Entire home
Poolside Paradise | Historic Charm, Heated Pool, & Midtown Key West Living!
Photo gallery for Poolside Paradise | Historic Charm, Heated Pool, & Midtown Key West Living!





3 bedrooms 2 bathrooms Sleeps 8 172.3 sq m
Popular amenities
Explore the area

Key West, FL
- Smathers Beach13 min walk
- Duval Street19 min walk
- Southernmost Point3 min drive
- Key West, FL (EYW-Key West Intl.)5 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Double Beds
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
About this property
Poolside Paradise | Historic Charm, Heated Pool, & Midtown Key West Living!
Poolside Paradise | Historic Charm, Heated Pool, & Midtown Key West Living!
Discover the timeless beauty of Key West at Poolside Paradise, a stunning 1926 single-story home nestled in a lushly landscaped haven in the heart of Midtown. This monthly rental blends historic architecture with modern updates and comforts, offering the perfect retreat for guests seeking space, style, and sunshine. With a spectacular heated pool, wrap-around porch, and off-street parking for multiple vehicles, Poolside Paradise is your private oasis in paradise.
The Ambiance:
This thoughtfully preserved 3-bedroom, 2-bath home exudes Old Key West character with hardwood floors, plantation shutters, and charming architectural details throughout. Multiple French doors flood the home with natural light and open onto a wide, wrap-around porch that’s perfect for morning coffee or evening cocktails. The open-concept living and dining area is welcoming and airy, seamlessly connecting to a well-appointed kitchen with everything you need to cook, entertain, or simply relax in comfort. Step outside to the expansive heated swimming pool, bathed in all-day sun and surrounded by tropical landscaping and ample outdoor seating.
Guest Access:
Guests enjoy contactless check-in with a personal access code provided prior to arrival. You'll have full, private access to the home, pool, and all the property's amenities.
The Neighborhood:
Located in vibrant Midtown Key West, Poolside Paradise offers the perfect balance between quiet residential charm and easy access to the island’s best attractions. You're just minutes from beaches, marinas, and the lively energy of Duval Street. Whether you're exploring local cafes or strolling through Old Town, everything is close yet comfortably removed from the crowds.
Getting Around:
Key West is easy to navigate by foot, but if you prefer to explore on wheels, there are many bike and scooter rental options close by. Fury and Island Bicycles offer convenient pick-up and drop-off services, and Minty’s provides scooters and golf carts to get you into the island spirit. Alternatively, rideshare options like Uber and Lyft, or local taxis, such as Pink Taxi, are readily available. The home includes spacious off-street parking for multiple vehicles, perfect for those traveling with extra vehicles.
Other Things to Note:
- Central A/C for year-round comfort
- Washer and dryer in the home
- Heated pool with sunny lounging areas
- Mid-stay cleaning available upon request
- The exterior of the building is equipped with security cameras to ensure a safe and enjoyable stay for all guests.
- Guests must be 25+ to book
- 30-day minimum stay required per local law
Check-in time is 3:00PM
Check-out time is 11:00AM
At Colocada Vacation rentals, we’re dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don’t hesitate to reach out! We’re here to help make your stay as special as possible.
Discover the timeless beauty of Key West at Poolside Paradise, a stunning 1926 single-story home nestled in a lushly landscaped haven in the heart of Midtown. This monthly rental blends historic architecture with modern updates and comforts, offering the perfect retreat for guests seeking space, style, and sunshine. With a spectacular heated pool, wrap-around porch, and off-street parking for multiple vehicles, Poolside Paradise is your private oasis in paradise.
The Ambiance:
This thoughtfully preserved 3-bedroom, 2-bath home exudes Old Key West character with hardwood floors, plantation shutters, and charming architectural details throughout. Multiple French doors flood the home with natural light and open onto a wide, wrap-around porch that’s perfect for morning coffee or evening cocktails. The open-concept living and dining area is welcoming and airy, seamlessly connecting to a well-appointed kitchen with everything you need to cook, entertain, or simply relax in comfort. Step outside to the expansive heated swimming pool, bathed in all-day sun and surrounded by tropical landscaping and ample outdoor seating.
Guest Access:
Guests enjoy contactless check-in with a personal access code provided prior to arrival. You'll have full, private access to the home, pool, and all the property's amenities.
The Neighborhood:
Located in vibrant Midtown Key West, Poolside Paradise offers the perfect balance between quiet residential charm and easy access to the island’s best attractions. You're just minutes from beaches, marinas, and the lively energy of Duval Street. Whether you're exploring local cafes or strolling through Old Town, everything is close yet comfortably removed from the crowds.
Getting Around:
Key West is easy to navigate by foot, but if you prefer to explore on wheels, there are many bike and scooter rental options close by. Fury and Island Bicycles offer convenient pick-up and drop-off services, and Minty’s provides scooters and golf carts to get you into the island spirit. Alternatively, rideshare options like Uber and Lyft, or local taxis, such as Pink Taxi, are readily available. The home includes spacious off-street parking for multiple vehicles, perfect for those traveling with extra vehicles.
Other Things to Note:
- Central A/C for year-round comfort
- Washer and dryer in the home
- Heated pool with sunny lounging areas
- Mid-stay cleaning available upon request
- The exterior of the building is equipped with security cameras to ensure a safe and enjoyable stay for all guests.
- Guests must be 25+ to book
- 30-day minimum stay required per local law
Check-in time is 3:00PM
Check-out time is 11:00AM
At Colocada Vacation rentals, we’re dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don’t hesitate to reach out! We’re here to help make your stay as special as possible.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 not indicated whether there is a smoke detector on the property
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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting.

Key West, FL
What's nearby
- Clarence S. Higgs Memorial Beach Park - 8 min walk - 0.7 km
- Smathers Beach - 13 min walk - 1.2 km
- Duval Street - 19 min walk - 1.7 km
- South Beach - 19 min walk - 1.7 km
- Southernmost Point - 3 min drive - 1.7 km
Getting around
Restaurants
- Circle K - 12 min walk
- Sandy's Cafe - 14 min walk
- Salute! On The Beach - 14 min walk
- Sonic Drive-In - 18 min walk
- Thai Island Restaurant - 3 min drive
Frequently asked questions
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