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Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!

Photo gallery for Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!

A two-story house with a covered porch, a fenced yard, and a variety of plants.
A house with a teal exterior, a porch with a bench, and a door marked 'WELCOME'.
A porch with a teal door, a white bench, and a decorative wall piece.
A spacious living room with a high ceiling, a staircase, and a large window.
A spacious living area with a staircase, a kitchen, and a dining area.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street
3 bedrooms3+ bathroomsSleeps 6

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

3 bathrooms, 3 half bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

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

Bathroom 3

Soap · Towels provided · Toilet

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Kitchen
Balcony
Garden
Dining area

About this property

Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!

Beautiful architect designed home from the 1990`s in the process of being lovingly restored and redecorated. This is a unique 2-part home with the front building consisting of the living room with soaring 2 story ceilings, a floating staircase to the 3rd bedroom with 2 twin beds and half bath, a full kitchen (refrigerator w/ice-maker, dishwasher, stove, oven, etc.) with an eat-in kitchen at the island and a full bath with tub. Multiple glass doors at the rear overlooks the pool and rear cottage.

Separating the front home for the rear home is a private heated pool, spa and decking with outdoor covered dining and island landscaping.

The rear house has separate entrances to each of the 2 bedrooms. One is a spacious king suite and the other a queen suite. There is an intimate shower with stained glass and an adjacent bathroom. There is also a private outdoor shower of the rear bathroom..

Air-conditioning and ceiling fans throughout...PLUS an off-street private parking spot!
The spa DOES NOT HEAT IN SUMMER as it is in cooling mode but jets work. Pool/spa heater is turned on in the cooler months.
No smoking inside, plenty of ashtrays outside.
Keep noise to a minimum after 10pm at pool, this is a residential neighborhood.
Guest making reservation must be 25 and over.
Please take your pet off premises to relieve itself.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
Free, no charge.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
Please text 305-587-1180 that you are departing so housekeeping can enter.
Failure to complete these may result in a negative review from the host.
The spa DOES NOT HEAT IN SUMMER as it is in cooling mode but jets work. Pool/spa heater is turned on in the cooler months.

Important information

You need to know

Property # 4628795
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Key West

Located near the beach, this apartment is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Consider The Key West Theater for a night out or Key West Butterfly and Nature Conservatory if you're traveling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
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Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.4 km
  • Key West Lighthouse and Keeper's Quarters Museum - 5 min walk - 0.4 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW) - 13 min drive

Restaurants

  • ‪Circle K - ‬3 min walk
  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Old Town Tavern - ‬2 min walk
  • ‪Bourbon Street Pub - ‬4 min walk

Frequently asked questions

Does Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking! have a pool?

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

How much does it cost to stay at Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!?

As of Jun 19, 2026, prices found for a 1-night stay for 2 adults at Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking! on Jul 5, 2026 start from $1,347, 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 Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking! pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!?

Check-in begins at 3:00 PM.

What time is check-out at Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!?

Check-out is at 11:00 AM.

Where is Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking! located?

This family-friendly Key West apartment building is located near the beach, steps from Tennessee Williams Key West Exhibit, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 10 minutes.

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Cathi C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Layout was perfect for 2 couples. Clean, well appointed. Everything well identified (tho must admit didn’t always read the labels / did ask host often and always had quick & polite responses). Great location & wonderful to have off street parking spot!!
Stayed 5 nights in Apr 2026
Verified

10/10 Excellent

Paul O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely, clean house. We were 2 couples and really enjoyed our stay there.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Karen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time renting this home! We had a wonderful stay again! Naomi was a pleasure to talk to and took care of a minor detail we had with booking. The property is in a perfect location with easy walking distance to alll the bars and restaurants! The pool was a big plus!! We willl be back!!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Dalene B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I’d give this house more than five stars if I could. From the moment we arrived, everything was absolutely immaculate, and the daily maid service made our stay feel especially luxurious and relaxing.The location was perfect — within easy walking distance of everything that makes Key West so special. Since it was quite hot during our stay, we spent our mornings and evenings exploring and sightseeing, then enjoyed relaxing afternoons by the beautiful pool. The awning provided plenty of shade, and thoughtful extras like pool towels and pool noodles made it even more enjoyable.The owners truly thought of everything. Having all paper products stocked was incredibly convenient, and the toiletries were excellent quality — especially the conditioner, which worked wonders on my “beach hair.” There was also plenty of storage space for all of our belongings, making it easy to settle in and feel at home.The kitchen was beautifully equipped with first-class appliances, and both the internet service and cable TV worked perfectly throughout our stay. The decor was elegant and inviting, creating a wonderful atmosphere for a relaxing week in paradise.This was an amazing home, and I highly recommend it to anyone visiting Key West. We would absolutely stay here again.
Stayed 5 nights in May 2026

About the host

Hosted by Naomi Van Steelandt

Host profile image
I have lived in Key West for over 40 years moving from Tampa. I started Center Court-Historic Inn & Cottages in 1994. A former RN, I discovered I enjoyed hosting people on the wellness end of the health spectrum more. I am a passionate vacation rental host!

Why they chose this property

Between Duval Street, Simonton Street and Truman Ave., its as close to being in the heart of all the activities you come to Key West to enjoy, but on a quiet 2 block lane.

What makes this property unique

My vacation rental units are all in separate structures so you have as much privacy as you desire but have access to multiple heated pools and all but 1 of my properties have private spas.

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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