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**GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...

Photo gallery for **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...

The views of the harbor from your spacious balcony are simply stunning...
The living area is filled with plenty of natural light...
The pool has direct views of the Gulf...
You'll have a bird's eye view of the cruise ships docking...
The living room is nicely furnished, with plenty of room for everyone...

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Balcony

Explore the area

View map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪3 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Living Room

1 Double Sofa Bed

Master Bedroom

1 King Bed

Second Bedroom

1 King Bed

2 bathrooms, 1 half bathroom

Master Bath

Powder Room

Second Bedroom Bath

Spaces

Kitchen
Balcony

About this property

**GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!

GULFSIDE VISTAS is a beautiful penthouse condo and 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 GULFSIDE VISTAS, and two spacious balconies as well.

Compliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.

THE LIVING AREA...

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 of GULFSIDE VISTAS has granite counter tops and upgraded appliances, including the Sub-Zero refrigerator. There's even a bar with seating for four. The 50 INCH 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 POOL and THE BEACH...

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 ACCOMMODATIONS...

• Master Bedroom: King bed, direct access to the sundeck, large closets, and an en-suite bathroom with twin vanities, a tub, and a shower.

• Second Bedroom: Two Twins OR One King bed, a flat screen TV, large closets, and an en-suite bathroom with a shower and tub combination.

ALL LAST KEY VACATION HOMES INCLUDE:

• Washer and Dryer
• Central Heat and A/C
• Ceiling Fans
• Flat Screen TVs in Living Room & All Bedrooms
• Fully Equipped Kitchen
• Basic stock of spices
• Starter supply of paper products
• Starter set of cleaning products
• Linens and Towels provided
• Wireless high-speed Internet access & full cable included

In addition, this fully stocked home also includes, but is not limited to the amenities on this list:

• Fully Fenced and Landscaped Private Yard
• Large Community Pool Access
• Two Covered Off-street Parking Spaces

Other notes:

• Interim housekeeping provided upon request
• This property will accommodate up to 6 adults
• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Mel Fisher Maritime Museum and USCGC Ingham Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 1 min walk - 0.1 km
  • Harry S. Truman Little White House - 3 min walk - 0.3 km
  • Duval Street - 6 min walk - 0.5 km
  • Mallory Square - 9 min walk - 0.8 km
  • Florida Keys National Marine Sanctuary - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Key Lime Pie Factory - ‬12 min walk
  • ‪The Bull & Whistle Bar - ‬12 min walk
  • ‪Caroline's Cafe - ‬12 min walk
  • ‪La Concha Bar - ‬11 min walk
  • ‪First Flight Island Restaurant & Brewery - ‬10 min walk

Frequently asked questions

Does **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES... have a pool?

Yes, this property has a pool.

How much does it cost to stay at **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...?

As of 5 May 2026, prices found for a 1-night stay for 2 adults at **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES... on 20 July 2026 start from NZ$458, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES... pet-friendly?

No, pets are not allowed at this property.

How much is parking at **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...?

On-site parking is available at the property.

What time is check-in at **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...?

Check-in begins at 4:00 PM.

What time is check-out at **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...?

Checkout is at 10:00 AM.

Where is **GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES... located?

Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park and Mallory Square. Duval Street and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 88 out of 100 reviews
Rating 8 - Good. 10 out of 100 reviews
Rating 6 - Okay. 2 out of 100 reviews
Rating 4 - Poor. 0 out of 100 reviews
Rating 2 - Terrible. 0 out of 100 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sheri Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had such a wonderful stay in this beautiful condo with amazing views. Hope to be back soon!
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Kim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful oasis

This place was amazing and convenient location
Stayed 9 nights in Jul 2024
Verified

10/10 Excellent

Deneice P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The bomb!
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Stephanie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location and beautiful views

This location was perfect. Views were amazing. Very clean. Easy to communicate with.
Stayed 6 nights in Dec 2022
Verified

10/10 Excellent

Ian C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Great stay in a 3rd floor apartment giving an oceanfront view. Picture window and two balconies gave lots of options to boat and people watch. Well equipped kitchen with all essentials. Would definitely recommend and return!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Kathleen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Special place!

Plenty of room, great location, and nice and quiet. Elevator and shower chair very helpful for handicapped family member. Alena helped us get settled during a power outage! Hope to return soon.
Stayed 6 nights in Dec 2023
Verified

8/10 Good

Curt C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Two week break!

Overall the accommodation was as advertised and great. Wish the pool was open after dusk, the pool needs to be monitored more closely for iguana droppings and cleaning. We will for sure look to book again in the future.
Stayed 14 nights in Jun 2024
Verified

10/10 Excellent

Todd J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ideal family stay in Key West

This property is perfectly located in Truman Annex, next door to the Truman Little White House and a very short walk to Duval Street and Mallory Square. The condo was clean and well stocked. The beds were very comfortable. And the sunset view from the balcony was breathtaking. Nancy with the property management team, Last Key Realty, was very responsive and efficient. One note: every morning at 8am, you’ll hear the National Anthem from the Naval base next door. If you’re a late sleeper, this may not be the perfect place for you.
Stayed 6 nights in Jun 2025
Archival

10/10 Excellent

Douglas H.

Fantastic!

We stayed at this lovely Penthouse Condo for the first time in July, 2012. We fell in love with the views as well as the quality of this beautiful place and returned in June, 2013. The Condo is close to everything and the guest services manager is so very helpful and attends to your every need. Highly recommended! We will be back soon.
Verified

10/10 Excellent

Pamela L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sunsets guaranteed

Our family of 4 had a great week at Gulfside Vistas. The condo was well-maintained, well-stocked, and perfectly located. We rented bikes for the week but we were also able to walk to most of our destinations. The pool was clean and the building quiet. Check-in and check-out were easy and efficient. We used the concierge service for some reservations, which was awesome as well. This location in Truman Annex can’t be beat. We look forward to our next trip.
Stayed 6 nights in Jan 2023
Archival

8/10 Good

Leigh Anne G.

Relaxation with amazing views

From the moment we walked into the front door we were in awe. The views of the harbor and Fort Zachary Taylor were available from every angle. As always we were greeted by Shel, who has always to take care of us and we look forward to seeing every year. The kitchen was well-stocked with large gathering areas for our party yet the condo provided privacy for each guest. Best location in Key West, quiet, private and within walking distance to restaurants and sightseeing. Looking forward to returning next year!
Verified

10/10 Excellent

Angela W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing views and perfect location!

This condo is super clean, safe, and perfectly stocked! Everything you’ll need for a relaxing trip to the keys. One of the best views with easy access to excursions, spas, restaurants, And all the excitement at Mallory Square. The only sidenote is that there is no access outside regular plug for an electric golf cart. But there are tons of transportation options. Beautiful scenery, and history at this condo!
Stayed 6 nights in Jun 2023
Verified

10/10 Excellent

Steve B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas in KW

Family stayed here over Christmas and it was wonderful. It was our third time in KW and these accommodations were the best so far. Plenty of room, pictures and description matched what we saw online, location was great, and the view was amazing. One very very minor thing was we noticed when we walked around in socks the bottoms were a little dirty. Perhaps the floors could have been a cleaned a little better. Honestly its barely worth mentioning and would absolutely not be a reason not to book here. We would definitely return.
Stayed 6 nights in Dec 2024
Archival

10/10 Excellent

Lisa H.

Fantastic Key West vacation!!!

Gulfside Vistas was fantastic!! The views were even better in than in the photo. We watched the sunset right from the living room and 2 balconies. The condo was very spacious and clean. The decor was beautiful. Fantastic kitchen for those who like to cook, we took advantage of the convenient location to area restaurants. Walking distance to all local area dining, entertainment, activities and shopping. Mallory Square is just outside the gate to the complex. The community was quiet, yet just 2 blocks from Duval Street. We plan on coming back next year!
Archival

10/10 Excellent

Terry W.

BEST VIEW AND QUIET LOCATION

This was our second stay at this property and we enjoyed it as much as the first time. The unit is well stocked, clean, and quiet. We had some cooler days (low 70s) and nights (60s), so we were able to turn off the air conditioner and open the windows (they work) and French doors. The television in the living room had a nice large screen for enjoying the Super Bowl. We used the grocery delivery service (arranged by Shel, the guest services coordinator) and it was worth every penny to have the refrigerator and pantry fully stocked when we walked in the door. Aside from the condo, we recommend Eaton Bikes who delivered my bicycle at the appointed time to the front door of the condominium. We hope to stay in this condominium again.
Verified

10/10 Excellent

Mark K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding property with incredible views!

Outstanding property with incredible panoramic views from all the rooms. We really enjoyed the very spacious and comfortable rooms and the two wonderful balconies. The area is private but still very close to Duval Street and Mallory Square. The kitchen is well equipped and the pool is great. Finding the location the first time using Uber was a little tricky, but it was easy once we became familiar with the area. Very highly recommended!
Stayed 9 nights in Sep 2022
Verified

10/10 Excellent

Kathy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous Views

A great condo in a super nice area. We spent many hours on the decks gazing at the Gulf. Very nice & well equipped & walk to everything!
Stayed 7 nights in Oct 2022
Verified

10/10 Excellent

Jodie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved It

Perfect Location, Terrific Condo, We had a blast! The place had everything you could want including coffee, detergent, hand soap, paper towels. It was really well done!
Stayed 6 nights in Aug 2022
Verified

10/10 Excellent

Joe M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Lovely condo in a great location. Provides many of the little details that make it just like home
Stayed 7 nights in May 2022
Verified

8/10 Good

Fred W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

The views and location cant be beat. The unit is a little tired and needs some paint and update but the agent was great, very responsive to any issues we had. You could sit on the balcony all day and just enjoy the views and activity in the harbor. We would love to come back!
Stayed 7 nights in Feb 2022
Verified

10/10 Excellent

Stephen D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Excellent
Stayed 7 nights in Jan 2022
Verified

10/10 Excellent

Amber N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key west property

Great location! The spectacular views of the ocean were our favorite. Large and clean pool, easy to access. We felt safe there, no complaints at all!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Andrew P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

5 Star visit to Key West

This was our first trip to Key West and we had a wonderful stay. Last Key Realty did a fantastic job to make us feel welcome and feel at home in Key West. Shel provided us with top flight service, great communications, and was available for any questions. The view was absolutely amazing. We enjoyed the famous Key West sunsets right from our own balcony. The condo location was perfect, close to all the interesting places, close to many great restaurants and it just made the trip a wonderful experience. The condo was super clean, well furnished, and there was plenty of space for our group. I strongly recommend this Last Key Realty Condo. We are looking forward with excitement to our next visit.
Stayed 7 nights in Feb 2021
Verified

10/10 Excellent

Lori L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Can’t beat this condo’s location! Location, location, location*****

This was an excellent Vrbo experience and a condo with with beautiful ocean Views. Shel Segal was an excellent concierge and made sure we were comfortable and had everything we needed.
Verified

10/10 Excellent

Andy E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Break

Visited mid October. Weather was great. Accommodations were great. Great view. Great location. Perfect view of sunset every night.
Stayed 8 nights in Oct 2019

About the host

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