Paradise Grand: Key West Florida 5 Bedroom Estate Home for Rent with Pool and Pet Friendly Sleeps 10 Guests

Paradise Grand: Key West Florida 5 Bedroom Estate Home for Rent with Pool and Pet Friendly Sleeps 10 Guests

Key West 5 bedroom vacation home rental estate available monthly in historic Old Town pet friendly with private pool : Paradise Grand

Vacation Home in Key West Florida

900 Eisenhower Drive
Bedrooms: 5 Bedrooms • Sleeps 10
Bed Arrangements: King, 2 Queens, 2 Doubles, 2 Twins
Bathrooms: 4 Full Bathrooms
Living Space: 3788 sqft.
Location Setting: Waterfront - Nearby
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool (Private)
Internet: Internet Access
Television: Cable/Dish TV
Pet Friendly: Yes
Washer/Dryer: Yes
Map of Key West

Rates & Availability  
(Displayed in USD)

  • Monthly Rates from $9,500 to $25,000 per month
  • Minimum Stay: 30 Days

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Season Nightly Weekly Monthly
Jun 01, 2022 - Jun 30, 2022
Minimum Stay: 30 Days
n/a n/a $9,500
Jul 01, 2022 - Jul 31, 2022
Minimum Stay: 30 Days
n/a n/a $11,000
Aug 01, 2022 - Aug 31, 2022
Minimum Stay: 30 Days
n/a n/a $10,000
Sep 01, 2022 - Sep 30, 2022
Minimum Stay: 30 Days
n/a n/a $9,500
Oct 01, 2022 - Oct 31, 2022
Minimum Stay: 30 Days
n/a n/a $14,000
Nov 01, 2022 - Nov 30, 2022
Minimum Stay: 30 Days
n/a n/a $12,000
Dec 01, 2022 - Dec 31, 2022
Minimum Stay: 30 Days
n/a n/a $18,000
Jan 01, 2023 - Jan 30, 2023
Minimum Stay: 30 Days
n/a n/a $21,000
Jan 31, 2023 - Mar 02, 2023
Minimum Stay: 30 Days
n/a n/a $25,000
Mar 03, 2023 - Mar 31, 2023
Minimum Stay: 30 Days
n/a n/a $21,000
Apr 01, 2023 - Apr 30, 2023
Minimum Stay: 30 Days
n/a n/a $18,000
May 01, 2023 - May 31, 2023
Minimum Stay: 30 Days
n/a n/a $12,000
Jun 01, 2023 - Jun 30, 2023
Minimum Stay: 30 Days
n/a n/a $12,000

Property Description

Experience paradise in sumptuous style. That's what Paradise Grand, a breath-taking yet comfortable five-bedroom, four-bath estate, is all about. The house and private grounds and off-street parking occupy a whole city block of historic Old Town, exceptional spaciousness on the small island of Key West. Copious windows and French doors throughout meld the inside and outside living spaces. A local marina and the waterfront are only steps away across Eisenhower, while nearby White Street and Truman Avenue give easy access to everything the Southernmost City has to offer.

Step through the white picket fence, up a brick walkway, up seven stairs adorned with Victorian gingerbread, to the covered front veranda of Paradise Grand. Or you take the walk meandering to the left, open the gate, and discover the expansive landscaped yard. You'll feel like toasting the good life when you first see the stunning tiled and heated pool in double roman style or large in ground spa. In the rear, nestled among palms, is a pool house with one queen bedroom and full bath. Use it to shower off after a dip or as a guest house should the four main-house bedrooms be occupied. Lush tropical plants ring the property, creating beauty and total privacy. At the rear of the home is off street parking for 2 - 3 cars, complete with an entry gate and Tesla Charger.

The covered side veranda extends the length of the house, overlooking the pool and gardens. Everything you need for alfresco living is here including a long plank table with six woven chairs for enjoying meals day or night in any weather. On either side are conversation areas. The larger one includes a couch, coffee table, grouped armchairs, and convenient access to the main house through French doors. In fact the whole wall between the side veranda and the interior is a large glass expanse that fills the great room inside with ambient light and views of pool, spa and palms.

Inside, the first floor starts with a formal living room furnished with couch, chairs, and coffee table. Tasteful biscotti translucent fabric drapes the floor-to-ceiling windows. An area rug separates the space from the rest of the great room. To the right, a doorway reveals a bedroom with queen bed and full bath. A painting of the Shorty's convenience store sign from Duval Street conveys a "locals" decorative tone that goes well with the room's orange and yellow accent colors. Another door opens onto a small covered deck and stairs to the yard.

The great room continues with an informal, comfortable sitting area complete with couch and chairs perfect for chatting, having a coffee or cocktail, or watching TV or a movie. Beyond that comes the dining area with table and eight chairs set off by a sun-gold wall and brightly colored pelican painting. From here a pass-through and doorway leads into the enormous kitchen with two Sub-Zero refrigerators, two ovens, a butcher-block island with cooking surface, and dramatic black-and-white tile under foot. The large laundry room is conveniently adjacent. The main home has four central A/C zones, including the kitchen.

Just when you think you've seen all of the first floor, you discover another enormous room at the back. A large silver-blue stuffed marlin embellishes one wall, announcing the room's "gaming" focus. Other accoutrements include a pool table, foosball table, small jukebox, TV, bookcases, conversation grouping, and desk.

Upstairs one bedroom offers two queen beds and another has two twins. Between is a white tiled full bath. Down the hall is the amazing master bedroom with a his/hers bath that seems straight from the pages of Florida Design. A king bed decorated with copious pillows dominates the bedroom. A giant screen TV sits ready at the footboard. The spacious vaulted ceiling above the bed includes cooling ceiling fans. A natural wood cabinet and chest of drawers matches the warmth of the gleaming hardwood floors. A soft brightness filters through the windows and reflects off the white walls. Cedar-lined closets here and throughout the second floor create ample space for clothes.

The his/hers bathroom, like the master bedroom, is stunningly spacious. The master bath walls are white, matching the veined marble flooring and all-white fixtures such as toilet, sink, and urinal at "his" end and toilet, sink, and bidet at "hers." Between the two, is a luxurious multi-head shower enclosure large enough for two or more. Across from the shower, you'll find a lavish marble Koehler double whirlpool tub.

If you can imagine yourself venturing out from Paradise Grand, the rest of Key West awaits. In your White Street neighborhood alone, you'll find art galleries, Faustos Food Palace, convenience stores, the Island Gym, yoga studios and Key West Cakes selling really yummy cupcakes, to name a few. Or travel by foot, bike, scooter, or car the eight blocks down Truman to Duval, the central artery of Key West entertainment. There you'll find what Key West is famous for: tours, beaches, museums, water sports, shopping, the Mallory Square sunset celebration, the Historic Seaport, bars and over two hundred restaurants, many with outside seating, some with water views.This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions)

To know what's going on from day to day, check out Historic Hideaways' informative Events page on our website. Other information on the current music scene, movies, plays, gallery openings, and charitable events include and Paradise, which comes out every Thursday.

**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Activities and Special Interests

This property provides access to the following activities and special interests:

» Beach
» Biking
» Boating
» Canoeing
» Fishing
» Deep Sea Fishing
» Golfing
» Group and Reunion
» State National Parks
» Ocean
» Sailing
» Scuba Diving
» Surfing
» Fly Fishing
» Wind Surfing
» Hiking
» Family Vacations
» Kayaking

Featured Amenities

» Air Conditioning
» Cable/Dish TV
» Dishwasher
» Grill
» Internet Access
» Pets Allowed
» Pool (Private)
» Washer/Dryer

Property Features

» Ceiling Fan(s)
» Coffee Maker
» Deck/Patio/Porch
» Dishes/Utensils
» Freezer
» Full Kitchen
» Ice Maker
» Microwave
» Oven
» Parking
» Refrigerator
» Stereo
» Towels/Linens


» DVD Player

Other Property Amenities

  • Beach Distance: Biking
  • Bed Size 1st/Master: King
  • Bed Size 2nd Rm: Two Doubles
  • Bed Size 3rd Rm: Two Twins
  • Bed Size 4th Rm: Queen
  • Patio: Yes
  • Square Footage, Est.: 3,788
  • Air Conditioned: 4 Zone Central
  • Dog: w/ restrictions - se
  • Spa: 6 Person - In Ground
  • Number of Baths: 4 Full
  • Outdoor Shower: Yes
  • Bed Size 5th Rm: Queen


Fabulous property for reunions or family gathering.
—Sue S.
May 2021
Fabulous property for reunions or family gathering. Great location with easy access in and out of the property. The pool and hot tub were outstanding with ample patio and porch space. Terrific to have washer and dryer and wonderful kitchen. Very private except for the constant traffic of workers coming and going. Way to much activity from electricians, landscapers, maintenance an pest control. This house is grand but needs work. Owners suite is amazing with a fantastic bathroom and climate control separate from the other areas.
We thoroughly enjoyed the spaciousness of the house!
—Steve B.
August 2019
The rental agent was very helpful from our first contact - he answered all of questions and helped us pick out the house that best fit our needs. He was also very prompt on taking care of an issues or needs we had during our stay. The window unit air conditioner in the Pool House was very loud and made it challenging to sleep - an addition of a mini-split unit would make the Pool House much more comfortable. We thoroughly enjoyed the spaciousness of the house! The furnishings were very comfortable. There was weekly pool and lawn care and the men who did the work were very friendly and efficient. We would definitely stay at Paradise Grand again and are looking forward to our next visit!
The outside space is simply stunning!
—Liz P.
June 2018
We've been renting properties from Historic Hideaways for several years. This is the first time we stayed at Paradise Grand, and I must say it's appropriately named. The house is spacious and fabulous, while still being very comfortable. The style is quintessential Key West. The private spaces - bedrooms and baths allowed plenty of privacy while the social areas accommodated large gatherings. The outside space is simply stunning! The location at Eisenhower and Olivia felt close to the heart of Key West while the larger shopping plazas were easily accessible. We cried when we left - what a great property!!
We rented this wonderful property to celebrate our 50th wedding anniversary.
—Craig B.
December 2016
We rented this wonderful property to celebrate our 50th wedding anniversary. We were joined by our children and grandchildren one week and our siblings and their spouses during another week of the rental. The spaciousness of the property provided room for all and the covered front porch was the gathering place. We rented bicycles and the mile peddle to Duval was charming as we routed through wonderful neighborhoods with very interesting sights. This place is a gem and made our celebration a very special event.
What an incredible time we had at Paradise Grande!
—Paula K.
August 2014
What an incredible time we had at Paradise Grande! My husband I love Key West and this home just blew us (and our friends & family) away. The floor plan was ideal and everyone felt comfortable having their own space. Our favorite spot was the large porch overlooking the grounds & pool. We spent every waking moment, from coffee to late night dinners. We would rent this home again in a heartbeat. Tim, with Historic Hideaways was an incredible help as well, during our initial search and during our stay, whatever we needed, he was right there.

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