Search Cottages in Sugarloaf Key

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Compare 75 Cottages in Sugarloaf Key with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (128)
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is AED 511
AED 942 total
includes taxes & fees
9 Jun - 10 Jun
Old Wooden Bridge Resort and Marina
Southernmost Retreat: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (98)
"Walking close to Duval. On street parking can be tough but this block is NOT pay to park! Good to know."
The price is AED 1,837
AED 3,027 total
includes taxes & fees
26 Jun - 27 Jun
Southernmost Retreat: 2 Blocks from Duval in Old Town.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (54)
"It was a nice Key West cottage with beautiful views of Cudjoe Bay."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (202)
"We stayed in cabin 6 for a week. Management was very helpful. The cabin had everything we needed. Very comfortable bed and the 2 baths were definitely a plus. Great location. Within walking distance to everything. We did rent a golf cart and parking was never a problem. We are planning our next trip and will stay here again."
The price is AED 687
AED 1,731 total
includes taxes & fees
24 Jun - 25 Jun
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (26)
"Very comfortable low key rental. The house was clean and setup perfectly for what we needed. The pool was very warm more like an oversized hot tub but it was still nice to hang out in after a day out. Loved the outdoor shower! Will definitely keep this on our list of places to stay for our next trip down!"
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
10.0 out of 10, Exceptional, (14)
"Excellent concept. Loved this unit. Very clean. Only had one small glitch when checking in because I don't text. The lady who manages the unit was exceptional. Wished I could find employees like her."
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (27)
"This place was nice. The pool situation was a little awkward as it does appear to be mainly for the bigger house as other reviews stated. The gas grill which is beneath the main house by the pool is communal. The main reason I gave this a 4 was because the smoke alarms in the rental did not have any batteries. Everything else was as described."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Waterfront Home
8.8 out of 10, Excellent, (141)
"Would definitely come back!!!!"
Waterfront Home
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"If you don’t need a water view this compound is perfect for what I needed. Very well maintained grounds with brick pavers on all driveways and courtyards. I stayed in a one bedroom with kitchenette with ample areas for my small boat. I will be back."
SEA SHELL COTTAGE UNIT #2
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (9)
"Perfect size for a couple. New and clean, couldn’t be happier, thanks!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (119)
"Perfect location. Everything you need. Nice decor. Very quiet. Alice was very helpful. My only complaint is not being allowed in the huge pool that sat unused the whole time we had to walk by it to get to our rooms. It was hot while we were there and it would have been hospitable."
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
10.0 out of 10, Exceptional, (195)
"This beautifully decorated property is centrally located but feels secluded. The beds are incredibly comfortable and the pool was perfect for relaxing. It was perfect for our girls' weekend. The property manager was attentive and helpful. We would definitely stay here again."
~ 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
9.0 out of 10, Wonderful, (35)
"As advertised. It was to hot to use the pool. The air conditioning went out, but the owner was very responsive with accommodating us and having the AC repaired. A central location to many activities in the Keys."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Blue Mind - Venture Out Unit 225
9.6 out of 10, Exceptional, (64)
"nice place 3rd time there"
Blue Mind - Venture Out Unit 225
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
9.6 out of 10, Exceptional, (28)
"Great location and beautiful views!"
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (39)
"Ww stayed for 6 nights as our first time in the Keys. The property is very well manicured with everything you'll need. We had a small issue with one cottage that was quickly rectified by the owners. Hope Nd Glenn were terrific! Not sure if we'll ever return to the Keys, but we highly recommend The Hidden Hammick to anyone visiting the area."
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (65)
"Resorts was great love the pool and water....home was clean nice bedrooms and baths really small but we just sleep in them. Deck was great. To be in early morning watching sun rise..."
Canal front, dockage, 2 bedroom, 2 bath
Conch Republic Consul General's Cottage.-Historic District
9.4 out of 10, Exceptional, (139)
"The cottage was exactly as described. The unit was far enough from the action for a quiet nights rest but a close walk to Duval to enjoy all the action. The pool was very nice and clean, and the resident cat was just an added bonus."
Conch Republic Consul General's Cottage.-Historic District
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (51)
"The grounds are good. The pools were clean and plenty of deck and dock space. The cottage itself needs help. It needed general maintenance on it. It needs caulking in the bathroom. It needs weather strips around door as it is not tight. There was not enough hand towels and there are no oven mitts in the kitchen. The exhaust fan has been taken out. The ceiling fan in one room only works on high. The ac vents and exhaust fan in the bathroom needs cleaning. We were happy about the porch except the...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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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.

Other property types in Sugarloaf Key

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (128)
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is AED 511
AED 942 total
includes taxes & fees
9 Jun - 10 Jun
Old Wooden Bridge Resort and Marina
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (333)
"Ken's place is awesome. Between the included use of two bikes to putt around town, the perfect location (close enough to walk to Duval, but still away from the craziness), the spotless room and bath, ice cold A/C unit, comfy bed, and well apportioned mini kotched...I can't imagine a better deal in Key West. My fiance and I had a blast for our week there. Ken was amazing as well in his communication and helpfulness with the area. Hope we can stay whenever our next trip to KW comes!"
The price is AED 364
AED 876 total
includes taxes & fees
20 Jun - 21 Jun
Steps from Duval, Pool & Bikes $129-$299 Night!
Poolside Cottage #411
10.0 out of 10, Exceptional, (17)
"Clean. Everything we needed in a key west stay."
The price is AED 793
AED 1,346 total
includes taxes & fees
20 Jun - 21 Jun
Poolside Cottage #411
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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