Windley Key condominium resorts to rent from $149

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Recommended hotels in Windley Key

Drop Anchor

Drop Anchor
3.0 star property
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
$188 nightly
The price is $208
Dec 22 - Dec 23
Total with taxes and fees
Drop Anchor

Motel in Islamorada

Fisher Inn Resort & Marina
3.5 star property
8.2 out of 10, Very Good, (1008)
"Great location, room was spotless and perfectly met my needs. I plan to return next year."
United States
M
$191 nightly
The price is $215
Jan 5 - Jan 6, 2026
Total with taxes and fees
Fisher Inn Resort & Marina
9.0 out of 10, Wonderful, (118)
"Beautiful place to stay"
United States
Jonathan
$390 nightly
The price is $438
Jan 11 - Jan 12, 2026
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
9.0 out of 10, Wonderful, (152)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
$229 nightly
The price is $258
Dec 22 - Dec 23
Total with taxes and fees
Coconut Cove Resort and Marina

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
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
$230 nightly
The price is $259
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Ocean View Inn & Pub

Rock Reef Resort

Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1069)
"Wish we stayed a little longer to enjoy the oroperty"
United States
Vicki
$139 nightly
The price is $157
Jan 6 - Jan 7, 2026
Total with taxes and fees
Rock Reef Resort

Drift Hotel

Drift Hotel
2.5 star property
9.0 out of 10, Wonderful, (1008)
"Always a great stay"
United States
Ashley
$153 nightly
The price is $172
Jan 6 - Jan 7, 2026
Total with taxes and fees
Drift Hotel

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (1655)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
$144 nightly
The price is $163
Dec 22 - Dec 23
Total with taxes and fees
Marina Del Mar Resort and Marina

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
8.8 out of 10, Excellent, (1005)
"Clean hotel, convenient location. Nice little beach area with tiki bar. Room was nice. "
Canada
Troy
$164 nightly
The price is $185
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
9.0 out of 10, Wonderful, (1167)
"Nice hotel "
United States
Ranjith kumar
$151 nightly
The price is $170
Jan 14 - Jan 15, 2026
Total with taxes and fees
Waterside Suites & Marina

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
9.2 out of 10, Wonderful, (1003)
"Great service, spotless room, and the sunsets!!!"
United States
Peter
$168 nightly
The price is $189
Jan 6 - Jan 7, 2026
Total with taxes and fees
Amoray Dive Resort

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
8.8 out of 10, Excellent, (1001)
"Great place"
United States
Marc
$132 nightly
The price is $149
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Pelican Key Largo Cottages

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
9.4 out of 10, Exceptional, (135)
"Nice, quiet and the staff were great. Loved the breakfast!"
United States
Michael
$137 nightly
The price is $154
Dec 22 - Dec 23
Total with taxes and fees
Seafarer Key Largo

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.6 out of 10, Good, (1001)
"The rooms are lovely. Once the remodel is done the place will be perfect. "
United States
Deborah
$174 nightly
The price is $196
Jan 21 - Jan 22, 2026
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Always a great stay"
United States
Richard
$203 nightly
The price is $229
Jan 11 - Jan 12, 2026
Total with taxes and fees
Sunset Cove Beach Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1627)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
$175 nightly
The price is $193
Jan 6 - Jan 7, 2026
Total with taxes and fees
Bayside Inn Key Largo

Largo Resort

Largo Resort
3.0 star property
9.4 out of 10, Exceptional, (295)
"Absolutely beautiful resort! Quiet, and peaceful! "
United States
Shana
$297 nightly
The price is $334
Jan 18 - Jan 19, 2026
Total with taxes and fees
Largo Resort

Houseboat in Islamorada

Treasure Harbor
3.0 star property
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
$294 nightly
The price is $331
Jan 5 - Jan 6, 2026
Total with taxes and fees
Treasure Harbor

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1599)
"The entire resort was wonderful."
Canada
Mat
$235 nightly
The price is $265
Jan 4 - Jan 5, 2026
Total with taxes and fees
Chesapeake Beach Resort

Motel in Tavernier

Creekside Inn
2.5 star property
8.0 out of 10, Very Good, (1004)
"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
$169 nightly
The price is $190
Jan 5 - Jan 6, 2026
Total with taxes and fees
Creekside Inn
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 Windley Key Hotel Reviews

Find out more about Windley Key

Windley Key Condo Resorts information

Number of reviews
16,945
Accommodation
1 Condo Resorts
Lowest Price
$149
Highest Price
$438

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