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Sep 12 - Sep 14
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Dec 19 - Dec 21

Cottages in Florida Keys

Our top choices for Florida Keys cottages

Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (856)
"Wish check in was sooner but made out well, very quiet, personal parking, food truck near by and was all around a good stay"
The price is ￥11,818
￥13,295 total
includes taxes & fees
Aug 27 - Aug 28
Tropical Cottages
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, (257)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Marina

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.4 out of 10, Very Good, (44)
"Everything was great, very comfortable bed. Clean and quiet, easy access for kayaking and pool was nice and refreshing. Will stay here again!"
The price is ￥11,168
￥41,391 total
includes taxes & fees
Aug 27 - Aug 28
Beachfront Retreat w Pool, Boat Ramp & Dock Rental
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
The price is ￥23,637
￥51,614 total
includes taxes & fees
Aug 27 - Aug 28
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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, (144)
"We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. "
The price is ￥18,466
￥37,523 total
includes taxes & fees
Aug 27 - Aug 28
Cottage with Pool and Boat Dockage just minutes to Key West!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

9.8 out of 10, Exceptional, (20)
"Will stay here again "
The price is ￥10,932
￥44,804 total
includes taxes & fees
Aug 27 - Aug 28
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Beach

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

8.8 out of 10, Excellent, (162)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
The price is ￥19,944
￥39,334 total
includes taxes & fees
Sep 1 - Sep 2
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

10.0 out of 10, Exceptional, (3)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
The price is ￥33,239
￥70,302 total
includes taxes & fees
Sep 10 - Sep 11
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
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, (123)
"The property owner and staff do a great job of communicating. House is very clean and worked well for us"
The price is ￥36,933
￥74,900 total
includes taxes & fees
Aug 27 - Aug 28
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Living Life Dockside
Marina

Living Life Dockside

The price is ￥55,842
￥70,800 total
includes taxes & fees
Aug 27 - Aug 28
Living Life Dockside
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, (20)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ￥11,902
￥45,972 total
includes taxes & fees
Sep 10 - Sep 11
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio

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

9.8 out of 10, Exceptional, (18)
"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "
The price is ￥11,966
￥46,219 total
includes taxes & fees
Sep 8 - Sep 9
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
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, (19)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room"
The price is ￥10,932
￥44,804 total
includes taxes & fees
Aug 27 - Aug 28
Osprey Suite | Charming Hideaway, Hot Tubs, Close 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, (24)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
The price is ￥10,932
￥44,804 total
includes taxes & fees
Aug 27 - Aug 28
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio

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

9.6 out of 10, Exceptional, (18)
"The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private."
The price is ￥11,966
￥46,219 total
includes taxes & fees
Sep 8 - Sep 9
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Private Studio in Shenandoah - 4K
Terrace/patio

Private Studio in Shenandoah - 4K

9.4 out of 10, Exceptional, (3)
"Perfect-sized space for 1 or 2 people who plan on doing lots of exploring while in Miami"
The price is ￥4,742
￥20,834 total
includes taxes & fees
Aug 27 - Aug 28
Private Studio in Shenandoah - 4K
Studio close to Everything - 6S
Desk, iron/ironing board, free WiFi, bed sheets

Studio close to Everything - 6S

9.0 out of 10, Wonderful, (7)
"The place is unique and comfy "
The price is ￥5,058
￥21,189 total
includes taxes & fees
Aug 27 - Aug 28
Studio close to Everything - 6S
New York Loft in the Heart of Miami - 4S
Free WiFi, bed sheets

New York Loft in the Heart of Miami - 4S

10.0 out of 10, Exceptional, (3)
"I loved everything about this place!"
The price is ￥7,390
￥23,743 total
includes taxes & fees
Sep 23 - Sep 24
New York Loft in the Heart of Miami - 4S
Privacy and Comfort close to all - 7G
Iron/ironing board, free WiFi, bed sheets

Privacy and Comfort close to all - 7G

8.0 out of 10, Very Good, (5)
"Great location "
The price is ￥4,584
￥17,315 total
includes taxes & fees
Aug 27 - Aug 28
Privacy and Comfort close to all - 7G
Boho Studio in Little Havana - 5K
Property grounds

Boho Studio in Little Havana - 5K

10.0 out of 10, Exceptional, (1)
"This was a nice room with a cute shared patio out back. There were lounge chairs and a ping pong table. It was quiet and clean. The best part is that it’s 3 blocks walk to Calle Ocho. We were able to walk and enjoy Little Havana so easily. Would stay again. "
The price is ￥6,323
￥22,621 total
includes taxes & fees
Sep 2 - Sep 3
Boho Studio in Little Havana - 5K
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"We were only there a couple of days but we had a great time! It's typical Key West layed back vibe!"
Karen 2-night trip
Posted 18 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Find out more about Florida Keys

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
3,025
Accommodation
49 Cottages
Lowest Price
￥11,168
Highest Price
￥23,637

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between ￥11,168 and ￥23,637 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 49 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
Are there any family-friendly cottages in Florida Keys?
There are family-friendly cottages in locations around Florida Keys, including Key West. Casa Manana Key West Monthly: 2 Br is one option that'll meet your needs in this vibrant city. It has a 3-star rating and amenities such as an oven and a barbecue grill. Also consider Simonton Court Cottages. With housekeeping services and WiFi, this 3-star cottage in Key West will make you and your travel buddies feel nice and relaxed. Key West has tons of family-friendly attractions when you're ready to see the sights. Smathers Beach and South Beach promise fun for the entire crew.