Find hotels in Windley Key, FL from $155

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Our top choices for Windley Key hotels

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1003)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
$191 nightly
The price is $210
Jan 11 - Jan 12, 2026
Total with taxes and fees
Drop Anchor
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1001)
"We enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk! "
United States
Magaly
$191 nightly
The price is $215
Jan 5 - Jan 6, 2026
Total with taxes and fees
Fisher Inn Resort & Marina
Classic Room, Patio, Garden View | Terrace/patio
The Ocean View Inn & Pub

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.4 out of 10, Exceptional, (9)
"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
United States
Rick
$177 nightly
The price is $199
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Ocean View Inn & Pub
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (157)
"Everything was great thank you"
United States
Ruth
$239 nightly
The price is $269
Jan 4 - Jan 5, 2026
Total with taxes and fees
Coconut Cove Resort and Marina
Private beach, sun loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (122)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
$381 nightly
The price is $429
Jan 4 - Jan 5, 2026
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
On the beach, sun loungers, snorkeling, kayaking
Drift Hotel

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1000)
"Always a great stay"
United States
Ashley
$153 nightly
The price is $172
Jan 4 - Jan 5, 2026
Total with taxes and fees
Drift Hotel
Terrace/patio
Waterside Suites & Marina

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1177)
"Always a great experience every time we go to key largo we stay there "
United States
AMYRSA
$147 nightly
The price is $166
Jan 15 - Jan 16, 2026
Total with taxes and fees
Waterside Suites & Marina
Sundeck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1072)
"Great room, friendly staff "
United States
Chengdao
$137 nightly
The price is $155
Jan 6 - Jan 7, 2026
Total with taxes and fees
Rock Reef Resort
Room, 1 King Bed, Bay View | Beach/ocean view
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, (1004)
"Clean room, welcoming staff, nice stay."
Germany
Verena
$163 nightly
The price is $183
Jan 6 - Jan 7, 2026
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
Exterior
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, (1661)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
$179 nightly
The price is $202
Jan 5 - Jan 6, 2026
Total with taxes and fees
Marina Del Mar Resort and Marina
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1601)
"The entire resort was wonderful."
Canada
Mat
$231 nightly
The price is $260
Jan 6 - Jan 7, 2026
Total with taxes and fees
Chesapeake Beach Resort
Exterior
Amoray Dive Resort

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1003)
"warm pool, great clean room"
United States
Heidi
$168 nightly
The price is $189
Jan 6 - Jan 7, 2026
Total with taxes and fees
Amoray Dive Resort
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1003)
"Great place"
United States
Marc
$147 nightly
The price is $165
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Pelican Key Largo Cottages
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, (1005)
"Great room with beautiful sunrise over the ocean! "
Canada
Heather
$163 nightly
The price is $184
Jan 7 - Jan 8, 2026
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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)
"Great location, Relaxing friendly atmosphere. Very basic room amenities but beautiful beach, pool, experience "
United States
Rebecca
$187 nightly
The price is $207
Jan 4 - Jan 5, 2026
Total with taxes and fees
Bayside Inn Key Largo
Outdoor pool, pool umbrellas, sun loungers
Largo Resort

Largo Resort

Largo Resort
3.0 star property
Key Largo
9.4 out of 10, Exceptional, (295)
"Absolutely beautiful resort! Quiet, and peaceful! "
United States
Shana
$297 nightly
The price is $334
Jan 25 - Jan 26, 2026
Total with taxes and fees
Largo Resort
Gazebo
Sunset Cove Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1003)
"Always a great stay"
United States
Richard
$187 nightly
The price is $211
Jan 8 - Jan 9, 2026
Total with taxes and fees
Sunset Cove Beach Resort
Water view
Creekside Inn

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
8.0 out of 10, Very Good, (1004)
"Very comfortable stay Local dining walking distance many amenities close by Room was very clean and AC worked great "
United States
Roy
$169 nightly
The price is $190
Jan 5 - Jan 6, 2026
Total with taxes and fees
Creekside Inn
Exterior
Seafarer Key Largo

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (135)
"Nice, quiet and the staff were great. Loved the breakfast!"
United States
Michael
$173 nightly
The price is $194
Jan 5 - Jan 6, 2026
Total with taxes and fees
Seafarer Key Largo
Private beach, fishing
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1002)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
$143 nightly
The price is $161
Jan 7 - Jan 8, 2026
Total with taxes and fees
La Jolla 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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Stay near popular South Florida attractions

Windley Key Fossil Reef Geological State Park

4.3/5 (65 reviews)
Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.
See properties

Learn more about Windley Key

Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.

See all hotels in Windley Key
Windley Key Fossil Reef Geological State Park

Top Windley Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"The whole experience was amazing! Great amenities to keep us active and yet relaxed. My only concern was the plumbing quality. The flow in the shower was very weak and there was a smell (maybe mold or something). We stayed in a cabana away from the main lodge, so that may be why. Overall, loved the visit. Would definitely recommend and come back. "
Steve 5-night trip
Posted 17 hours ago
Cheeca Lodge & Spa

More cheap stays in Windley Key

Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
$137 nightly
The price is $155 total per night from Jan 6 to Jan 7
$155 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,069 reviews)

Hotels in Windley Key with star-rating

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