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
11 Aug - 12 Aug
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12 Aug - 13 Aug
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14 Aug - 16 Aug
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21 Aug - 23 Aug
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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
"All-in-all a great experience. This property is located within a larger rental/resident community, but we rarely had any interaction with other residents/guests so it did not feel crowded. Security and check-in was a little over the top, but then you feel safe and know you've got some good support. The house was very clean, well kept, and had everything we needed. We got great support and always felt welcomed. Thanks!!"
Chris K. 2-night trip
Posted 7 days ago
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Springs Venture Out Dolphin House #386 with beautiful open water views

Springs Venture Out Dolphin House #386 with beautiful open water views

10/10 Excellent
"Excellent"
Justin W. 10-night trip
Posted 9 days ago
Springs Venture Out Dolphin House #386 with beautiful open water views
SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

10/10 Excellent
"We enjoyed the room and the property! We plan to return with a bigger party next time we choose the lower keys!"
Heather 3-night trip
Posted 13 days ago
SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

10/10 Excellent
"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This will definitely be a spot we use again in the future."
Anonymous traveler 6-night trip
Posted 3 weeks ago
Cottage with swimming pool and dockage, just minutes to Key West!
Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West

8/10 Good
"The whole time was great, location was awesome. The queen bed was broken though. If that wasn’t the case I would have nothing but great things to say. I would consider visiting again. It was a nice place overall. Thank you."
David M. 4-night trip
Posted 3 weeks ago
Charming cottages, dockage, pool, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

8/10 Good
"We thought the grounds and location were perfect centrally located to everything you could want to do in the lower Keys. Host and check in process was extremely smooth and clear from start to finish. The actual cottage/unit needs a thorough cleaning, dishes were dirty and the towels/linens didn’t seem like they were recently changed and unfortunately the beds were very uncomfortable. If this unit was a little cleaner and had comfortable beds I’d book this cottage every time I visited the Keys. I absolutely love the grounds and peaceful location."
Solomon M. 4-night trip
Posted 3 weeks ago
Cottage with Pool and Dockage, just minutes to Key West
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

10/10 Excellent
"All good"
Malcolm P. 5-night trip
Posted 3 weeks ago
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8/10 Good
"Property was fine for what we used it for. Could use some updating and maintenance. Thanks"
Randy G. 9-night trip
Posted 1 month ago
Cudjoe Cottages, swimming pool, just 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

8/10 Good
"It was ok.. The good: the house was very clean. The not so good: the house could use some updating. The mattresses need to be replaced, the AC in the front bedroom never worked for me. The ocean front bedroom has no blinds or curtains on the large sliding glass door. If you are an exhibitionist you will love it. The washing machine sounds like it is gonna to tear the house down on the spin cycle. The small pop up toaster doesn’t ever pop up the toast even if you set it on lowest setting. You will definitely burn some bread. The toaster oven sitting on the counter, door doesn’t stay shut. I had to lean something against it to keep it shut and even then it didn’t work great. I never used either of the 2 ovens so can’t really say if they worked or not. The coffee maker doesn’t work at all. If you are planning on bringing your boat just be aware that the bay out in front of the house is very shallow. We have a bay boat so it does well in shallow water. But if you are bringing a bigger boat I am not sure how you would get in and out of the bay. Like I said, it was okay but we will never stay again."
Barbara S. 7-night trip
Posted 2 months ago
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West