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Heated Pool, Steps to Duval St - Poolside Paradise

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Private Heated Pool with Outdoor Dining
"Poolside Suite" Living Area
Back Exterior
"Poolside Retreat" Living Area with Back Porch Access
Pool View

Reviews

9.0 out of 10
Wonderful
3 bedrooms2 bathroomsSleeps 1099.9 sq m

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Living Room 1

1 Double Sofa Bed

Living Room 2

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Number of living rooms
Garden

About this property

Heated Pool, Steps to Duval St - Poolside Paradise

Summary:
This 3 bed 2 bath home with an amazing HEATED pool is located right off the quieter end of Duval St. The home consists of 2 separate units "Poolside Suite" and "Poolside Retreat" which are side-by-side and have their own living rooms and kitchens. This property is perfect for larger groups looking for a memorable time in Key West and is walking distance to popular restaurants, attractions, shops and bars!

The Space:
Bring the whole family together for a reunion or holiday celebration at this spacious, Key West home located just a block from the non-stop fun of Duval Street. This rental, with space for up to 10 guests, features an enclosed yard, a private pool, a furnished patio, two full kitchens, and off-street parking for two vehicles (a real rarity in Key West). And dogs up to 40 pounds are welcome for a small nightly fee.

Poolside Retreat Bed Layout:
Bedroom 1: Queen
Living Room: Queen pullout couch
Poolside Suite Bed Layout:
Bedroom 1: King
Bedroom 2: Queen
Living Room: Queen pullout couch

Ideal for an extended family or a few couples traveling together, this home offers free WiFi, four cable TVs, two full kitchens, and a gas grill for a family cookout on the furnished patio.

Guest Access:
Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.

The Neighborhood:
This home is located one block from Duval Street, the most popular street in all of Key West, where you'll find fantastic restaurants, unique local shops, and year-round special events and festivals. Play on the sand and people-watch at Southernmost Beach, just a half-mile away. Visit the many historic sites including the Ernest Hemingway Home & Museum and the Key West Lighthouse, both only a couple blocks from your front door, as well as the Truman Little White House and the Mel Fisher Maritime Museum, just under a mile away over on Front Street.

Getting Around:
Parking Information: There are 2 private off street parking spots on the Olivia St side of the property. They are labeled "Poolside Retreat" & "Poolside Suite."

There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!

Other Things to Note:
- Private washer/dryer located outside.
- This unit is pet friendly. Our requirements are as follows:
•40lb maximum per pet
•$25/per night
•2 pet maximum
Please let us know if you plan on bringing your pet.
- Are you within 90 days of your check in date a & have a smaller group? Rent just Poolside Retreat or Poolside Suite!

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 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
Charge may apply
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Smoking

Smoking is not permitted
-Damages to the property or additional cleaning due to excessive mess are subject to charges. -Pets are welcome! Requirements include: Less than 40...

Important information

You need to know

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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • Key West Lighthouse and Keeper's Quarters Museum - 3 min walk - 0.3 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km

Getting around

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

Restaurants

  • ‪Bourbon Street Pub - ‬4 min walk
  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Old Town Tavern - ‬1 min walk
  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪Viva Argentinian Steakhouse - ‬1 min walk

Frequently asked questions

Does Heated Pool, Steps to Duval St - Poolside Paradise have a pool?

Yes, this property has a pool.

How much does it cost to stay at Heated Pool, Steps to Duval St - Poolside Paradise?

As of 16 April 2026, prices found for a 1-night stay for 2 adults at Heated Pool, Steps to Duval St - Poolside Paradise on 14 June 2026 start from NZ$1,638, 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 Heated Pool, Steps to Duval St - Poolside Paradise pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Heated Pool, Steps to Duval St - Poolside Paradise?

On-site parking is available at the property.

What time is check-in at Heated Pool, Steps to Duval St - Poolside Paradise?

Check-in begins at 4:00 PM.

What time is check-out at Heated Pool, Steps to Duval St - Poolside Paradise?

Checkout is at 10:00 AM.

Where is Heated Pool, Steps to Duval St - Poolside Paradise located?

Located in Old Town Key West, this holiday home is steps away from Tennessee Williams Key West Exhibit, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and South Beach are also within 10 minutes.

Reviews

9.0

Wonderful

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. 13 out of 22 reviews
Rating 8 - Good. 6 out of 22 reviews
Rating 6 - Okay. 2 out of 22 reviews
Rating 4 - Poor. 1 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

8.8/10

Cleanliness

9.4/10

Check-in

9.0/10

Communication

10/10

Location

8.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Peter S.

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

Great Spot

Great location
Stayed 3 nights in Apr 2025
Verified

6/10 Okay

Chris a.

Liked: Cleanliness, check-in, location
Amenities were average. Details such as the advertised pool heater... which did not work... and empty bbq gas tanks were not appreciated. Broken lounge chair around left out for use.Wouldn't recommend.
Stayed 3 nights in Jan 2026
Verified

8/10 Good

michael w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very convenient location. Property management was extremely helpful and responsive.
Stayed 9 nights in May 2025
Verified

10/10 Excellent

Kerrie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was spot on. The house was simple to keep clean and was so dang cute. Would like to see some door locks up high on door so I know my kids can’t get out
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Jenny M.

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

Awesome location with parking!

8 of us stayed for 1 night and we loved the location! The on-site parking was super convenient. Pool was clean, rooms were clean, overall a really great place to stay. We’d recommend this VRBO!
Stayed 1 night in Oct 2023
Verified

10/10 Excellent

William D.

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

Perfect

Very great property excellent location will stay again.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Sydney R.

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

Great location

Right off of duval street, but pretty quiet considering.
Stayed 3 nights in Apr 2022
Verified

10/10 Excellent

Jonathan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you for the accommodations. This is a duplex so keep that in mind when booking. Our initial check-in had a slight hiccup due to an access code issue to unlock both doors (duplex), but a phone call with Brightwind and all was well. My friends and family enjoyed our stay. Nice location within walking distance of Duval and all its attractions. Parking is tight so be mindful of the size of vehicles you have.
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

paul g.

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

Nice

Nice place
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Frances D.

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

Low Key Bachelorette

This was a great place for our whole crew to stay with kitchens and spaces outdoor and indoor to gather. There were 6 of us, so sharing two bathrooms wasn’t a problem. We could have slept up to 8 but more than that would have been a squeeze!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Judd S.

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

Nice, clean, great location,

Above plus lots of towels
Stayed 2 nights in Jul 2023
Verified

8/10 Good

David T.

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

Key West After Christmas Getaway

We picked this property because of its prime location and heated pool. Walkable to everything. Hemingway house two blocks away. Duval street one block away. Golf cart, scooter, bicycle rental two blocks away. The air conditioning in both homes worked very well. Plenty of room and beds for 6 of us. We would stay here again!
Stayed 2 nights in Dec 2024
Verified

8/10 Good

Billie H.

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

Fun weekend

Good location, nice property. Said it sleeps up to 10. That’s if everyone can double up. It sleeps 5 if you want to sleep alone. Otherwise it’s a nice place!
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Michelle M.

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

Perfect location!

I was fortunate to celebrate my 40th birthday with friends at this rental in Key West, and it was great! The home is very close to great restaurants, shops and museums - Duvall St is very close and fun to explore. The home had everything we needed, including pool towels and linens for our party of 6. The home was clean, and the beds were comfortable! Olivia with the property management team was very kind when I reached out to her with questions during our stay. I would stay at this location again!
Stayed 3 nights in Nov 2022
Verified

8/10 Good

Jennifer D.

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

Great place, great location!

Great location close to lots of stuff. We were able to walk to most places we wanted to go, which was really nice. The property was very nice, and we really enjoyed the pool. We just had a minor issue with cleanliness. The floors were so dirty that all of our feet were instantly black from walking the house barefoot the whole trip, which was a little frustrating. Otherwise, a really wonderful stay in a great house!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

George G.

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

A fabulous time right next to Duval!

We had a fabulous time at the house! The location couldn't be better right next to Duval street and just a couple blocks from the major attractions like the Hemingway House, the Lighthouse, and the little White House. The pool is small but very clean and the water temperature was perfect. The interiors were very nice and they made the check in and check out process very easy. Only a couple minor grumbles, the exterior needs a little work as the deck had some plywood patches on it and the canopy tarp is starting to fall apart. I didn't know the house has two completely separate suites and there's no interior passage between the suites. Again, that is minor as it's all about living outside in Key West. I definitely recommend this place and stay again!
Stayed 2 nights in Mar 2024
Verified

6/10 Okay

steve d.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Access to property

The code to get in the units kept changing, one unit we were locked out of for a whole day, the property manager would not repsond
Stayed 1 night in Mar 2023
Verified

8/10 Good

curtis h.

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

Excellent location with angry neighbors

The property was great for what we needed. However, there were a few cosmetic issues around the pool area with the deck having a piece of plywood put down to cover I’m assuming a hole. The first full day we were at the property we were harassed by a pretty rude code enforcement guy who threatened to give us a noise violation at 12pm on a Friday over spring break for very minimum noise. The property management team did a good job on handling this as they came out and saw that we were not being crazy and luckily we never heard from the angry little code person again. The location is great to walk anywhere worth walking to in key west.
Stayed 3 nights in Mar 2024
Verified

8/10 Good

TINA C.

Liked: Check-in, communication, location

Loved the little pool!

Great location 1/2 block from Duval. Lots of great towels, and pillows! I didn’t know this is two units connected but no connecting door, you access back unit via the pool. We needed both sofa beds but one had broken springs and was unusable. The floors hadn’t been mopped and all of my kids had black feet from walking around barefoot. If you are planning to cook you might want to bring a decent frying pan and a sharp knife. They have plenty of knives but none sharp. The grill didn’t work and there was no grill tools even if it did. The fire alarm went off at 5:00 am and it wouldn’t stop. If you go it’s a cute place with lots of tVs and a great location, the owner should just stay there a weekend to check it out. Oh, bring your own salt and pepper!
Stayed 3 nights in May 2024
Verified

4/10 Poor

Parthasarathi P.

Disliked: Cleanliness, check-in, communication, listing accuracy
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Tim C.

Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Brittany Y.

Stayed 4 nights in Oct 2025

About the host

Hosted by Brightwild

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Premier Host

They consistently provide great experiences for their guests
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