FLEMING-O (Flamingo) Cottage is the perfect getaway

Photo gallery for FLEMING-O (Flamingo) Cottage is the perfect getaway

A pink house with a porch, a flamingo decoration, and a mailbox.
A hallway with wooden walls, a white door at the end, and a table with a lamp.
A pink house with a porch, a mailbox, and a street view.
A living room with a green sofa, wicker coffee table, and a decorative wall hanging.
A kitchen with wooden cabinets, a dining area with striped chairs, a ceiling fan, and a sign that says "TASTE!".

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Patio
  • Gas grill
  • Air conditioning
  • Refrigerator
  • Washer
  • Internet

Explore the area

View in a map
Key West, FL
  • Place, Key West Cemetery
    ‪4 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

First Bedroom

1 King Bed

Living Room Sofa Bed

1 Double Sofa Bed

Second Bedroom

2 Twin Beds

1 bathroom

Full Bathroom

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area

Add dates for prices

Similar properties

About the neighborhood

Key West

Located in Key West, this vacation home is in the city center. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Map
Key West, FL

What's nearby

  • Key West Cemetery - 4 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
  • South Beach - 17 min walk - 1.5 km
  • Southernmost Point - 19 min walk - 1.6 km

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Schooner Wharf Bar - ‬6 min walk
  • ‪Margaritaville - ‬5 min walk
  • ‪Wendy's - ‬6 min walk
  • ‪Pepe's Cafe - ‬5 min walk

Frequently asked questions

Is FLEMING-O (Flamingo) Cottage is the perfect getaway pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at FLEMING-O (Flamingo) Cottage is the perfect getaway?

As of Oct 31, 2026, prices found for a 1-night stay for 2 adults at FLEMING-O (Flamingo) Cottage is the perfect getaway on Nov 2, 2026 start from $622, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at FLEMING-O (Flamingo) Cottage is the perfect getaway?

Check-in begins at 3:00 PM.

What time is check-out at FLEMING-O (Flamingo) Cottage is the perfect getaway?

Check-out is at 10:00 AM.

Where is FLEMING-O (Flamingo) Cottage is the perfect getaway located?

Located in Old Town Key West, this vacation home is within a 5-minute walk of The Kite House and Duval Street. Florida Keys Beaches and Mallory Square are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 134 out of 139 reviews
Rating 8 - Good. 4 out of 139 reviews
Rating 6 - Okay. 1 out of 139 reviews
Rating 4 - Poor. 0 out of 139 reviews
Rating 2 - Terrible. 0 out of 139 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, would definitely stay again.
Stayed 11 nights in Apr 2026
Response from VrboOwner on May 10, 2026
Thank you for the high recommendation Aj! We look forward to welcoming you back to your 'home away from home' in Key West very soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cute, very functional house. This isn't a property where someone lives, so there isn'ta feel of intruding. The location CANNOT be beat. Easily walkable to Duval Street, the Southernmost Point, Hrmmingway's House, tge pier, etc. There is NO parking on-site, but there is a public garage nearby snd we were able to pull up in front to load and unload our luggage. I'm not sure if that space normally has someone who parks there, but it was consistently open while we were there.
Stayed 2 nights in Jul 2026
Response from VrboOwner on Aug 11, 2026
Thank you for your wonderful review! We're so glad you enjoyed the home's charm, functionality, and unbeatable location. It’s great to hear you were able to explore so much of Key West on foot and found it convenient to all the area's iconic attractions. We also appreciate you sharing your experience with parking, as it's helpful information for future guests. Thank you for staying with us, and we hope to welcome you back again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ver convenient to waterfront and restaurants. Comfortable and clean.
Stayed 4 nights in May 2026
Response from VrboOwner on May 20, 2026
Thank you for the wonderful review Beth! We are so glad you found the property comfortable and clean. Being just steps away from the waterfront and our amazing local restaurants is definitely one of the best parts of staying here. We hope to welcome you back for another convenient island getaway soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
THE LOCATION WAS GREAT! QUIET STREET, BUT STILL WALKABLE TO EVERYTHING. WOULD STAY HERE AGAIN.
Stayed 5 nights in Apr 2026
Response from VrboOwner on Apr 27, 2026
Thank you Charlene! We are so glad you loved the location! It really is the best of both worlds, peace and quiet when you need to rest, but just a short stroll from all the action. We can’t wait to have you back again soon!"
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a cute small house and is close but not too close to Duval St. It was very clean. The furnishings were comfortable. The bedrooms are quite small but manageable. There is no backyard, only the deck off the back. It was just 2 of us which the house is ideally sized for.
Stayed 4 nights in May 2026
Response from VrboOwner on Jun 4, 2026
We love hearing this Erin! Thank you for choosing our home for your getaway. It sounds like you got to experience exactly what makes this property special a clean, comfortable, and quiet retreat that is still just steps away from everything Duval Street has to offer. You are welcome back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was so cute and well appointed. Great Location to everything and easy walking. Rooms were a little small, but we really enjoyed the stay!
Stayed 3 nights in Feb 2026
Response from VrboOwner on Mar 7, 2026
Thank you for the lovely review! We are so glad you found the home 'cute' and well-appointed, we put a lot of thought into the details to make sure the space is both functional and beautiful. You are right that historic Key West cottages tend to be on the cozy side, but we’re thrilled the location and easy walkability made your stay so enjoyable. It was a pleasure hosting you, and we’d love to have you back for another island getaway!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect Key West getaway! We had a blast staying at the Fleming-O house. Excellent location, walkable to everything. The house itself is just amazing, has great layout and design. We had enough space for the 5 of us, comfortable beds, and all essentials like plenty of towels and kitchen stuff. Easy booking process, great communication from host. Would definitely stay here again:)
Stayed 3 nights in Dec 2025
Response from VrboOwner on Jan 6, 2026
Thank you so much! We are thrilled your group had such a blast at the Fleming-O. It really is the perfect spot for walking to everything in Key West. We truly appreciate the 5-star feedback, Wishing you and your family the best!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Wedding - wonderful location

It was a wonderful and relaxing location
Stayed 4 nights in Feb 2022
Response from VrboOwner on May 18, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Great place, perfect location we thought.
Stayed 5 nights in Mar 2021
Response from VrboOwner on Mar 28, 2021
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

Had so much fun with our family. Beautiful little cottage and made amazing memories!
Stayed 3 nights in May 2022
Response from VrboOwner on Jun 5, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The little pink house

We enjoyed our stay.
Stayed 4 nights in Aug 2023
Response from VrboOwner on Aug 16, 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot, great house

Really enjoyed our time here, the house is super cute and everything was as it was listed.
Stayed 3 nights in Nov 2022
Response from VrboOwner on Nov 20, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome rental

Excellent location, clean property, and cute decor.
Stayed 7 nights in Feb 2023
Response from VrboOwner on Feb 22, 2023
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Fun

Great property, perfect location and an overall fantastic experience!
Stayed 4 nights in Mar 2024
Response from VrboOwner on Mar 5, 2024
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

fall break in key west.

prefect place, great vibe, great location.
Stayed 3 nights in Oct 2021
Response from VrboOwner on Oct 13, 2021
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in great location! We loved it and felt at home!

Owner was helpful and responsive!
Stayed 4 nights in May 2021
Response from VrboOwner on May 29, 2021
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Wonderful stay. Great location. Adorable cottage.
Stayed 3 nights in Dec 2019
Response from VrboOwner on Apr 2, 2020
Thank you so much for the great review. We are glad you enjoyed your stay. Thank you for choosing a Key West Hideaways property. We hope you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

This location was convenient to water and tourist areas. The house was spotless and well equipped. I would definitely stay again.
Stayed 7 nights in Dec 2021
Response from VrboOwner on Jan 5, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

Stayed for a total of 5 nights, excellent property. Private, in a great neighborhood, and within walking distance of most things Key West has to offer! Would highly recommend staying here! I will be returning!
Stayed 5 nights in Apr 2021
Response from VrboOwner on May 15, 2021
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

Quick weekend trip with family. Perfect location with privacy & close enough to all the action. Very clean & spacious for a family of 5.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Flamingo cottage

Perfect location, perfect in every aspect.
Stayed 3 nights in Sep 2021
Response from VrboOwner on Oct 1, 2021
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house. Very well decorated and private.

Everything was perfect.
Stayed 2 nights in Mar 2022
Response from VrboOwner on Mar 23, 2022
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Great place.
Stayed 3 nights in Nov 2022
Response from VrboOwner on Nov 9, 2022
Thank you for staying with us at Key West Hideaways and for being a gracious and respectful guest. We trust that you had a safe trip home and look forward to your return. Key West Hideaways
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet and quaint

Great little house in a quiet location, close to all major attractions and dining. Would highly recommend.
Stayed 4 nights in Jan 2020
Response from VrboOwner on Apr 2, 2020
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media and hope that you come back and see us again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West at the Fleming-O

Great spot, just two blocks from Duvall street and all of the great spots to visit. very clean, great location, perfect layout! We will definitely book again!
Stayed 5 nights in Feb 2020
Response from VrboOwner on Apr 2, 2020
Thank you for that great review! We are glad you enjoyed your stay. Thank you for booking a KEY WEST HIDEAWAYS property. We invite you to “like” us on social media for your future visit and we hope that you come back and see us again soon!
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