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Paradise Grand - Stunning 5 Bedroom House with Pool and Pet Friendly

Home Rental in Key West Florida

Experience unrivaled luxury at Paradise Grand, a pet-friendly vacation rental in Key West, FL. With its private pool and an array of amenities, this 5 bedroom house is the ultimate destination for your dream getaway.

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Historic Hideaways
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Rates from
$500 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Paradise Grand is a 5-bedroom, 4-bath home in Key West, Florida Keys, sleeping up to 10 guests across an estimated 3,788 square feet. Set in historic Old Town on a full city block, it offers a private outdoor setup with a pool, hot tub, landscaped yard, and multiple verandas that connect indoor and outdoor living through abundant windows and French doors. The property is listed as waterfront-nearby and near a beach.

The layout includes a main house plus a separate pool house with a queen bedroom and full bath. Inside the main home, the first floor features a formal living room, a queen bedroom with a full bath, a large kitchen, laundry, and a dedicated game room with a pool table and foosball table. Upstairs are additional bedrooms including a king primary suite, plus rooms with two doubles and two twins. Amenities include internet access, washer/dryer, dishwasher, grill, television, parking, and 4-zone central air conditioning. Dogs are allowed with restrictions and an additional pet fee; a doorbell camera is present, and parties or events are not permitted.

Good fit for
Pet Friendly Group and Reunion Family Vacations
Sleeps Up to 10 Five bedrooms and four full baths accommodate up to 10 guests.
Pool and Hot Tub Private pool plus an in-ground spa/hot tub are on the property.
Separate Pool House Pool house includes a queen bedroom and a full bath.
Game Room Dedicated game room includes a pool table and foosball table.
Dogs Allowed Dog-friendly with restrictions and an additional $200 pet fee.
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
5 BedroomsBedrooms
4 Full BathroomsBathrooms
Sleeps 10Guest Capacity
3788 sq. ft.Living Space
PoolPool
Internet AccessInternet
TelevisionTelevision
YesPet Friendly
YesWasher / Dryer
Key West Florida
Location & nearby Explore the Area

Paradise Grand is in historic Old Town in Key West, Florida, within the Florida Keys. The listing describes the setting as waterfront-nearby and near a beach. The source also references the White Street neighborhood and notes access along Truman Avenue toward Duval Street for Key West entertainment and services.

Plan your stay

Rates & Availability (USD)

Rates from
$500 per night
30-day minimum stay
Check current rates & availability

Live booking details are maintained by Historic Hideaways.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
PMS Rate
Nov 01, 2026 - Nov 30, 2026
Minimum Stay: 30 Days
$500 $3,500 $15,000
PMS Rate
Dec 01, 2026 - Dec 31, 2026
Minimum Stay: 30 Days
$533 $3,731 $15,990
PMS Rate
Jan 01, 2027 - Jan 30, 2027
Minimum Stay: 30 Days
$1,033 $7,231 $30,990
PMS Rate
Jan 31, 2027 - Mar 02, 2027
Minimum Stay: 30 Days
$1,066 $7,462 $31,980
PMS Rate
Mar 03, 2027 - Mar 31, 2027
Minimum Stay: 30 Days
$1,033 $7,231 $30,790
PMS Rate
Apr 01, 2027 - Apr 30, 2027
Minimum Stay: 30 Days
$833 $5,831 $24,990
PMS Rate
May 01, 2027 - May 31, 2027
Minimum Stay: 30 Days
$733 $5,131 $21,990
PMS Rate
Jun 01, 2027 - Jul 31, 2027
Minimum Stay: 30 Days
$600 $4,200 $18,000
PMS Rate
Aug 01, 2027 - Sep 30, 2027
Minimum Stay: 30 Days
$533 $3,731 $15,990
PMS Rate
Oct 01, 2027 - Oct 31, 2027
Minimum Stay: 30 Days
$500 $3,500 $15,000
About this rental

About This Rental

Paradise Grand is a 5-bedroom, 4-bath Key West home that sleeps 10 and offers an estimated 3,788 square feet of living space. Located in historic Old Town, the property is described as occupying a full city block and is listed as waterfront-nearby and near a beach. The home emphasizes indoor/outdoor flow with extensive windows, French doors, and multiple covered verandas.

Outdoor features include a tiled pool and an in-ground spa/hot tub, plus a landscaped yard and patio areas set up for outdoor dining and lounging. An outdoor shower is also provided. Off-street parking is available, and the source notes space for 2–3 cars.

The main house includes a first-floor formal living room, an additional sitting/TV area, a dining area, and a large kitchen. Kitchen features noted in the source include two refrigerators and two ovens, along with a butcher-block island; a laundry room is adjacent. A separate game-focused room adds extra hangout space with a pool table, foosball table, TV, and desk.

Sleeping is arranged as: 1 king (primary), 2 queens, 2 doubles, and 2 twins. The source also notes a pool house with a queen bedroom and full bath, which can be used as additional sleeping space. Comfort and convenience amenities include 4-zone central air conditioning, ceiling fans, internet access, television, dishwasher, microwave, washer/dryer, and a grill. Dogs are allowed with restrictions and a $200 pet fee; no special events or parties are permitted, and the home has a doorbell camera.

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 milezerokeywest.com and Paradise, which comes out every Thursday.

This Home has a doorbell camera. The Property may only be used for residential accommodations. No special events, parties, or functions of any kind are permitted on the Property.

**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.
Things to enjoy

Activities and Special Interests

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

Beach
Biking
Boating
Canoeing
Catamaran
Fishing
Deep Sea Fishing
Golfing
Group and Reunion
State National Parks
Ocean
Pet Friendly
Sailing
Scuba Diving
Theatre
Fly Fishing
Wind Surfing
Luxury
Family Vacations
Kayaking
Spa
Surfing
What's included

Property Amenities

Featured Amenities

Dishwasher
Grill
Internet Access
Pets Allowed
Television
Washer/Dryer
Pool
Hot Tub

Property Features

Ceiling Fan(s)
Microwave
Parking

Other Property Amenities

Bed Size 1st/Master: King
Bed Size 2nd Rm: Two Doubles
Bed Size 3rd Rm: Two Twins
Bed Size 4th Rm: Queen
Bed Size 5th Rm: Queen
Number of Baths: 4 Full
Square Footage, Est.: 3,788
DVD Player(s)
Patio
Stereo System: Two Shelf Systems
Air Conditioned: 4 Zone Central
Outdoor Shower
Beach Distance: Biking
Dog: w/ restrictions - see FAQs
Helpful details

Frequently Asked Questions

Paradise Grand is located in Key West, Florida.

Paradise Grand accommodates up to 10 guests.

5 Bedrooms and 4 Full Bathrooms.

The listed beach access for Paradise Grand is Near a Beach.

Yes. The property lists Pool.

Yes. Paradise Grand is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
Local management

Professionally Managed By

Historic Hideaways
In business since 1996
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Questions about this rental?

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Property reference
#123654 · Paradise Grand
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