Promenade to Paradise

$3,349.50 - $6,759.50 Weekly
Unit Type: Condominium
Pets Allowed: No Pets
Address: 401G Emma Street Key West, FL 33040
Neighborhood: Truman Annex
Stay Type: Weekly, Monthly

Overview Read Reviews


"Perfect! We've stayed in KW many times over the past several years and Promenade to Paradise is our new favorite. Being in the Truman Annex, it's very close to everything but nice and quiet when you get back home at night. That can be a tough combination to find in Old Town KW. The spaciousness of Promenade is another feature you don't see often on Old Town. The water view from the porches doesn't hurt either. Furthermore, Shel, from Last Key Realty is very, very accommodating. We'll be contacting Last Key Realty for our next visit." -Bill A. 08/13


If you dream of waking up to expansive water views and island breezes, and walking out your front door right onto the streets of Old Town Key West in the center of it all - "Promenade to Paradise" is everything you are looking for. With a spacious layout, relaxed island-style furnishings, a semi-private gated pool, and three private balconies all your own, this beautiful condo truly is the ideal place to spend a vacation in paradise.


An island vacation begs for views of the calm blue waters of the Gulf, and in "Promenade to Paradise", you won't have to leave home to enjoy the best scenery Key West has to offer. Wake up in the morning and have your coffee on one of three private balconies with water views, spend the day by the pool or exploring the island, and return home with the best seats for Key West's famous sunsets: the newly rebuilt spacious patio with space for you and your guests to have a sunset cocktail in Margaritaville.


The Mills Place building where "Promenade to Paradise" is located sits right on the waterfront in Truman Annex. Walk up a flight of stairs and you'll enter a bright and sunny open living area. A large leather sectional sofa surrounded by tropical floral artwork provides plenty of space for the group to gather in the living area in front of a flat screen high definition TV. The kitchen is open to the living area, separated by an island with bar seating. The kitchen island is unique, with the stove-top and oven set in, and additional counter space for cooking an island meal. There is plenty of cabinet space, and the kitchen is fully equipped with all of the tools and appliances you could need. The dining area has seating for up to six. Open up the French doors out to the two separate balconies on either side of the table for a truly luxurious island dinner overlooking the sunset complete with those tropical breezes.


Down the hallway from the open living area are the two bedrooms. The expansive master bedroom has a King sized bed, comfortable chaise chair and leather recliner, as well as plenty of interesting artwork and a flat screen TV. The master suite has a large walk-in closet. There is a private patio off of the master bedroom with a lovely dining nook to take in your morning coffee with views of the pool and the Gulf on either side. The master bathroom is en-suite with a large Jacuzzi-style tub, a glass shower, dual sinks and a large vanity mirror. The second bedroom has a Queen sized bed, ceiling fan, TV, and large windows that open up to views of the pool. The second bathroom is in the hallway, with a glass shower and another walk-in closet with dressing vanity inside.


Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, the Mills Place complex is one of the only waterfront locations, and this condo is truly the front row seat to the Gulf. The units in the Mills Place complex share a large pool that gets plenty of sunlight all day, and is surrounded by comfortable padded chaise lounge chairs.


Washer & Dryer, Central Heat and A/C, Ceiling Fans, Three Private Waterfront Patios with Panoramic Views of the Gulf, Flat Screen Cable TVs, Microwave, Blender, Toaster, Gourmet Coffee Maker, Fully Equipped Kitchen, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access is included. This property will accommodate 4-5 adults.


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Map may not be 100% accurate.


  • Area - Truman Annex
  • Property Type - Condominium
  • Floors - Condo on 2nd Floor
  • Bedrooms - 2
  • Sleep Cap - 5
  • Rental License Period - Weekly, Monthly
  • Approx Sq. Ft. - 1770
  • Pets - No Pets
  • Parking - Off-Street - Designated Space
  • Waterfront


  • Number of Seperate Beds - 3
  • Bedding Bed 1 - King
  • Balcony Bed 1
  • En Suite Bathroom Bed 1
  • Floor Bed 1 - Second
  • Bedding Bed 2 - Queen
  • Floor Bed 2 - Second


  • Number of Bathrooms - 2
  • Bathroom 1 Size - Full
  • Bathroom 1 Type - Shower & Tub
  • Bathroom 1 En Suite
  • Bathroom 1 Floor - Second
  • Bathroom 2 Size - Full
  • Bathroom 2 Type - Shower Only
  • Bathroom 2 Floor - Second

Indoor Amenities

  • Sleeper Sofa - Queen
  • Sleeper Sofa Mattress - Standard
  • Washer and Dryer
  • Dining Room Seats - 6

Outdoor Amenities

  • Pool - Community
  • Grill - None


  • Living Room TV - HD
  • Living Room DVD - Standard DVD

Recent Reviews About This Property

So Clean and Tropical! Perfect Getaway

What a sweet spot in Key West/Truman Annex! Four of us (two couples) traveled from Ohio as first-time visitors to Key West. We weren't sure what to expect, given that hurricane Irma had so recently passed through. To our delight, we were greeted by a perfectly polished unit, in a fantastic location, with a delicious key lime pie as our welcoming surprise! The unit itself is great, the bedrooms are spacious and stay nice and cool, and it is even prettier than the pictures. The kitchen is fully stocked and we didn't feel the need to run out to buy things immediately due to the amenities provided. (We did replace whatever we used though, of course.:)) Shel was wonderful and a wealth of knowledge to make our trip complete. He stopped by to greet us and answer any questions, and made sure we knew how to reach him for anything that may have come up. We had a blast, enjoyed Key West and especially loved coming home to watch the Ohio State Buckeyes grand comeback to beat Penn State in the 4th quarter on the large tv, sitting on the spacious couch! We would definitely love to return to Promenade to Paradise again.
Dawn D from Columbus, OH, 09/08/29941

Great Key West amenities and ambience. Well worth the price!

This 2 bedroom, 2 bath condo is located in the perfect place. Beautiful sunsets overlooking Mallory Square to the north. It is about 2/5th of the way from the west end of Duval and so it perfect walking distance to EVERYWHERE! We even walked to Louie's Backyard for dinner and it was a leisurely stroll of about 18 minutes. Shel, from the Last Key Real Estate office which manages the condo, took great care of us, meeting us upon our arrival and giving us the lay of the land, and helping us downstairs with our bags on our departure. He is a foodie and his choices for meals was perfect. The condo is quiet and far away enough from the local dregs to make it a real sanctuary in America's southernmost city.

Carol V, 03/11/2018

What a great place to stay.

This was our second time renting with Last Key in the Truman Annex first time at Promenade to Paradise. There was four of us myself, wife and 2 kids (7years old and 15 months). From eating breakfast on the huge porch to unwinding on spacious couch after a day at the beach we had more than enough room to enjoy. No need to look for a spot to watch the sunset you can from the porch every night. The unit is equipped with everything you need. The pool and grounds are great. What topped it off was working with Shel. Shel is very knowledgeably and was always available if we had any questions.
Adam A from CT, 11/17/2017

Absolutely Wonderful!!

Where do I begin? Was it the key lime pie waiting in the fridge from Shel??? Or the beauty of Promenade to Paradise that had us sold the second we walked in. We stumbled across this unit due to our cancellation from Irma. Mills Place is in Truman Annex area of Key West which is close to everything, but far enough that the music and people having fun on Duval is not heard. The grounds and pool are just lovely! The unit was equipped with everything you need to make your vacation... plus more! My husband at one point stated he wished he had his binoculars , I opened a cupboard...3 pair. It was like that all week. We needed for nothing. Last Key was a delight to deal with. Will not disappoint. Shel went above and beyond with his book of trips and recommendations on food and bars. We have been coming to Key West since 1994 and thought we had been everywhere! Shel opened our eyes to several new establishments. Can't wait to get back!
Kim C from Kirtland, 10/04/2017


What an incredible place to stay! Promenade to Paradise is an exceptional waterfront home located in Mill Place in the Truman Annex section of Key West. Not only is the unit spacious with spectacular waterfront is equipped with everything a person would need on vacation. Plus more! We have never stayed in a unit that felt more like home than Promenade to Paradise. I would say it is the largest pool in Truman Annex. We started coming to KW in 1994 and have stayed at many different units over the years. This will be the unit we will continue to rent. A huge shout out to Shel! He had tons of info for us to make our trip complete. Plus a beautiful key lime pie was waiting for us on our arrival. Doesn't get much better than Shel!
Kim C from Kirtland, Ohio, 10/04/2017


Far enough removed from Duvall Street...but close enough too.

John D, 08/16/2017


This is one of the best vacation rentals we've ever stayed at. The location was perfect, the Truman Annex was a beautiful area, it's close to everything, and the view was spectacular. It was clean and furnished comfortably and had everything we needed. Last Key Realty was professional in every way and made things so easy, helping us out with making reservations and setting up charters and sailing trips. They also met us at the unit and showed us where everything was. Could not have asked for a better experience.

Laura W, 07/21/2017

Great location & accommodations

Phenomenal sunset views and walking distance to Duvall, historic marina, and other key attractions.

Silvio P, 06/20/2017

Beautiful Condo, in excellent location in Truman Annex

We had a awesome stay! Excellent location, close to Duval St.. Condo is beautiful and pictures were very accurate. Caryn was easy to deal with helped me with my husbands birthday visit. Only thing I would suggest they invest in a new sofa as it is getting worn. Other than that the condo was clean and well taken care of. Thanks again for a great week.

Julie S, 11/08/2016


The home was beautiful, spotless clean and exactly as described. Kitchen was stocked, PLENTY of towels, comfortable beds, and the porch was our favorite. We would highly recommend and would definitely stay there again.

Susie D, 10/20/2016

Best view in Key West!

We just spent 11 glorious days at this property and thoroughly loved every minute of it. My husband and I and our two grown daughters have vacationed on Key West for several years, but this was our favorite property yet. The back porch alone makes this the perfect vacation spot. You have your own personal view of the famous Key West Sunset every evening, without even having to battle the crowds at Mallory Pier. We also spent most mornings enjoying our coffee on the deck and watching the huge cruise ships pull in to the pier. The rest of the home is just as beautiful, with a very well-equipped kitchen and a spacious living room. The master bedroom is beautiful too. Like the rest of Truman Annex, you are within easy walking distance of Duval Street, Mallory Square, and Fort Zachary Taylor beach, but you are far enough removed that you don't have to worry about the noise or people, especially at night. The pool in the complex was very nice too - plenty of room to swim and lots of chairs for relaxing too. My only slight complaint would be the property grounds, but they were undergoing roof repairs, so I think most of the disarray was from that. We will definitely be back!


Elizabeth F, 08/13/2016


Very nice place had everything we needed! We own a furniture store and are usually very unhappy with beds in condos! But it was a nice mattress! ?????? Very roomy and Lost Key was the agency that let us in and showed us around! They done a great job! Would love to rent this place again one day!

Anonymous , 05/17/2016

Response from Last Key Realty:

So glad you enjoyed your stay. We just purchased new mattresses so glad you liked them. Hope you will be able to return sometime. Last Key does an excellent job welcoming guests to Key West and making them feel "at home" and comfortable.


Absolutely delightful vacation here!

The listing described this property perfectly and as soon as we walked in, we felt at home. We spent every evening on the verandah watching those glorious sunsets...heaven. We had lots of room for 4 adults and the beds were very comfortable. Dennis was an excellent property manager, keeping in touch pre-arrival, meeting us on arrival, giving us some local tips and directions, and keeping in touch during our stay. We have already recommended the property to friends.

Susan H, 11/16/2015

We will be back!!

Great condo, great location. Close to Duval Street, but in a quiet neighborhood. Great view of gulf. Spent hours sitting on porch watching the boats/water. Pool is right outside the building. Condo was very spacious & had everything you need. Dennis from RE company was very helpful.

Lisa H, 08/22/2015

Great condo and location

Spacious, clean condo in a quiet neighborhood, but within walking distance of Duval Street. The agent Dennis was very helpful and accommodating.

Leslie R, 07/30/2015

Missing it already

Can't say enough good things about Promenade. Few places in Key West have a view and deck like this with a almost constant breeze off the water. Dennis was great! We arrived on an early flight and he was able to get us in the unit early and even met us to review the facilities and help carry luggage upstairs. Unit was ultra clean with modern appliances (it's great having a washer and dryer in Key West). Seems like every time we go to Key West we find something new. This time it was the Havana restaurant...a nice alternative to Blue Heaven and a short walk from the unit on Duval. Overall, Truman Annex is one of the nicest areas of Key West, in my opinion, with beautiful foliage and a nice blend of new/old architecture. By the way, this building was designed by Robert Mills who designed the Washington Monument and the Smithsonian so you are living in a little piece of history! Thanks Dennis for all you did!


Randy A, 07/18/2015

Incredible Property - Perfect for Our Stay

This was one of four properties I rented as part of a family get together. The property was incredibly clean, beautifully furnished, and in a great location for taking advantage of all that Key West has to offer. I would mostly definitely recommend this property to my friends and family. An added bonus was the property representative, Krystal. She was incredibly attentive, had made sure the property was stocked with beverages and groceries upon our arrival, and offered us a concierge service for any and all activities that we wanted to do during our stay. She was incredibly friendly and very professional. Thanks Krystal! Again, I would not hesitate to recommend this property.

Jim P, 10/10/2013


We've stayed in KW many times over the past several years and Promenade to Paradise is our new favorite.  Being in the Truman Annex, it's very close to everything but nice and quiet when you get back home at night.  That can be a tough combination to find in Old Town KW.  The spaciousness of Promenade is another feature you don't see often on Old Town.  The water view from the porches doesn't hurt either. Furthermore, Shel, from Last Key Realty is very, very accommodating. We'll be contacting Last Key Realty for our next visit.


Bill A, 08/11/2013

Response from Last Key Realty:

We agree that "Promenade to Paradise" is unique both in its spacious layout and in its serene quiet while being so close to Duval St and Mallory Square. Hearing that a frequent "Key West-er" who has tried many different accommodations was pleased enough to want to return to this home is a great compliment! We look forward to seeing you again next time.


A truly amazing vacation in Paradise!

Staying at Promenade to Paradise was an amazing experience. The accommodations exceeded our expectations and were exactly what we envisioned for our vacation. The condo was clean, well appointed, and the location offers beautiful views of the water with spectacular sunsets. We were only a few blocks from Duval Street and were able to walk or bike everywhere on the island. Shel, our representative, provided excellent customer service and is a wealth of information being a local for over 30 years. His welcoming and friendly personality made us feel as though we were seeing an old friend.  We loved his recommendations for dining, shopping, renting bicycles, water excursions, fishing, etc. The island is so friendly and helpful! I would highly recommend this condo in the Truman Annex. It is close to the nightlife and hustle and bustle of Old Town Key West, yet once entering the gated community you feel as though you are in a pristine, lush tropical compound in "Paradise". 


Sondra , 07/29/2013

Response from Last Key Realty:

We agree that the location of this condo is perfection. With its expansive water views, Promenade to Paradise feels like an oasis away from it all, yet just a few short blocks away are the most popular areas of Key West including Duval St and Mallory Square. Shel's 30+ years on island certainly prove useful for helping our guests discover the beauty of Key West and create their own adventures. We look forward to seeing you back again in Key West for another stay at Promenade to Paradise!


Best of All

This lovely condo in The Annex is the best of location, amenities and support/ease of rental.

While staying at "Promenade", we walked everywhere and felt very safe doing so. We loved that there were so many excellent restaurants within a short walk. Blue Heaven was a favorite. The best dessert...chocolate covered key lime pie on a stick...yum!

The walk to Fort Taylor for the day was also very doable.

The house, itself, had everything we needed. The decks were lovely. We especially loved watching the ships and sail boats from the main deck. All systems at the house worked perfectly. The bed was comfortable. We appreciated the cable and wi-fi. The pool was refreshing and relaxing and never busy.

Last Key Realty was extremely easy to work with. Shel met us at the condo and went through activities and locations of restaurants. He was very helpful and friendly and made us feel right at home.

When we return to Key West, we will definitely stay at "Promenade".

Thanks, Shel and Last Key Realty!


Zorbini , 07/12/2013

great location, wonderful property

Shel met us at the entrance to Truman Annex and gave us a well-planned rundown on things to do and places to eat. We walked everyplace. Very convenient location and a beautiful home. We were short one blanket. I called Shel and he was there within the half-hour with a blanket. I would highly recommend this property!

Lanny S, 07/06/2013

Response from Last Key Realty:

The service provided by Shel and Last Key Realty to these guests is a great example of what can be expected of any stay with Last Key: Having trouble finding the home? We will meet you and show you the way? Realize you need an extra blanket? We will bring you one. It is always a pleasure to hear that one of our guests would highly recommend staying in one of our properties, and we hope to see these guests back again in the future at "Promenade to Paradise."


The name suits this condo well

This was our first key west vacation. and Shel were extremely helpful and accommodating. The condo was lovely. It was spacious, clean and roomy. The porch and views made for several fun family game nights. We were a short walking distance to all the excitement of Duval Street, but far enough for quiet time as well. We would highly recommend staying at the Annex and especially this condo.


Joe D, 06/21/2013

Excellent Property! Amazing views

Very clean unit. The onsite contact was very friendly, showed us everything we needed to know and was available whenever we needed him. Very close to amazing beaches, a short walk to night life on Duval street. Quiet spot, view of cruise ships. We will be back!!

Dana W, 05/19/2013


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