Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis
*This home is available for 28+ day stays only.*
Flagler’s Oasis offers a private Key West escape designed for relaxed island living, complete with a lagoon-style pool, lush tropical surroundings, and a fully fenced backyard for added privacy. This two-bedroom home blends indoor comfort with outdoor leisure, creating an easy, breezy retreat just minutes from the best of Key West.
What guests love most about Flagler’s Oasis:
Your own tropical backyard oasis. The lagoon-style pool with a waterfall sitting area is surrounded by natural stone and lush greenery, creating a serene, resort-like setting. Lounge in the sun, take a refreshing dip, or unwind in total privacy.
Seamless indoor-outdoor living. Large glass doors from the living room and primary bedroom open to the backyard, filling the home with natural light and making it easy to move between indoor comfort and outdoor relaxation.
Open-concept spaces for easy living. The living, dining, and kitchen areas flow together, featuring a sleeper sofa, updated kitchen with granite countertops and stainless steel appliances, and plenty of space to gather.
Comfortable sleeping for your group. The primary bedroom features a king bed, while the second bedroom offers two twin beds. A sleeper sofa in the living room provides additional flexibility, with a full bathroom conveniently located nearby.
Outdoor living, done right. A spacious gazebo with a TV creates the perfect setting for outdoor dining, entertaining, or catching the game, all surrounded by tropical landscaping.
Convenience and privacy built in. The fully fenced yard offers peace of mind, while a large 60-foot driveway provides ample parking for multiple vehicles, or even a boat and trailer.
Whether you're here to relax poolside, explore the island, or enjoy the vibrant Key West scene, Flagler’s Oasis delivers the privacy, comfort, and tropical charm that make every stay feel like an escape.
AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!
Key West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!
Local Attractions: Key West Shipwreck Treasure Museum, Hemingway Home and Museum, Mel Fisher Maritime Museum, Harry S. Truman Little White House, Conch Tour Train, Dry Tortugas National Park, Lazy Dog Adventures, Dolphin encounters, Ghosts & Gravestones Tour, Old Town Trolley, Sloppy Joe’s Bar, Audubon House & Tropical Gardens, Florida Keys Eco-Discovery Center, Bike Tours, Seaplane adventures, Key West Aquarium, Sebago Day Tours, Private boat charters, Sportfishing, Rick’s Entertainment Complex, Duval Street (shop strips, shops, bar, and cafes), Mallory Square (waterfront plaza), Key West Garden Club, Sunset Pier, Grand, Cafe Key West, Island House, El Meson de Pepé, Cafe Sole.
*Home Truths:* - Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee. - Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay. - Pool heat is not available between 4/1 and 10/31. - Pool heat is available for an additional fee but must be requested at least 48 hours before your stay. - The twin beds cannot be converted into a king bed. - This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area. - Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area. - Please note that max occupancy includes infants. - Please be advised that documentation may be necessary for ESA/service animals to gain entry.
Pets: - This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. - Only dogs up to 40LBS are allowed, for 2 dogs the maximum weight can not exceed 20LBS for each - We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm! - Please note: This home has a stipulation on the pet policy. Only dogs up to 40LBS are allowed. If a guest is bringing 2 dogs then the maximum weight can not exceed 20LBS for each dog.
Parking Details: Off-street parking for 2-3 cars.
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The room configuration is as follows:
Primary Bedroom / King bed Bedroom 2 / Two twin beds Sleeper sofa
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This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.
As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.
Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.
There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.
As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.
IDs will be requested for verification after booking.
We report and prosecute all Credit Card Fraud.
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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 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, a first aid kit and a deadlock
About the area
Key West
Located near the beach, this holiday home is in New Town, 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 Sails To Rails Museum at Flagler Station are also worth visiting.
Clarence S. Higgs Memorial Beach Park - 20 min walk - 1.7 km
Duval Street - 8 min drive - 3.0 km
Getting around
Key West, FL (EYW-Key West Intl.) - 4 min drive
Restaurants
Circle K - 13 min walk
Starbucks - 10 min walk
Denny's - 18 min walk
Taco Bell - 10 min walk
Goldman's Deli - 18 min walk
Frequently asked questions
Is Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis on 10 August 2026 start from NZ$438, 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.
How much is parking at Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis?
On-site parking is available at the property.
What time is check-in at Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis?
Check-in begins at 4:00 PM.
What time is check-out at Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis?
Checkout is at 10:00 AM.
Where is Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis located?
Located in New Town, this holiday home is within 1 mi (2 km) of Bayview Park and Florida Keys Beaches. Duval Street and Southernmost Point are also within 2 miles (3 km).
Reviews
8.8
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We really enjoyed our stay. Great location, easy access to everything. Plenty of parking and privacy. Only complaint is the amount of people that have access and show up unannounced (landscaper, pool guy, etc) . Can't wait to come back next year
Will H.
Stayed 30 nights in May 2024
Response from VrboOwner on 25 November 2024
Thank you for your feedback, Will. We’re glad you enjoyed the location, parking, and privacy during your stay. We apologize for the inconvenience caused by unannounced visits from service personnel and will work to address this moving forward.
We’re looking forward to welcoming you back next year!
The backyard landscaping was superb with a high privacy fence, many palm trees, a well maintained pool, well maintained stone patio and walk, and a very cozy gazebo with comfortable cushioned chairs, bug screening, and even a TV. The outside shower was GREAT! The house is well maintained and small but perfect for 2 people. The kitchen is up to date with great appliances and plenty of utensils and dishes/glasses. The neighborhood is residential and very quiet with several good restaurants and pub within a 10 minute walk. The end of the EYW airport runway is close so jet landings get a little noisy but honestly easy to get used to since evening and night flights are minimal. If you are looking for total quiet, this may be a problem for you. The management team was very accommodating and responsive to the very few issues we had. The truly were dedicated to making our stay as enjoyable as possible.
Steven L.
Stayed 28 nights in Apr 2025
Response from VrboOwner on 3 May 2025
Thank you, Steven! We're so pleased to hear that you enjoyed the beautifully landscaped backyard and found the home well-equipped and comfortable. Your note about the airport proximity is appreciated—helpful context for future guests. We'd love to host you again!
About the host
Hosted by AvantStay
At AvantStay, we pride ourselves on our guest experience. We do the trip planning - so you can spend more time on vacation. With 24/7 customer support, a dedicated concierge, and tech-enabled touchpoints from the moment you book to an easy and seamless check-out, we make your experience as carefree as you could possibly want it to be. AvantStay features 500 homes in 30+ destinations and is growing quickly. For any questions about your next trip, please don't hesitate to reach out directly and we'd be more than happy to help your vacation come true.
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