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Cottages in Summerland Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (47)
"Was such a great stay clean and everything we needed "
The price is AED 551
AED 1,235 total
includes taxes & fees
15 Oct - 16 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (155)
"Stayed 13 days perfect location and this was our second stay at Cudjoe Cottages. Was able to dock boat here but had to put in at Cudjoe Gardens marina, just 5 minutes away. Basic old school Florida key’s cottages,clean and inexpensive. Nice community pool also. Definitely will stay again."
The price is AED 551
AED 1,165 total
includes taxes & fees
28 Oct - 29 Oct
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (51)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
The price is AED 588
AED 1,283 total
includes taxes & fees
23 Oct - 24 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
The price is AED 1,392
AED 2,664 total
includes taxes & fees
19 Oct - 20 Oct
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (259)
"I love this place!!!"
The price is AED 339
AED 898 total
includes taxes & fees
17 Oct - 18 Oct
Old Wooden Bridge Resort and Marina
Living Life Dockside
The price is AED 1,388
AED 1,746 total
includes taxes & fees
18 Oct - 19 Oct
Living Life Dockside
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (24)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room"
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (23)
"Will stay here again "
The price is AED 286
AED 1,128 total
includes taxes & fees
16 Oct - 17 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
The Dancing Rooster: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (127)
"Great time. Would stay again. "
The price is AED 1,432
AED 2,499 total
includes taxes & fees
4 Nov - 5 Nov
The Dancing Rooster: 2 Blocks from Duval in Old Town.
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
10.0 out of 10, Exceptional, (7)
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (21)
"The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private."
The price is AED 577
AED 1,520 total
includes taxes & fees
19 Oct - 20 Oct
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (23)
"We had a wonderful stay here with our kids. Can’t beat the location."
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
9.8 out of 10, Exceptional, (20)
"Place was a perfect location and was so cute."
The price is AED 602
AED 1,570 total
includes taxes & fees
28 Oct - 29 Oct
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (27)
"Amazing place and location to everything. Will definitely book this property again."
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Get your ISLAND STLYE on!
2.0 star property
9.6 out of 10, Exceptional, (82)
"We had a wonderful and relaxing time. Getting ready to schedule another trip. "
The price is AED 1,192
AED 2,785 total
includes taxes & fees
17 Oct - 18 Oct
Get your ISLAND STLYE on!
HIDDEN OASIS 3 blocks from Duval
2.5 star property
9.6 out of 10, Exceptional, (94)
"We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!"
The price is AED 1,500
AED 3,195 total
includes taxes & fees
27 Oct - 28 Oct
HIDDEN OASIS 3 blocks from Duval
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

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between AED 898 and AED 3,195 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 59 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.