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

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Summerland Key cottages

Exterior

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (367 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
The price is AED 331
AED 888 total
includes taxes & fees
1 Sep - 2 Sep
Old Wooden Bridge Resort and Marina
Exterior

2. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
The price is AED 820
AED 2,437 total
includes taxes & fees
14 Sep - 15 Sep
Find your zen at HIDDEN TREASURE
Exterior

3. NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (34 reviews)
"Jolly Rooster cottage was a prefect and great location. Cottage was very clean. We had a great girls trip!We will definitely be back."
United States
Phyllis B.
The price is AED 1,175
AED 2,177 total
includes taxes & fees
23 Sep - 24 Sep
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
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 Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

8/10 Good
"The staff at Parmer’s is excellent from the check-in person to everyone that works on the grounds. However, this place had to grow on me because my initial reaction was one of disappointment. I think the pictures look much better than what’s actually there. The beach that’s advertised and looks like a sandy oasis with a clean shoreline is actually about sandy to mid calf and then algae and seaweed. A nice place to catch some rays with nice loungers but sitting on the waters edge but not for swimming or wading. The furniture is straight out of the 60’s or 70’s, but is clean and well kept. The A/C is enough to keep the cottage type bungalow cool but too far from the bathroom to keep that area cool. The pool is super clean and well maintained but water too hot during summer and would benefit from the pump keeping water flowing longer. Having said all this I found Parmer’s growing on us because of the staff, the light breakfast, eagerness of staff to please providing a fan to keep the bath cooler, the boat ramp, kayaks, shaded sitting areas by the water, fishing on property and the overall laid back feeling made me forget what wasn’t perfect and remember what hotel stays were like when I was young. No fancy Marriott’s or Sheraton, but just a place where you felt you hadn’t left home, but gained a water view with a summer breeze."
George 3-night trip
Posted 1 day ago
Parmer's Resort

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between AED 888 and AED 2,437 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Summerland Key?
Reconnect with nature in one of the 49 cottages waiting for you in Summerland Key. To help you select a stay that's right for you, use our filter tool to search for must-have amenities.
Why book your cottage in Summerland Key with Expedia?
We think that vacays should be stress-free, so if you're after cottages in Summerland Key at a competitive rate, Expedia has your back. Keep the budget in check and select a thrifty option far from the rush of the city, or splurge on an upscale cottage to spoil your favorite people.
How can I find cheap cottages in Summerland Key?
Expedia is here to help you track down cheap cottages in Summerland Key. To book your perfect stay in a few quick keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.