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ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!

Vacation home near Duval Street in Key West

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Fridge, microwave, oven, stovetop
Exterior
Fridge, microwave, oven, stovetop
Outdoor dining
Terrace/patio

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms1608 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Duval Street
    ‪5 min walk‬
  • Mallory Square
    ‪8 min walk‬
  • Southernmost Point
    ‪17 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West vacation home, you'll find Duval Street and Fort Zachary Taylor Historic State Park. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
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What's nearby

  • Duval Street - 5 min walk - 0.3 miles
  • Mallory Square - 8 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.5 miles
  • Southernmost Point - 17 min walk - 0.9 miles

Getting around

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

Restaurants

  • ‪Willie T's - ‬7 min walk
  • ‪Margaritaville - ‬8 min walk
  • ‪Garbo's Grill - ‬9 min walk
  • ‪Jack Flats - ‬8 min walk
  • ‪Santiago's Bodega - ‬7 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!

PLEASE BE AWARE...
We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before.

QUINTESSENTIAL OLD TOWN CHARM…
Imagine pulling up to a picture-perfect gated community, lined by white picket fences and swaying palm trees in the breeze. Set within the attractive Truman Annex neighborhood, this townhome retreat is conveniently located steps from the lively action on Duval St. Equipped with the perfect combination of charm and modern amenity perks, this home awaits the creation of your tropical vacation!
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES…
Step inside to find your updated island escape featuring an open floor plan with wood flooring, ceiling fans and cheery tropical views of your outdoor oasis. A fully equipped kitchen with top of the line appliances, granite counters, custom cabinetry and a full wet bar create an enjoyable space for meal preparation. Seating for 4 can be found at the banquet dining table which neighbors the cozy living area full of plentiful seating and a flat screen TV for movie nights.

SLEEPING ARRANGEMENTS…
Enjoy convenience on the first floor guestroom featuring a queen bed and en suite full bathroom with a shower that can also be entered by the hallway. The upstairs master king suite boasts tall cathedral ceilings and features an en suite full bathroom with a shower. Open the French doors to the balcony with seating for 2 as you marvel over the lush and vibrant community beyond. Across the hall lies the 3rd guestroom equipped with a king bed, en suite bathroom with a shower and a writing table for mapping out your island adventures. All rooms come with ceiling fans, storage space and flat screen TVs.

OUTDOOR LIVING…
Bring the indoor/outdoor space together by perching open the French doors from the living area to fully appreciate island life. A private pool that comes heated during the cooler months is surrounded by colorful foliage all around. A covered porch seats 4 at the dining table to enjoy a well-deserved crafted cocktail and your fresh catch of day grilled out on the BBQ grill. Soak up the breeze in the comfortable loungers and let your worries wash away. This home is just a short distance to Fort Zachary State Park, The Truman Little White House and all the other iconic Key West museums and attractions.

PARKING...
A covered carport for one car adds to the convenience for those venturing past the downtown area. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property.

PETS...
This is not a pet friendly home.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool Heat
Pet fee (if applicable)

BOOKING DATES...
This home is only available as a monthly rental (28 night minimum) as of Dec 23, 2025. We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.

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.

PARADISE AWAITS...

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Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,608 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property Registration Number 25230-127405

Property is also known as

Vrbo Property
2450-178688

Frequently asked questions

How close is ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! to the airport?

This vacation home is 4.1 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! to the beach?

This vacation home is a short 15-minute walk from Truman Beach and 0.7 mi (6-min drive) from Florida Keys Beaches. Don't forget your sunscreen!

Does ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!?

No, there is no casino at this vacation home.

What time is check-in at ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!?

Check-in begins at 4:00 PM.

Is there free parking at ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!?

Free parking is not available at this vacation home.

Does ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! have a pool?

Yes, there's a private pool.

Does ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! have a spa?

There are no spa services available at this vacation home.

How close is ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! to downtown Key West?

This vacation home is 0.3 mi away from Key West.

ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 63 out of 83 reviews
Rating 8 - Good. 15 out of 83 reviews
Rating 6 - Okay. 2 out of 83 reviews
Rating 4 - Poor. 2 out of 83 reviews
Rating 2 - Terrible. 1 out of 83 reviews

9.8/10

Cleanliness

Reviews

8/10 Good

Roselle E.

Liked: Cleanliness
Property was very nice overall. Had trouble with allergies due to feather pillows on the couch cushions (?). Otherwise, nice. Although we were unable to use the pool several times due to nearby smell of marijuana.
Stayed 7 nights in Jul 2025

10/10 Excellent

Judy C.

Liked: Cleanliness

Great location and very comfortable

Very nice property, easy living. Great location, comfortable.
Stayed 7 nights in Apr 2025

10/10 Excellent

Inez C.

Liked: Cleanliness

Key West Trip

Our stay was perfect from start to finish ! It fit our needs exactly . We would definitely stay at this property again !
Stayed 7 nights in Apr 2025

8/10 Good

Alice N.

Liked: Cleanliness

Great location!

Great location as quiet and near Duval street and the action of Key West. It’s not a full house as it appears on site, it’s a duplex. The neighbors were smoking cigars a lot and we couldn’t be outside by the pool much. For the price I was expecting more. They didn’t have any way to make tea and there was limited kitchen supplies. They don’t leave any items from previous guest so when you food shop, you have to buy everything you need. When I contacted the management about the missing items I was told to use the microwave to make tea and to use a knife to peel potatoes!!! I wasn’t asking for any out of the ordinary items. It’s a great place if you’re interested in having an ice maker but forget about making hot tea. The rooms are small but nice. It’s a great location but you do not get a full house. And if you have more then one car, you have to pay for parking and move the car often.
Stayed 8 nights in Dec 2024

10/10 Excellent

Pamela S.

Liked: Cleanliness

Secret gem!!!!

Awesome place. House was stocked with everything you could think of. Location was great, able to walk everywhere. Strongly recommend staying here.
Stayed 7 nights in Dec 2024

10/10 Excellent

Allison S.

Liked: Cleanliness
Stayed 7 nights in Mar 2024

8/10 Good

Donna R.

Liked: Cleanliness
Stayed 7 nights in May 2024

10/10 Excellent

Vittorio P.

Liked: Cleanliness

Spacious , updated and conveniet location!

Spacious , clean , and very accommodating necessities . Proximity to all the island has to offer made our vacation a 100% success and enjoyable! Will be back for sure!!
Stayed 7 nights in Jul 2024

10/10 Excellent

Julie L.

Liked: Cleanliness

Summer paradise

The place is beautiful, inside and out. I read out by the pool, it was the most relaxing vacation I think I’ve ever had. A lot of walking around Key West, I just love it!
Stayed 7 nights in Mar 2024

10/10 Excellent

natalie E.

Liked: Cleanliness

Great place

Great location to Duval st. Easy to walk to shops and restaurants. This place is very clean and spacious, the rooms are a great size also has a small personal pool and spa which is nice. I would definitely recommend this place and I would book again. Easy communication with check in and out. The building manager is around with any issues as well.
Stayed 7 nights in Jul 2023

4/10 Poor

Kareem N.

Stay

The apartment kept having issues with AC, temperatures were over 85 at times. Called a tech to come fix twice. Also found 3 cockroaches in the bedroom. No pleased with stay overall.
Stayed 10 nights in May 2023

10/10 Excellent

Michael G., Louisville, Kentucky

Liked: Cleanliness

Loved it!

The townhouse had everything we needed and more. One of the best we’ve ever stayed in. Beds were comfy and plenty of space in living room and kitchen. Pool was great too! Can’t beat the location in Truman Annex. Already booked it again for next year!
Stayed 7 nights in Apr 2023

10/10 Excellent

Terri Anne U.

Liked: Cleanliness

Family vacation

We had a group of 5. Two Adults and 3 teens. The house was a perfect location. Three bedrooms and bathrooms was perfect for everyone’s privacy. The house was so comfy and we loved the pool. We rented bikes and easily visited all the tourist sights, beaches and Duvall Street. The management team was wonderful and communicated in a very timely manner. We absolutely loved our week In Beautiful Key West. Also the service received at all the restaurants and bars was fantastic. Servers happy to serve and everyone was so pleasant and fun!
Stayed 7 nights in Mar 2023

8/10 Good

Robert E., Altoona, USA

Liked: Cleanliness

Great place to stay

The property was very nice and a great location to walk to nearly everything. There was also a parking space off the street with was great because we had a car. Improvements need to be made on the pool to make it look clean. I think it was but looked dirty. Also you couldn’t heat the hot tub unless you shut off the house AC. It blew the breaker if both ran. This was a disappointment to our group. We had to have the AC on so we didn’t get to use the hot tub but once. Overall it was a good experience.
Stayed 7 nights in Feb 2023

10/10 Excellent

Tracey N.

Liked: Cleanliness

Just Right

The location is amazing. You can split up and have a easy access place to meet back up or go and do a few things, take a break and get back to it. It easily sleeps three couples or a large family. The pool and spa are a welcome respite from the beaches. The first floor bed & bath are great for anyone who cannot do more than a couple of stairs.
Stayed 7 nights in Dec 2022

10/10 Excellent

Kristina K.

Liked: Cleanliness

Everything we could ask for

This place had everything we needed and more! The space was comfortable and clean. Kitchen was fully equipped and appliances were brand new. Plenty of toilet paper. Beds were cozy. Our only concern was the upstairs outdoor balcony - the railing/banister was very wobbly and we let management know in hopes it will be fixed for safety reasons, but that didn’t impact our stay. This place had plenty of room for 4 adults and 2 kids. The best part was the pool/hot tub. We got a lot of use out of those, especially the kids. Some had mentioned the debris in the pool due to the foliage around it but that was to be expected and an easy fix just using the provided pool net until the pool guy came on Thursday (and he was super nice). We also had an iguana stop at the pool twice which was exciting to watch. The location was quite most of the time and perfect walking distance from all the fun of Key West. We walked to Mallory Square most mornings for coffee at Cuban Queen and it was a perfect stroll for starting the day. We easily walked to Faustos for groceries and CVS as needed. For evening activities, Duvall is only 2 blocks away - just keep in mind the community gate closest to the house locks at 6pm and you have to walk a little farther to the other gate and around to get back. Overall this was a stay to remember.
Stayed 7 nights in Dec 2022

10/10 Excellent

Aubrey M.

Liked: Cleanliness

Great Family Base Camp!

This was our third trip to Key West (and third stay in the Truman Annex) and was by far the best property we've rented. The house was clean and welcoming on arrival and had everything we needed for four adults and two little kids for the week. We encountered a few minor issues with the pool and downstairs toilet, but the property manager was super responsive and had everything resolved quickly. I would definitely stay at this property again with my family - the house is great, the location can't be beat, and the pool + hot tub were a big hit for our whole group!
Stayed 7 nights in Dec 2022

8/10 Good

Andy, Chicago

Liked: Cleanliness

Location location location

Awesome location! Close to everything. Great house and amenities. Pool area was not clean, probably due to all the close vegetation, and the spa didn’t work, but otherwise great.
Stayed 7 nights in Oct 2022

8/10 Good

Jeanne H.

Liked: Cleanliness

Birthday celebration

The house was great, very comfortable and cozy. Pool was disappointing, lots of debris (before the storm) and much smaller than appeared. Very quiet neighborhood and easy to get to numerous restaurants and bars. Fausto’s Grocery Store was great, we visited 3 times!, Hurricane Ian put wrench in our plans!!!
Stayed 7 nights in Sep 2022

10/10 Excellent

Lora C.

Liked: Cleanliness

Perfect place to stay with your family

This place is in the best location in Key West. Walking distance to everything.
Stayed 7 nights in Aug 2022

10/10 Excellent

Angelia N.

Liked: Cleanliness

Girls week

Clean Beautiful Perfect
Stayed 7 nights in Aug 2022

10/10 Excellent

Sharon S., Malvern, Pennsylvania

Liked: Cleanliness

A Little Bit of Paradise

Our stay at Isle Azure was perfect! The home is bright and airy, and the layout was perfect for our group--3 bedrooms each with their own bathrooms, which were beautifully tiled. Though we mostly ate out, the spacious kitchen was well-stocked with utensils, pots, etc., and having it be part of the great room made it that much more enjoyable. The private pool was a welcome respite from the FL heat, and the location of the home in Truman Annex was ideal--close enough to walk to the shops and restaurants but far away enough to not hear them! We would definitely book this home again!
Stayed 7 nights in Jul 2022

10/10 Excellent

Alice T.

Liked: Cleanliness

Family Birthday Celebration

Our first visit to Key West to celebrate a family birthday and the location of the townhome helped to make it a great vacation. The townhome had everything we needed with 3 bedrooms/3 baths, a great outdoor area to relax at the small pool and a grill. The Truman Annex neighborhood was beautiful, quiet to walk in with close access to Truman Waterfront Park. It was close to great restaurants, Duval Street, the Hemingway House, Truman's Little White House and Fort Zachary Taylor Park. We would definitely stay here again!
Stayed 7 nights in May 2022

10/10 Excellent

Elizabeth T.

Liked: Cleanliness

Amenities and ease of check in and out were perfect.

It’s rare to have a stocked drawer of spices, beach chairs and coolers left behind for use. I even appreciated the beach hat that was left behind. housekeeping usually throws all that away and it’s a shame because then the newcomer just has to shop for thieve things they’ll barely use. Not this time. It was an appreciated leg up! The icemaker was a big plus too. Only thing is I wish I’d known it was a duplex. The walls were solid and it truly felt like our own place but it would’ve been nice to know going into it.
Stayed 7 nights in Apr 2022

8/10 Good

Sue B.

Liked: Cleanliness

Nice getaway!

Great location, quiet and plenty of room. Neighbors were noisy but other than that very nice!
Stayed 7 nights in Jan 2022