Entire home

5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental.

Photo gallery for 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental.

A swimming pool with a stone wall, a grill, and potted plants.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.
A room with a television, a small refrigerator, a wicker chest of drawers, a bed with a floral bedspread, and a view of a swimming pool and patio furniture.
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.
A pathway lined with various plants leading to a white house with a barbecue grill outside.

Reviews

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

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Hot tub on site
  • Patio
  • Private pool
  • Barbecue grill
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Cottage Bedroom

1 Queen Bed

Living room

1 Double Sofa Bed

Master Bedroom

1 King Bed

1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Key West

Located in Old Town Key West, a neighbourhood in Key West, this holiday home is near a water park and by the sea. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Harry S. Truman Little White House - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 9 min walk - 0.8 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬8 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Wendy's - ‬9 min walk
  • ‪Jack Flats - ‬8 min walk

Frequently asked questions

Does 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental. have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental.?

As of 24 Oct 2026, prices found for a 1-night stay for 2 adults at 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental. on 16 May 2027 start from £8,422, 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.

Is 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental. pet-friendly?

No, pets are not allowed at this property.

How much is parking at 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental.?

On-site parking is available at the property.

What time is check-in at 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental.?

Check-in begins at 4:00 PM.

What time is check-out at 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental.?

Checkout is at 10:00 AM.

Where is 5 STAR HOME 4 BR 3/1/2 baths, pool. Extremely discounted for 28 day rental. located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Mallory Square and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 57 out of 64 reviews
Rating 8 - Good. 6 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 1 out of 64 reviews

9.8/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

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, listing accuracy
Great location, very comfortable floor plan – everything about it was perfect!
Stayed 7 nights in Nov 2025
Response from VrboOwner on 16 Dec 2025
So glad you enjoyed your visit. Come back anytime.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice home. Great location. Would stay again.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Wonderful house. Loved our daily pool time.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, very comfortable. A great location - you can’t beat it. Host was responsive to questions but honestly we didn’t need anything! Check in was easy, Penny was great. Would love to stay again when in Key West. THANK YOU!
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

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

Family Vacation

We enjoyed our stay, will be back one day.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Key West Is Best

Great setup for us with 3 generations of family all under one roof. Great access to walk to all the hot spots on the island. Great stay and we’d book again in the future.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 1 Jul 2024
You will always be welcomed back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time during our stay in Key West. Penny's home was beautiful and well kept. Great location, close top everything but in a nice quiet neighborhood. The pool was pristine and a lifesaver in the Florida heat. We will definitely be back!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Great location in Key West

Everything was as expected and look forward to coming back in the future.
Stayed 12 nights in Jan 2023
Verified review

10/10 Excellent

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

Just like home

beautiful home in great condition and in a great location. We look forward to a return visit.
Stayed 7 nights in Feb 2020
Response from VrboOwner on 1 Aug 2023
You are welcome back any time. Hope it is soon.
Verified review

10/10 Excellent

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

Family vacation

We had four generations for the week. Accommodations worked out great. Owner responded to all questions and resolved issues quickly. Walked to all restaurants and parks. Great vacation
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

Perfect Spot

We thoroughly enjoyed our week! Penny was responsive and we couldn't have been happier with our choice in houses.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 3 Aug 2023
You were great. Hope you come again.
Verified review

10/10 Excellent

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

Great Location Very Quiet

Our stay was great. Host was very responsive to a couple of unexpected issues that came up. We let our 4 kids (18, 19, 19 and 19) stay in the main house. My husband and I stayed in the "guest house" in back yard. That was perfect, we had so much privacy, it was like we were on a seperate vacation. The pool was perfect, we relaxed daily in it.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

Fabulous, Fabulous

In the heart of the Truman Annex, literally steps from major Key West attractions. Georgeous neighborhood, beautiful house, with pool and casita. WONDERFUL.....
Stayed 6 nights in Feb 2020
Response from VrboOwner on 1 Aug 2023
Glad you enjoyed your stay. You are welcome back anytime and hope you can come back.
Verified review

8/10 Good

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

Wonderful Stay in a Prime Location

We had a fantastic time staying at this home! The location couldn't be better—just a short walk to Duval Street and Fort Zachary Taylor State Park, which made exploring Key West so convenient. The house itself was spotless and nestled in a beautiful, quiet neighborhood that felt both welcoming and private.We were initially concerned that the pool might be too small, but it turned out to be just right. It was perfect for a refreshing midday dip to cool off and relax. Overall, this place exceeded our expectations and was ideal for our trip.
Front of house
Neighborhood
Stayed 9 nights in May 2025
Verified review

10/10 Excellent

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

Family Time 3

This was one of the most lovely and accommodating properties we have ever stayed at. The photos didn't do justice to how beautiful and spacious it truly was. Especially the cottage. The house was perfect for our family of 6 to both come together, and spread out. There's even some small details that show how much love has gone into the comfort of this home. Many wonderful memories were made during our stay.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 2 Jul 2025
Thank you.
Verified review

10/10 Excellent

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

Wonderful location

The property was great. We had a non urgent problem with the pool and the owners had someone to fix the problem within 2 hours. The house is beautiful and highly recommend it
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

High school Graduation present trip

My son wanted to go to Key West for his grad trip (we were supposed to travel Europe but Covid19 happen) so, I happened to find this cute lil home and we booked it.. beautiful neighborhood, felt safe, very close to everyone walking distance. The guest cottage was absolutely perfect. Would definitely stay here again (if we don’t buy one for us😁)
Stayed 7 nights in Aug 2020
Response from VrboOwner on 1 Aug 2023
Glad you enjoyed and hope you will come back again.
Verified review

10/10 Excellent

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

Great location

Super location with easy walk to Mallory Square, Duval, Hemmingway House and Southern Point. Plunge pool was great for cool off. Some plumbing issues were solved timely. Penny was great communicator.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

Such a great Experience

Everything was just perfect! The location is so ideal for all ages. We had a few littles that live the short walk to the splash pad. Our 19 year old loved the proximity to the park for her workouts and the adults enjoyed the location to mid Duval making it ideal for quick shopping and dining in either location. The house was perfect size and the pool was nice and private! We loved every minute of our stay!
Stayed 8 nights in Jun 2023
Response from VrboOwner on 1 Aug 2023
So glad you loved it as much as we do. Being so close (walking distance) to everything was a big decision maker for us when we purchased our home. We are close, but quiet and private when we want it. The private pool is the best.
Verified review

10/10 Excellent

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

Family Vacation

Property and location were beautiful as described. We had a couple challenges but Penny the owner handled them right away. After researching many properties we were glad we chose this one. The Main house, pool and guest house gave us 7 adults plenty of room. Truly made a memorable vacation! Thank You!
Stayed 6 nights in Jul 2020
Response from VrboOwner on 1 Aug 2023
Glad you had a great time.
Verified review

10/10 Excellent

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

Wonderful location, beautiful property

First stay in Truman Annex and it was wonderful. The location was quiet but two blocks from the action. Private space with pool for afternoon cocktails and beautiful front porch for morning coffee and watching the "doggy" parade! Property is very spacious and you immediately appreciate the details that make you feel at home. Penny was immediately responsive to any questions we had. Would not stay anywhere else in Key West!!
Stayed 7 nights in Feb 2022
Response from VrboOwner on 1 Aug 2023
Thank you so much and come again.
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The property is in a great location with easy walking to tourist attractions, restaurants, and playgrounds. It is a very comfortable home with ample space so that you can enjoy being with your fellow housemates. The pool was enjoyable even though the temperatures in Key West were much cooler than normal. I did have an issue when I first arrived, but the owner answered my text promptly and the issue was resolved. I would highly recommend this property.
Verified review

8/10 Good

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

Good place to stay

My family enjoyed the home and cottage. The home was furnished with everything we needed in the kitchen to be able to cook meals. The pool size was disappointing. Also, there was not much sunlight in the pool area. Only had about 3 hours of full sun to be able to sit by pool.My family enjoyed the fact that we could walk to many things in the area.I enjoyed the cottage and being able to have my own private place to relax in. The shower being so small was very challeging, but I made it work.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 23 Mar 2025
Glad you found our home comfortable and convenient to Old things Key West within walking distance. The pool does get different sun throughout the year, and most of the time it is full sun. That is why we heat it in the cooler month. Our listing states that it is a dipping/cocktail, not olympic size. The cottage is a nice touch, and we are the only ones in our area that has the separate living area. As you mentioned, great for full privacy and works well with couples so they can have a private space.
Verified review

10/10 Excellent

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

The BEST place to stay on Key West!

This property has it all!! First, the location cannot be beat. You will be within walking distance of all the best restaurants, Duval Street shopping, Mallory Square, beaches, and historical sites, parks, and museums. The house is even more beautiful in person too! - the decor and amenities add a personal touch to make you feel instantly welcome and at home. Penny is a great communicator, and accommodating to our needs. The neighborhood is quiet, friendly, and beautifully landscaped. We especially enjoyed a cool dip in the pool and relaxing on the front porch after the day's activities. We've been to Key West many times over the past 10 years, staying in luxury hotels, and this is our favorite rental!
Stayed 6 nights in Feb 2025
Verified review

10/10 Excellent

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

Great Stay

We enjoyed Our stay very much! A couple of cautions to future guests: Don't plan for a couple to stay in the back cottage. The shower is the smallest I have ever seen and there is no closet. It is more of a studio type structure. Also, be aware that the subdivision rules on parking are not user friendly and someone is assigned parking almost directly behind the driveway for this unit. All in all, a lovely property.
Stayed 6 nights in Apr 2022
Response from VrboOwner on 1 Aug 2023
The cottage is just that, a cottage. There were two other showers and an outdoor shower if you needed a larger space. The parking is due to subdivision requirements. I have nothing to do with where people are assigned to park.
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