
$114 nightly
The price is $128
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
Outdoor pool, sun loungers
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
Key Largo
8.4 out of 10, Very Good, (1647)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
$141 nightly
The price is $159
Dec 21 - Dec 22
Total with taxes and fees
Marina Del Mar Resort and Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Water view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1000)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
$117 nightly
The price is $127
Dec 17 - Dec 18
Total with taxes and fees
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Largo Resort

Largo Resort

Largo Resort
3.0 star property
Key Largo
9.4 out of 10, Exceptional, (294)
"Absolutely beautiful resort! Quiet, and peaceful! "
United States
Shana
$242 nightly
The price is $273
Dec 17 - Dec 18
Total with taxes and fees
Largo Resort
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1002)
"The staff was courteous. "
United States
Natasha
$147 nightly
The price is $165
Dec 18 - Dec 19
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers
Waterside Suites & Marina

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1154)
"Great place to stay!"
United States
Chad
$139 nightly
The price is $157
Dec 18 - Dec 19
Total with taxes and fees
Waterside Suites & Marina
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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Top Winston Waterways Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Room was great. Staff was awesome views amazing !!!!!"
Jeff 7-night trip
Posted 2 days ago
Chesapeake Beach Resort

Frequently asked questions

What are some hotels with pools in Winston Waterways?
Chesapeake Beach Resort: Features a private beach, 2 outdoor pools, and daily. Waterside Suites & Marina: Hotel located near John Pennekamp Coral Reef State Park. Offers complimentary wireless internet access, an outdoor pool, and kitchens. Reefhouse Resort & Marina: Hotel located near John Pennekamp Coral Reef State Park. Provides a private beach, an outdoor pool, and 3 restaurants. Playa Largo Resort & Spa, Autograph Collection: Features 3 restaurants, an outdoor pool, and a full-service spa. The Pelican Key Largo Cottages: Features a private beach, 2 outdoor pools, and 2 restaurants.
What is there to see and do in Winston Waterways?
Make a point to visit attractions like John Pennekamp Coral Reef State Park. Discover sights such as Caribbean Club Bar, Jimmy Johnson's Big Chill, and Harry Harris Park during your stay.

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