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

Top rated by guests
Pool
Living area
Interior
Private kitchen
Private kitchen
review stars
9.8Outstanding
(17 Ratings)
"Great house with lots of space for entertaining"
Michael B.
Don't miss out! Price and availability may change
9.8 / 10.0
Outstanding(17 Ratings)

House in Key West, FL

10 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in 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 house rental

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.

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

Family friendly

Map of Key West, FL


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

    $$$$
    vrbo logo

    Ratings and reviews

    9.8 / 10.0
    Outstanding(17 Ratings)
    8.0 / 10.0
    We had a wonderful stay at Southernmost Comfort House! The property was perfect for our group, and the communication with the host was great up to check in. The house was appointed well and had most everything we needed for a lovely vacation.That said, there were a few minor issues that could be addressed to improve the experience. Some lights were burnt out, and the TV remotes were not working properly. A few wear-and-tear items could use attention as well such as loose towel bars in the bathrooms. Additionally, we noticed there weren’t enough extra blankets or glassware for things like juice and cocktails, which would have been a nice touch. These items were communicated with Vacasa without response. One helpful suggestion for future renters would be to list the height of the garage in the property description. Our golf cart didn’t fit in the garage, so knowing this in advance would have been helpful.Overall, we enjoyed our stay and think this property has a lot to offer with just a few tweaks. Future renters might want to double-check specific needs (like extra blankets or glassware) before arriving. We’d definitely recommend Southernmost Comfort House for a relaxing getaway! The proximity to Duval as well as great shopping and restaurants is unbeatable!
    10.0 / 10.0
    Great house with lots of space for entertaining
    10.0 / 10.0
    House was fantastic!! Close to all the action and very accommodating for a large group!!
    10.0 / 10.0
    The location is excellent and the large house can accommodate a big family.
    10.0 / 10.0
    This home had plenty of space for 5 adults and 2 kids with room for more. It was nice having separate living areas for kids and adults to play! We enjoyed the heated pool. The location was perfect for us as it was close to pretty much everything. Make sure you have the key to the gates which lock at 6pm. We didn’t have a key the first night and got locked out which was a bit frustrating with two tired kids but we eventually made it back and got a key the next morning. Make sure to stop by Hank’s for the best live music and casual food.
    6.0 / 10.0
    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.
    10.0 / 10.0
    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.
    10.0 / 10.0
    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.

    FAQs

    Is parking included with this house?

    Parking is not specified as an available amenity at Southern snowbird-friendly house with pool, stunning backyard & great location. For more information, we encourage you to contact the property about where to park.

    Is there a pool at this house?

    We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

    Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

    What amenities are available at Southern snowbird-friendly house with pool, stunning backyard & great location?

    We found 1 amenities for this rental. This includes , and family friendly.


    Explore similar stays in Key West

    Explore all rentals in Key West