See all properties

Location, Location, Location!!! Downtown Key West - Truman Annex!!!

Top rated by guests

Exterior

Interior

Private kitchen

Property grounds

Property grounds

9.6Outstanding

(36 Ratings)

"We were there the last week of June and thoroughly enjoyed the property and its amenities. It was very clean and comfortable. The rental agents were always quick to respond and very willing to please...."

Terri C.

Don't miss out! Price and availability may change

9.6 / 10.0

Outstanding(36 Ratings)

Apartment in Key West, FL

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

All the amenities of a fantastic resort suite and free assigned parking in the middle of everything in Key West...2/1 that is 1 min away from the beach and 2 blocks off Duval surrounded by amazing entertainment Green Parrot is across the street) and some of the best and most famous Key West Restaurants and Landmarks...you will love it!!!
Southermost Point and Mallory Square are within walking distance and so is The Grand Cafe (my fav) restaurant...Enjoy and hope to hear from you soon!!!
PLEASE keep in mind that this is a weekly vacation rental and all the booking and reservations should be done in multiple of 7...Thank you in advance!!!

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

$$$$

Top rated by guests

9.6Outstanding

(36 Ratings)

"We were there the last week of June and thoroughly enjoyed the property and its amenities. It was very clean and comfortable. The rental agents were always quick to respond and very willing to please...."

Terri C.

Don't miss out! Price and availability may change

$$$$

9.6 / 10.0

Outstanding(36 Ratings)

Apartment in Key West, FL

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Key West, FL

city location on map

Nearby attractions

The Key West Butterfly and Nature Conservatory

Southernmost Point of the Continental U.S.A.

The Hemingway Home and Museum

About this apartment rental

All the amenities of a fantastic resort suite and free assigned parking in the middle of everything in Key West...2/1 that is 1 min away from the beach and 2 blocks off Duval surrounded by amazing entertainment Green Parrot is across the street) and some of the best and most famous Key West Restaurants and Landmarks...you will love it!!!
Southermost Point and Mallory Square are within walking distance and so is The Grand Cafe (my fav) restaurant...Enjoy and hope to hear from you soon!!!
PLEASE keep in mind that this is a weekly vacation rental and all the booking and reservations should be done in multiple of 7...Thank you in advance!!!

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

Ratings and reviews

9.6 / 10.0

Outstanding(36 Ratings)

10.0 / 10.0

We were there the last week of June and thoroughly enjoyed the property and its amenities. It was very clean and comfortable. The rental agents were always quick to respond and very willing to please. We would gladly pick this place to stay again. Thanks for a wonderful vacation and the memories we made.

6.0 / 10.0

My wife and I stayed 27 days. Leasing agent was prompt when we had an issue. Unit has recently had some remodeling. Nice looking doesn’t always mean it functions. There is very little storage available. One closet with all shelves full of linens. No drawer storage. I had to put my underwear in a corner. Nice TV, but none in bedroom even though listing photo show one there. Living room love seats like sitting on concrete. We took pillows from 2nd bdrm to sit on. Nice front porch, but nothing to sit on. Short walk to the beach, BUT no beach chairs, umbrella, cooler, or non glass drinkware. Nice dishwasher, BUT run it when you are going to be gone from unit. No garbage disposal. Nice frig. No storage in kitchen for groceries. Unit backs up to a large park with lots of chicken. Roosters start crowing continuously 3 hours before daylight. Navy plays National Anthem everyday at 8:00am and that is nice. That is your alarm to head to the pool if you intend to get a chair Kitchen and living area has 17 pictures on the walls…BUT only clock in unit is the microwave

10.0 / 10.0

Location was great, walking distance to restaurants, bars, entertainment, and beach. Condo was newly remodeled and it had all the conveniences of home. Very clean and comfortable! Jodi and Lee did a great job taking care of us during our stay. They were available and attentive to any needs. I would highly recomend this condo and management service.

10.0 / 10.0

First, the condo was very clean and comfortable with Two decks! Quiet location with a very nice pool. I went for a swim early and had the pool all to myself. The location was perfect being two streets from Duval with a couple of of really fun bars/restaurants even closer in the neighborhood. Communication was quick and easy with the owners and rental agent. Our questions were answered right away and the check in/check out process was flawless! Would highly recommend this condo to everyone, (just don’t take our week! 😊

10.0 / 10.0

Wonderful location, very close to everything! Had a great time!

10.0 / 10.0

We have family members that used to stay at the Shipyard condos every year. So we were already familiar with the property. There’s really nowhere else in Key West that we would want to stay!

10.0 / 10.0

Stayed here for our beach wedding. Best location!! Close to everything but secure neighborhood feels like a different world when you go to bed. Jody the prop mngr was great!

10.0 / 10.0

The condo is in a great location and the condo complex is very nice. This is our 4th year staying in this complex. The condo needs a little updating. If you are going to do any cooking, bring hot pads and plastic bowls for leftovers, there were none of either in the unit. We would definitely stay here again.

10.0 / 10.0

We came down from 12/27-1/4. We had a great, relaxing time. The condo had all the necessary amenities for a great stay. Welcoming and available management. We have and will stay in the Shipyard again. Love the area. Close to everything for walking if needed.

10.0 / 10.0

There were balloons to greet us for my husbands birthday. Letting us book mid week and extend our stay a few hours!

10.0 / 10.0

This property is in a lovely gated community and is in a perfect spot for visiting Key West. The condo has everything you need for a great stay. Lovely pool.

10.0 / 10.0

It was a great location and apartment - clean, comfortable and all the necessities.

8.0 / 10.0

We stayed a week and had a great time. Everything was as described. Great communication with the property management. Only critique would have to be the unit needs some maintenance. A fresh coat of paint would really help the place. We actually tightened up the ceiling fan blades they were so loose we thought they would come off of the fan while in use. So we bought a screwdriver just for that. We would stay again for the price we paid.

4.0 / 10.0

Five minute walk to Green Parrot. The whole rental process was easy. The only complaint ( it’s a tiny one) is the internet cable was unplugged so we didn’t have tv or cable for two days. We didn’t realize the box is in the one bedroom without a television easy fix once found. It’s a beautiful rental in a beaut Place.

8.0 / 10.0

The condo was clean and was as described. The problems we experienced were no cookie sheets or any casserole dishes. Our television and internet were out about three days. This was very inconvenient. Overall it was a great location.

8.0 / 10.0

Loved the condo. Very clean, proximity to Duvall, waterfront & Ft Zachary Taylor beach was excellent. Would definitely rent again.

6.0 / 10.0

Key West fun place and the location close to major area. However, internet and tv spotty when arrived and after tech guy worked on it went dead.. The result is we left a day early which if TV and internet worked we would have stayed. The agent gave an allowance of $211 which I feel is adequate The lose of 1 day should be worth closer to $330 and the lack of tv and internet should be worth worth another100 to $200. Feel that would be somewhat fair

10.0 / 10.0

The internet was spotty AND WOULD FAIL late in a major FB game OR news broadcast, Updates/sprucing is needed Besides location, the 2nd floor porch overlooking Ft Zachary Taylor was great for morning java or evening wine. The daily playing of Reveille in the am reminded me of my fondness military and presence in KW We liked our 7 nights and would enjoy returning…moved the car 2x to attend Mass at the Basilica of St Mary’s

8.0 / 10.0

Location of unit is convenient to many attractions and Duval. Unit is dated and could use some TLC. However it is clean and affordable.

10.0 / 10.0

Happy with condo. Only complaint was the TV didn't work. Said it was connecting with box and never did.

10.0 / 10.0

Nice place and close to everything.

10.0 / 10.0

Location Location Location!

Location Location Location!

Great stay in a premium location to enjoy the center of Key West attractions. My family visits annually as part of a veteran organization that we support. This location made our event a total different experience! Simple, quiet and private but close enough to all the sites and sounds to enjoy and then retreat to a peaceful night of sleep.

10.0 / 10.0

Almost Perfect!

Almost Perfect!

Wish there was a baking sheet or at least aluminum foil. We cooked all our meals and not having a garbage disposal made cleaning up a challenge. These things are minor and the location made up for it. We loved walking everywhere and rarely needed the car.

10.0 / 10.0

Fantasy fest 2021

Fantasy fest 2021

Awesome place, perfect location, walking distance to anywhere. Dan is great to rent from, very responsive. We’ll be returning renters. Thank you Dan

10.0 / 10.0

Clean and comfortable!

Clean and comfortable!

We were delighted with our stay at this spotless and comfortable unit. The location is great and the attention to detail is much appreciated. The back porch was perfect for breakfast and the evening's rest. And it's wonderfully quiet! Thank you!!

10.0 / 10.0

Home away from home

Home away from home

Fabulous place to rent. Been here in Truman Annex for 7 years. It is the best Rented this condo for the last 2 years unfortunately it is not available for next year. So sad

10.0 / 10.0

Only regret is we can’t stay there next year.

Only regret is we can’t stay there next year.

Love Truman Annex! Great location and property.

10.0 / 10.0

Love the location.

Love the location.

Great location, condo well stocked with everything you may need, owner great to deal with. We would definitely stay at this property again.

10.0 / 10.0

Fun In Key West

Fun In Key West

Great condo. Walking distance to everything!

10.0 / 10.0

Great Place to Stay!

Great Place to Stay!

Very clean and cute condo. Excellent area within two blocks of Duval, Hemingway House, Ft Zachary Taylor nearby - really 10-15 minutes to the best of Key West! Dan is responsive and gives good instructions for easy check in. Fun trip!

10.0 / 10.0

This really is a great location!

This really is a great location!

The condo had everything we needed and we were able to walk everywhere in Old Town from this location.

10.0 / 10.0

Our first time staying in Truman Annex

Our first time staying in Truman Annex

We’ve been coming to Key West for many years now, and by far, this was our favorite place to stay. The location was our biggest factor in rating this place so highly. We only had to move our car when we left for church on Sunday mornings. Everywhere else was either walkable, or easily reached via the Duval Loop. Looking forward to stay here again next year.

10.0 / 10.0

Great spot

Great spot

Perfect spot for what we needed. Would have been better with tickets to mile zero fest closeby!

8.0 / 10.0

Very clean, safe, and lovely.

Very clean, safe, and lovely.

Dan was absolutely the best!!! He was always very quick to reaping when we texted him with a question. The condo was very nice and only a couple of blocks off Duvall. I think most of the people there were actual residents of the condos and I was not so sure they liked vacationers being there. The pool was very close and there was plenty of seating with a bathroom. The only complaint was that we were not allowed to charge our golf cart that we had rented for the week. We had an assigned parking spot. We had to park our small golf cart in front of the condo door so we could plug it in for a couple of hours. One of the condo owners called security and complained, security came over and threatened to have it towed. It was a thing ....ugghhhh. We didn’t know that would be a problem obviously. There were lots of rules. This was a lovely place to spend with children or if you are 70 plus years old. Again... loved working with Dan. He is the best.

10.0 / 10.0

Super comfortable, had everything we needed!!!

Super comfortable, had everything we needed!!!

This property was perfect for our family! It had everything we needed! We were able to do laundry, cook, and relax. We will definitely come back!

10.0 / 10.0

great find

great find

We had an excellent time. The condo was comfortable and well layed out. It was stocked well with towels and such. All appliances functioned well. Any and all questions were answered quickly by Dan. Dan is very customer oriented. I will definitely rent place again. Thanks Dan for help making our vacation that much more enjoyable.

10.0 / 10.0

Very nice condo

Very nice condo

Very clean condo with great grounds and pool area. 2 minute walk from Duval St. Gated parking, makes car feel safe. Dan was very helpful. I will stay here again. Highly recommend.

Explore similar stays in Key West

Explore all rentals in Key West

You can save with One Key

9.6 / 10.0

Outstanding(12 Ratings)

Banyan Court downtown condo- 2 bedroom, 2.5 bath, walkable, parking, pool

4 guests · 2 bedrooms · 2 baths

Pets allowed · Family friendly

This House in Key West, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.4 / 10.0

Outstanding(3 Ratings)

Tropical Cottage

4 guests · 1 bedroom · 1 bath

Pets allowed · Family friendly

Are you ready to indulge in a relaxing getaway? Our House in Key West has everything you need for a rejuvenating stay. Treat yourself to Tropical Cottage 's exceptional amenities, such as Pets allowed and Family friendly.

8.4 / 10.0

Excellent(317 Ratings)

Hyatt Vacation Club at Sunset Harbor, Key West

2 guests · 1 bedroom · 1 bath

Pool · Kitchen or Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Hyatt Vacation Club at Sunset Harbor, Key West for $300 for your next trip.

10.0 / 10.0

Outstanding

The Southernmost Comfort House

10 guests · 4 bedrooms · 3 baths

Pool · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $286 per night for your next great vacation.

Lavender Jungle by AvantStay | Great Location w/ Patio & Shared Pool! | Week Long Stays Only

4 guests · 2 bedrooms · 1 bath

Pool · Kitchen or Kitchenette · Air conditioner

This inviting House in Key West can fit your needs for many types of vacations, at $316 per night.

You can save with One Key

9.4 / 10.0

Outstanding(3 Ratings)

Tropical Cottage

4 guests · 1 bedroom · 1 bath

Pets allowed · Family friendly

Nestled in Key West, this House is perfect for your next vacation. Enjoy Tropical Cottage 's top-rated amenities, including Pets allowed and Family friendly, and more.

8.2 / 10.0

Excellent(310 Ratings)

Hyatt Vacation Club at Sunset Harbor, Key West

2 guests · 1 bedroom · 1 bath

Pool · Kitchen or Kitchenette · Air conditioner

Nestled in Key West, this Apartment is perfect for your next vacation. Enjoy Hyatt Vacation Club at Sunset Harbor, Key West's top-rated amenities, including Air conditioner, Internet / Wifi and Kitchen or Kitchenette, and more.

9.1 / 10.0

Outstanding(34 Ratings)

Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool

4 guests · 2 bedrooms · 2 baths

Family friendly

Looking to create some memories in Key West? Look no further than our House, Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, pool. Enjoy top-rated amenities including Family friendly, and more.

9.8 / 10.0

Outstanding(113 Ratings)

Unique Home with loft @ Truman Annex

4 guests · 1 bedroom · 1 bath

Family friendly

Looking to create some memories in Key West? Look no further than our Apartment, Unique Home with loft @ Truman Annex. Enjoy top-rated amenities including Family friendly, and more.

8.0 / 10.0

Excellent(1 Rating)

Charming 1923 2 Bedroom, 1 Bath home with bonus loft.

5 guests · 2 bedrooms · 1 bath

Pets allowed · Family friendly

Experience the best of Key West with this House available for $239. This property is equipped with amenities including Pets allowed and Family friendly, and more.

Conch Adventure by AvantStay | Great Location w/ Patio, Outdoor Dining and Shared Pool! | Week Long Stays

4 guests · 2 bedrooms · 1 bath

Pool · Kitchen or Kitchenette · Air conditioner

This inviting House in Key West can fit your needs for many types of vacations, at $307 per night.

You can save with One Key

8.6 / 10.0

Excellent(13 Ratings)

Lavender Jungle by AvantStay | Great Location w/ Patio & Shared Pool!

4 guests · 2 bedrooms · 1 bath

Family friendly

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $306 per night.

8.8 / 10.0

Excellent(13 Ratings)

Lavender Jungle by AvantStay | Great Location w/ Patio & Shared Pool!

4 guests · 2 bedrooms · 1 bath

Family friendly

Looking for a memorable stay in Key West? Our House might just be what you're looking for. Enjoy amenities including Family friendly, and more during your stay.

8.0 / 10.0

Excellent(2 Ratings)

Last Minute

6 guests · 3 bedrooms · 2 baths

Pool · Kitchen or Kitchenette · Air conditioner

The best choice in Key West for House, for $286 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.8 / 10.0

Outstanding(114 Ratings)

Unique Home with loft @ Truman Annex

4 guests · 1 bedroom · 1 bath

Family friendly

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $292 per night.

9.8 / 10.0

Outstanding(8 Ratings)

Gulf Getaway | Condo w/Pool!

6 guests · 2 bedrooms · 2 baths

Pets allowed · Family friendly

Looking for a memorable stay in Key West? Our House might just be what you're looking for. Enjoy amenities including Pets allowed and Family friendly, and more during your stay.

10.0 / 10.0

Outstanding(8 Ratings)

Gulf Getaway | Condo w/Pool!

6 guests · 2 bedrooms · 2 baths

Pets allowed · Family friendly

Enjoy the best of Key West in our House, Gulf Getaway | Condo w/Pool!. A stunning property with amenities including Pets allowed and Family friendly, and more.

Southard Getaway by AvantStay | w/ Covered Patio, Great Location & Shared Pool! | Week Long Stays

5 guests · 2 bedrooms · 2 baths

Pool · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Key West? This House offers a comfort and style with top-notch amenities, including Dishwasher, Kitchen or Kitchenette and Air conditioner, and more.

You can save with One Key

9.0 / 10.0

Outstanding(2 Ratings)

Shipyard in Key West, FL

4 guests · 2 bedrooms · 1 bath

Discover the beauty of Key West with a stay at Shipyard in Key West, FL, a top rated House with amenities such as ;, and more.

9.0 / 10.0

Outstanding(2 Ratings)

Shipyard in Key West, FL

4 guests · 2 bedrooms · 1 bath

This House in Key West, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.9 / 10.0

Outstanding(147 Ratings)

Two Bed One Bath Ground Floor End Unit in the Heart of Old Town

4 guests · 2 bedrooms · 1 bath

Family friendly

This Apartment for $248 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10.0

Outstanding(145 Ratings)

Two Bed One Bath Ground Floor End Unit in the Heart of Old Town

4 guests · 2 bedrooms · 1 bath

Family friendly

Business stays, family stays, couples stay, getaway vacation, and rental in Key West at Two Bed One Bath Ground Floor End Unit in the Heart of Old Town for $248 for your next trip.

Gulf Getaway

6 guests · 1 bedroom

Pool · Pets allowed · Kitchen or Kitchenette

Looking for the perfect place to call home during your trip to Key West? This House offers a comfort and style with top-notch amenities, including Pets allowed, Pool and Air conditioner, and more.

9.8 / 10.0

Outstanding(100 Ratings)

Rent a Piece of Paradise, Best Location on the Island!

4 guests · 2 bedrooms · 2 baths

Looking to create some memories in Key West? Look no further than our Apartment, Rent a Piece of Paradise, Best Location on the Island!. Enjoy top-rated amenities including ;, and more.

Breezy Bungalow by AvantStay | Close 2 Zachary Taylor State Park & Beach w/ Shared Pool | Week Long Stays

4 guests · 2 bedrooms

Pool · Kitchen or Kitchenette · Air conditioner

Soak up the beauty of Key West in our House, Breezy Bungalow by AvantStay | Close 2 Zachary Taylor State Park & Beach w/ Shared Pool | Week Long Stays. With a range of amenities such as Dishwasher, Balcony or Patio and Kitchen or Kitchenette, you'll feel right at home.

10.0 / 10.0

Outstanding(24 Ratings)

SHIPYARD QUIET END UNIT, 1ST FLOOR

4 guests · 2 bedrooms · 1 bath

Pets allowed

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Key West, at $243 per night for your next great vacation.

9.8 / 10.0

Outstanding(99 Ratings)

Rent a Piece of Paradise, Best Location on the Island!

4 guests · 2 bedrooms · 2 baths

Soak up the beauty of Key West in our Apartment, Rent a Piece of Paradise, Best Location on the Island!. With a range of amenities such as ;, you'll feel right at home.

9.1 / 10.0

Outstanding(53 Ratings)

Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action

4 guests · 2 bedrooms · 1 bath

Family friendly

Looking for a Apartment in Key West, this Apartment for $317 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10.0 / 10.0

Outstanding(1 Rating)

Poolside Palms

4 guests · 2 bedrooms · 2 baths

This inviting House in Key West can fit your needs for many types of vacations, at $242 per night.

You can save with One Key

9.4 / 10.0

Outstanding(74 Ratings)

Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access

4 guests · 2 bedrooms · 2 baths

Family friendly

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $238 per night.