Ann Street Tranquility: A cozy and peaceful cottage

Photo gallery for Ann Street Tranquility: A cozy and peaceful cottage

A spacious living room with a large TV, comfortable seating, and a view of the outdoors.
A lush garden with various tropical plants and a pathway leading to a white building with a window.
An outdoor patio with a table and chairs, covered by a blue umbrella, surrounded by lush greenery and a white building with glass doors.
A bedroom with a bed, wooden ceiling beams, a bookshelf, and a door leading to an outdoor area.
A spacious living room with a high ceiling, a large flat-screen TV, and a view of the outdoors through a large window.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Patio
  • Heated Pool
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪4 min walk‬
  • Place, Harry S. Truman Little White House
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom

1 King Bed

1 bathroom

Bath Ensuite

Spaces

Deck or patio
Kitchen

Add dates for prices

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Exterior
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  • Air conditioning
  • Outdoor Space
  • Parking available
10.0 out of 10, Exceptional, (174 reviews)
Heart of Downtown Key West Cottage With Off-Street Parking

About the neighborhood

Key West

Located in Key West, this cottage 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 Sloppy Joe's Bar and The Key West Theater. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
View more Cottages in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Oldest House Museum and Garden - 3 min walk - 0.3 km
  • Mallory Square - 4 min walk - 0.4 km
  • Key West Aquarium - 4 min walk - 0.4 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km

Getting around

  • Key West Intl. Airport (EYW) - 7 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬2 min walk
  • ‪Conch Republic Seafood Company - ‬5 min walk
  • ‪Irish Kevin's - ‬2 min walk
  • ‪Rick's Bar - ‬2 min walk
  • ‪Key Lime Pie Factory - ‬3 min walk

Frequently asked questions

Is Ann Street Tranquility: A cozy and peaceful cottage pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Ann Street Tranquility: A cozy and peaceful cottage?

As of Nov 2, 2026, prices found for a 1-night stay for 2 adults at Ann Street Tranquility: A cozy and peaceful cottage on Nov 15, 2026 start from $556, 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 Ann Street Tranquility: A cozy and peaceful cottage?

Check-in begins at 3:00 PM.

What time is check-out at Ann Street Tranquility: A cozy and peaceful cottage?

Check-out is at 10:00 AM.

Where is Ann Street Tranquility: A cozy and peaceful cottage located?

Located in Key West Historic District, this cottage is steps from Curry Mansion Museum and Duval Street. Mallory Square and Florida Keys Beaches are also within 10 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. 34 out of 35 reviews
Rating 8 - Good. 1 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 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
Excellent communication with host. Can’t beat location.
Stayed 5 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have been coming to Key West for over ten years and this will be our go-to-place from now on. Great location, very quiet, comfortable furnishings and mattress, and well equipped. A lovely private patio and a pool shared with a few other cottages makes it perfect.
Stayed 6 nights in Oct 2026
Response from VrboOwner on Oct 14, 2026
Thank you so much for the wonderful feedback! We're thrilled to hear you've found your new favorite Key West home away from home. Your loyalty over the years means the world to us, and we're delighted that our location, comfort, and amenities have made such a positive impression. We look forward to welcoming you back soon and creating many more memorable stays together!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is our favorite vacation rental. We go to Key West twice a year and always try to book this cottage (we’ve stayed in 3 others in the “compound” and they’re all fantastic). The high ceilings make it feel so much bigger. The cottage is so nicely decorated and I love having the extra space. The privacy, location to all the fun, private pool and no kids make it so enjoyable. Look forward to returning next year
Stayed 5 nights in Sep 2026
Response from VrboOwner on Sep 25, 2026
Thank you so much for the wonderful review! We're thrilled that this cottage has become your Key West home away from home. It's guests like you who make what we do so rewarding. We absolutely love having you back twice a year and appreciate your loyalty to our property family. We look forward to welcoming you again next year. Safe travels, and thanks for being such a joy to host!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is located a block away from Duval St and it was the perfect escape from the craziness. Quiet inside and very comfortable. Cute patio, comfortable bed, excellent shower. The host was very responsive to the few issues. Parking is challenging, but that is everywhere in old town. Would definitely come back.
Stayed 6 nights in Sep 2026
Response from VrboOwner on Sep 27, 2026
Thank you so much for the wonderful review! We're thrilled you found the perfect balance, enjoying Key West's energy while having a peaceful retreat just steps away. We're glad the patio, bed, and shower met your expectations, and we appreciate your patience with the parking situation. It's a familiar challenge in our charming historic area! Your kind words about our responsiveness mean a lot to us. We'd love to welcome you back on your next visit to Key West!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great, little cottage- perfect for two. Super close to everything you might want to do.
Stayed 4 nights in Jun 2026
Response from VrboOwner on Jun 11, 2026
Thank you so much for the lovely review Teri! We are thrilled that our cozy little cottage was the perfect fit for the two of you and that you loved being so close to everything. It was an absolute pleasure hosting you, and we hope to welcome you both back for another perfect getaway soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect spot location wise and amenities for my husband and I. Already booked for next year! Can't wait to go back.
Stayed 6 nights in Apr 2026
Response from VrboOwner on May 11, 2026
We are so delighted to hear that you found your perfect spot with us! There is no greater compliment than a guest re-booking for next year immediately. We can’t wait to welcome you and your husband back to your 'home away from home' in Key West!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relatively clean. Great location
Stayed 6 nights in Apr 2026
Response from VrboOwner on Apr 8, 2026
Thank you for staying with us! We are glad you enjoyed the great location. We hope to see you back in Key West soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, clean, great location
Stayed 5 nights in Oct 2025
Response from VrboOwner on Nov 8, 2025
Thank you for the 5 star review! We’re so glad you enjoyed the property and location. We’d love to host you again anytime!
Verified review

10/10 Excellent

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

Great place

Love the place .
Stayed 5 nights in Mar 2025
Response from VrboOwner on Mar 20, 2025
We are happy to hear you enjoyed your stay. Please come and visit us again soon!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location. Seamless check-in and out.
Stayed 4 nights in Sep 2025
Response from VrboOwner on Sep 27, 2025
Hello Christopher, thank you for the 5 star review! We’re so glad you enjoyed the location and had a smooth check-in and check-out. We Hope to host you again soon!
Verified review

10/10 Excellent

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

Great stay

Great stay lose to very Duval
Stayed 6 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was very clean and ready to live in. The location was perfect, very close to the heart of Key West.
Stayed 4 nights in Jul 2025
Response from VrboOwner on Aug 9, 2025
Thank you for the wonderful 5 star review! We are very happy to hear you enjoyed your stay and loved the location, and we hope to host you again soon!
Verified review

10/10 Excellent

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

Wonderful stay!

Very cute property! The location was perfect in terms of access to bars, restaurants, water, and museums. Loved afternoons at the pool, and appreciated the private courtyard for morning coffee and evening relaxing.
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

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

Great location and cottage

Loved it all being on one floor and the bed was so comfortable! It also had everything and a great TV.
Stayed 6 nights in Mar 2023
Response from VrboOwner on Jul 19, 2023
Thank you for your Five Star review of Ann Street Tranquility Key West. We are delighted that the cottage had everything that you needed and enjoyed your stay. We hope to welcome you back again soon!
Verified review

10/10 Excellent

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

Wonderful Rental

This cottage was the perfect location and had everything we needed. The rental process was easy and provided everything we need for a great vacation. Can’t wait to come back!
Stayed 4 nights in Apr 2025
Response from VrboOwner on Apr 19, 2025
Thank you for the wonderful review. We're very happy you enjoyed your stay and we hope to see you again soon!
Verified review

10/10 Excellent

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

Loved it!!

This was a fantastic place to stay for our two week trip! It was spacious and had great Key West, beachh
Stayed 14 nights in Dec 2024
Response from VrboOwner on Jan 13, 2025
Thank you for the great review! We're so happy to hear the space worked well for your two week trip and that you enjoyed the Key West and beach views. We'd love to welcome you back
Verified review

10/10 Excellent

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

Anniversary Trip

Perfect little cottage within walking distance to everything - from shopping on Duvall to dining at the restaurants on the waterfront!Cottage was equipped with everything we needed to make our stay very comfortable!
Stayed 3 nights in Jan 2025
Response from VrboOwner on Feb 1, 2025
Hello Janet, We are happy to hear you enjoyed your stay. Please come back and see us again soon!
Verified review

10/10 Excellent

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

Key West

Great little place to stay. We loved having the washer/dryer.
Stayed 5 nights in May 2024
Response from VrboOwner on May 14, 2024
Thank you for your positive review. We look forward to hosting you again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great, except for the bees by the pool.
Stayed 7 nights in Jan 2026
Response from VrboOwner on Jan 24, 2026
Thank you for your feedback! We’re glad you enjoyed your stay and would love to host you again
Verified review

8/10 Good

Liked: Location
The cottages are in a great location. We were able to walk to most attractions. The unit is in need of some TLC. The living room couch and carpet need a refresh or a cleaning at a minimum. The bed mattress is comfortable BUT the pillows really need to be replaced and it would be great if there were extra. I would bring your own if you can. The kitchen was clean and so was the bathroom. It was great there were many beach towels to use as well. The pool area was great to have! The landscaping and gardens could use some clean up and pruning. Overall we would stay again mainly because of location.
Stayed 5 nights in May 2026
Response from VrboOwner on Jun 1, 2026
Thank you so much for your review! We are delighted to hear that you loved our fantastic location, enjoyed the pool area, and found the kitchen, bathroom, and beach towels to your liking. It means a lot to know that you would choose to stay with us again! We also truly appreciate your constructive feedback regarding the areas that need some TLC. Thank you for helping us fine-tune the guest experience. We look forward to welcoming you back for an even better, fully refreshed stay next time!
Verified review

10/10 Excellent

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

Tranquility

Beautiful, relaxing, convenient, efficient hideaway close to the main attractions but isolated in its own little oasis. Really enjoyed our stay. In walking distance of so many things.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

As advertised!

Great spot to kick back, relax and revel with the locals.
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

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

Perfect

The place is amazing. A special oais nestled not to far from Duval.
Stayed 3 nights in Jan 2025
Response from VrboOwner on Jan 18, 2025
Hello Jay, We're happy to hear you enjoyed your stay! Please come and visit again soon.
Verified review

10/10 Excellent

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

Convenient to Duval

Walking distance to shops and dining.
Stayed 5 nights in Nov 2023
Verified review

10/10 Excellent

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

Great Location

Tranquility was a great location and perfect for a couple to have a quiet getaway. It looked exactly like the listing, easy access to Duval Street and great restaurants. The pool was small in a shady area and great place to relax and read. Would definitely stay again!
Stayed 6 nights in Oct 2024
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