Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart of Key West's Historic District. This stunning property features gorgeous oak flooring throughout and a wonderful open floor plan that opens onto a lovely deck area with a private heated pool and water feature.
Southern Skies, was built in 2019 to mimic classic historic Key West Conch architecture. The stylish and tastefully appointed interior boasts 3 bedrooms and 2.5 bathrooms. The home is nestled right in the heart of Key West's Historic District in the Bahama village neighborhood. This stunning property features gorgeous oak flooring throughout and a wonderful open floor plan that opens onto a lovely deck area with a private heated pool and water feature.
The modern kitchen has quartz countertops, stainless steel appliances, as well as a washer & dryer for your convenience. You can curl up on the comfy sofa in the living room for late-night TV watching after a full day of fun! The downstairs Master suite boasts a king bed and an ensuite spa-style bathroom while upstairs are two guest rooms - one with a queen bed and one with two twin beds - plus another full bath.
This great location is just 2 blocks away from the Southernmost Point and Duval Street shopping or a stroll to Truman Waterfront! There's also free access to an Olympic sized swimming pool at the playground on the corner - what more could you ask for? Don't miss this unique opportunity to enjoy classic Key West living right in your own backyard!
ROOM CONFIGURATION
DOWNSTAIRS:
Primary Suite
- King Size Bed, Flat screen Smart TV
- Bathroom with Rain Head
UPSTAIRS:
Front Guestroom
- Queen Size Bed, Flat screen Smart TV
Rear Guestroom
- 2 XL Twin Beds, Flat screen Smart TV, and Study/Work Area with Desk Space
LIVING ROOM:
- Comfortable living room equipped with Large Smart TV;
- Leather sectional
KITCHEN / DINING AREA:
- Fully furnished stylish dining area with seating for 6: plates, cutlery, glasses and everything else you need to have a perfect meal;
- Parking for 1 vehicle in driveway and plenty of off-street parking
EXTRAS
- brand new Washer and dryer;
- Hairdryer and iron;
- Smoke detectors;
- 2 blocks to the Southernmost Point & Duval!
The entire house is available for your use. This is a townhome, and has one shared wall. The homes have separate entrances, and the backyard is private and separated by fencing and noise reducing water feature. There is an owner's closet which will remain locked in the back upstairs guestroom.
We are local and available during your stay. You will have our cellphones to text or call directly.
The Old Town Key West neighborhood of Bahama Village covers a 16-block area bordered by Fort, Louisa, Southard and Whitehead streets. It is the setting for many of the island’s popular trendy restaurants. A decorative arch spanning Petronia Street at its intersection with Duval Street is the symbolic entrance.
The original inhabitants of Bahama Village were immigrants from the Bahamas. Their culture remains vibrant in the neighborhood, which is well-known for its eateries serving up authentic island cuisine. Throughout the year, Bahama Village hosts numerous festivals and events to celebrate its unique culture. The most popular festival is Goombay, an outdoor street party held every October that features Caribbean music and dance performances, as well as traditional foods and drinks.
There is a dedicated parking space and off-street parking available. However, this property is walkable to everything Old Town Key West has to offer.
Southern Skies is looking forward to welcoming you home for your next stay in beautiful Key West!
Guest Access - Our contactless check-in procedure makes check-in easy. Guests will receive an access code prior to arrival.
*Rental Must be for a MINIMUM of 28 Days.
*Only 1 small well behaved dog, if allowed, will be subject to a $500 pet fee. Sorry cat lovers we don't allow cats.
*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.
*Cooler Rentals Available
For your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.
Complimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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Pets allowed: dogs and cats less than 99 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 indicated that there is a carbon monoxide detector on the property
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
Frequently asked questions
Does Southern Skies, Stylish Home in Old Town Key West have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Southern Skies, Stylish Home in Old Town Key West?
As of 27 Mar 2026, prices found for a 1-night stay for 2 adults at Southern Skies, Stylish Home in Old Town Key West on 12 Apr 2026 start from £224, 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 Southern Skies, Stylish Home in Old Town Key West pet-friendly?
Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 99 kg per pet.
How much is parking at Southern Skies, Stylish Home in Old Town Key West?
On-site parking is available at the property.
What time is check-in at Southern Skies, Stylish Home in Old Town Key West?
Check-in begins at 4:00 PM.
What time is check-out at Southern Skies, Stylish Home in Old Town Key West?
Checkout is at 10:00 AM.
Where is Southern Skies, Stylish Home in Old Town Key West located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of MLK Community Pool & Community Center, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 10 minutes.