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INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

9.6 out of 10, Exceptional, (30)
"This was a very smooth, perfect 5 night visit. The property offered us everything that we could need. It was a short drive to Duval St and all of the activities in Key West yet the property was very peaceful with a wonderful waterfront patio that we sat out on and enjoyed. The hot tub was a nice treat as well. I have to mention the incredible responsiveness of the property manager. Every question that I had they responded to within minutes which was very much appreciated. "
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

9.0 out of 10, Wonderful, (32)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.8 out of 10, Exceptional, (62)
"Our family of five adults and a dog had a fantastic week at this beautiful house! We had plenty of space, it was super clean and well kept. The countertop ice maker was definitely appreciated! We didn’t cook but all the tools you could need are there. We did place an Instacart order from Publix for a few things and delivery was no problem. Lots of restaurants are within a short drive and Kiki’s right down the road was a plus and had great food. We spent most mornings and evenings hanging out on...
Old Florida Style, wrap around porch, boat basin for dockage, open water

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

9.8 out of 10, Exceptional, (76)
"We very much enjoyed our stay. Very nice condo and beautiful pool close to Key West and Botanical Gardens which we enjoyed!"
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Beachside @ Torchview Waterfront Retreat

9.8 out of 10, Exceptional, (37)
"I had a wonderful 3 weeks stay at Beachside@Torchview. I loved the privacy of the house, the gorgeous sunset views, and the peaceful mornings sitting out on the deck while drinking my morning coffee. I would highly recommend this house for anyone looking for a quiet getaway in the busy Florida Keys. It was everything I had hoped for, and I will definitely be staying here again if I decide to return to the Keys next year. The house was very clean and suited my needs perfectly, and the host...
Beachside @ Torchview Waterfront Retreat

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

9.6 out of 10, Exceptional, (174)
"We really love this place. The pool is excellent and well heated! We swam even on the one cold day we had. Really great customer service and response from the management. Everything was clean and well maintained and worked! Definitely a Key West dream house with the old timey historic feel that we all love about the island…and a great pool."
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

Poolside Cottage #411

10.0 out of 10, Exceptional, (35)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is HK$1,891
HK$3,142 total
includes taxes & fees
16 Jan - 17 Jan
Poolside Cottage #411

Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!

9.8 out of 10, Exceptional, (99)
"Great place to stay very kid friendly and a short golfcart ride to everything "
Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

9.8 out of 10, Exceptional, (172)
"Accommodations were great. Loft bedroom was a little noisy if people got up early. Noise came straight upstairs. Otherwise accommodations were great. Kitchen well stocked and washer and dryer!! "
SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

9.2 out of 10, Wonderful, (180)
"Nice place to stay. Very comfortable, spacious, lots of extras we didn’t have to provide. Would stay here again. 😎"
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!

9.8 out of 10, Exceptional, (205)
"Great for a girls' trip! Well appointed and comfortable with bathrooms on each floor. Convenient to all the sights, yet situated in a quiet and quaint neighborhood. The only complaint is either the floors were very dirty or they may have been recently stained. We all had dirty feet or socks after walking on them. "
CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (220)
"Perfect location with sunset views and kayaking "
The price is HK$2,335
HK$5,819 total
includes taxes & fees
18 Jan - 19 Jan
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

9.8 out of 10, Exceptional, (215)
"This house is in a great location - very convenient to walk to shops and restaurants/ bars in downtown Key West. The house is clean and well stocked. We stayed with a large group and would definitely book again!"
The price is HK$5,440
HK$11,828 total
includes taxes & fees
26 Jan - 27 Jan
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool

10.0 out of 10, Exceptional, (187)
"The location of this house is perfect. Two (2) blocks from Duval St and four (4) blocks from Key West harbor and all the great restaurants. We will definitely rent again "
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool

3 night minimum! Spectacular Ocean Views!

8.4 out of 10, Very good, (18)
"Venture out is a great location for being on the water. This rental was reasonable, spacious and clean! We had an amazing stay with no issues!"
3 night minimum! Spectacular Ocean Views!

NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8

9.6 out of 10, Exceptional, (199)
"Dave’s house was comfortable, clean and in a safe and clean community. We especially appreciated the large and heated pool as well as Dave’s recommendations for local restaurants and venues. Though the adjacent freeway traffic was ever-present, it was not terribly noticeable. Nevertheless, I would recommend Dave’s house for a family stay. "
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (88)
"Beautiful property. Great communication. Very clean. Literally right next to duval street. Highly recommend "
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

9.8 out of 10, Exceptional, (109)
"This place was beautiful. When staying in a rental, there can always be a little something that is not right or goes wrong. Nothing went wrong with this place. The master bed evidently has an older form top mattress that doesn't dissipate heat, so it you are warm sleeping you will want to sleep in the second bedroom. It's not quite as bad. You may want to bring your own King Sheets and pillowcases. They were very rough!! All in all, I would recommend this place! They seemed to have everything...
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

9.6 out of 10, Exceptional, (199)
"Delighted with the location & size. Quiet but close to activities. Enjoyed the outdoor space- well appointed."
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!

9.6 out of 10, Exceptional, (23)
"Clean, cozy and cute "
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
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 Rockland Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (109)
"Family had a great time "
The price is HK$1,745
HK$3,058 total
includes taxes & fees
27 Jan - 28 Jan
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (361)
"Fun little place with a great pool. Ken was very helpful in all aspects. Highly recommended. Be aware its a small place but very comfortable."
The price is HK$1,393
HK$2,659 total
includes taxes & fees
9 Feb - 10 Feb
Steps from Duval, Pool on Site & Bikes Included!

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (30)
"It was 6 miles from key west which we liked. It sits in an inlet so you don’t see much ocean or beach. Property had a separate bath house. Bathroom wasn’t really usable & tv cord was missing so no tv (wasn’t there to watch tv) If you have problems with close spaces, it wouldn’t be for you "
34’ Catamaran Sailboat
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.