'SOUTHARD LOVE' is located on Southard Street on the corner of LOVE Lane
This home is a perfect example of WHY people come to Key West to stay for a month or more! Live the island lifestyle outside enjoying the front porch, the second floor balcony, and the side lounge area with cocktail pool.
The weather in Key West is absolutely amazing and this home maximizes the indoor outdoor living experience Key West has to offer.
Did we mention the home is walking distance to everything Key West has to offer?
The perfect blend of Historic architecture and the casual beachy cottage feel will make you, your family, and your friends feel comfortable and pampered.
The extra large square footage assures everyone their own private space while the living room and open concept living area allow everyone to come together.
Simply tell your friends and family to meet you at the corner of Southard Street and Love Lane, one of Key West’s premier Old Town addresses. This spectacular, three-story, historic and award-winning home has been fully renovated to meet the most discerning tastes. Dappled sunlight plays across the Dade County pine in the cool, comfortable, inviting interior spaces and brightens the touches of warm tropical colors in the high-end furnishings and finishes.
Southard Love is a home made for family gatherings or a lazy season away with friends. Its first floor primary suite opens through French doors to the large front porch that suggests a cup of coffee and a good book while people watching along Southard. The first floor includes a gourmet kitchen, the primary bedroom and bath, a guest room and bath and expansive living areas for playing games, gathering with friends or simply curling up and enjoying a peaceful evening.
Walk through the French doors from the living area and the kitchen to a private deck and classic Key West cocktail pool, surrounded with lush landscaping and tall, artistic privacy fences. The deck and its pool are made for entertaining and star-gazing.
Upstairs on the second floor is the private alternate primary suite with soaring ceilings, beautiful windows and elegant primary bath with a walk-in shower. But, it’s the master suite hammock porch that will capture your imagination. Fitted with deep, comfortable hammocks, leave the set of 3 French doors opens to the perfect island breeze. Enjoy the privacy of the porch, in the perfect blend of indoor and outdoor living. This primary suite with its beautiful, unique and private indoor-outdoor spaces will convince you to return year after year.
There is more to explore on the third floor. The large, light-filled room under the eaves could become a child’s hideaway or an adult’s getaway space. You have the option of two twin beds or join them together as a king bed, providing flexibility for your family or your guests.
Southard Love with its four bedrooms, three bathrooms and multiple indoor-outdoor areas is a gracious family home that welcomes its guests from the moment they turn the key in the vibrant sunny, yellow front door. It is a home to be enjoyed, to be shared and to be loved.
Southard Love is located perfectly for a long stay in Key West. Simply park your car and unlock your bike or scooter. It’s two blocks (.2 miles) to all that Duval Street has to offer and 4 blocks (.4 miles) the Historic Seaport. There’s the added advantage of the designated bike lane, which runs the length of Southard, making it a straight shot across Southard to the beaches at Fort Zachary Taylor State Park. Fausto’s grocery is close enough to walk and there are wonderful neighborhood restaurants just blocks away.
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Allowance for electric - $250.00 per month. All costs above this will be deducted from damage deposit.
Important information
You need to know
Property # 1066277vb
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
Long-term renters welcome
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 not indicated whether there is a smoke detector on the property
About the area
Key West
Old Town Key West, a neighbourhood in Key West, is home to this holiday home. 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. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
Key West Lighthouse and Keeper's Quarters Museum - 12 min walk - 1.1 km
South Beach - 15 min walk - 1.3 km
Southernmost Point - 17 min walk - 1.5 km
Getting around
Key West, FL (EYW-Key West Intl.) - 12 min drive
Restaurants
Margaritaville - 7 min walk
Mangoes Restaurant - 6 min walk
Jack Flats - 6 min walk
DJ's Clam Shack - 6 min walk
The Cafe - 4 min walk
Frequently asked questions
Does Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths?
As of 12 May 2026, prices found for a 1-night stay for 2 adults at Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths on 12 May 2026 start from AU$1,104, 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 Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths?
Check-in begins at 4:00 PM.
What time is check-out at Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths?
Checkout is at 11:00 AM.
Where is Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of The Kite House and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thanks for the review, Dick! It was truly a pleasure to share our home with you and your family!
Verified
10/10 Excellent
Tom H.
8 Apr 2019
the winter off
everything was awesome the owners we the best we couldn't have asked for anything better ,the was great as well cheers. tom
Tom H.
Stayed 59 nights in Jan 2019
Response from VrboOwner on 2 Apr 2020
Thanks, Tom. It was a pleasure sharing our little slice of paradise with you and your family! Hope to have you back again!
About the host
Hosted by Kim Haley
Hi -- I split my time between NJ and Key West as well as spending time on the water! I love sharing my favorite slice of life via my island home! I've been vacationing with my family for decades in Key West, but only bought the house 10 years ago. I've done extensive renovations over the years and my kids are fully launched (one is a musician on the island!). As such, I have the freedom to travel more extensively, allowing others to enjoy Southard Love!
Why they chose this property
Southard Love is in the heart of Old Town with walkability (or bike if preferred) to all that this favorite island life has to offer!