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Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
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21 Nov - 23 Nov

Featured Cottages in Florida Keys

Our top choices for Florida Keys cottages

Tropical Cottages
Standard Cottage, Ensuite (Cottage 10) | Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (869)
"Wonderful place for a short stay"
The price is NZ$144
includes taxes & fees
24 Sept - 25 Sept
Tropical Cottages
Old Wooden Bridge Resort and Marina
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
The price is NZ$391
includes taxes & fees
24 Sept - 25 Sept
Old Wooden Bridge Resort and Marina
Canal front, dockage, 2 bedroom, 2 bath
Exterior

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (86)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
The price is NZ$635
includes taxes & fees
24 Sept - 25 Sept
Canal front, dockage, 2 bedroom, 2 bath
Charming cottages, dockage, pool, just minutes to Key West
Exterior

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (119)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
Charming cottages, dockage, pool, just minutes to Key West
Quaint cottage, pool, dockage just minutes to Key West!
Exterior

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

9.0 out of 10, Wonderful, (142)
"We had an excellent time , property was an excellent place for our vacation.We hope to come back next year"
Quaint cottage, pool, 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

9.0 out of 10, Wonderful, (88)
"Quiet and off the beaten path, old school, old style Key’s homes,would stay again."
The price is NZ$595
includes taxes & fees
7 Oct - 8 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks
Terrace/patio

Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

10.0 out of 10, Exceptional, (5)
"The property was pristine, equipped with all the necessary household items, very well cleaned. We received a beautiful welcome basket. The location was excellent really easy to go out to the Oceanside, the Kampgrounds have many amenities including a pool, kayaks, 2 beaches, ice machines. The property manager Rebecca very communicative and a great resource. We will definitely be back again!"
Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks
Waterfront Home
Outdoor dining

Waterfront Home

8.6 out of 10, Excellent, (171)
"Venture out resort is a great vaca spot"
Waterfront Home
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 NZ$541
includes taxes & fees
1 Oct - 2 Oct
Cottage with Pool and Dockage, just minutes to Key West
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (155)
"Clean and comfortable."
Cottage with swimming pool and dockage, just minutes to Key West!
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Beach

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

9.6 out of 10, Exceptional, (29)
"Perfect little place. "
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Exterior

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

8.8 out of 10, Excellent, (162)
"The property is ideally situated, providing convenient access to key destinations within the Florida Keys. While the residence may benefit from some modernization, its value proposition remains highly competitive."
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Oceanfront Private Cottage!
Exterior

Oceanfront Private Cottage!

10.0 out of 10, Exceptional, (109)
"Great location close to restaurants and everything else you may need!"
Oceanfront Private Cottage!
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, (73)
"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cozy, Perfect Conch Cottage! - VO315
Exterior

Cozy, Perfect Conch Cottage! - VO315

9.2 out of 10, Wonderful, (30)
"We had an amazing trip staying at cudjoe key. It’s a cute little trailer, very clean. The property was great. The renters are very attentive to questions. Highly recommend! "
Cozy, Perfect Conch Cottage! - VO315
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Property grounds

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10.0 out of 10, Exceptional, (29)
"Clean bungalo perfect for a fishing vacation. I look forward to staying here again!"
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Property grounds

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

9.6 out of 10, Exceptional, (12)
"Even if it was a short stay, we enjoyed it and will be staying here again in the future."
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Kampground Escape w/ Kayaks, Heated Pool & Marina!
Exterior

Kampground Escape w/ Kayaks, Heated Pool & Marina!

9.8 out of 10, Exceptional, (12)
"Check in process was super easy and the house itself was perfect for my husband and I. We enjoyed our stay here and definitely would recommend. The whole community is super relaxing and cozy perfect for our honeymoon."
Kampground Escape w/ Kayaks, Heated Pool & Marina!
Carpe' Diem Heart of the Fl. Keys Specials
Exterior detail

Carpe' Diem Heart of the Fl. Keys Specials

8.8 out of 10, Excellent, (142)
"Nice little cottage on a canal! Perfect for boaters!!"
Carpe' Diem Heart of the Fl. Keys Specials
Direct Oceanfront Cottage-Sunrise View- #2,
Property grounds

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (191)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,
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 Florida Keys Hotel Reviews

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

10/10 Excellent
"Absolutely loved this property. Has everything you need for a relaxing stay"
Bryn 4-night trip
Posted 1 day ago
Holiday Inn Key Largo by IHG

Find out more about Florida Keys

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
2,787
Accommodation
53 Cottages
Lowest Price
NZ$144
Highest Price
NZ$635

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between NZ$144 and NZ$635 per night for cottages in Florida Keys. No matter your budget, an awesome stay is only a click or two away on Expedia. These prices were 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 cottages are there in Florida Keys?
Florida Keys has 53 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
What is there to do in Florida Keys near my cottage?
You'll discover countless things to keep you on the go in Florida Keys. If you're visiting Key West, swing by Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden. Spending your holiday in Key Largo? Jimmy Johnson's Big Chill, Baker's Cay Resort Beach and Bluefin Rock Harbour Marina are among the best sights in this city.

Explore a world of travel with Expedia

Explore a world of travel with Expedia