But don't worry, we're on call to make sure your stay goes smoothly.But don't worry, we're on call to make sure your stay goes smoothly.
3 bedrooms2 bathroomsSleeps 6147.5 sq m
Popular amenities
Private pool
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Explore the area
Key West, FL
Florida Keys Beaches
Place, Florida Keys Beaches
6 min walk
Smathers Beach
Place, Smathers Beach
10 min walk
Clarence S. Higgs Memorial Beach Park
Place, Clarence S. Higgs Memorial Beach Park
11 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
6 min drive
Rooms & beds
3 bedrooms (sleeps 6)
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Dining area
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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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
About the area
Key West
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. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Clarence S. Higgs Memorial Beach Park - 11 min walk - 0.9 km
Duval Street - 7 min drive - 2.0 km
Getting around
Key West, FL (EYW-Key West Intl.) - 6 min drive
Restaurants
Dions Truman & White - 17 min walk
Circle K - 13 min walk
Sandy's Café - 17 min walk
Taco Bell - 3 min drive
Tin Cup Chalice - 17 min walk
Frequently asked questions
Does Island Time Escape - Charming Family Retreat have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Island Time Escape - Charming Family Retreat?
As of 23 April 2026, prices found for a 1-night stay for 2 adults at Island Time Escape - Charming Family Retreat on 31 May 2026 start from NZ$505, 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 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).