Close to Smathers Beach and South Beach, Island Time Escape - Charming Family Retreat has plenty to offer. Guests can connect to in-room WiFi.
Entire home
3 bedrooms2 bathrooms148 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air-conditioning
Add dates for prices
About this property
Island Time Escape - Charming Family Retreat
Your Dedicated Key West Retreat with Pool & Separate Cabana
Welcome to your ideal getaway in beautiful Key West, a peaceful island retreat designed for relaxation and easy living. This spacious property offers three bedrooms and two-and-a-half bathrooms, plus an outdoor shower, comfortably accommodating up to six guests—perfect for families, couples traveling together, or friends seeking a laid-back island escape.
Spacious & Comfortable Living - The main house features two bright, beautifully appointed bedrooms designed with comfort in mind. Large windows bring in natural light, creating an airy island feel throughout the home. What truly makes this property special is the third bedroom located in a private cabana, offering extra privacy and separation—ideal for guests who appreciate their own quiet space.
Your Outdoor Oasis - Step outside and enjoy your own slice of paradise. The dedicated swimming pool is the heart of the outdoor space—perfect for morning swims, cooling off after the beach, or relaxing poolside with a good book. The surrounding patio offers plenty of seating for lounging, dining, or enjoying warm Key West evenings under the palms.
An outdoor shower makes it easy to rinse off after the pool or a day at the beach.
Convenient Parking - The property includes off-street parking, along with easy and free street parking nearby, making it simple for guests traveling with vehicles.
Pet-Friendly Island Living - Your four-legged family members may be able to join you as well. Dogs are considered with prior owner approval and a pet fee.
Quiet Location, Close to Everything - Located in a peaceful residential neighborhood, this home offers the perfect balance of tranquility and convenience. You’re just minutes from Key West’s beautiful beaches, local restaurants, historic attractions, and vibrant nightlife.
Extended Stay Option - Planning a longer escape? This property also offers a six-month rental option at a reduced rate, perfect for anyone wanting to fully experience the Key West lifestyle. For more information about longer-term rental options, please contact southernmoststays@gmail.com.
Discover the Best of Key West - Spend your days exploring beaches, historic sites, art galleries, and waterfront restaurants—or simply relax by the pool and soak in the island atmosphere. However you choose to spend your time, this home provides the perfect setting for an unforgettable stay.
Book Your Island Escape - Reserve your dates today and start planning your perfect Key West getaway. We look forward to welcoming you and helping make your stay truly memorable.
Pool Safety Notice: This home has a backyard pool. There is no lifeguard on duty. Swim at your own risk. Children must be supervised by an adult at all times while in or near the pool area. Guests are responsible for ensuring doors remain closed and locked when the pool is not in use. By booking this property, guests acknowledge the inherent risks associated with pool use and agree to exercise appropriate caution and supervision.
Please note: All cancellations are subject to a cancellation fee, which varies depending on the cost of your booking.
Property amenities
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: WiFi
Parking and transport
Car recommended
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Hair dryer
Towels provided
Living spaces
Living room
Entertainment
Games
TV
Outdoor areas
Barbecue grill
Patio
Laundry
Laundromat nearby
Washing machine
Comfort
Air conditioning
Pets
Pet friendly
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Near a health/beauty spa
Near a hospital
Near the marina
Near the sea
Things to do
Heated pool
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Windsurfing nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Unit size: 1,588 square feet
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You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
We should mention
A car is recommended for transport to and from this property
About the area
Located by the sea, this holiday home is in Midtown, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Key West travel guide
Does Island Time Escape - Charming Family Retreat have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Island Time Escape - Charming Family Retreat pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Island Time Escape - Charming Family Retreat?
On-site parking is available at the property.
What time is check-in at Island Time Escape - Charming Family Retreat?
Check-in begins at 4:00 PM.
What time is check-out at Island Time Escape - Charming Family Retreat?
Checkout is at 10:00 AM.
Where is Island Time Escape - Charming Family Retreat located?
Located in Midtown, this holiday home is within 1 mile (2 km) of Clarence S. Higgs Memorial Beach Park, Florida Keys Beaches and Duval Street. Southernmost Point and Mallory Square are also within 3 miles (5 km).
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