A coastal road with a beach on one side and a marina with boats on the other.

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Check prices for these dates

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct
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Top Summerland Key Hotel Reviews

Oceanside Paradise  Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent
"We had a great stay! Everything was clean, comfortable, and worked out perfectly for our trip. Having access to the boat ramp and convenient parking for both our boat and trailer was extremely helpful. The marina store was a nice added convenience, and having a pressure washer available made cleaning up after a day on the water much easier. Overall, we really enjoyed our stay and would definitely stay here again."
Sterling D. 2-night trip
Posted 3 hours ago
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Fishing charter guide pick up from dock every morning. G"
Dennis 3-night trip
Posted 22 hours ago
Parmer's Resort
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

8/10 Good
"Convenient location."
Lisa 3-night trip
Posted 11 days ago
Direct Oceanfront Cottage-Sunrise View- #2,
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 2 weeks ago
Sugar Loaf Lodge
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 2 weeks ago
Sugarloaf Key RV Resort & Cottages
Cottage with Pool  and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

10/10 Excellent
"This is a Keys property that allows pets. That's rare when you're looking to stay with a boat for a week.Use the Cudjoe Gardens Marina for a boat ramp unless you have a light boat and 4 wheel drive.The pool is a nice amenity to cool off in!The AC works well and the TV/WiFi does too."
Mark W. 5-night trip
Posted 2 weeks ago
Cottage with Pool and Boat Dockage just minutes to Key West!
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10/10 Excellent
"The property is a great location between Key West and Marathon. I like to dive along there. Good value. The resort is well kept and secure. The unit could use a couple of umbrellas for those rainy days."
Mike M. 5-night trip
Posted 3 weeks ago
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

10/10 Excellent
"Amazing place to stay"
Michelle P. 6-night trip
Posted 3 weeks ago
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Great host ! Few snags but it all worked out great."
Nick N. 3-night trip
Posted 1 month ago
Private Secluded Ocean View & Pool Near Key West