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Cottages in Key West

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 ¥12,397
¥45,894 total
includes taxes & fees
Oct 14 - Oct 15
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Living Life Dockside

The price is ¥57,656
¥73,100 total
includes taxes & fees
Oct 23 - Oct 24
Living Life Dockside

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

10.0 out of 10, Exceptional, (7)
The price is ¥44,234
¥84,654 total
includes taxes & fees
Nov 4 - Nov 5
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

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 ¥49,657
¥116,050 total
includes taxes & fees
Oct 17 - Oct 18
Get your ISLAND STLYE on!

The Dancing Rooster: 2 Blocks from Duval in Old Town.

10.0 out of 10, Exceptional, (127)
"Great time. Would stay again. "
The price is ¥60,455
¥105,012 total
includes taxes & fees
Nov 4 - Nov 5
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

10.0 out of 10, Exceptional, (23)
"Will stay here again "
The price is ¥12,397
¥45,894 total
includes taxes & fees
Oct 13 - Oct 14
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

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 ¥12,397
¥47,118 total
includes taxes & fees
Oct 12 - Oct 13
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

9.6 out of 10, Exceptional, (21)
"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 ¥12,355
¥46,958 total
includes taxes & fees
Oct 12 - Oct 13
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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 ¥25,100
¥65,433 total
includes taxes & fees
Oct 28 - Oct 29
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (27)
"Amazing place and location to everything. Will definitely book this property again."
The price is ¥25,320
¥65,280 total
includes taxes & fees
Oct 26 - Oct 27
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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!"
The price is ¥62,513
¥133,115 total
includes taxes & fees
Oct 27 - Oct 28
HIDDEN OASIS 3 blocks from Duval

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (259)
"I love this place!!!"
The price is ¥11,752
¥34,744 total
includes taxes & fees
Oct 13 - Oct 14
Old Wooden Bridge Resort and Marina

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 ¥24,405
¥53,291 total
includes taxes & fees
Oct 23 - Oct 24
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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 ¥22,880
¥48,238 total
includes taxes & fees
Oct 12 - Oct 13
Cottage with Pool and Dockage, just minutes to Key West

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

9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
The price is ¥58,014
¥111,008 total
includes taxes & fees
Oct 19 - Oct 20
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

8.2 out of 10, Very Good, (47)
"Was such a great stay clean and everything we needed "
The price is ¥22,958
¥51,292 total
includes taxes & fees
Oct 12 - Oct 13
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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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Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between and per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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.
What are the best cottages in Key West?
Select from multiple cottages in Key West with a total average guest review rating of . Simonton Court Cottages is an ideal place to rest your feet between adventures. This 3.5-star cottage also comes with a garden and a nearby beach. Casa Manana Key West Monthly: 2 Br is another leading option with visitors in this area. It has a 3-star rating and amenities including a king-sized bed and a swimming pool.
How many cottages are there in Key West?
Stay in touch with nature in one of the cottages waiting for you in Key West. To help you choose an ideal property, make use of our handy filters to search for must-have perks or amenities.
Are there any family-friendly cottages in Key West?
A trip with the family in Key West is simple at Casa Manana Key West Monthly: 2 Br. With amenities including a king-sized bed and a barbecue grill, you'll find all the comforts of home at this 3-star cottage. Simonton Court Cottages is another family-friendly stay where you and your squad can escape the hustle and bustle of city life. This cottage has a 3-star rating and amenities including housekeeping services and WiFi. Key West boasts plenty of family-friendly attractions to check out that'll entertain the kids. Smathers Beach and South Beach promise a fun day out for both young and old.
Why book your cottage in Key West with Expedia?
We think a getaway should be simple, so if you're seeking cottages in Key West at the perfect price, Expedia has you covered. Keep the budget in check and check in to a cheap option far from the hustle and bustle, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Key West?
A good way to spot cheap cottages in Key West is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.
What is there to do in Key West near my cottage?
Key West has enough experiences and activities to keep you amused for weeks, starting with Nancy Forrester's Secret Garden. Donkey Milk House, Clarence S. Higgs Memorial Beach Park and Duval Street are other wonderful attractions. If you have more time, Smathers Beach and Mallory Square will add the finishing touches to your itinerary.

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