Shady Palms | Historic Charm Private Pool & Effortless Island Style 2BD/2.5BA

Key West, Florida
$453 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

Welcome to Shady Palms, a polished private retreat where historic Key West character meets relaxed island luxury. Thoughtfully restored and stylishly redesigned, this 1933 home offers a sophisticated setting for guests ready to settle into the Key West lifestyle for a month—or perhaps a little longer.

Tucked into the peaceful Meadows neighborhood, Shady Palms feels delightfully removed from the crowds while keeping the island’s restaurants, galleries, waterfront and nightlife within easy reach. Behind its white picket fence and signature red door, you’ll find a bright, beautifully curated home designed for effortless indoor-outdoor living.

The showpiece kitchen pairs soaring wood-paneled ceilings with expansive countertops, stainless-steel appliances, a gas range and seating for four around the oversized island. French doors open directly onto the pool deck, allowing morning coffee, leisurely lunches and evening cocktails to flow naturally outdoors.

The light-filled living room provides a refined but comfortable place to unwind, with plantation-style shutters, vaulted ceilings, contemporary furnishings and a large television.

The serene primary suite features a queen bed, walk-in closet and private bath with an indulgent multi-head shower. The equally inviting guest suite includes two twin beds that can be converted into a king, a walk-in closet and its own en-suite bath with a tub and shower. A separate powder room adds convenience when entertaining.

Outside, your private tropical oasis awaits. Take a dip in the heated pool, stretch out on a chaise beneath the palms or dine al fresco beside the water. A gas grill makes relaxed poolside dinners practically obligatory, while the covered front porch offers a breezy perch for morning coffee, a good book or an end-of-day cocktail.

Shady Palms also includes central air-conditioning, high-speed Wi-Fi, a washer and dryer, a fenced yard and coveted off-street parking for a medium-sized vehicle. Pets may be considered with prior approval.

For guests seeking privacy, style and an authentic residential Key West experience, Shady Palms makes an extended island stay feel wonderfully indulgent.

***Booking Information***

Important Notice: Some booking platforms may not correctly display our security deposit requirements. The rental agreement is based on a $125 non-refundable damage protection plan in lieu of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.

Guests are subject to a 2% credit card processing fee. To avoid that fee, we encourage you to pay by check.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • BEACH

    Near The Beach
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1283 Sq Ft (119 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 25+ Mbps
  • OUTDOORS

    Barbecue Grill Fenced Yard Patio
  • POOL/SPA

    Heated Pool Private Pool Shared/communal Pool
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Jet Skiing Nearby Kayak On Site Marina Nearby Sailing Nearby Scuba Diving Nearby Swimming Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Cabinet Locks
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Lawrence R.

    Submitted Mar 18, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had another great stay at Shady Palms. The house has everything you need and more. The Meadows is a lovely, quiet neighborhood,, great for walking and biking. The “nightlife” of Duval Stret is a short walk away. The team at Preferred Properties is very friendly and responsive. 5 Stars!

  • christine t.

    Submitted Mar 31, 2023

    Stayed Mar 1, 2023

    Nicely renovated home on a quiet street. The kitchen was well stocked with everything you would need. The location was ideal, loved the pool, great layout of the house with off street parking. Wonderful responsive mgmt company. Highly recommend.

  • Lawrence R.

    Submitted Mar 4, 2023

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We could not have been happier. The house is perfect; beautifully appointed and fully equipped. The neighborhood is quiet but you are easy walking distance from everything Key West has to offer. Preferred Properties could not have been more professional and easy to deal with.

  • Sammy S.

    Submitted Dec 17, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our stay in Shady Palms was a wonderful experience! I’ve been leasing rentals through Preferred Properties for many years. I’ve never been disappointed! I highly recommend this rental company! 5 stars!

  • FRANK C.

    Submitted Sep 26, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property could not have been more perfect! The pictures provided online are exactly what the house and property look like. Everything was clean and very well organized with every item you might need. The backyard was wonderful with the pool and privacy provided by the vegetation. The management company was quick to respond to any question or request. Highly recommend!

  • Christina J.

    Submitted Feb 3, 2022

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very nice place in a quite area of Key West but still accessible to most activities.

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Total

Includes taxes and fees
$453+
View details