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

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

Private outdoor oasis
Lush tropical views all around
Beautiful Truman Annex community
Front porch lounging
Hardwood flooring all around

Reviews

9.4 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 6149.4 sq m

Popular amenities

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

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪5 min walk‬
  • Mallory Square
    ‪8 min walk‬
  • Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

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

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.

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...

Property manager

Wendy Zintsmaster & Team
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

No pets allowed
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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
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 and a deadlock
Property Registration Number 25230-127405

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Key West, Florida

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Mallory Square - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Southernmost Point - 17 min walk - 1.4 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬8 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Willie T's - ‬7 min walk
  • ‪Mattheessen's - ‬9 min walk

Frequently asked questions

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

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

Is ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! pet-friendly?

No, pets are not allowed at this property.

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.

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

Checkout is at 10:00 AM.

Where is ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex! located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of We Cycle Key West, Duval Street and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.

Reviews

9.4

Exceptional

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. 62 out of 80 reviews
Rating 8 - Good. 13 out of 80 reviews
Rating 6 - Okay. 2 out of 80 reviews
Rating 4 - Poor. 2 out of 80 reviews
Rating 2 - Terrible. 1 out of 80 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Inez C.

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

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kimberly T.

Key West Family Holiday

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 family arrived from 3 different states and had a wonderful time. The neighborhood is just lovely. And very convenient to everything. We especially enjoyed the day trip to Cuba through the concierge. The only drawback was the hot tube was still not fixed in december from the summer.

10/10 Excellent

Pamela S.

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

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
This review comes from a trusted partner site and has not been verified.

4/10 Poor

Joe G.

A Series of Unfortunate Events at the Isle Azure

Rating Details: The property manager was adequately helpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Unfortunately outside of the location, we were not satisfied with this property. We stayed at a different property in Truman Annex in April 2024 and had a lovely experience. We were excited to hear our room was ready at 11:00 am rather than 4:00 PM however would have preferred the place was cleaned. We experienced numerous cockroaches, hair in all of the showers, bed covers yellow stained with a crusty sand like material, leftover tape on cabinets which makes us infer place was not cleaned, clogged drains in the shower cause water pooling and hair back up from shower, the hot tub was not functional & the third set of keys did not have a key to the Truman Annex gate. Guests in the yellow room experienced bites which we do not believe to be bed bugs but maybe cockroaches?The pools had iguana feces however I will say the pool man did an excellent job.
Stayed 7 nights in Nov 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Carmen M.

Key West Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: Isle Azure is a very spacious townhouse. The kitchen, eating area, and living area are all one large room together which we enjoyed for eating and playing games. There was a side bar with a mini fridge and an ice maker. Bedrooms were large with lots of windows, seating area and plenty of storage for clothes. The location is the best with many things in walking distance from the house. Melanie the property manager was wonderful and helped us with anything we needed. The pool and hottub are right out the living area and are heated. Very nice sitting area by the pool with plenty of chairs and a table. The house came with many amenities- the pool is maintained weekly, someone came by and put out the trash and recyclables, etc. Overall we enjoyed staying in this townhouse.Cons:The a/c went out twice. Melanie was quick to get the unit fixed on the days it went out. The hottub did not work while we were there so Melanie refunded our money for this. The house needs some TLC on the inside- some of the blinds/shades do not work, one blind in the bathroom was too short for the window, and some drawers are missing knobs.
Stayed 15 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Samantha S.

Relax

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: Great location! Quiet and clean space. Close to everything. Great place to relax and reset!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Samantha S.

Relax

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: Great location! Quiet and clean space. Close to everything. Great place to relax and reset!

10/10 Excellent

Allison S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Thomas M.

Perfect family rental.

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: Nice quite location, feel very safe as it's in a gated community, with8n walking distance of many attractions.
Stayed 7 nights in Jul 2024

8/10 Good

Donna R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in May 2024

10/10 Excellent

Vittorio P.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Julia M.

Beautiful & relaxing

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 was a very clean, well stocked, great location, and a very central location to everything. The property manager was very helpful with all request. I would definitely stay here again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael G.

Family Vacation Spot

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 house was perfect for our family of 6. The pool, spa and pool area was a great place for the kids and adults. It’s our second time at Isle Azure and won’t be our last.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stefanie T.

Fantastic Rental

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: Isle Azure is an amazing rental. Perfect house, great location, and the pool is a such a bonus. I can’t recommend it enough.

10/10 Excellent

Julie L.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kaleija I.

5 Star Rental, highly Recommend!

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: What you see is what you get with this rental. It is a beautiful property located in the nicest neighborhood in Key West, so you can expect to have a comfortable stay and to be close to everything Key West has to offer. The house is a short 10-minute walk away from the water, fort Zachary/ beach, and Duval St.The house had more items available for use than any other rental I have stayed in previously. This included a fully stocked kitchen, board games, beach chairs, toiletries, and much more. The house was clean, the backyard was an oasis, and there was designated on-site parking which was huge in this area.Melanie, the property manager, made sure we had all the information we needed before arriving so check-in was smooth. She was incredibly responsive and she made herself available 24/7 to answer questions if anything came up during the stay. When we return to Key West there is no doubt that this property will be number 1 on our list of places to stay if it is available.
Stayed 7 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

8/10 Good

Nicole B.

Great location, beautiful home

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Clean and well appointed home, with almost everything you need. Was a perfect space for our group of 5 adults. The location is convenient for getting to the beach and to the nearby attractions and restaurants. There were enough basics on hand to get us started in terms of paper goods, garbage bags, soap, etc. The kitchen was equipped with both a drip coffee maker and a single serve which was appreciated. The pool was ice cold as the yard is very shady and the heater wasn’t working, so we weren’t able to use the pool/jacuzzi at all during our stay. That and a shortage of bed pillows were the only issues anyone in our group had.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Eric K.

Great time!

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: Great location, great house!
Stayed 7 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mel M.

Great place and perfect location

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 house was very clean. The beds were comfortable. Any questions were handled quickly. We would stay in this home again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tim A., Fishersville, VA USA

Isle Azure provides for a wonderful Key West vacation ....

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 was a great property in a great location. We were within walking distance to many of the places we wanted to visit. The surrounding area was beautiful, quiet, and safe. Great place for morning walks, runs, and biking. The Isle Azure was tastefully decorated and provided plenty of space for our group. Being in Truman Annex was a definite plus. We look forward to going back soon!
Stayed 7 nights in Aug 2023

10/10 Excellent

natalie E.

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

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.

Liked: Location
Disliked: Check-in

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Truly Wonderful

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 house was exactly as described, clean and inviting. Truman Annex is always a wonderful area to stay.

10/10 Excellent

Michael G.

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

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

About the host

Hosted by Wendy Zintsmaster & Team

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests