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Featured 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 AU$521
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 AU$492
includes taxes & fees
15 Oct - 16 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 AU$542
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 AU$1,124
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 AU$373
includes taxes & fees
17 Oct - 18 Oct
Old Wooden Bridge Resort and Marina
Living Life Dockside
The price is AU$737
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"
The price is AU$458
includes taxes & fees
15 Oct - 16 Oct
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 AU$476
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 AU$1,093
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)
The price is AU$850
includes taxes & fees
4 Nov - 5 Nov
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 AU$625
includes taxes & fees
26 Oct - 27 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."
The price is AU$626
includes taxes & fees
20 Oct - 21 Oct
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 AU$663
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."
The price is AU$660
includes taxes & fees
26 Oct - 27 Oct
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 AU$1,176
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 AU$1,349
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

Find out more about Summerland Key

Summerland Key Cottages information

Number of reviews
941
Accommodation
59 Cottages
Lowest Price
AU$373
Highest Price
AU$1,349

Frequently asked questions

How much do cottages in Summerland Key cost?
You can expect to pay between AU$373 and AU$1,349 per night for cottages in Summerland Key. Whatever your budget, an awesome stay is just clicks away on Expedia. This price was 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?
Surround yourself with nature in one of the 59 cottages available in Summerland Key. To help you reserve a place that's right for you, take advantage of our filters to search for amenities or perks you need.
What is there to do in Summerland Key near my cottage?
You'll find plenty of superb things to do in Summerland Key. Discover well-known attractions like Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market. Blue Hole, Cook Island and Upper Sugarloaf Sound are other must-see's.