BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

Key West, Florida
$1002 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

BEGIN YOUR ISLAND ESCAPE...
Come get lost in the magic of this captivating island retreat offering modern amenities within this old-world, historic setting. Savor sweet moments with your loved ones while enjoying a simple agenda, lounging indoors or tooling around town by foot to all the highly sought-after Key West attractions.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS & AMENITIES...
Step off your private porch into your peaceful escape boasting rich, hardwood flooring, inviting you inside. A homey living room featuring beautiful wooden beams is outfitted with cozy furnishings around a flat screen TV for your movie or game nights together. A cheerful and fully equipped kitchen lies steps away to whip up your home cooked meals at the casual indoor bistro table for 2 or out with the whole gang on the covered porch dining table for 6.

SLEEPING ARRANGEMENTS...
Settle into a good night’s rest in the guest room with two twins, which can convert to a king upon request. A comfortable queen guestroom is just down the hall. Follow the stairs to the 2nd floor king suite with an en suite bathroom with a shower/tub combination. Each guest room comes with a flat screen TV for your daily dose of media. A sofa sleeper resides in the living room with convenience to an adjacent bathroom with a shower.

OUTDOOR LIVING...
Catch some rays out on your back deck in one of the loungers as you soak up your serene surroundings with lush vegetation swaying in the breeze. Grill up your fresh catch of the day after your refreshing swim in the private pool(comes heated in the cooler months) as you plan out your evening on the town. Located in an incredibly diverse and upbeat hotspot, this home is just a stone’s throw to all the favorite bars, restaurants, the local's favorite grocery spot and and all the sights to see!

PARKING...
Enjoy the perk of a parking space for a small to medium sized vehicle.

PETS…
Dogs are considered at this home and a pet fee is required.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.

THERE’S NO PLACE LIKE KEY WEST...

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1504 Sq Ft (140 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Cycling Nearby Fishing Nearby Fitness Facilities Nearby Marina Nearby Sailing Nearby Snorkeling Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Trinity

    Submitted Jul 9, 2025

    Stayed Jul 2, 2025

    This property is perfectly located near Duval street and within walking distance to the marina. A perfect location for those wanting to shop and enjoy the amenities the marina has to offer. We can’t wait to go back.

  • Nevart

    Submitted Jul 23, 2024

    Stayed Jul 19, 2024

    This is by far the best property I have ever rented ….anywhere!! Property manager Shana was great at communicating via text which u truly appreciated. The house and backyard are an absolute paradise. I felt like I was staying in my own version of the Hemingway house. We rented scooters, but the awesome location truly made them unnecessary. The beds and linens were comfy, the decor is lovely. The kitchen is beautiful and well stocked. Having Fausto’s on the same block made it easy to have a gourmet cookout. I just can’t say enough wonderful things about this home.

  • Charles M.

    Submitted Apr 16, 2026

    Stayed Apr 5, 2026

    Came for spring break with three young children. Great location in walking distance to almost all activities. Really good coffee shops and restaurants less than a block away. Noise was not a problem even being close to Duval. Small grocery across the street was very helpful.Backyard/patio with pool was great for kids. Would stay again.

  • Loretta S.

    Submitted Apr 13, 2026

    Stayed Mar 26, 2026

    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: we had a great stay here. The house is exactly as described and pictured, the beds are comfy, the place is clean, the pool is a lovely respite from the afternoon heat and the location could not be better. my only constructive comment is that the checkout procedures entailed more than what generally felt appropriate (or standard) given the expense, but we knew about that upon booking. Still, when spending thousands for a just a few days, the last thing a guest wants to do on vacation is strip beds.

  • Kelly H.

    Submitted Apr 3, 2026

    Stayed Mar 29, 2026

    Perfect location! So close to shopping and restaurants. The backyard was perfect for swimming and hanging out. We will be back!

  • Richard S.

    Submitted Mar 29, 2026

    Stayed Mar 10, 2026

    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: Completely enjoyed our stay

  • Jacki C.

    Submitted Mar 17, 2026

    Stayed Feb 21, 2026

    Wish it was available for longer, great hidden gem close to a lot of restaurants, shops etc. Our dog enjoyed the fenced in yard, there were many thoughtful conveniences throughout the property, and the on site parking was appreciated. If we could have stayed longer we would have spent more time by the pool. Thanks for an awesome stay!

  • Jesse w.

    Submitted Mar 16, 2026

    Stayed Mar 13, 2026

    Stay was amazing! Will definitely be back! 10 out of 10

  • Mike H.

    Submitted Mar 4, 2026

    Stayed Mar 2, 2026

    Yes, everything was very nice. Great location.

  • paul f.

    Submitted Feb 14, 2026

    Stayed Feb 10, 2026

    Great house, host was available, was as advertised

  • Cassi S.

    Submitted Dec 4, 2025

    Stayed Nov 29, 2025

    The house is extremely well appointed and conveniently situated to restaurants and shopping. The host communication was extremely responsive. This outdoor dining area and pool were a wonderful place to spend each afternoon of our stay. Concierge services were amazing and went above and beyond to make sure we had a wonderful trip.

  • Jason K.

    Submitted Nov 11, 2025

    Stayed Nov 6, 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: Perfect house for 6 guest. Super clean, pool was great, plenty of towels, quiet neighborhood.

  • Allison E.

    Submitted Nov 7, 2025

    Stayed Nov 2, 2025

    Rating Details: The property manager was very helpful. The vacation rental was very 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: We love being so close to the action on Duval Street but yet also secluded from the nighttime noise. Easy access to groceries, great breakfast and coffee places, golf cart rentals. Location, location, location!

  • jacque S.

    Submitted Nov 4, 2025

    Stayed Oct 29, 2025

    Beautiful and cozy home. The pool was great with the waterfall. It was such a great ambiance. We all loved the hammock. The only thing I would change is some chairs with cushions outside on the Porch. We enjoyed this house would rent again in a heartbeat.

  • Zac C.

    Submitted Oct 25, 2025

    Stayed Oct 21, 2025

    Amazing stay!!

  • Carol K.

    Submitted Oct 18, 2025

    Stayed Oct 2, 2025

    Great spot for a girls getaway! The house was very clean, everything you could need was available. The beds were comfortable and the options to have two singles or a king in one room would be nice if you had couples. We appreciated alot of signage/notes to keep things the way we found them. Management was responsive and helpful when we had requests. The only thing we had a suggestion about was a warning near the pool about how deep it is off the last step in, which caught us by surprise. (As a mom with kids I would have had no idea), Just a suggestion that there should be a caution and a depth sign. Otherwise the pool area was beautiful and it had a great outdoor dining area. The BEST feature of this house is the amazing location. You are a block around the corner from Duval, you have a grocery store down the street and with all this, it is a fairly quiet street. Overall, this house is a historic gem, all redone with a cool island vibe. We loved it!!

  • Mario C.

    Submitted Oct 15, 2025

    Stayed Oct 11, 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: This VRBO was perfect for a weekend getaway to Key West. Located right off of Duval, close to everything and walking distance to all the hot spots. The heated pool was a very welcomed daytime activity. Definitely a must stay while in Key West!

  • Joann E.

    Submitted Oct 11, 2025

    Stayed Oct 7, 2025

    Well the stay was nice and a great location. The property lacked a few things there were no towels in the kitchen there were no blankets for the pullout couch or pillow. The light switches that don’t work to turn on lights in the bathroom .We didn’t think the furniture was very comfortable especially the ones outback around the table. The sofa bed is awful nothing comfortable about that. We also thought it would be nice if t now we board at 4:40 now we’re boarding at 4:40. I’m thinking we it would also be nice if there were cards or a couple games to play if it rains .

  • Rachelle N.

    Submitted Oct 7, 2025

    Stayed Sep 25, 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: Perfect location! Everything in walking distance; grocery store, the best Cuban coffee, restaurants, shopping and bars. House was very clean and beautifully decorated! We really enjoyed the backyard. It felt so private even though very close to everything.

  • Kathy O.

    Submitted Oct 5, 2025

    Stayed Sep 19, 2025

    The location of this property was awesome! Just steps away from Duval street and all the shops and restaurants. The home was clean and the three bedrooms were perfect for the three of us couples. Enjoyed the pool for daily cooling off.

  • Elena J.

    Submitted Sep 23, 2025

    Stayed Sep 12, 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: We booked this house for my 40th birthday trip and it was so great! Exactly as it looks in the photos. It's in the best location to everything - walkable to Duval street and there's even a grocery store directly across the street. The backyard really felt like a little oasis...very private. The bedrooms were very comfortable! The upstairs master suite did get really hot though (especially the bathroom!), which was the only negative we had here. There's a humidifier we had to empty a lot and we found a box fan that helped a little. The pool was pretty chilly but soooo nice to have! We rented a golf cart (totally recommended) and the house had a perfect parking spot for it right in front.We had 6 people and it was the perfect amount in this space. The host, Whitney, was very nice and communicative. She worked with us on an early check in which was amazing! Wish we had a later check out time but it all worked out. I would 100% stay here again next time I make the trip!

  • Margaret C.

    Submitted Sep 14, 2025

    Stayed Aug 14, 2025

    Wonderful location- so close to Duvall Street! Pool was absolutely great! Lovely place to stay for a weekend with friends/bachelorette party!

  • Joshua B.

    Submitted Aug 31, 2025

    Stayed Aug 29, 2025

    3 guys in key west for the weekend. The house is perfectly situated for going out on duval. No need to rent a golf cart or anything. The house has everything we needed and very quiet at night even though we were so close to the chaos of the bars. Highly recommend for a group of friends going to party. Probably not as much for a family.

  • Barry M.

    Submitted Aug 25, 2025

    Stayed Aug 7, 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: Very Clean

  • Allison S.

    Submitted Aug 20, 2025

    Stayed Jul 25, 2025

    This was a graduation and anniversary celebration with

  • Ross S.

    Submitted Jul 21, 2025

    Stayed Jul 18, 2025

    Perfect location. I was initially concerned about the proximity to Duval and it being too loud for kids but it was surprisingly quiet

  • Caroline S.

    Submitted Apr 26, 2025

    Stayed Apr 22, 2025

    We had a wonderful time staying at this house. We all commented on how clean it was! The location was a little louder than expected in the nighttime but it’s also walking distance to many great places. We enjoyed the pool and the back porch. We had a great time!

  • KA

    Submitted Apr 17, 2025

    Stayed Apr 14, 2025

    Waking distance to downtown. Located on a side it is peaceful but in the heart of Duval..Will definitely return

  • Bob M.

    Submitted Mar 28, 2025

    Stayed Mar 14, 2025

    Perfect house with a great pool and amazing location to Duval and grocery store across the street. Highly recommend.

  • Erin M.

    Submitted Mar 25, 2025

    Stayed Mar 20, 2025

    We loved staying at this house! Truly an oasis in Key West - privacy, pool and pool setting was awesome, easy to walk to everything Key West has to offer! Everything was clean, comfortable and equipped with everything we needed. Can't wait to go back!

  • Brian L.

    Submitted Mar 18, 2025

    Stayed Feb 28, 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: The home is very cozy and has all the amenities that you need to enjoy your stay, take a dip in the pool during sunrise with your favorite cup of coffee was my favorite part of my stay!

  • Sascha K.

    Submitted Mar 15, 2025

    Stayed Oct 30, 2023

    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: It's a great place to stay and the only thing to complain about is the sofa bed in the living room. The disadvantage for the people who have to sleep here is that it is more or less a walk-through room and the sofa bed itself leaves a lot to be desired in terms of comfort! In this respect, I would recommend the accommodation for a maximum of 6 (adult) people. During our stay of one week, the beds were swapped accordingly - with the exception of the birthday boy, who was allowed to stay in the upper bedroom the whole time... ;-)

  • Sheree S.

    Submitted Feb 21, 2025

    Stayed Feb 11, 2025

    I could not suggest anything that could have made this place any better (someone to peel grapes and feed them to me?) really ideal on every front location accommodations cleanliness communication all 10!

  • Andrew R.

    Submitted Feb 20, 2025

    Stayed Feb 18, 2025

    Great location

  • Lucy S.

    Submitted Feb 19, 2025

    Stayed Feb 14, 2025

    The house is roomy with a nice pool for kids. It is quite close to Duval Street, but far enough away to avoid the noise.

  • mark s.

    Submitted Dec 14, 2024

    Stayed Dec 10, 2024

    Overall the best things about the home was location to Duval St and historic sites. The pool was relaxing and the large covered porch with big table was an ideal place to eat and hang outdoors.

  • Halie U.

    Submitted Nov 22, 2024

    Stayed Nov 7, 2024

    The house was so clean, the property manager was a text away, the location was perfect. The pool was the best little spot for afternoon relaxation

  • Mark C.

    Submitted Oct 31, 2024

    Stayed Oct 28, 2024

    Excellent location, clean, roomy, wonderful!

  • David L.

    Submitted Oct 29, 2024

    Stayed Dec 31, 1969

    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: The location was fantastic! Did not like the YouTube TV. Two baths for 3 bedrooms makes it tough. Overall though, positive.

  • David L.

    Submitted Oct 28, 2024

    Stayed Oct 23, 2024

    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: The location was fantastic! Did not like the YouTube TV. Two baths for 3 bedrooms makes it tough. Overall though, positive.

  • Kirsten K.

    Submitted Oct 16, 2024

    Stayed Dec 31, 1969

    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: We were two couples traveling for a 5-day getaway. The house was in a fantastic location one block off of Duval and next door to a grocery store and a few breakfast places and other restaurants to make getting food very convenient. We had some issues with sugar ants in the kitchen when some food we purchased was inundated with them but the property manager responded VERY quickly and had the pest control company out there right away to treat. It's Florida, so if you're from anywhere not tropical know that bugs are a thing down there. The property manager (Shana) was extremely responsive to any inquiries. The house was clean, had plenty of towels and kitchen items to make the stay comfortable, and the covered porch in the backyard was definitely our favorite and allowed us to be outside even in rainstorms. We'd absolutely stay here again when returning to Key West.

  • Maryann C.

    Submitted Oct 6, 2024

    Stayed Oct 2, 2024

    Great stay minus the 5am rooster wake up calls! :) Overall a great place in an amazing location.

  • Mary Jane S.

    Submitted Sep 28, 2024

    Stayed Sep 22, 2024

    The house location was awesome!. It was clean and very quaint. Our management company was in touch frequently and answered texts promptly. Would love to return as soon as possible.

  • Mike L.

    Submitted Sep 9, 2024

    Stayed Sep 6, 2024

    Lovely facility. Quiet, comfortable and spacious, and close (easy walking distance) to all the fun activities of Key West!

  • Chelsea W.

    Submitted Sep 2, 2024

    Stayed Aug 30, 2024

    Perfect house for bachelorette party. Awesome location. We walked everywhere

  • Kristi B.

    Submitted Aug 26, 2024

    Stayed Aug 22, 2024

    We enjoyed our stay. The host was very responsive and accomodating. The property had all we needed for a comfortable stay and in a great location for activities. Would stay here again.

  • rebeccah a.

    Submitted Jul 31, 2024

    Stayed Jul 14, 2024

    The house was great, location incredible, and the property manager was super accomadating and responsive!

  • Ben C.

    Submitted Jul 30, 2024

    Stayed Dec 31, 1969

    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: We had a great time at Bahama Dreaming. The location was great! Would stay at this location again. Will definitely use Truman and Company in the future. Their communication was fantastic!

  • Ben C.

    Submitted Jul 30, 2024

    Stayed Jul 26, 2024

    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: We had a great time at Bahama Dreaming. The location was great! Would stay at this location again. Will definitely use Truman and Company in the future. Their communication was fantastic!

  • Clay R.

    Submitted Jul 23, 2024

    Stayed Jul 5, 2024

    House was in a perfect location for vibrant and niche downtown. Scooter rental a must in my opinion. Much better for getting around and parking, we went to Pirate Scooters.

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Total

Includes taxes and fees
$980+
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