Entire home

Southern snowbird-friendly house with pool, stunning backyard & great location

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Pool
Outdoor dining
Interior
TV
Interior

Reviews

9.8 out of 10

Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10256 sq m

Popular amenities

  • Barbecue grill
  • Washer
  • Parking available
  • Kitchen
  • Air conditioning
  • Dryer

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Southern snowbird-friendly house with pool, stunning backyard & great location

The Southernmost Comfort House

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Situated in the heart of Key West, this unbelievable retreat will be the perfect place for entertaining the whole family! With three stories, high-end furnishings, and ample areas to spread out, there will ample room for everyone to indulge in their own kind of vacation. As if that isn't enough, recent renovations to enhance your stay include new carpet, updates to the upstairs bathrooms, and adding a waterfall to the pool. The interior is absolutely stunning with a gourmet kitchen, French doors throughout, and sunrooms to dive into your favorite book, yet stepping outside to the lush backyard will also be a treat. When days heat up, everyone can take a dip in the sparkling pool or simply lounge under the shade of the palms and banana trees as the chef of the group cooks up some burgers on the gas grill. Dine al fresco or gather with the whole family in the formal dining room to reminisce about the day's adventures. When the sun dips below the horizon, cozy up on the sectional sofa and play a movie on the TV with a bowl of popcorn. With so much fun to be had right at your fingertips, no one will want to leave this southern oasis!

Located in Truman Annex, an exclusive private residential community in Old Town Key West, this home is situated on a small cul-de-sac just off Duval Street and close to great entertainment, dining, shopping, and attractions. When you want to venture out a bit, head over to the Key West Aquarium or Mallory Square, both sitting within walking distance of your front door. Little White House, the Key West Lighthouse, the Hemingway House, and Mel Fisher Maritime Museum are all great options as well within a few miles of home base. Don't forget to pop into some of the local restaurants and grab some seafood!

Things to Know
Check-in time: 4:00 p.m.
Check-out time: 10:00 a.m.
All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.
No smoking is permitted anywhere on the premises.

Parking notes: There is free parking available for 2 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Property manager

Vacasa of Florida

Languages

English, French, German, Italian, Spanish

Property amenities

Pool/Spa

  • Private pool

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking options include a garage
  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Coffee/tea maker
  • Ice maker
  • Cookware/dishes/utensils

Bedrooms

  • 4 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 3.5 bathrooms
  • Towels provided

Living spaces

  • Living room
  • Dining room

Entertainment

  • TV with cable/satellite service

Outdoor areas

  • Balcony
  • Gas grill
  • Garden

Laundry

  • Washing machine and dryer
  • Near coin laundry

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • In the city center
  • Near a hospital
  • In a village

Things to do

  • Wildlife and game walks nearby
  • Windsurfing nearby
  • Scuba diving nearby
  • Swimming nearby
  • Ecotours nearby
  • Jet skiing nearby
  • Power boating nearby
  • Birdwatching nearby
  • Cycling nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • Unit size: 2753 sq ft (256 sq m)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

44589

About the neighborhood

Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Mallory Square - 7 min walk - 0.6 km
  • Fort Zachary Taylor Historic State Park - 13 min walk - 1.1 km
  • Ernest Hemingway Home and Museum - 13 min walk - 1.1 km
  • Southernmost Point - 3 min drive - 1.7 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬8 min walk
  • ‪Bull & Whistle Bar - ‬5 min walk
  • ‪Captain Tony's Saloon - ‬6 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪Caroline's Cafe - ‬7 min walk

Frequently asked questions

Does Southern snowbird-friendly house with pool, stunning backyard & great location have a pool?

Yes, this property has a pool.

Is Southern snowbird-friendly house with pool, stunning backyard & great location pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Southern snowbird-friendly house with pool, stunning backyard & great location?

Check-in begins at 4:00 PM.

What time is check-out at Southern snowbird-friendly house with pool, stunning backyard & great location?

Check-out is at 10:00 AM.

Where is Southern snowbird-friendly house with pool, stunning backyard & great location located?

Located in Key West Historic District, this vacation home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Southern snowbird-friendly house with pool, stunning backyard & great location Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 14 out of 15 reviews" "
Rating 8 - Good. 0 out of 15 reviews" "
Rating 6 - Okay. 1 out of 15 reviews" "
Rating 4 - Poor. 0 out of 15 reviews" "
Rating 2 - Terrible. 0 out of 15 reviews" "

9.4/10

Cleanliness

Reviews

10/10 Excellent

Michael B.

Liked: Cleanliness
Great house
Great house with lots of space for entertaining
Stayed 7 nights in Feb 2024

10/10 Excellent

Tyler M.

Liked: Cleanliness
World Championship Boat Races
House was fantastic!! Close to all the action and very accommodating for a large group!!
Stayed 9 nights in Nov 2023

6/10 Okay

Joe R.

Disliked: Cleanliness
Underwhelming, Oversold, Overpriced
The house is 'generally' as advertised, but was missing many things, including outside dining furniture, a working pool, kitchen basics to name a few. Everything was filthy - particularly the floors, upstairs carpets (stained and tired) and the BBQ was disgusting - full of garden trash. We had to clean everything ourselves. It took Vacasa 3 days to even respond to our multiple calls - and only after we marched to their office in the town - before we started getting any action. We spent the entire vacation dealing with getting things resolved and never reached the state where the property matched the listing. NOT what you want on a very expensive family vacation. The listing does not mention that all gates/roads bar one to the community are locked at 6pm, which can mean a very long walk to return to the house, depending on where you are. Was a problem as we had someone with mobility challenges in our party. A key was finally provided after 5 days, but most surprisingly, Vacasa didn't even know about it. This is without doubt the worst vacation rental experience we have ever had, as well as being the most expensive. The house (when fixed) gets 4 stars, Vacasa get 1.
Stayed 7 nights in Dec 2022

10/10 Excellent

Andrea K.

Liked: Cleanliness
Coming back next year
The house was the perfect size for a our family with two babies under two since we could walk everywhere. We are planning to come back again next year. We love the pool and the big open spaces.
Stayed 10 nights in Sep 2022

10/10 Excellent

Sherri A.

Liked: Cleanliness
Exceeded expectations!
Our first trip to Key West did not disappoint. This house was nestled in the most beautiful historic neighborhood that we saw on the island. It was very well maintained and close to all the action. Tons of shopping and restaurants within a short walk or bike ride. The home was perfect for our group of ten. There are 5 bedrooms and 3 separate living/seating areas. The main floor has a full bath (but no bedrooms). Second floor has 4 bedrooms and 2 bathrooms. Loft area has 2 twin beds and a full bathroom. All closets had plenty of hangers. We had plenty of hot water - I don’t think anyone had to take a cold shower or wait for the heater to recover. The kitchen was amply supplied with dishes, utensils, serving bowls, pots/pans, toaster, blender, etc., and it has both a Keurig and a drip coffee maker. There are a few books and games in the main TV cabinet, not many. There are 7 TVs throughout with good cable (one in each bedroom plus a huge one in the main living area and another in the smaller living area). A little sunroom off the kitchen and living room has accordion glass walls that open to the pool and a small patio with a really nice gas grill. The pool is absolutely beautiful, with a soothing fountain, plenty of clean chairs, and lots of beautiful trees (with a few resident iguanas). 😊 Perfect balance of sun and shade. It was very refreshing after a hot day at the beach and bike riding to take a dip in the cool, clean water. We rented bikes from Island Safari Rentals, and they were delivered and waiting for us when we arrived. They were in pristine condition and we rode all over the island every day - easy, flat rides. Plenty (like lots!) of towels (bath and beach) were provided, as well as blankets and extra sheets for sofas. The washer and dryer are extra large and new. The 2-car garage was very tight for our two large vehicles (a minivan and a Yukon) but with skilled drivers and mirrors folded in, they fit. 😂 A third vehicle had to be parked in a lot nearby for a daily fee. There’s no driveway and no street parking allowed. A couple of minor irritations were addressed fairly quickly by the property managers, but nothing worth noting. The only thing that we noticed was lacking throughout the house was towel racks/hooks. There were not enough places to hang damp towels and bathing suits. With so many people, hanging them over shower doors was not ideal. But that’s a small complaint for an overall great place.
Stayed 7 nights in Jun 2022

10/10 Excellent

Dawson S.

Liked: Cleanliness
Wonderful stay. Absolutely perfect location.
Was a very good stay. We were only a 2 minute walk from Duvall street and could get there by a secure gate from the neighborhood with a key that was provided. Super safe and a beautiful neighborhood.
Stayed 7 nights in May 2022

10/10 Excellent

William B., Stamford

Liked: Cleanliness
Big house in a great area
Great place to stay.
Stayed 9 nights in Jan 2022

10/10 Excellent

Keith D.

Liked: Cleanliness
Great house in an even better location
The house was great for 10 people and had everything we needed. The location was the best surprise. The Truman Annex is an amazing community with gorgeous homes and landscaping. It was an easy walk to Old Town and the waterfront. We rented a car but really didn’t need it. Would definitely rent this home again!
Stayed 8 nights in Dec 2021

10/10 Excellent

Sam H.

Liked: Cleanliness
Admirals La
Great location and beautiful property. Renters should be told about no overnight parking and need to obtain a parking pass. Need more information on operation of pool and thermostats. One complaint. One day at 7:30 am a work crew showed up without warning and proceeded to install new gutters, which involved loud banging and ladders outside the rooms. Should have been done when no renters on property
Stayed 7 nights in Dec 2021

10/10 Excellent

kim s.

Liked: Cleanliness
Perfect location beautiful house
All 14 of us had an amazing week! The house is beautiful and in s perfect location. We rented 14 bikes and it was wonderful to store them in the garage. Loved every minute!
Stayed 7 nights in Feb 2021