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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Apple of Your Eye in Paradise (Truman Annex)!

Bedrooms 2
Half Baths1
Space 800 sq. ft.
Property type condo
Minimum Stay 7 - 8 nights


About the property

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

Walk or take your bikes 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. We also have two complementary bikes for your use as well to save you the cost of rentals.

Kerry Higginbotham
Member since: 2015
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
September 13, 2017

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.


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).


Old Town Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
Building Type:
  • building
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 800 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 5
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
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
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/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 queen
    Bedroom 2 - 1 queen
  • 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
  • Deck / Patio
  • Lawn / Garden
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • churches
  • cinemas
  • duty free shops
  • festivals
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • paragliding
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • swimming
  • tennis
  • wind-surfing


Wonderful! 4.8/5 -
(24 traveler reviews)

79% Complete
20% Complete
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Apple of Your Eye in Paradise (Truman Annex)!
average rating of 4.7916665 based on 24 reviews

Centrally located, within walking distance of major attractions and is adjacent to a pool.

  • 5 of 5

This rental was equipped with all the modern conveniences of home

  • Submitted: Jun 7, 2017
  • Stayed: May 2017
  • Source: Vacation Rentals, from HomeAway
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Loved the property.

  • 4 of 5

Nice location, clean, great pool. Well supplied kitchen. Living room furniture could have been updated.

  • Submitted: May 20, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: I am sorry you felt the living room needed updating. We are going for a vintage tropical look
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Perfect Spot!

  • 5 of 5

This cute spot in Truman Annex in the heart of the historic district of Key West was perfect for our family vacation. We rented bikes for the week and were able to quickly bike or walk to all the important spots. The pool is just steps away from the back gate. The neighbors you meet at the pool are always friendly. The beds were comfortable. The kitchen clean and well equipped. The noise level was not a problem. The only notable noise was from the free range roosters of Key West which is really just part of the fun! Check in and check out were easy. We would definitely rebook at Apple of Your Eye if we get a chance to come back to Key West.

  • Submitted: Apr 16, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
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Great location.

  • 4 of 5

The house was a good size for our family of 5. Close walking proximity to Duval Street and the beach. The pool was perfect, right out the back door. I would have liked it to have been better cleaned upon our arrival as there were dirty sheets and towels left and apparently we arrived before cleaning had been done. The owner was very apologetic and refunded the cleaning fee of $250 to us and also had someone at the villa within hours of needing a television repair. Very responsive and that was appreciated. Overall excellent stay and we enjoyed our vacation and our wedding in Key West!!

  • Submitted: Apr 8, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
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Beautiful , great location, updated and clean.

  • 5 of 5

This property will not disappoint you. It is clean, updated and is close to all the action on Duval Street. No need to have a car you can easily walk to everything from this location. Pool is great and it is right outside your back porch. Each room has a balcony so you can sit out on it and people watch or just relax.

  • Submitted: Apr 4, 2017
  • Stayed: Mar 2017
  • Source: HomeAway
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Best Ever!

  • 5 of 5

We have stayed in units all over the Truman Annex since 2004. Apple of Your Eye In Paradise was by far the best equipped and quietest of all the units we have rented. The owner was very responsive and made sure we had a pleasant vacation.

  • Submitted: Mar 3, 2017
  • Stayed: Jan 2017
  • Source: HomeAway
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

We rent on a Sat. - Sat. night basis and require by Key West law a 7 night stay.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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