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:: GULFSIDE VISTAS @ THE ANNEX :: Oceanfront / Lavish Penthouse Condo & Pool....

Bedrooms 2
Half Baths1
Space 1,600 sq. ft.
Property type condo
Minimum Stay 6 nights


About the property

Oceanfront 2BR/2.5BA Penthouse Condo with panoramic views of the Gulf.

This beautiful penthouse condo is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You’ll have ocean views on three sides of your condo, and two spacious balconies as well.


You can see the ocean from any point in the open plan living area, and it is full of light. Sunsets are especially breathtaking. The kitchen has granite counter tops and upgraded appliances, including the Sub-Zero refrigerator. There’s even a bar with seating for four. The 50’ flat screen TV and stereo are great for those nights you aren’t out on the town. The living room has a couch that pulls out into a sleeper sofa that can accommodate an extra two guests. There’s a powder room in the hall for the convenience of your guests.


The Community Pool is right downstairs, located directly on the waterfront. There are plenty of chaises for your comfort, and a cabana with restrooms for your convenience. Fort Zachary Taylor State Park is a half mile away, with the prettiest beach in Key West.


The master bedroom has everything the 'master' might want: king bed, French door to the sundeck, large closets and a private balcony with stunning water view. The ensuite master bathroom has twin vanities, a tub and an over sized shower. The second bedroom has twin beds that convert to a king and its own bathroom. The living room sofa pulls out to a sleeper for an extra two guests.


Central Heat and AC, Large Heated Community Pool, Two covered off-street parking spaces, Washer/Dryer, 50' Flat Screen TV, Cable TV throughout, Microwave, Blender, Toaster, Full Gourmet Appointed Kitchen, Linens and Towels provided. Daily or weekly housekeeping provided upon request. Wireless high-speed Internet access throughout the property. This property will accommodate up to 5 adults.


As a Vacation Rental Broker, we will do everything possible to assure you of a memorable and thoroughly enjoyable stay while you are in one of the homes we manage. Our job is to make sure each home has been maintained to an exceptional standard and has no defects or problems that will spoil your stay. If there is a problem, we pride ourselves in our ability to address and solve that problem before it has intruded on your vacation experience. And in these uncertain times, you'll have added peace of mind knowing that the rental funds you have paid in advance will remain in a secure escrow fund until the day you enter your vacation home.


As your Key West real estate company, we can assist you in making your dream of home ownership in paradise a reality while maintaining the highest level of integrity during the property buying process. As your Exclusive Buyer's Broker we will do our utmost to discover assets and/or defects of a given home or parcel. We will negotiate only on on the buyer’s behalf for the best price and term, using every legal and ethical device to obtain the most favorable outcome for the buyer through every step in the property buying process. And that is our commitment, for each and every client we serve, on every transaction we oversee.

More Details

Property Manager
Last Key Realty
Speaks: english, french, spanish
Manager indicates their response time is:
Within a few hours
Calendar last updated:
November 18, 2017


Nearest Airport
2 Miles
Key West international Airport
Nearest Barpub
0.3 Miles
The Green Parrot
Nearest Ferry
1 Miles
Fort Myers Ferry
Nearest Golf
4.3 Miles
Key West Golf Club
Nearest Motorway
0.2 Miles
Route 1
Nearest Restaurant
0.3 Miles
Blue Heaven
Nearest Beach
0.5 Miles
Fort Zachary Taylor State Park
Car: not necessary


Old Town Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 3
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1600 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 6
  • Min. age of primary renter: 25
  • Pets not allowed
  • Non smoking only
Location Type:
  • Downtown
  • Near The Ocean
  • Waterfront
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Activities Guide
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Elevator
  • Garage ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Room
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Parking Off Street ...
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet
  • 2 Bedrooms, Sleeps 6
  • Master Bedroom - 1 king
    Second Bedroom - 2 twin/ single , Can be converted to King sized bed upon request
    Living Room - 1 sleep sofa /futon
  • Sleeps 4-6 with the use of the living room sleeper sofa
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony ...
  • Beach Towels
  • Gated Community
  • Patio
  • Terrace
  • Walkway to Water
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • Jacuzzi
  • Outdoor Pool
Onsite Services:
  • Concierge
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • festivals
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • 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:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • mountain biking
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • tennis
  • water skiing
  • water tubing


Wonderful! 4.9/5 -
(74 traveler reviews)

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:: GULFSIDE VISTAS @ THE ANNEX :: Oceanfront / Lavish Penthouse Condo & Pool....
average rating of 4.8513513 based on 74 reviews

Beautiful peaceful property

  • 5 of 5

The condo overlooked the water and the dock and the pool. We could watch the cruise ships come in. Yet we were 4 blocks away from Duval . After Shel oriented us, we knew where to go and how to get there. One of our best vacations ever! We ate dinner one night at sunset key . It was so romantic.

  • Submitted: Oct 5, 2017
  • Stayed: September 2017
  • Source: HomeAway
Owner's Response: Please note the date of arrival for this review, which was just two weeks after hurricane Irma. It proves that Key West is BACK IN ACTION and ready to welcome all of the Keys lovers from around the world. Come take it easy - enjoy your favorite restaurants (all open!), visit your favorite watering holes (all ready to pour your drinks!), take a dip in our beautiful waters and catch some fish & some rays of sunshine.
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Ligonier, IN

Great property, superb location and amazing sunset

  • 5 of 5

This property was a dream! Tucked inside Truman Annex, in a gated community sits this amazing vacation condo. The condo is roomy, decorated nicely and had a wall of windows in the living area looking out over the harbor. We had everything we needed in the condo, kitchen utensils, beach towels, chairs, plenty of pillows and blankets, and tourist info. The property manager, Shel, was amazing. He spent time showing us the property and going over restaurants and other local attractions. We did use the concierge service once, that was ok, but due to the chaos from the hurricane, they we difficult to get ahold of.

We rented bikes and went everywhere on them. I would not hesitate to rent this property again!

  • Submitted: Oct 30, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Great location, great service, property in need of some repairs....

  • 4 of 5

This condo is in a great location with easy walking access to the sights of Key West and a great view of the cruise ships docking. The pool was well cared for and we enjoyed it in the hot weather. The condo has a great layout for a family of 4, and could hold up to six, if two don't mind sharing the pull-out sofa. There are two bedrooms, one with twin beds, and each bedroom has its own bathroom (the one for the kids room is in the hall right outside the bedroom door). There is also another powder room, and a laundry room. The kitchen was well stocked in dishes, pans, etc. The condo is in need of repairs... there are some banged up walls and the glass doors in the twin bedroom are broken. Shel, the contact person, is great. He is full of information and fun to talk to. For a fee, he was able to pick up some groceries, which was very helpful since we were arriving late at night. He also checked on us during the week. All in all, we had a very good experience.

  • Submitted: Aug 29, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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The property was beautiful.

  • 5 of 5

Shel was so awesome during the whole trip. He met us at the property upon arrival and even left a mango key lime pie. He was always willing to answer my texts/phone calls. He came by to say good bye as well. Perfect property, perfect host, perfect trip. Thanks so much!

  • Submitted: Aug 10, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Very nice & relaxing

  • 5 of 5

Condo was nice, great views of the gulf (sunsets were the best). Clean and very well stocked. We have stayed in condos over the years and never had one so fully stocked with toilet paper, soap, paper towels, etc. Close proximity to restaurants and attractions but the neighborhood (Truman Annex) is quiet. We had never been to Key West and debated between a condo and the Hilton resort when choosing. We both felt like we made the right choice after seeing the location of the resort. When booking water excursions (we did snorkeling & jet ski tours), recommend asking that the check in place be at Mallory pier as its just a short walk away and you don't have to worry about parking. We rented a golf cart for the week and did not use the car at all. Only downside is golf cart still requires a full parking space. Seems most places have more spots for parking scooters.

  • Submitted: Jul 19, 2017
  • Stayed: July 2017
  • Source: HomeAway
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Spacious and Breathtaking!!!

  • 5 of 5

This unit was perfect for our family of 6. Unit was clean and well maintained. Shel was awesome, he met us upon arrival to greet/gave us a tour of accommodations. He was also there to help with an easy departure. The realty group that I worked with was painless as well. This unit has everything that it says that it has. For our family of 6, we could have used more bath towels and beach towels, I had do to a little more laundry than anticipated. Just not enough for family of 6. Grounds clean. Pool clean and very quiet pool area. Location was FANTASTIC!! I can't say enough about Key West, we've been 8 times, we Love Love KW. This unit has absolutely breathtaking views, we had sunset at this unit every night of our stay. I would absolutely recommend this unit and we will be back!!!!!

  • Submitted: May 31, 2017
  • Stayed: April 2017
  • Source: HomeAway
Owner's Response: We’re thrilled to hear that these guests enjoyed their stay at Gulfside Vistas. However, it is discouraging to hear about issues like these because we work so hard to keep our homes in top of the line condition and well stocked so that our guests do not have to worry about little things like this during their stay. So as you can imagine, it is frustrating for us to hear that we did not do our jobs in giving these guests the complete experience they should have had!  If we had known about the lack of towels in the condo, we would have brought extras over right away. Since these guests’ departure, extra bath and beach towels have been added to the condo. We are also in the process of building additional shelving in both bathroom closets to accommodate extra towels, linens, etc. Please contact us directly with any questions about what to expect during a stay at Gulfside Vistas.
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