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

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23 Aug - 24 Aug
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Top Summerland Key Hotel Reviews

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

10/10 Excellent
"Perfect house for a couples getaway or a small family. Really convenient to just park your boat right outside the back in the canal. Air-conditioning was very good, and the property was very clean. Mel, the host, was easy to communicate with and very accommodating."
Stewart H. 3-night trip
Posted 14 hours ago
Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Very clean. Great sunrise view. Staff are super nice. Good coffee!"
Amy 1-night trip
Posted 4 days ago
Parmer's Resort
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"We had an amazing stay AGAIN at Sugarloaf RV & Cottage Resort in the Florida Keys! The property was beautiful, peaceful, clean, and the perfect place to relax and enjoy the Keys. The location is fantastic—close enough to Key West while still giving you that quiet, laid-back island feeling. The staff was friendly and welcoming, and everything was well maintained. We especially loved the tropical atmosphere and being able to truly disconnect and enjoy paradise. 🌴☀️🌊 We’ll definitely be back and highly recommend Sugarloaf to anyone looking for a relaxing Florida Keys getaway!"
Osmany 3-night trip
Posted 5 days ago
Sugarloaf Key RV Resort & Cottages
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Excellent place to Stay. calm and relaxed environment"
Ashish 1-night trip
Posted 6 days ago
Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Great clean place to stay with a great tiki bar/restaurant/pool and fabulous dive/snorkle center on site with a fabulous crew that takes you to the protected Looe Key Reef. Highly recommend the water trip over anything in Key West,"
Bonita 4-night trip
Posted 7 days ago
Looe Key Reef Resort
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 really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our expectations. The place was clean, and the kitchen was loaded with everything you would need to prepare dinner/drinks at home. The bikes were a treat. We used them to roam around or when the kids wanted to fish/swim. The balcony is beautiful with a nice sunrise view. The only suggestion i would make is if your'e bringing more then one vehicle, figure out the overflow parking before hand. There is a one vehicle limit that got a bit confusing in the later hours."
Stan R. 3-night trip
Posted 12 days ago
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

10/10 Excellent
"This location is very convenient for me as my family lives 5 miles from this place. Very clean and the host works well with the customer."
Faith H. 2-night trip
Posted 3 weeks ago
Cottage with Pool and Dockage, just minutes to Key West
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 3 weeks ago
Springs Venture Out Dolphin House #386 with beautiful open water views
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 1 month ago
Cottage with swimming pool and dockage, just minutes to Key West!