~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.

Top rated by guests
Welcome to Tropical Dream. What a lovely home!
This is Key West luxury!
This kitchen has all you need for meal prep!
Private pool with sitting pool and outdoor seating!
This porch is so tropical! So... Key West!
review stars
9.2Outstanding
(24 Ratings)
Outstanding rental property in a great location with responsive management. Guests loved the easy access to amenities and the attentive service provided by the team. Highly recommended!
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.2 / 10
Outstanding(24 Ratings)

House in Key West, FL

8 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!

THE PROPERTY: As you enter the carport and begin to unwind, you will be greeted by beautiful porches and tropical greenery. Drop your luggage at the door and go for a swim. Around back, a private pool awaits you. Later, you can cozy up to a bedroom of your choice.

The first-floor queen ensuite bedroom includes a desk, dresser, ceiling fan and access to the pool. The second floor is home to three additional bedrooms. The first is a king suite with TV, wet bar, and walk-in/walk-through closet with access to the washer/dryer. Its ensuite bath has a large soaking tub with a laminar flow filler that fills from the ceiling, and a spacious walk-in shower with multiple heads. The room also provides access to a private balcony. The second is a queen suite with nightstands, ceiling fan, TV, dresser, and glass doors leading to the sun deck. The third bedroom on the second floor includes twin beds that may be converted to a king. This bedroom accesses a full bath from the hallway. It also has access to the second-floor balcony in front of the home that overlooks Fleming Street. This balcony wraps around the side of the house and connects to the sun deck. Its spiral stairs will lead you down to the pool area.

Back downstairs you will pass the half bath on your way to the open concept great room. Here you will find sunshine, happiness and the home’s living room and kitchen. Stainless steel appliances, a triple sink, and granite counters round out the gourmet kitchen. The adjoining living room has a queen sleeper sofa, plenty of seating for your family and friends, a large screen TV, ceiling fans, and storage. From this area you will also find table seating for six, a wet bar with wine fridge, and access to the pool area via the expansive wall of windows. This home embodies the Key West lifestyle and is yours to enjoy while here on the island.

BED CONFIGURATION: This home has 4 beautifully appointed bedrooms. A queen ensuite bedroom is located on the first floor for those who may not prefer stairs. Three additional bedrooms are located on the second floor. They include one king ensuite, one queen ensuite and one twin bedroom. The twin beds may be converted to a king size bed and have access to a full bath in the hall.

OUTDOOR AMENITIES: A small sitting pool spills into the larger pool and will cool you down after a day exploring the island. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. There is a deck and outdoor dining area for al fresco meals.

PARKING: There is designated parking for 2 vehicles in the carport.

LOCATION: Old Town, North of Truman. Many tourist attractions are located here as well as restaurants, shops, and galleries. Just 5 blocks to Duval Street or the Marina and walkable for those who like to park their car and chill. The neighborhood boasts historic homes, shotgun, and conch style homes.

PETS: One (1) dog allowed, up to 25 lbs, for an additional fee and completion of Pet Information addendum. Must be 1 year of age or older. Must be spayed/neutered. All vaccinations must be up to date. Please be advised some breeds are not permitted. Sorry, cats not allowed.

SMOKING: This is a non-smoking home.

***Guests must be 25 years of age or older unless accompanied by an adult.

***Please note that the cleaning fee includes a full "mid-stay" clean***

***Managed by Historic Key West Vacation Rentals***

Amenities at ~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.

Non-smoking
Pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

9.2 / 10
Outstanding(24 Ratings)
review starsSummary of reviews
Outstanding rental property in a great location with responsive management. Guests loved the easy access to amenities and the attentive service provided by the team. Highly recommended!
From real guest reviews summarized by AI
10 / 10Outstanding·Dec 2025
We booked Tropical Dream for November, 2025. Three of us stayed the entire month and other family members rotated through throughout the month. Everyone enjoyed the house itself and its extremely convenient location. Our 6 year old granddaughter loved the pool. Communication with the staff was easy and they were very responsive to our needs and questions. We hope to stay here again November, 2027.
10 / 10Outstanding·Nov 2025
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: As we pulled up to this lovely home we saw the stunning palm trees that guided us into our month long stay. As you walk into this spacious home the 1st floor suite comes into view and it is a spacious suite with a large closet for storage and a nice bathroom with access to the backyard pool. My daughter and later more family enjoyed this suite immensely. As you come back out to the hallway you walk past the 1/2 bath into a spacious living room and kitchen where many memories were made. We used the large dining table as our puzzle table and it got some serious use. This giant room is not just so so, it is stunning. Shout out to the owners for the quality decorations through out the whole home as I kept noticing new pictures as the month went by. Loved all the roosters, parrots, beaches, palm trees and more. We were particularly fond of the giraffe. The back doors fully open to a tropical paradise with the pool and sitting pool getting quite a bit of use throughout the month as we gazed at the overhanging palm trees that surrounded us. As you make your way upstairs you have 3 wonderful rooms that all lead out to the wrap around sun deck where we soaked up many rays while overlooking the beautiful backyard pool just below us. Loved the spiral staircase that led all the top rooms down to the pool for quick access. I also enjoyed the top porch overlooking the street below as I bonded with my son and took it all in. We had 1st choice of bedrooms so we settled into the master suite and what a gem this room is with the huge bathroom and jacuzzi tub (bring some bubbles) and the oversized shower and 7 separate jets of water streaming out. Don't be shy about saving some water in this one.. We had family and friends all arrive at different times throughout the month and it was a very special home to settle into for every last one of us. This is our favorite home in Key West and its not even close.To the owners, Thank you
8 / 10Excellent·Jul 2024
Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: We had a great time at the place.
6 / 10Average·May 2022
Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: Key west has great weather, the house was nice. If you plan on cooking bring your own pans, very few and old and damaged. The sitting area in the living room only accommodates 5 adults but house sleeps eight. I would purchase a pit with more sitting. Location noisy at night a lot of street walking and talking late at night. pool was great.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at ~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is ~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town. pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at ~TROPICAL DREAM~Sun deck, pool, and parking adorn this home in Old Town.?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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