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:: AVALYNN HOUSE @ THE ANNEX :: Lush Home & Lagoon Pool / Near Beach & Duval

Alex Kennedy

Member since: 2005
Call Manager
Enter your email address to view the phone number
Speaks: english, spanish
Bedrooms 5
Half Baths1
Property type house
Minimum Stay 6 - 8 nights

Last Key Realty

Member since: 2005
Speaks: english, spanish
Manager indicates their response time is:
Within a day
Calendar last updated:
May 23, 2015
Call Manager
Enter your email address to view the phone number
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

:: AVALYNN HOUSE @ THE ANNEX :: Lush Home & Lagoon Pool / Near Beach & Duval

Bedrooms 5
Half Baths1
Property type house
Minimum Stay 6 - 8 nights


Key West House Rental Photos and Description

5 Bedrooms, 3.5 Bathrooms, Private Home in Truman Annex, Private Pool

Imagine being just a few minutes’ walk from all of Key West’s most famous attractions, yet in the peace and solitude of Key West’s most exclusive gated community, the Truman Annex. With Duval Street just two blocks away and the beach at Fort Zachary Taylor Park right around the corner, you couldn’t hope for a more ideal location. And while you’re here, your home away from home will have every luxury and convenience you might want. 'Avalynn House' has just been completely renovated, and has been meticulously furnished to a very high standard, with many one-of-a-kind pieces. Original Artwork is everywhere you look.


As you enter this stately home, the first things you’ll notice are the 11-foot ceilings and the light coming in through the French doors and windows. The living area is an open plan, perfect for entertaining in the tropics. There is plenty of seating for everyone in your group, and a dining table that will seat ten comfortably. The 55-inch flat screen TV is visible from any place in the entire living area. The gourmet kitchen with its large central island and bar has been equipped with everything an ambitious chef would want to prepare that very special meal. Outside, there is a very spacious porch facing the pool, and a separate dining area under a gazebo.


The lagoon style pool is quite special, with two waterfalls and massaging jets built into the walls. The entire area has been lushly landscaped, providing you with the privacy you would want. And if you need to feel some sand between you toes, the beach at Fort Zachary Taylor Park is just a short walk away.


The first bedroom is on the main floor, with a queen bed, flat screen TV and a half bath in the hall. On the second level you’ll find the second bedroom with two twin beds and flat screen TV. The third bedroom on the second level has a queen bed and flat screen TV. These two bedrooms share a hall bath. The first of two master suites is also on the second level, with a king bed, large flat screen TV, private balcony and spacious en-suite bathroom. The second master suite (your fifth bedroom) is on the very private third level, with a king bed, 55-inch flat screen TV with large sitting area, private balcony and en-suite bathroom.


Central Heat and AC, Ceiling Fans Throughout, Heated & Jetted Pool with Waterfall, Private gated & lushly landscaped yard with BBQ Grill, Washer/Dryer, 55 inch LED Flat Screen TV in living room, and Master Bedroom, Flat Screen TV's in all other bedrooms, Expanded Cable TV throughout, DVD Players, Microwave, Blender, Toaster, Full Gourmet Appointed Kitchen, Linens and Towels provided. Daily or weekly housekeeping provided upon request. Wireless high-speed Internet access, private off-street parking.

More Details
  • Events Allowed
  • children welcome
  • pets considered
  • suitable for elderly or infirm
Alex Kennedy (Property Manager)
Call Manager
Enter your email address to view the phone number
Speaks: english, spanish
Manager indicates their response time is:
Within a day
Calendar last updated:
May 23, 2015

Guestbook comments from the manager

We stayed at the Avalynn house with our entire family, in-laws and all, for the Thanksgiving holiday. The home was so incredible and actually had something for everyone. The pool was just the perfect size for the kids and the living area/kitchen provided the perfect setting for gathering to either watch TV or just eat and enjoy some cocktails. The bedrooms were all far enough away from the public areas and provided great privacy. Additionally, the home was beautifully appointed. We had a couple of minor issues which was to be expected, but Shel from Last Key Realty was UNBELIEVBLE! What a guy. If there was an issue it was resolved immediately and he was always around to just make sure we were all happy and having a great time. I can't decide if I liked the house or the service Shel provided more!!!! I WILL be back and I WILL rent from Last Key again. We all had an amazing time and appreciated the extra special service.
Nov 2012
  • 1 of 1

Why HomeAway

Bedrooms 5
Half Baths1
Property type house
Minimum Stay 6 - 8 nights
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 31 traveler reviews

Write a Review
:: AVALYNN HOUSE @ THE ANNEX :: Lush Home & Lagoon Pool / Near Beach & Duval
average rating of 4.903226 based on 32 reviews

fantastic home and property

  • 5 of 5

I have been coming to key west every January since 1999.this home is the greatest I have stayed in.from Shel the concierge to the layout of the home and grounds and no loving roosters to wake you at 4:30 am this is as close to perfect as you will find.enjoy !

Chris Doolittle

  • Submitted: Feb 17, 2015
  • Stayed: Jan 2015
  • Source: HomeAway
Boston, MA

VERY, VERY Pleased

  • 5 of 5

This was our first time in Key West. The location of the house has to advantages. First, the Truman Annex is a gem of a spot: quiet but picturesque. Second, you are walking distance to everything on Duval Street. We rented a car but didn't use it much at all. Regarding the house, it has 5 very nice bedrooms. (In my experience, the 5 bed properties are usually 4 beds, with one sub-par bedroom--not at this house.) We enjoyed the back patio for relaxing and eating. The pool is small but fun for the little kids to play in. The Fort Zach State Park is nearby and we went their daily for the beach. All in all, a great time and the house was everything we needed--comfortable, nicely appointed, and well located. Last but definitely not least, we relied heavily on Shel Segel, the concierge, for advice and recommendations. He was VERY responsive to all my requests, which included printing things out for me at his office and delivering packages we sent there as well. He was great.

  • Submitted: Dec 31, 2014
  • Stayed: Dec 2014
  • Source: HomeAway

Celebration in Key West

  • 5 of 5

We had a wonderful week long celebration in this superbly decorated home. The service was impeccable and the accommodations were first class.

  • Submitted: Nov 10, 2014
  • Stayed: Aug 2014
  • Source: HomeAway

Our Stay at Avalynn House

  • 5 of 5

We were celebrating our 20th wedding anniversary. For my wife and I and our friends that traveled and stayed with us this property was perfect. Having visited Key West many times we know location is important and this house couldn't be located any better, just two blocks off Duval St. and in a quiet gated community. Shel recommended renting bicycles for out stay, our rental vehicle stayed parked the entire week, that was a great bit of advice.

The home was very well maintained and clean. The photos of the home were very accurate and that's exactly the way the home looked when we checked in. The pool area was really nice and was enjoyed everyday. We actually had our renewing of our wedding vows ceremony including eleven friends right in front of the pool and it's waterfall feature. After the ceremony we had a private chef and his assistant prepare a fantastic dinner for our group. The chef had plenty of room to work in the large kitchen area and the experience will be remembered for a long time by everyone.

Shel greeted us upon our arrival giving us the walk through and besides the bicycle rental suggestion, he pointed out several restaurants and the ones we tried were really nice. Latitudes restaurant on Sunset Key was nice and Blue Heaven was also good for brunch or dinner along with several others that we tried. We also used Danger Charters for a sunset/wine tasting cruise as well as a day trip that turned out to be one of the best we've ever experienced.

I would definitely recommend this property to friends and family, I couldn't imagine anyone not enjoying this home, it's the quintessential Key West tropical paradise home and with Shel and his advise,perfect.

Fare Thee Well

  • Submitted: Sep 6, 2014
  • Stayed: Jun 2014
  • Source: HomeAway

A little slice of paradise

  • 5 of 5

From the moment we stepped off the plane, Shel called me on my cell to welcome us. The house was just as described, their attention to detail was meticulous. I was there with my four children and they loved the tropical pool with waterfall and lush palm trees. It was so nice to have a home with tv's in every room, a full kitchen to cook in and washer and dryer. The nights were balmy and probably my favorite time to sit outside by the pool on the comfortable lounges with a glass of wine. Being in a gated community made me feel safe and comfortable. The proximity to many favorite local eateries and shops was extremely convenient. We will definitely return for another week real soon!

  • Submitted: Sep 5, 2014
  • Stayed: Jul 2014
  • Source: HomeAway

Perfect vacation getaway!

  • 5 of 5

The house was beautiful and very comfortable and spacious for a family of 6 plus a 10 month old. The pool was very inviting and refreshing. The patio was relaxing and perfect for hanging out. Overall the house was just what our family needed for our vacation. We had plenty of room to spread out and relax on our vacation. The main floor was perfect for family time and the rest of the house allowed everyone to have their own space. We spent most of our time outside on the patio and pool area. The location is perfect for walking to ducal street and shopping. Would definitely stay here again! Shel greeted us and did a fantastic job as the property manager and telling us about the house and Key West!

  • Submitted: Aug 19, 2014
  • Stayed: Jul 2014
  • Source: HomeAway


Coles Peace Bakery
"The best bread on the island, killer sandwiches, and great sweets! Plus they deliver on the..."
Eaton Street Seafood Market
"Where to get fresh local fish in Old Town"
Sugar Apple Natural Foods
"For organic and health food options, this is the place. "
Old Town Bakery
"Great homemade pastries and treats, stop by for lunch too!"
Blue Heaven
"Famous but staying true to its roots, this is a local’s guilty pleasure. Go early or be pre..."
Harpoon Harry's
"This Key West diner is covered in funky art and also has a liquor store"
Banana Cafe
"A French treat overlooking Duval, the crepes are to die for."
"Delicious breakfast, lunch, or even dinner with a lovely setting."
Pepe's Cafe
"You won’t need much convincing to “Eat at Pepe’s” – a local staple..."
LA Creperie
"If you like crepes, go here..."
Goldman's Bagel Deli
"For bagels in Key West, make the trip out to Goldman's"
Louie's Backyard
"Upscale brunch overlooking the water..."
The Cafe
"Funky place with mostly (not all) vegetarian options for lunch and dinner. Will not disappo..."
Help Yourself Organic Cafe and Market
"Health food restaurant with a juice bar, sit outside and treat yourself right!"
Frenchie's Cafe
"Little French spot with sandwiches and big salads, sit on the outdoor patio and enjoy!"
Bad Boy Burrito
"Tiny spot making big burritos and salads, a great treat to pack up and bring to the beach."
Cuban Coffee Queen
"Funky little booth with great coffee and surprisingly good food, a good place to stop down a..."
Sandys Cafe
"A Cuban gem for sandwiches and true Cuban fare inside a Laundromat – open 24 hours and deliv..."
5 Brothers Grocery
"Sandwiches & Cuban coffee, sit outside and people watch"
El Siboney Restaurant
"A Cuban legend in Key West, not to be missed."
"Beachfront dining from the owners of Blue Heaven, this is the Key West dream date!"
HogFish Bar & Grille
"Hidden gem for fish on Stock Island, overlooking the water with a very island vibe..."
Kelly's Caribbean Bar
"Just off Duval but hidden in the trees, world famous happy hour with half priced appetizers!"
2 Cents - Restaurant ~ Pub
"The first neighborhood “gastro pub” with daily specials and free bacon at happy hour..."
Alonzo's Oyster Bar
"Great island seafood & raw bar items..."
Chico's Cantina
"Mexican restaurant that is walkable to Oceanside Marina condos, definitely will not disappoi..."
Big John's Pizza Pasta & Subs
"If you have to order pizza, get it from here!"
Thai Island Restaurant
"Good Thai food, and they deliver!"
Origami Japanese Restaurant
"Sushi in Duval Square, a good option for a casual stop while out on Duval"
Cafe Sole
"Elegant island atmosphere with great food. A beautiful way to spend an evening in Old Town."
"Upscale island dining, you'll love it."
A & B Lobster House
"Elegant island dining overlooking the water, very upscale."
Antonia's Restaurant
"Famous martinis and delicious menu items, famous staff who will treat you right."
"Upscale local seafood, conveniently located."
Hot Tin Roof
"Latin inspired exquisite food in an elegant atmosphere..."
The Flaming Buoy Filet Company
"A local’s secret, we can’t resist the lobster mac & cheese!"
Santiagoa(TM)s Bodega
"The place to get tapas in Key West!"
Nine One Five
"A James Beard acclaimed restaurant with a cool upstairs happy hour..."
Michaels Restaurant
"A neighborhood gem, also great for happy hour..."
Braza Leña
"Brazilian steak house for a real feast..."
"The most upscale Key West experience, dining on a private island overlooking the water..."
Ambrosia Restaurant
"Sushi and Asian fusion that is a real treat..."
Roof Top Cafe
"If you like Key Lime Pie, this is a great place to get your fix! "
Better Than Sex
"An all-dessert restaurant that will make you forget dinner, best to make reservations..."
Flamingo Crossing
"Homemade ice cream that will not disappoint, sit on Duval St and watch the world go by"
Matthessen 4th of July
"Super-sized sundaes and cookies the size of your face in a 50’s diner setting"
Fort Zachary Taylor Historic State Park
"The beautiful State Park beach with great snorkeling and a club house for lunch"
Tropic Cinema
"The local movie theater with both popular and artsy flicks, adult beverages available in the..."
Mallory Square
"Every night the street performers entertain the street traffic at this Key West tradition, c..."
Relentless Sport Fishing
"Last Key’s preferred fishing company is Paradise Fishing Charters. Call Captain Bob and men..."
Fury Catamarans
"Local companies offer a wide array of sails (morning and evening), adventure cruises (snorke..."
Danger Charters
"You can't go wrong with a day on the water with Danger Charters. Take a morning or afternoo..."
Eaton Bikes
"One of the best ways to get around Key West is on bicycle. Our preferred rental company is E..."
"Local women’s clothing boutique with whimsy accessories and art, too. A real treat for shop..."
Besame Mucho
"Home and body collections with a Parisian flare, the perfect place to find a souvenir or a g..."
Green Pineapple
"Clothing, accessories, and items for the home with a surprise dessert bar in the back!"
Island Arts Co-op Gallery
"A co-op of local artists with Key West-inspired pieces, take home a piece of paradise for yo..."
Wet Paint Gallery
"A new location for the local famed “Seven Artists” - local artists on display with real Key ..."
The Green Parrot
"A Key West tradition with great live music, free popcorn, famous bartenders, and an open-air..."
Schooner Wharf Bar
"Outdoors on the water with live music and round the clock food. Try to catch the Doerfels!"
Willie T's
"Outdoor patio bar with round the clock live music and an extensive mojito menu"
Smokin' Tuna
"Casual courtyard just off Duval with live music and all outdoor setting."
The Porch
"Craft beers and great wine selection in a historic house with indoor/outdoor seating overloo..."
Vinos on Duval
"Indoor & outdoor seating with a view of Duval"
Louie's Backyard/The Afterdeck Bar
"Sit on the back deck overlooking the water for a real treat"
Speakeasy Inn
"The Rum Bar downstairs is Famous for island cocktails and top chef drinks"
Nearest Airport
3 Miles
Key West International Airport
Nearest Barpub
0.2 Miles
The Green Parrot
Nearest Ferry
0.5 Miles
Fort Myers Ferry
Nearest Golf
5 Miles
Key West Golf Club
Nearest Motorway
0.2 Miles
Route 1
Nearest Restaurant
0.3 Miles
Blue Heaven
Nearest Beach
0.2 Miles
Fort Zachary Taylor State Park
Car: not necessary


Rates & Availability

From $1,321 Per night


  • $9,250 to $12,850 per week
    Instant Quote will only show regular rates, NOT the correct rate for a Special Event or Holiday period. Please contact us directly for correct pricing during the periods shown below:

    New Year’s
    Regatta Races
    Songwriters' Festival
    Memorial Day
    July 4th
    Lobster Festival
    Fantasy Fest
    Superboat Races
  • Last Key Realty requires a deposit of 50% of the rental total in order to hold the reservation, and the remaining balance is due 60 days prior to check in. Last Key Realty accepts payment via most major credit cards, as well as by check. The first $100 of electric is included in monthly rentals.
Enter dates to see total


Key West House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3100 sq. ft.
Location Type:
  • Downtown
  • Near The Ocean
  • Family
  • Activities Guide
  • Air Conditioning
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Fitness Room / Equipment
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Local Maps
  • Paper Towels
  • Parking
  • Parking Off Street
  • Parking On Street
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Ice Maker
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet
  • 5 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen
    Bedroom 2 - 2 twin/ single
    Bedroom 3 - 1 queen
    Bedroom 4 - 1 king
    Bedroom 5 - 2 twin/ single
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Gated Community
  • Kayak / Canoe
  • Motorboat
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda
  • Sand Box
  • Screen Porch / Veranda
  • Tennis Court
  • Terrace
  • Unscreened Porch / Veranda
  • Walkway to Water
  • Events Allowed
  • children welcome
  • pets considered
  • suitable for elderly or infirm
Pool / Spa:
  • Heated Pool
  • Jacuzzi
  • Private Pool
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • duty free shops
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • gambling casinos
  • paddle boating
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • paragliding
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing

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