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Apple of Your Eye in Paradise (Truman Annex)!

14 Reviews
Bedrooms 2
Separate WC's1
Property type condo
Minimum Stay 7 - 8 nights

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Minimum Stay
7 - 8 nights


Photos and Description of this 2 bedroom holiday condo in Truman Annex - 237 Southard Street

2 bedroom, 1 1/2 bath, two-story condo with patio and beautiful backyard

Walk or take your bike everywhere from this little part of Paradise, you will never need a car. Tastefully appointed with vintage rattan furniture and fully stocked with everything you will need in a newly redecorated kitchen with popular granite countertops. Bathrooms have been recently renovated with white vessel sinks which add to the contrast of vintage and contemporary decor. Walk out your back gate and you will enter the pool area with a heated pool that does not exceed 5 feet deep. Sit outside to people watch from one of our 2 balconies or the friendly front porch where conversations ensue with the passerbys. The bedrooms each have queen size beds and tv's, and there is a comfortable folding bed in the closet if you need additional sleeping accommodations.

  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • wheelchair inaccessible

Kerry Higginbotham
Member since: 2015
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
11 October, 2016

About Kerry Higginbotham

Bob and I got married in Key West in 2013 after vacationing here with my brother and sister-in-law (who live here) for years. We reside in Webster Groves, MO and come down as often ans we can. I grew up in Deerfield Illinois a suburb of Chicago and Bob is a native St. Louisian, where we met and started dating 22 years ago. We love the active style of Key West and the attitude that presides there.

Kerry Higginbotham purchased this condo in 2014

Why Kerry Higginbotham chose Key West

Key West has the unique style of" Live and let Live" that we treasure and wish to abide by. The friendly people, the "laid back" style of living, the perfect climate and the close beaches, make Key West the perfect place to go.

What makes this condo unique

Travelling to Key West and bicycling through Truman Annex was a favorite pastime for us. The cute condos with their pastel colors and front porches just looked so inviting, and so"un-condo" like. When my brother and sister-in-law decided to move there, Truman Annex was their choice for a place to live. Six years later they called and said one was for sale close to them so we jumped on the opportunity.


based on 14 holidaymaker reviews

Apple of Your Eye in Paradise (Truman Annex)!
average rating of 4.785714 based on 14 reviews

Great location !!!!!

  • 5 of 5

Excellent rental , great location , close enough to Duval to walk , but far enough so the noise doesn't bother you.

Clean, well decorated and maintained ,also a well equipped kitchen (although we didn't do any cooking).

Very nice pool , although we do wish it was open later ( open from dawn to dusk only ) we really like swimming after the sun goes down.

Very comfortable beds . Spacious bedrooms.

Also has an assigned parking spot , this is really important in Key West !! When you are first given directions to the parking spot it sounds far away , but it really isn't . Its just steps from the back of the condo.

Would not hesitate to rent this property again and would not hesitate to recommend to my friends.

Thanks for a great stay!!!!

  • Review Submitted: Aug 5, 2016
  • Date of Stay: Jul 2016
  • Source: VRBO, from HomeAway
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Perfect in Every Way!!!!

  • 5 of 5

We were so happy with this property. The property was as described and more. We loved having the dual balconies upstairs and the front and back porches. We literally stepped out of the back gate into the pool area. It was so tropical all around and very well kept. The house was very clean and charming. The kitchen was fully stocked with every utensil and appliance you will need. The place is beautifully decorated! The beds were very comfortable and had everything we needed. It was great having nice beach towels available and plenty of clean both towels and linens. The only thing that would have helped is having 1 bedroom with twin beds rather than 2 queen beds. We moved the portable twin bed downstairs (very easy to do) and set up my son's "bedroom" there because there really is no other room to set it up in the upstairs. But this was very manageable. Having Wi-Fi was so appreciated. But don't say you were not warned about the 5 AM rooster alarm clock. But we never got tired of seeing the beautiful roosters, chicks and hens everywhere....I actually miss them! The owner was exceptionally easy to reach with questions prior to the trip and provided excellent instructions ahead of time. We felt incredible safe at this property and frankly everywhere we went in Key West. The location was ideal---The Truman Annex is out of the way and secluded but at the same time near everything. We rarely drove anywhere. Mostly biking and walking gets you anywhere you want to go on the Island. Fort Zachary Beach is a short hike or a very short bike ride from the property and a wonderful area to snorkel and explore. Just remember to wear water shoes due to expected rocky beaches. Mallory Square and Duval Street were less than a 10 min walk at the most. We personally recommend having breakfast/lunch &/or dinner at Blue Heaven (just 3 blocks from the property). It name sums it up perfectly! The food, service and outdoor atmosphere were outstanding. The Key Lime pie is the best ever! There is live music, a cute bar area and ping pong table and a great gift shop with all local artists work. Don't hesitate to rent this property---you will not be disappointed.

  • Review Submitted: Jul 11, 2016
  • Date of Stay: Jun 2016
  • Source: HomeAway
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  • 4 of 5

Our family loved our stay in Key West! Apple of your eye was close to everything. We were able to walk and ride bikes to almost everything we wanted to do. We definitely plan to come back!

  • Review Submitted: Jun 28, 2016
  • Date of Stay: Jun 2016
  • Source: VRBO, from HomeAway
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Great Place well located

  • 5 of 5

We had a great time, and the condo was really nice. It was clean and well kept up, the kitchen had plenty of everything we needed, the beds were comfortable and the location was just far enough away from Duval Street that it was quiet, but close enough to walk with no problem. The roosters were a little noisy, but that couldn't be helped since they were everywhere. Would recommend this to anyone coming to Key West.

  • Review Submitted: Jun 8, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
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What a treat!!

  • 5 of 5

My husband and I stayed here with our three young children

  • Review Submitted: May 25, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
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Lovely Condo in Great Location!

  • 5 of 5

This is a lovely condo centrally located in Key West. It is perfect for two couples. We found everything to be as expected from the information supplied. It was clean and well-maintained. A swimming pool was nearby for our enjoyment. We were happy to have amenities such as Wi-Fi, a Keurig coffee maker, a grill, and beach towels available. It was very easy to communicate with the owner, who wanted to be sure that everything was in good working order. I would definitely recommend this rental to friends and relatives, but I would be sure they were alerted about the resident roosters that like to start crowing in the middle of the night.

Two of the local restaurants where we enjoyed breakfast on this visit were Pepe's and Blue Heaven. Kelly's Bar and Grill is a great place for happy hour - food and drink. Schooner's Wharf Bar is another establishment we like to visit. We also got a great deal to parasail using Parawest. Visiting Zachary Taylor State Park is wonderful during the day and to watch the sunset. The Mallory Square sunset celebration is always fun too. Taking the self-guided tour through the Coast Guard cutter Ingham is very interesting.

On other visits we have been to the Hemmingway House, the Little White House, the Butterfly House, and the Custom House Museum. All are very worth seeing depending upon your interests. Santiago's Bordega is also great place for happy hour and dining. All the places I have mentioned are within walking distance of this condo, so there is no need for a car.

  • Review Submitted: May 24, 2016
  • Date of Stay: Apr 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
3 Miles
Key West
Nearest Golf
2 Miles
Stock Island
Car: not necessary

We are three blocks from Ft. Zachary Beach with scenic pinetrees that provide welcome shade on a hot day and is at the intersection of the Gulf and the Atlantic Ocean. Watch the cruise ships as they come into the docking area, climb the rock formations or play in the turquoise water. Two blocks away is Duval Street where there are endless shops, restaurants, and the famous Butterfly museum. Bike rentals are within a block and riding around the island is a great way to sight see and plan out future activities. Nearly every water sport is available at Higgs or Smather"s Beach (just a bike ride away) and you might even see a wedding while visiting there.(My husband and I got married at Smathers a couple of years ago) People watching is great at the Willy T's on Duval and they have live music at all hours of the day (not to mention the best Mojito in town).


Prices & Availability

Prices for this holiday condo in Truman Annex, Key West

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Fantasy Fest
22 Oct 2016 - 29 Oct 2016
8 night minimum stay
30 Oct 2016 - 16 Dec 2016
7 night minimum stay
for 7 nights
17 Dec 2016 - 5 May 2017
7 night minimum stay
for 7 nights
6 May 2017 - 21 Oct 2017
7 night minimum stay
for 7 nights
fantasy fest
21 Oct 2017 - 28 Oct 2017
8 night minimum stay
29 Oct 2017 - 16 Dec 2017
7 night minimum stay
for 7 nights

Additional pricing information

Tax Rate 12.5%

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
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Accommodation and facilities for this holiday condo in Truman Annex in Lower Florida Keys

Property Type:
  • condo
  • floor 1
Building Type:
  • building
  • Self-catering
  • Housekeeper Included
Floor Area:
  • 800 sq. ft.
Location Type:
  • Beachfront ...
  • Water View ...
  • Waterfront
  • Air Conditioning
  • Clothes Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Kitchen
  • Microwave
  • Refrigerator
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 1 Bathroom
  • 1 Separate WC
  • Bathroom 1 - Toilet , Bath with Shower
    Bathroom 2 - Toilet
  • We have one full bathroom upstairs with two vessel sinks and a bathtub-shower. Downstairs is a 1/2 bath. Both have been recently renovated.
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 Large Double Bed
    Bedroom 2 - 1 Large Double Bed
  • We have 2 bedrooms , each has a queen size bed. We have a comfortable folding twin bed in the closet which has full bedding and pillows
  • Books
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Terrace
  • Garden
  • Barbecue
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • churches
  • cinemas
  • duty free shops
  • festivals
  • marina
  • museums
  • playground
  • recreation centre
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • paragliding
  • roller blading
  • sailing
  • diving
  • snorkelling
  • swimming
  • tennis
  • wind-surfing

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