Search Cottages in Sugarloaf Key

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 98 Cottages in Sugarloaf Key with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (236)
"price - clean and newly renovated boats - nice staff - easy check in/out."
The price is AED 511
AED 1,091 total
includes taxes & fees
29 May - 30 May
Old Wooden Bridge Resort and Marina
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (139)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (124)
"This property is located right in the heart of Old Town and yet it is set back off the street and is very quiet at night! The fact that it has parking is a bonus! Our host and her mother were terrific and we had a great stay!"
Heart of Downtown Key West Cottage With Off-Street Parking
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (14)
"Awesome little hideout! You feel like the only one on the island when you step in this quaint cottage! Great place to stay! "
The price is AED 489
AED 1,395 total
includes taxes & fees
5 Jun - 6 Jun
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval
Exterior

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk 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, (18)
"Everything was great. A little noisy from across the street, but hey it's Key West :) "
The price is AED 489
AED 1,391 total
includes taxes & fees
2 Jun - 3 Jun
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
Beach nearby, beach towels

Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

10.0 out of 10, Exceptional, (192)
"Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year! "
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
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, (15)
"Great place to stay in Key West. Within walking distance of most places we wanted to visit . Conveniently located near eating places, bars & food trucks . "
The price is AED 489
AED 1,395 total
includes taxes & fees
8 Jun - 9 Jun
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (143)
"Clean cottage, very helpful host, comfortable beds, great location --enjoyable stay."
Cottage with Pool and Dockage, just minutes to Key West
Quaint cottage, pool, dockage just minutes to Key West!
Miscellaneous

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (137)
"It is what it is, only wish the furniture was not worn out. "
The price is AED 643
AED 1,280 total
includes taxes & fees
31 May - 1 Jun
Quaint cottage, pool, dockage just minutes to Key West!
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

9.6 out of 10, Exceptional, (12)
"Was perfect tucked away spot on quiet end of Island but walking distance to everything. "
The price is AED 489
AED 1,373 total
includes taxes & fees
1 Jun - 2 Jun
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor pool

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (157)
"This is a great place to stay if you’re looking for a quiet home base for your vacation. Key West is a quick drive away and we found lots of fun activities and great food locally. "
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Beach nearby

The Dancing Rooster: 2 Blocks from Duval in Old Town.

10.0 out of 10, Exceptional, (121)
"3 relaxing days"
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Waterfront Cozy Cottage with Boat Ramp & Dock!
Property grounds

Waterfront Cozy Cottage with Boat Ramp & Dock!

10.0 out of 10, Exceptional, (57)
"Great time, great place!"
Waterfront Cozy Cottage with Boat Ramp & Dock!
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (13)
"In town for a destination wedding, the location of this VRBO was perfect! Close to the Reach and Duval Street was an easy walk. 10 minutes to the airport and we parked our golf cart right out front. "
The price is AED 489
AED 1,395 total
includes taxes & fees
8 Jun - 9 Jun
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

9.4 out of 10, Exceptional, (14)
"Great location. Walkable to everywhere we wanted to go. Comfortable beds"
The price is AED 489
AED 1,395 total
includes taxes & fees
9 Jun - 10 Jun
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (163)
"Loved this property and the community. Great property, near some great restaurants. Would definitely stay again."
Waterfront Home
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (71)
"Place was everything we needed, would definitely stay again "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
A heated pool

~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

10.0 out of 10, Exceptional, (216)
"The property was located steps from all the action of Duval Street but also had the feel of a relaxing oasis."
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (48)
"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!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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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Other property types in Sugarloaf Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (142)
"Would definitely stay here again! "
The price is AED 279
AED 929 total
includes taxes & fees
29 May - 30 May
Aqua Lodges at Hurricane Hole Marina
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (236)
"price - clean and newly renovated boats - nice staff - easy check in/out."
The price is AED 511
AED 1,091 total
includes taxes & fees
29 May - 30 May
Old Wooden Bridge Resort and Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Terrace/patio

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (299)
"We had a nice stay. The property was in a great location."
The price is AED 983
AED 1,210 total
includes taxes & fees
3 Jun - 4 Jun
Hyatt Vacation Club at Sunset Harbor, Key West
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.

Frequently asked questions

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