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Browse Select Lower Keys Cottages

Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (155)
"Very nice accommodations and staff."
The price is £189
includes taxes & fees
3 Nov - 4 Nov
Old Wooden Bridge Resort and Marina
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.0 out of 10, Very good, (29)
"Just as advertised. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
waterfront cottage near key west, sleeps 6
9.4 out of 10, Exceptional, (16)
"We had a great stay! Other than the weather, everything was perfect! We had plans to dock our boat up at the house but it was too windy to take the boat out. We still enjoyed the patio and grilled out one night! We took showers across the street at the camp restrooms bc there were four of us and we would’ve ran out of hot water but that was no problem. We enjoyed our stay!"
waterfront cottage near key west, sleeps 6
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (62)
"We are old Florida Keys visitors and past residents. We were delighted with the accommodations, pool and view.We are planning our next stay...same time, same place minus the two days of Helene.Will have to make arraignments for a recliner to be delivered for my wifes sleeping and sitting comfort.Our first night was Sept 20 not the 19th as indicated in error. We stayed 9 nights.Thanks again for the great stay!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Blue Mind - Venture Out Unit 225
9.4 out of 10, Exceptional, (66)
"nice place 3rd time there"
Blue Mind - Venture Out Unit 225
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
10.0 out of 10, Exceptional, (200)
"Great little place on the water especially if you are bringing a boat. The house was perfect! It was my birthday and our host Charity even got me a birthday cake and card. We will definitely be back!! "
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
Waterfront Cozy Cottage with Boat Ramp & Dock!
10.0 out of 10, Exceptional, (51)
"I really enjoyed it there we / my 12 year old and I . Took out charters everyday that we were there . They will pick you up from your dock ! We will be back .. Great experience!"
Waterfront Cozy Cottage with Boat Ramp & Dock!
SEA SHELL COTTAGE UNIT #2
9.2 out of 10, Wonderful, (11)
"We thoroughly enjoyed our stay here, the room we rented was perfect for us it definitely has an old school vibe. The pool was nice on the hot summer days but they were going through a bit of a crab invasion while we were there. But that was no big deal for us. Hope was super nice and have a bunch of suggestions for things to do and places to eat while down there. Ask in all we had a great time and will try to return in the future."
SEA SHELL COTTAGE UNIT #2
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (53)
"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
HIDDEN HAMMOCK RESORT Palm cottage
10.0 out of 10, Exceptional, (28)
"First time we had stayed in Summerland Key. Great place to stay. Close to everything we wanted to do. Due to Hurricane Milton we decided to cut our visit short. Trina and Hope were very accommodating with our needs!! We will be back "
HIDDEN HAMMOCK RESORT Palm cottage
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
9.4 out of 10, Exceptional, (14)
"The property was clean and nicely decorated. It was centrally located to all of the lower keys. We enjoyed our stay and all of the suggestions and ideas that Hope, the property manager, offered. Definitely family friendly!"
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (40)
"The property was just as it was listed as, very clean and very inviting. We loved that it was so quiet! We will definitely go back again!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
FL Keys Cottage with Ocean Views - Venture Out Unit 395
8.0 out of 10, Very good, (2)
"Great location and nice park amenities. Kids really liked the Venture Out pool."
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
9.8 out of 10, Exceptional, (8)
"Our stay was amazing. The property was immaculate. The amenities were great. We will be back next year. The location was perfect. Close to Key West and alot to do in the area. Thank you for making our stay wonderful. See you next year!"
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Waterfront Home
8.8 out of 10, Excellent, (150)
"Has a nice seawall that can accomodate about a 30 foot boat. Cleaning station for fish was nice also. Actual house unit was older, but nice. We really just used it for cooking our fish and sleeping. The main perks of this place is that it has a seawall on a protected canal to keep a boat, has good channel access to both the oceanside and gulf, and is clean. Marina with boat fuel and boat ramp is in Venture Out neighborhood just a few hundred feet away from this actual unit. Overall a good...
Waterfront Home
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (72)
"OUR TRIP WAS AMAZING.THE HOUSE AND LOCATION WAS GREAT.EASY PEOPLE TO DEAL WITH AND RESPONSE VERY FAST.WOULD STAY AGAIN."
Canal front, dockage, 2 bedroom, 2 bath
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
9.6 out of 10, Exceptional, (10)
"Our stay was wonderful! The room was perfect for our stay. "
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (10)
"It was great. Very unique place. I will def be back with the pet’s next time. 5 stars"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
10.0 out of 10, Exceptional, (15)
"awesome place"
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
10.0 out of 10, Exceptional, (5)
"Took my grandmother on her bucket list trip. Great location and set up for myself, my mom and grandmother!"
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
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 Lower Keys

Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (155)
"Very nice accommodations and staff."
The price is £189
includes taxes & fees
3 Nov - 4 Nov
Old Wooden Bridge Resort and Marina
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (215)
"it was peaceful and nice. "
The price is £566
includes taxes & fees
1 Nov - 2 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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

How much do holiday cottages in Lower Keys cost?
Prepare to pay between £189 and £189 per night for holiday cottages in Lower Keys. No matter your budget, the perfect stay is only a click 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 holiday cottages are there in Lower Keys?
Browse through 41 holiday cottages in Lower Keys and then book your favourite. Whether you’re organising a holiday with all the fam or a weekend with friends, your perfect stay is clicks away with Expedia.
Why book your cottage in Lower Keys with Expedia?
Booking a cottage in Lower Keys is as simple as deciding on your travel dates and selecting an ideal place for a getaway in the outdoors. From chic retreats to budget-friendly stays and holiday cottages that offer conveniences like a kitchen, Expedia has something for all tastes and styles. As for irresistible deals? We’ve got them too!
How can I find cheap cottages in Lower Keys?
Expedia is here to help you look for cheap cottages in Lower Keys. To discover the perfect stay in a matter of clicks, simply use our handy filter tool to refine your search results by amenities, budget and star rating.