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Special weekly rates @Sun and Fun Townhome in Truman Annex- Pool at back gate

Bedrooms 2
Half Baths1
Property type townhome
Minimum Stay 7 nights


Half Baths
Minimum Stay
7 nights

About the property

2 Bedrooms, 2.5 baths. One of the few homes with half bath downstairs.

The 49 5 Star Reviews say it all. Our guests love to spend a week or a month at our sunny, leafy green vacation townhome. We have no application fee, no extra cleaning fee for our non smoking home away from home- and your free reserved parking space in your secure lot.

Flip Flop Retreat is in Old Town Truman Annex within walking distance of live music, entertainment, shopping, restaurants, and outdoor activities. Return home to the pool at your back gate. You will think you are deep in the Caribbean... and you are! You don't even need a passport.

We have two bedrooms, each with a bath ensuite and a pullout sofa downstairs. The half-bath downstairs, rare in Truman Annex townhomes, provides extra convenience and privacy.

As a guest in Flip Flop Retreat you have all conveniences you need to relax and entertain in style and comfort. Free parking space in secure lot close to your front door. BBQ on the landscaped terrace with the large new Weber grill, dine outdoors on the deck under the ceiling fan below the balcony or in air conditioned comfort indoors.

Secure wireless internet in a Non Smoking environment lets you relax with all the entertainment you need: Sony 46' TV with BluRay/DVD. You could even telework if you can tear yourself away from the attractions of Key West.

From the comfortable Adirondack chairs on the master bedroom balcony you might watch the moon rise over the pool in the evening or enjoy the sunrise with a cup of coffee. Our favorite way to start the day is to walk down Caroline Street to the Cuban Coffee Queen and drink their wonderful iced coffee on the balcony at Flip Flop.

Easy booking flat fee with no add ons... except tax.

More Details

Ward Anderson
Member since: 2012
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
February 12, 2017

About Ward Anderson

We were frequent visitors to Key West while serving in the Navy. Later we vacationed in Key West with our children and found Truman Annex to be the best location on the island. We plan to retire here because of the magnificent weather, the entertainment, and range of outdoor activities. We live in Annapolis and visit frequently to keep Flip Flop in great shape.

Ward Anderson purchased this townhome in 2011

Why Ward Anderson chose Key West

We wanted to be in Truman Annex because it is quiet and yet close to everything. We can walk or ride bikes anywhere we want to go. This townhome is one of the few with a half bath downstairs. We like the fact that Flip Flop is steps away from the pool and has a tranquil tropical terrace. French doors open directly to our outside dining area, the BBQ and gate to the pool. Our reserved parking space is conveniently near the front door.

After many vacations in Key West having fun and doing research, we found the perfect spot to put our feet up. FlipFlop Retreat is quiet despite the festive atmosphere in town.

What makes this townhome unique

Knowing Flip Flop would be our retirement home we started making renovations right away. We have added high efficiency air conditioning, washer and dryer, ceramic top range, and tropical landscaping, and have renovated the upstairs ensuite bathrooms and the downstairs powder room.

Plantation shutters throughout put you in the Caribbean.

We love coming to Key West from Annapolis to vacation at Flop Flop Retreat.


Truman Annex Townhome Accommodation and Amenities

Property Type:
  • townhome
Building Type:
  • building
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 1026 sq. ft.
Location Type:
  • Beach ...
  • Downtown ...
  • Near The Ocean ...
  • Resort ...
  • Town ...
  • Water View ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Local Maps
  • Paper Towels
  • Parking ...
  • Parking Off Street ...
  • Sofa Bed
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer
  • Garbage Disposal
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • 1 Half Bath
  • Downstairs - toilet , Powder room fully remodeled 2016. Great for 5th guest.
    Queen Bedroom - toilet , shower , New walk in shower in 2016. Hair dryer and vanity mirror.
    Master - toilet , shower , Remodeled in 2016. Hair dryer, vanity mirror.
  • Hair dryer, makeup mirror, available in each upstairs bathroom with lots of towels available and storage under counter top.
  • 2 Bedrooms, Sleeps 6
  • Queen bedroom - 1 queen , Closet with plenty of storage
    Master Bedroom - 1 king , or two twin beds
  • Each bedroom has cable flat screen TV, plenty of storage, and towels for the pool and beach. The bedrooms are on the second floor so there are no worries about noisy upstairs neighbors. Iron and ironing board. The first floor sofa converts to a bed.
  • Books ...
  • DVD Player ...
  • Games ...
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library ...
  • Balcony ...
  • Barbecue
  • Beach Towels
  • Boat ...
  • Deck / Patio ...
  • Deck Furniture
  • Fully Fenced Property
  • Gated Community
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Furniture
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda ...
  • Porch Furniture
  • Small Cooler
  • Tennis ...
  • Unscreened Porch / Veranda
  • Walkway to Water
  • Water Sports Gear ...
  • Wood Deck
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
  • arboretum
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • festivals
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • reefs
  • restaurants
  • ruins
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • paragliding
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • ski privileges optional
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Flip Flop Retreat is in the gated community of Truman Annex, within walking distance of restaurants, art and antiques galleries, Mallory Square, Southernmost Point, Duval Street, Fort Zachary Taylor, scooter and bike rental and more. The bright kitchen is fully equipped whether for a week or the entire winter. Ceiling fans in every room and on deck allow open air living, A wide screen TV in the living room and flat screen TVs in the bedrooms offer full entertainment capability, Built in cabinets contain books for every taste (but specializing in beach reading, of course), puzzles and board games. Double French doors open to the outdoor deck with dining table set under the balcony, and new plantation shutters make the home clean and bright.

Learn more about this vacation rental at the owner's website:


Exceptional! 5/5 -
(50 traveler reviews)

Special weekly rates @Sun and Fun Townhome in Truman Annex- Pool at back gate
average rating of 5.0 based on 50 reviews

Immaculate ,great location

  • 5 of 5

Our Family decided to vacation in Key West for our annual Christmas get together and we had he best time staying in Flip flop retreat. The house was spacious enough for all five of us and everything we needed (sheets, towels, pool towels etc.) was provided. The location is perfect. We were steps away from Duval Street and walking distance to Mallory Square where we could watch the sunset and all the sunset activities. Once we got our groceries at a nearby Publix we didn't need our car for much of anything. We enjoyed sitting on the beautifully landscaped deck and using the pool right behind the house. The owner was extremely helpful and always available. The house was immaculate, very comfortable, and decorated in a delightful Key West motif. We had a great time fishing, diving, jet skiing and coming home to relax in this beautiful home. Great vacation getaway !

  • Submitted: Jan 16, 2017
  • Stayed: Dec 2016
  • Source: HomeAway
Owner's Response: And Thank You for being such pleasant guests. Flip Flop Retreat has reached a milestone- our 50th 5 Star Review, with your help. We work very hard to prepare Flip Flop since every guest is special. Ward
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0 0

Another great stay in Key West at the Flip Flop

  • 5 of 5

Once again we had a wonderful stay in Key West at the Flip Flop. Ward and Kathy continue to improve the condo every year. We have stayed there several years in a row and look forward to booking again for next fall. We truly feel this has become our home away from home and even though it's a relatively short stay, we look forward more and more to it every year. Thanks for providing such a great place

  • Submitted: Dec 13, 2016
  • Stayed: Nov 2016
  • Source: HomeAway
Owner's Response: Thank you! We are pleased that our guests appreciate our efforts to make Flip Flop Retreat their favorite destination. Our 49th 5 Star and fourth in the month of November distinguish us from our nearby townhomes: excellent location at the pool, updated appliances, tasteful and pristine furnishings and personal care for all our guests.
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0 0

#1 Best of The Best in Key West

  • 5 of 5

This was our second time renting this beautiful condo from Ward. Ward is easy to work with and is attentive to your needs or questions and he is always updating his condo. Beautiful, clean and amazing location ever! Pool is right behind fence in backyard. This pool is cleaned daily a few times a day. Shower and bathrooms are also available. Chairs are comfortable plus pool is heated, nice! We met many of the owners in the complex in our late afternoon happy hours. Beautiful furnishings, soft sheets/towels and very well maintained. This is huge since most rentals have thin towels. Each of the bedrooms have updated bathrooms. Each bedroom have large closets. We always seem to have laundry detergent and other items available. New fridge and dishwasher coming in the next couple of weeks. Just love the location to beach, a short walk or 2 blocks to Duval street which are the two main places we visit daily. Trust me, you will not find a condo like this nor will you be disappointed!

Rent early to ensure you get the week you want.

  • Submitted: Nov 23, 2016
  • Stayed: Nov 2016
  • Source: HomeAway
Owner's Response: We are so pleased with this excellent review. Our prime location next to the pool and also a short walk to Duvall Street, attractive decor and built in entertainment center, and all new appliances distinguish us from others. Our guests become family and we try to make them feel at home.
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1 0
Waverly, OH

Always the perfect rental!!!

  • 5 of 5
Verified Stay

As we have come to expect from this property, it was perfect! After staying at various properties in KW, this remains our favorite! Ward is fantastic to work with and we would highly recommend this rental to others!

Thank you Ward and we will "see" you on our next visit!

  • Submitted: Nov 16, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
Owner's Response: 5 Star Reviews make our day! We are most grateful for this concise review. Thank you for returning to Paradise at Flip Flop Retreat. We love our repeat guests- they promote Flip Flop Retreat and we have benefited from their many referrals. Our goal is to exceed expectations.
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0 0

A relaxing and wonderful place to stay

  • 5 of 5

The place was beautiful. Have stayed in many units in the Annex. This tops them all. So convenient to everything.

  • Submitted: Nov 15, 2016
  • Stayed: Oct 2016
  • Source: HomeAway
Owner's Response: Another 5 Star Review is most appreciated. We are dedicated to keeping Flip Flop Retreat perfect in every way that we can. We vacation there nearly every month and every detail of our townhome is looked at closely and put as good as it gets. As our guest, now part of our extended family, notes we are better than other units in the annex because of location, cleanliness, decor, modern appliances, and our respectful communications. Thank you
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0 0

Perfect on Porter Lane

  • 5 of 5
Verified Stay

My family and I just returned from our yearly Key West visit and I am so glad that we have finally found the perfect vacation rental. Everything was clean and well taken care of as well as quite comfortable. It was a plus that each bedroom had its own full bath so that we didn't have to share as most other rentals in the Annex do and the back deck was our favorite spot to sit and unwind. The location was perfect, close to the beach, Ft. Zachary Taylor, the pool and Duval Street but far enough away from the noise and activity. Ward also made the rental process easy and answered any questions that we had in a timely manner. We have stayed at four different places in the Annex but from here on out we will only stay at Flip Flop Retreat. I can't wait to go back next year.

  • Submitted: Oct 21, 2016
  • Stayed: Oct 2016
  • Source: HomeAway
Owner's Response: Our 45th 5 Star Review- Thank you. Flip Flop Retreat is in mint condition and perfectly located for a wonderful family vacation. Long time Key West vacationers recognize that we are superior to other locations and recommend us to their friends. Most of our bookings are repeat guests and we welcome them to our extended family.
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0 0


Key West Kayak Fishing & Eco-Tours
"Kayak in the day Duval Street tonight!"
Mallory Square
"Entertainers just like San Francisco Fisherman's Wharf. Get your camera and catch the green ..."
Duval Street
"Oh yes! Day time Night time... be there for fine dining, live music, great shopping. "
Hemingway House
"This is a must. Get there at 8:50 in the morning and beat the crowd. "
Conch Tour Train
"Excellent tour guides will share locals knowledge of Key West."
Key West Lighthouse Museum
"Climb to the top and see the whole Island, the channels, and beaches."
Fort Zachary Taylor State Park
"10 minutes walk to the entrance and then you may enjoy the beach, snorkel at the artificial ..."
Red Barn Theatre
"Plan ahead and get your tickets to plays and these high caliber actors and actresses. "
Tropic Cinema
"5 excellent movies showing every day. Very comfortable seats, super popcorn and even enjoy a..."
Mile Marker 0
"Take a selfie at this one of a kind sign"
Green Parrot Bar
"Sound Check at 5:30 Friday. Free popcorn and meet the locals."
Nearest Airport
2 Miles
Key West International Airport
Nearest Barpub
0.05 Miles
Green Parrot, great bands & free popcorn!
Nearest Ferry
0.3 Miles
Terminal for ferry to Ft. Myers and Marco Island
Nearest Golf
4 Miles
Key West Golf Club
Nearest Train
0.3 Miles
Conch Train, guided tour of Old Town
Nearest Motorway
0.1 Miles
Mile 0, Highway 1- end of Florida Keys Highway
Nearest Restaurant
0.05 Miles
Blue Heaven, best Key Lime Pie Ever!
Nearest Ski
0.2 Miles
Fury water ski at the pier
Nearest Beach
0.1 Miles
Fort Zachary Taylor Park and beach
Car: not necessary

Truman Annex is a gated quiet neighborhood within walking distance of the beach, pool, adventure tours, restaurants, entertainment, and historic sites. In addition, special events are always happening in Key West like Pirate Week, Fishing Tournament, Fantasy Fest, Powerboat Race Week, Bike Week, and Sailboat Race Week. Check out the city calendar:

Nearly every water sport is available in Key West- deep sea fishing, bone fishing, snorkeling, diving, parasail, sailing, and more. Try online searches to arrange for activities you plan during your stay. Make reservations in advance for your bike or scooter or any daily plans you might have.


Rates & Availability

Truman Annex Townhome Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Jan 7 2017 - Mar 3 2017
7 night minimum stay
Feb 1 2017 - Feb 27 2017
27 night minimum stay
Flat fee
Spring in the Keys 2017
Mar 4 2017 - Mar 11 2017
7 night minimum stay
Spring in the Keys
Apr 1 2017 - Apr 29 2017
7 night minimum stay
Late Spring
Apr 30 2017 - Jun 30 2017
7 night minimum stay
Jul 1 2017 - Aug 12 2017
7 night minimum stay
Late Summer
Aug 13 2017 - Sep 2 2017
7 night minimum stay
Sep 3 2017 - Oct 6 2017
7 night minimum stay
Oct 7 2017 - Oct 20 2017
7 night minimum stay
Fantasy Fest
Oct 21 2017 - Oct 27 2017
7 night minimum stay
Flat fee
Oct 30 2017 - Nov 5 2017
7 night minimum stay
Christmas 2017
Dec 23 2017 - Dec 29 2017
7 night minimum stay
Flat fee
New Years Eve
Dec 31 2017 - Jan 6 2018
7 night minimum stay
Flat fee
Winter in the Keys
Jan 7 2018 - Apr 28 2018
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Tax Rate 12.5%

In addition to winter weeks, certain festival/event weeks are higher- please inquire. Base rates do not include taxes.
Initial $500 is non refundable deposit as noted on the website.
See sample contract on this website in the booking process.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
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