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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Cottages in Florida Keys

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

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (873)
"Wonderful place for a short stay"
The price is AU$136
includes taxes & fees
5 Oct - 6 Oct
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 AU$338
includes taxes & fees
7 Oct - 8 Oct
Old Wooden Bridge Resort and Marina
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, (51)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
The price is AU$535
includes taxes & fees
23 Oct - 24 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio

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

10.0 out of 10, Exceptional, (21)
"Will stay here again "
The price is AU$495
includes taxes & fees
5 Oct - 6 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
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 AU$486
includes taxes & fees
12 Oct - 13 Oct
Cottage with Pool and Dockage, just minutes to Key West
Waterfront Cottage - Beach and Dockage! Open Water Views!
Exterior

Waterfront Cottage - Beach and Dockage! Open Water Views!

9.4 out of 10, Exceptional, (46)
"This was the most perfect property! We are not typically beach people but we really enjoyed the private beach access and spent much more time on the beach than planned. The house was clean and the location was perfect. The staff was also wonderful and accommodating. We are already planning a return trip in 2025. HIGHLY RECOMMEND!!"
The price is AU$610
includes taxes & fees
7 Oct - 8 Oct
Waterfront Cottage - Beach and Dockage! Open Water Views!
Get your ISLAND STLYE on!
Exterior

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (82)
"We had a wonderful and relaxing time. Getting ready to schedule another trip. "
The price is AU$1,169
includes taxes & fees
17 Oct - 18 Oct
Get your ISLAND STLYE on!
Living Life Dockside
Marina

Living Life Dockside

The price is AU$724
includes taxes & fees
5 Oct - 6 Oct
Living Life Dockside
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, (7)
The price is AU$878
includes taxes & fees
4 Nov - 5 Nov
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Property grounds

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

9.8 out of 10, Exceptional, (26)
"This was the perfect place to rent for a boat It was clean and had everything we needed"
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
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

8.2 out of 10, Very good, (47)
"Was such a great stay clean and everything we needed "
The price is AU$515
includes taxes & fees
5 Oct - 6 Oct
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
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 AU$535
includes taxes & fees
8 Oct - 9 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Exterior

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is AU$523
includes taxes & fees
16 Oct - 17 Oct
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, (20)
"Place was a perfect location and was so cute."
The price is AU$485
includes taxes & fees
6 Oct - 7 Oct
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!

9.8 out of 10, Exceptional, (24)
"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 AU$485
includes taxes & fees
6 Oct - 7 Oct
Osprey Suite | Charming Hideaway, Hot Tubs, Close to 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, (19)
"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 AU$495
includes taxes & fees
5 Oct - 6 Oct
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from 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, (26)
"Amazing place and location to everything. Will definitely book this property again."
The price is AU$495
includes taxes & fees
5 Oct - 6 Oct
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
HIDDEN OASIS 3 blocks from Duval
Exterior

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.6 out of 10, Exceptional, (93)
"We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!"
HIDDEN OASIS 3 blocks from Duval
Private Studio in Shenandoah - 4K
Exterior

Private Studio in Shenandoah - 4K

9.6 out of 10, Exceptional, (4)
"Top tier excellent! Love it and would definitely book again!"
The price is AU$217
includes taxes & fees
3 Nov - 4 Nov
Private Studio in Shenandoah - 4K
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Amara Cay is absolutely beautiful. The staff is friendly and accommodating. From the welcoming drink to checkout was perfect. Some of the best food and cocktails I’ve had at a resort. Shuttle service will take you wherever you want to go outside the resort. "
Keith 5-night trip
Posted 2 hours ago
Amara Cay Resort

Find out more about Florida Keys

Find out more about Florida Keys

Florida Keys Cottages information

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Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between and per night for cottages in Florida Keys. No matter your budget, an awesome stay is just a click or two 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 cottages are there in Florida Keys?
Florida Keys has cottages to pick from. Select your travel dates, enter your destination and arrange your next escape today.
What is there to do in Florida Keys near my cottage?
Whether you're into arts, culture, shopping or dining, Florida Keys is one place you'll never get bored! The leading city of Key West has tons of attractions, including Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. If you're headed to Marathon, Sombrero Beach, The Turtle Hospital and Crane Point Museum and Nature Centre will fill up your itinerary.

Explore a world of travel with Expedia

Explore a world of travel with Expedia