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Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis

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Pool - Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis (Key West)
Smart TV - Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis (Key West)
Fridge, oven, stovetop, dishwasher - Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis (Key West)
2 bedrooms, free WiFi, bed sheets - Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis (Key West)
Interior - Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis (Key West)
Escape to Flagler's Oasis, a private tropical paradise in Key West with a lagoon-style pool and serene backyard. Lounge by the pool, unwind under the gazebo or enjoy outdoor dining amidst lush greenery. With 3 flat-screen TVs and an open living space that flows into the kitchen, this home is perfect for relaxation.

Reviews

8.8 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 4768 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Add dates for prices

About this property

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.

    ---

    The room configuration is as follows:

    Primary Bedroom / King bed
    Bedroom 2 / Two twin beds
    Sleeper sofa

    ---

    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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Oven
  • Refrigerator

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near the ocean

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 768 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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 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
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 UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

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. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    11 min walk - 0.6 miles
  • Smathers Beach
    Smathers Beach
    14 min walk - 0.8 miles
  • Key West Naval Station
    Key West Naval Station
    18 min walk - 1.0 mile
  • Clarence S. Higgs Memorial Beach Park
    Clarence S. Higgs Memorial Beach Park
    20 min walk - 1.1 miles
  • Duval Street
    Duval Street
    8 min drive - 1.9 miles

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 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).

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Tropical Key West Escape • Private Pool | Month Long Stays | Flagler's Oasis Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 1 out of 3 reviews
Rating 8 - Good. 2 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

8.8

Cleanliness

9.4

Location

Reviews

Verified

10/10 Excellent

Will H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time

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
Stayed 30 nights in May 2024
Verified

8/10 Good

DALE Z.

Liked: Check-in, communication, location, listing accuracy
Private pool was wonderful. Inside home was nice and clean with parking and washer, dryer in home. Quiet residential minutes from downtown.
Stayed 28 nights in Jul 2025
Verified

8/10 Good

Steven L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

True Paradise Oasis

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.
Stayed 28 nights in Apr 2025