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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Cottages in Sugarloaf Key

Old Wooden Bridge Resort and Marina
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (259)
"I love this place!!!"
The price is ￥11,752
￥34,744 total
includes taxes & fees
Oct 13 - Oct 14
Old Wooden Bridge Resort and Marina
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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 ￥24,405
￥53,291 total
includes taxes & fees
Oct 23 - Oct 24
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with Pool and Dockage, just minutes to Key West
Exterior

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (154)
"Good Fishing, Good local eateries. "
The price is ￥22,880
￥48,238 total
includes taxes & fees
Oct 12 - Oct 13
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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 ￥22,958
￥51,292 total
includes taxes & fees
Oct 12 - Oct 13
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio

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 ￥12,355
￥46,958 total
includes taxes & fees
Oct 12 - Oct 13
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Property grounds

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 ￥58,014
￥111,008 total
includes taxes & fees
Oct 19 - Oct 20
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Living Life Dockside
Marina

Living Life Dockside

The price is ￥57,656
￥73,100 total
includes taxes & fees
Oct 23 - Oct 24
Living Life Dockside
Get your ISLAND STLYE on!
Exterior

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 ￥49,657
￥116,050 total
includes taxes & fees
Oct 17 - Oct 18
Get your ISLAND STLYE on!
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

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

10.0 out of 10, Exceptional, (7)
The price is ￥44,234
￥84,654 total
includes taxes & fees
Nov 4 - Nov 5
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior

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 ￥60,455
￥105,012 total
includes taxes & fees
Nov 4 - Nov 5
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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 ￥12,397
￥47,118 total
includes taxes & fees
Oct 12 - Oct 13
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

10.0 out of 10, Exceptional, (23)
"Will stay here again "
The price is ￥12,397
￥45,894 total
includes taxes & fees
Oct 13 - Oct 14
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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 ￥12,397
￥45,894 total
includes taxes & fees
Oct 14 - Oct 15
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Exterior

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ￥25,100
￥65,433 total
includes taxes & fees
Oct 28 - Oct 29
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio

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 ￥25,320
￥65,280 total
includes taxes & fees
Oct 26 - Oct 27
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
HIDDEN OASIS 3 blocks from Duval
Exterior

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.6 out of 10, Exceptional, (93)
"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 ￥62,513
￥133,115 total
includes taxes & fees
Oct 27 - Oct 28
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 Sugarloaf Key Hotel Reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Property was fun, inviting and a great place to relax after a day in Old Town Key West. Shuttle to Old Town was great, food at Margaritaville was very good, staff very friendly. Jimmy Buffett tunes playing all the time was perfect!"
Joy 3-night trip
Posted 2 days ago
Margaritaville Beach House Key West

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

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What is there to do in Sugarloaf Key near my cottage?
After you've unpacked your things and settled in, set out and explore the wonderful things Sugarloaf Key has to offer. Florida Keys Beaches is a great attraction to add to your must-do list.

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