Condo

THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!

Photo gallery for THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!

A house with a porch, surrounded by tropical plants and a small garden.
A narrow street lined with yellow houses, a green fence, and various tropical plants.
A living room with a sofa, a glass coffee table, a lamp, and a ceiling fan.
A dining area with a wooden table and chairs, a ceiling fan, and framed artwork on the walls.
A yellow house with a balcony, a wooden deck, wicker furniture, and potted plants.

Reviews

9.6 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space 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
  • Shared communal pool
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪8 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen

Add dates for prices

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About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. 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 scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Mallory Square - 12 min walk - 1.1 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Moondog Cafe & Bakery - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Bourbon Street Pub - ‬8 min walk

Frequently asked questions

Is THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!?

On-site parking is available at the property.

What time is check-in at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!?

Check-in begins at 4:00 PM.

What time is check-out at THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!?

Checkout is at 10:00 AM.

Where is THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

9.6

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. 20 out of 24 reviews
Rating 8 - Good. 2 out of 24 reviews
Rating 6 - Okay. 2 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 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 property and location

Wonderful property and location. First time staying here and would definitely stay here again.
Stayed 10 nights in Feb 2024
Response from VrboOwner on 18 Jul 2024
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

Great Time

Great place to stay. Staff is extremely nice, quite at night and close to all that’s happening in town
Stayed 10 nights in Sep 2023
Response from VrboOwner on 13 Dec 2023
We are so happy to read you had such a good stay with us Tim! We would love to welcome you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as described. Would definitely come back.
Stayed 7 nights in Dec 2025
Response from VrboOwner on 5 Jan 2026
We’re so glad you had a great time with us Stephanie, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
From a partner site

10/10 Excellent

Awesome Retreat!

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 that felt like home away from home!
Response from VrboOwner on 13 Nov 2025
Carol, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
Verified review

10/10 Excellent

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

Great time in Key West

Highly recommend the Truman Annex rental. Clean and convenient to downtown Key West with Duval Street just steps away. We had no problems or issues. Community pool was well maintained. Great place to stay!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

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

Key West trip

Great location and stay. Just steps from the pool, easy walk to the Truman Waterfront Market or Duval, unit clean and well decorated. Communication from Melanie the property manager was excellent as we were delayed.
Stayed 13 nights in Aug 2024
Verified review

10/10 Excellent

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

March visit

This property is very clean, organized, great location, clean pool, full kitchen, all codes provided prior to arrival, and the host is easy to contact.
Stayed 7 nights in Mar 2024
Response from VrboOwner on 18 Jul 2024
Thank you for this great review Christian! We are thrilled you enjoyed the property and hope to host you again in the future!
From a partner site

8/10 Good

Truman VRBO

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location
Stayed 7 nights in Nov 2023
Response from VrboOwner on 13 Dec 2023
We are so happy you found this property and its location ideal for your get away in Key West Denise. We hope you'll stay with us again next time you visit!
Verified review

6/10 Okay

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

Overall nice experience

A few issues that were somewhat resolved with some back and forth communication and negotiation after rainstorm damage. Location is excellent. Condo was very clean and outside area lovely.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

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

Barbara N

It was a cozy small house. Walking distance to everything.
Stayed 11 nights in Jan 2024
Response from VrboOwner on 18 Jul 2024
Thank you for your wonderful review Barbara. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!
Verified review

10/10 Excellent

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

Perfect Location!

I had the best time during my stay at The Sweet Life. If you have a bicycle you are only 5 minutes from everything at this location. The gated parking area is very nice. I felt very safe here. I intend on being back there very soon. I thoroughly enjoyed myself.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Family vacay

Very nice property and very clean for our family. Not super spacious but enough for 4 people. Would definitely stay here again. My only complaint is that they need more dishes and pots and pans for people who like to cook on vacation and not eat out every meal. :)
Stayed 7 nights in Jun 2023
Response from VrboOwner on 13 Dec 2023
Thank you for your review Duane. We are thrilled you loved this home and hope to host you again soon! We will send your suggestion to our team as we thrive to make our guests' stays the best possible! Thank you for trusting us with your vacation in Key West!
Verified review

10/10 Excellent

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

Freaking awesome stay

Melanie was brilliant and responsive. Love, love, love her. Marcella was a pleasure. Fell in love with her. The condo was amazing. The location couldn’t have been better. Will be booking again and again.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 13 Dec 2023
Thank you for this wonderful review Jim, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.
From a partner site

10/10 Excellent

Best Month In Paradise

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. Car not needed within walking distance to everything. Property was clean and appointed with things needed to make your stay comfortable. The property manager took care of any questions that we had.
Stayed 28 nights in Feb 2024
Response from VrboOwner on 18 Jul 2024
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!
Verified review

8/10 Good

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

Ed Mar

Property was clean, great location, kitchen and bathroom really small, pool area good. The only concern I had was the doorway to the back patio only had a see through curtain on it. You could see inside the living room at night.That said I would still recommend the property.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

Last vacation to Key West

We rented the Condo at Shipyard because of the walkability factor. It was cozy and sufficient for a 1 week stay. It was clean and nicely decorated. We came to Key West to purchase a house, which we did, so we are now on our way to becoming Freshwater Conch's. I texted with Melanie and communication with her was great. So nice! I did use the pool at Shipyard which was nice. This is a two bedroom with queen beds and one bath so great for a family for a relaxing vacay! Thanks Melanie... It will be great to meet you!
Stayed 8 nights in Apr 2024
Response from VrboOwner on 18 Jul 2024
Thank you for your fantastic review Cecile. It was a pleasure hosting you and we look forward to sharing this beautiful island now that you were promoted to the local's club! Welcome Home!
From a partner site

10/10 Excellent

Just super in every way.

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: From booking, to staying, to memories made, just a wonderful property. A very pretty property..beautifully presented and spotlessly clean. The bed was so comfortable and lovely quality bedding. The Sweet Life provided everything we needed. We loved the location too... really quiet and peaceful with a well kept private terrace and great pool area but also within a few minutes walk to bars, restaurants and the park. We hired bikes and cycled to the beach too... Best of Key West were always there to help if we had any questions. Will be back for sure X
Response from VrboOwner on 1 Oct 2025
Louise,your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
From a partner site

10/10 Excellent

Best Location in Key West to Stay- The Shipyard!

Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall condo appeared clean when we arrived, however we did find bugs in the shower and our bed that appeared to be cockroaches. We washed all rugs and couch cover before leaving. Chair arms and cushions are dirty and could use an updating. With all that being said, the Shipyard is our favorite place to stay and are saddened to hear that we can no longer rent on a weekly basis.
Response from VrboOwner on 23 Apr 2025
Thank you for your feedback Thomas, and we’re glad to hear that the Shipyard remains one of your favorite places to stay. We truly appreciate you taking the time to share your experience. We want to assure you that the insects you saw were not cockroaches, but rather common palmetto bugs or other native outdoor pests that occasionally find their way inside, especially with certain weather conditions. While we maintain a regular pest control schedule, these occasional intrusions can still occur in our tropical environment. We also appreciate your notes about the furniture and are in the process of evaluating updates to ensure continued comfort and cleanliness. Thank you again for your helpful input — we hope to have the opportunity to welcome you back in the future, should rental policies change.
Verified review

6/10 Okay

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

Excellent location

Unfortunately our stay was at the time they were installing a new roof on the condo's and jack hammering up the sidewalks. We had debris on our patio and constant noise. There is always maintenance that needs to be done and we understand that but it was not a peaceful experience. The condo itself was close to the pool and well equipped. It was very clean and the bed was unbelievably comfortable. It felt like a safe environment and was within walking distance of many shops and restaurants. We would not hesitate to stay here again but just hoping it's not during a major condo complex upgrade.
Stayed 9 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Xxx
Stayed 7 nights in Aug 2025
Response from VrboOwner on 8 Sept 2025
Thank you for your kind review! We are delighted that you enjoyed the home and your stay!
From a partner site

10/10 Excellent

Our place was great! Near everything we wanted to see.

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: Place was as shown on pictures, clean and great location.
Stayed 7 nights in Oct 2024
From a partner site

10/10 Excellent

Best Rental

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: This is the best rental I've ever had! Just the right size for 2 sisters looking for a little getaway. Great location within walking distance of almost everything on the lower half of the island. The beds were comfy, the kitchen well-equipped, and a nice living area to watch movies in at the end of a busy, sunny day. Everything was nice and clean and in good order. The unit had a washer/dryer and beach towels and plenty of linens were furnished. We are looking forward to renting again in the future.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

Stayed 8 nights in Dec 2025
Response from VrboOwner on 10 Feb 2026
Thank you so much for the stellar 5 star rating Madeline! We are delighted that you had a wonderful stay and would love to have you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Sep 2025
Response from VrboOwner on 28 Nov 2025
We so appreciate your 5 star review! Please come back again soon!
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